Vacation Home Rentals By Owner In Marblehead, MA

$723.65

Ocean View GetAway With The Family

Marblehead, Massachusetts, United States

You’re already headed here. Experience the unforgettable warm sunrise and the soothing sunset view and leave with the memories that can only be made here.brbrA home away from home, perfect for a family get away. 2 bedrooms with King beds with the view of the ocean, and 1 bedroom designed for your children comfortable stay.brbrEnjoy the convenience of a washer and dryer in the house.brbrUpon stepping into the house, you are immediately greeted with a preview of the most gorgeous view in Marblehead.br.brOn your left, you have access to all 3 bedrooms, both bathrooms, and the washer and dryer.brbrOn your right is your kitchen, dining space, and the living room area where you can truly take in the tranquil and lovely view.brbrSoft carpeted floor, tasteful design, board games, and lighting at your fingertips, the house will immediately feel new but familiar.brbrTake your shoes off through the living room to get to the deck. Enjoy a refreshing, airy breeze and the stock of boats that may be moored close by.brbrYou will find an assortment of teas in the kitchen that you may brew to bring with you on the deck.brbr3 bedroomsbr2 King bedsbr2 twin beds (children`s room)brSoft carpeted living roombr2 bathroomsbrEntire deckbrOutdoor Dining TablebrOutdoor picnic tablebrbrYou have access to the entire house, the deck, deck furniture, the view of the ocean.brbrParking is free on the street.brbrThe garage is off limit, but the driveway is free to use. You can park 2 cars off street.brbrBasement is off-limit.brbrMarblehead a sea lover`s paradise but above all homely, quaint, surrounded by lovely restaurants that boast high end ingredients, amazing service, and almost anything that could satisfy your palette in any season. The atmosphere is always relaxed and welcoming. Every business takes attention to detail to understanding you You will find some of our recommendations such as the Mai Thai lounge.brbrBarnacle Restaurant Inc (Old-school Seafood eatery with views)brLocation: 141 Front St, Marblehead, MA 01945, United Statesbr7 minutes drive; 1.8 mibrbrThree Cod TavernbrLocation: 141 Pleasant St, Marblehead, MA 01945, United Statesbr6 minutes drive; 1.6 mibrbrMaddie`s Sail Loft (Seafood restaurant)brLocation: 15 State St, Marblehead, MA 01945, United Statesbr5 minutes drive; 1.6 mibrbrRing doorbell at the entrance.brbrPet Policy Reminder:brYour Airbnb pet fee covers up to 2 pets only. Any additional pets must be registered and added before arrival through the link below. Unregistered pets are not permitted on the property.

Bed

Bath

Sleeps

$770.73

/ Nightly

Private Vacation Home

Walkable to Everything Great about Marblehead! Perfect for multiple families -12

Marblehead, Massachusetts, United States

Everything here for a perfect multi-family vacation in Marblehead! Two spectacular beaches are a short walk away and beach cart/chairs/cooler/umbrella are provided. Restaurants and shops are within short walks, as are grocery stores and public transportation. brbrFive bedrooms sleep 12, who can all enjo the large family room with sunny deck, Twp full baths, and formal and informal dining areas. Quiet spaces to spread out in small groups . Spectacular game room fills summy 3rd floor with TV viewing area, ping pong, foosball, and work desk, all lit by huge skylights. Laundry room is convenient to in-kitchen eating area. Formal living room with cp,fprtab;e spfabed and cozy den with single bed are remote from the large family room for quiet work or conversations. Sunny huge windows throughout house provide views of quaint historic neighborhood and backyard garden. brbrRedd's Pond next door is perfect for children's fishing and model silboats or for visits to the adjacent Old Burial Hill cemetery, with unique carved 17th century gravestones. brbrRear of house is faces Dunn's Lane, the narrowest street in Marblehead and on way to the historic district with shops and restaurants. Fabulous seafood restaurants as well as yacht clubs and boat rentals are nearby. brbrMany concerts, plays, and movies are available throughout the year, and especially during the Marblehead Festival of the Arts in July.

Bed

Bath

Sleeps

$927.11

/ Nightly

Private Vacation Home

Charming, beloved house sleeps 8, with huge deck over pond & close to the ocean

Marblehead, Massachusetts, United States

Come stay in our refurbished four bedroom, 2.5 bathroom, house on a quiet, beautiful private way in Marblehead, MA. You can sip cocktails on the deck overlooking the pond as the sun sets while your children feed the ducks and play with the turtles, frogs and fish of the pond.brbrYou can stroll to the private rocky beach a short five minute walk away or drive 5 minutes to the sandy town beach where you can enjoy chowder and a lobster while your children build sandcastles or play on the playground equipment.brbrIn addition to all Marblehead has to offer, we are minutes from downtown Salem, the Witch City, home of the renowned Peabody Essex museum, and site of month-long celebrations in October leading up to Halloween.brbrMarblehead is a short 40 minute drive to Boston where you can stroll Newbury St., visit Faneuil Hall, or visit Fenway Park.brbrKeywords: House

Bed

Bath

Sleeps

$2513.25

/ Nightly

Private Vacation Home

Rockcleft by the Sea: Stunning Oceanfront Mansion Offers Luxury, Comfort, Views

Marblehead, Massachusetts, United States

Rockcleft by the Sea offers guests luxurious and spacious accommodations in a stunning ocean front location. Situated in a small picturesque community just north of Boston, Massachusetts, this vacation home features wraparound ocean views, a gourmet kitchen, multiple gathering areas, comfortable ensuite bedrooms with down comforters, and numerous special touches to ensure a relaxing family gathering or a productive executive retreat.brbr________________brGathering SpacesbrThe living room, with its soaring ceilings and panoramic ocean views, is the central focal point of the home. A large coffee table is surrounded by welcoming couches and plush swivel chairs, inviting guests to curl up with a book or gather for conversation. A wooden chess set offers the opportunity for a friendly game while watching the ocean spray leap over the rocks just outside the window.brbrThe family room, separated from the living room by sliding glass doors, also offers expansive ocean views. Two screened doors allow in the ocean breeze and offer access to multiple backyard patios. A 58 inch flat screen television set rises from the floor with the touch of a button, allowing for unimpeded views when the TV is retracted. brbrRockcleft’s dining area offers the ideal setting for leisurely family meals, with an oval shaped table with seating for eight, plus room for an additional four and two large buffet tables.brbrThe gourmet kitchen offers space for more casual dining overlooking the ocean, with a large center island (bar-style seating for two) and a circular kitchen table that can accommodate eight. Other accouterments include a SubZero refrigerator, a wine cooler, a convection oven and microwave, a dishwasher, two sinks, and a gas stovetop. The kitchen is fully stocked with all necessary cooking and serving implements as well as small appliances including a coffee maker, Keurig, blender, toaster, electric skillet, and crockpot. brbrThe playroom provides entertainment for children of every age and interest. It includes a foosball table, mini air hockey and knock hockey sets, a train table, and a children's eat-in kitchen. The closet contains a large selection of games and toys, from Monopoly and Scrabble to Trivial Pursuit and Candyland, as well as Legos and building blocks.brbrThree powder rooms, one with a laundry closet, round out the public living spaces.brbr____________brOffice SpacesbrRockcleft also perfectly suits the needs of executives traveling with family or business associates. The spacious upstairs office includes a wraparound desk and a balcony overlooking the ocean as well as double monitors, a mouse, a keyboard, and a printer with USB-C connections for a laptop. A private powder room is attached to the upstairs executive office. brbrThe downstairs office serves as a small business center with landline telephone, guest computer, monitor, printer, and fax machine. brbr___________brFitness RoombrGaze at the ocean or catch the news while using the treadmill or stationary bike, both made by LifeFitness, or the HealthRider total body workout machine.brbr________________________brSleeping AccommodationsbrRockcleft offers three king-size private suites plus a four-bed bunk room, a “snoring” room attached to the first floor ocean front suite, and a daybed in the fitness room. All suites offer comfortable duvets, plush blankets and towels, large screen smart TVs, seating areas, walk-in closets, and bedside tables with reading lights. brbrOwner's Suitebr- Main bedroom: king bed and 55” smart TVbr- Snoring room: queen bed and Roku TV (Accessible through the main bedroom, the snoring room is perfect for snoring spouses, small children, or a caregiver for a guest who needs assistance.)br- Reclining leather chair and ocean front table for 2br- Expansive bathroom: water closet with toilet and bidet, 2 sinks and vanities, walk-in shower with seat, 2 shower heads (one handheld), deep soaking jetted tub for 2 with ocean viewsbrbrOcean Front Suite:br- King bed and 55” smart TVbr- Leather reclining massage chairbr- Private deck with bistro seatingbr- Bathroom: water closet, large vanity, walk-in shower with bench and handheld shower headbrbrOcean View Suite:br- King bed and 55” smart TVbr- Table with seating for 2 and rocking chairbr- Bathroom has separate powder room and bathing room with deep soaking jetted tub and shower combinationbrbrBunk Room Suite:br- 2 twin-over-full bunks and smart TVbr- Table with seating for 2br- Full bathroom with shower/tub combination.brbrFitness Room:br- Twin daybedbr- Shares bathroom with Ocean View Suitebrbr______brParkingbrRockcleft offers 2 garage and 3 driveway spots with a u-shaped drive for easy entry and exit.brbr_______brOutdoorsbrStep through the glass doors of the foyer and out onto the back deck, which extends from one side of Rockcleft to the other. Weather permitting, the deck offers several comfortable recliners and tables for drinks or snacks. A few steps down brings you to the circular flagstone patio, which boasts a round stone table with seating for eight. A series of decks lead down from the backyard to the lower patios. An outdoor grill is available during spring, summer, and fall. An outdoor hot tub is available seasonally from Memorial Day through Labor Day. For guests who request hot tub use, a $100 daily fee is charged upon arrival to cover cleaning and heating costs. brbr_______________brAbout MarbleheadbrRockcleft by the Sea is located in the seaside community of Marblehead, Massachusetts, a small town on a peninsula 15 miles north of Boston. The house itself can be found on Marblehead Neck, a smaller peninsula that is connected to the main part of Marblehead by a half-mile long causeway. The causeway is open to cars, bicycles, and pedestrians, and it affords stunning views of the Atlantic Ocean on one side and Marblehead Harbor on the other. There is much to see and do both in Marblehead and in the surrounding communities.brbrStart your tour with a walk or drive through the colorful narrow streets of downtown Marblehead. The town was founded in 1629 and served as a crucial fishing port during the American Revolution. Look out for the plaques on many of the homes showing the year of construction and original owner. brbrFrom Rockcleft, take a short walk down to Castle Rock and continue on to the Marblehead Lighthouse, a beautiful park overlooking the harbor with picnic tables and benches. In the other direction, just on the other side of the causeway, you will find Devereux Beach, which offers a playground, restaurant, and on-site restrooms. For those interested in exploring the harbor by paddleboard, rentals are available just across the street from Devereux at Riverhead Beach. brbrOther local options: a walk or bike ride along the Marblehead Rail Trail, which extends into neighboring Swampscott and Salem; a walk through the Marblehead Neck Wildlife Sanctuary located just ¼ mile from Rockcleft; a visit to historical Fort Sewall for some revolutionary history; a tour of one of Marblehead’s many historical sites including the Jeremiah Lee Mansion, the King Hooper Mansion, Old Burial Hill, the Old Townhouse, and Abbot Hall (home to the painting the Spirit of ‘76); and eating in some of Marblehead’s many restaurants, from waterfront dining at The Landing to seafood at The Barnacle or sandwiches and pizza at Cafe Vesuvius. brbrAlso take some time to visit nearby Salem, Massachusetts, just a 10-minute drive away, with options including: insights into the Salem witch trials at the Salem Witch Museum, Witch House, or Witch Dungeon; a visit to the world class Peabody Essex Museum with exhibitions from around the world; a tour of the House of the Seven Gables; a visit to Pickering Wharf for harbor front shopping and dining; and boat and trolley tours of Salem and nearby areas.brbr__________brHouse Rulesbr- As noted in rental agreement, a $10,000 authorization only security deposit is required PRIOR to check-in.br- A photo ID matching name on reservation is required at check-in.br- Advance permission and additional contract required for commercial filming/photography.br- Smoking is strictly prohibited. Guests will be fined and evicted for smoking or vaping anywhere on the property.br- NO PARTIES OR EVENTS PLEASE. Only the contracted number of guests allowed at any time. For your safety, video cameras are placed outside of the house. Indoor technology monitors noise and number of devices.br- Rockcleft is located in a quiet family neighborhood. Please enjoy the peace and beauty but honor our neighbor's privacy and keep noise as low as possible.br- Please see provided rental agreement for all additional rules and guidelines and ensure that you agree prior to completing your booking. We ask guests to provide a signed copy of their customized contract prior to booking confirmation.brbrTo protect this very special property, please note that violation of these rules or those outlined in rental agreement is cause for eviction with no refund and forfeiture of all rent and security deposits. Additional fees may be incurred, and guests will be held liable for lost rent if any damage impacts the ability to offer the home for future rental.brbr________brAmenitiesbr- Supplies available for guest use include toilet paper, kleenex, paper towels, sponges, dish detergent, hand soap, dishwasher pods, detergent, shampoo, body wash, and conditioner. The kitchen includes basic spices as well as salt, pepper, oil, and vinegar. Other specialty supplies, including desired food items and toiletries, can be provided upon request.br- The beds are fully made and ready for your arrival with freshly laundered linens and luxurious down comforters. A set of towels for each registered guest is provided. Beach towels are also available, along with folding chairs and an umbrella.br- For families with small children, a luxury Pack-n-Play and other children's furnishings can be arranged upon request.brbr__________brPlease NotebrMarblehead recently implemented a 6% local lodging tax that will be added to your rental rate.br

Bed

Bath

Sleeps

$558.5

/ Nightly

Private Vacation Home

The Anchor House Marblehead Retreat - Minutes to Old Town and Historic Salem!

Marblehead, Massachusetts, United States

You will love this 3 bedroom house in a family friendly neighborhood with just a 2 minute walk to Green Street Woods and less than a 10 min walk to Stramski’s Playground and Beach facilities. Explore Old Town Marblehead which is minutes away and downtown Salem is only a 10 minute drive. Our home has a nicely updated kitchen that transitions to a generous open plan for the living and dining room area with beautiful hardwood flooring. There is an extra sitting area with a comfortable daybed just perfect for reading or napping on the first floor as well as a lovely bedroom with an adjacent half bath and laundry access. The second floor has two fully carpeted bedrooms and an updated spacious full bath. Love the outdoors There is a patio area and stone wall behind the house then up a few steps to an open back yard for outdoor games. Decorated with intentional New England cottage style, our home is sunny, comfortable and spacious. It's perfect for families, friends or just a peaceful get away for anyone. Great for any season. brbrDogs allowed at an additional fee. No smoking or vaping inside. No loud events or parties.

Bed

Bath

Sleeps

$912.22

/ Nightly

Private Vacation Home

Elegant home in historic Marblehead.

Marblehead, Massachusetts, United States

Enjoy this spacious, pristine, 4-bedroom home, with lots of light, in historic Marblehead. It is within walking distance of Marblehead Harbor, Historic District, Devereux Beach, coffee shops, restaurants, boutiques, and other amenities. Open concept first floor.Fully equipped kitchen. 1 king, 1 queen, 1 double, and a single bed. Large baby crib. Two full baths. Laundry facilities. Air conditioning. Large private fenced-in landscaped yard with plenty of parking. Pet friendly. It is a quiet neighborhood, a 10-minute drive to Historic Salem and 30 minutes to downtown Boston.

Bed

Bath

Sleeps

$550.68

/ Nightly

Private Vacation Home

Stunning Beach Cottage just steps from Marblehead Harbor and Town

Marblehead, Massachusetts, United States

Newly renovated cute 2 bedroom harbor beach cottage in the heart of the beautiful seaside town of Marblehead, MA. Sea La Vie is just steps from Marblehead harbor, downtown restaurants, coffee shops, boutique shopping and a quick stroll to the beach.brbrThere are 2 parking spots in a private driveway, but if you do not have a car no problem! You can check-out breathtaking views of Marblehead Harbor right around the corner. The cottage is located a few blocks from some of the best restaurants and shops in town. The property is within close proximity and walking distance (less than a mile) to some of Marblehead's most popular beaches and historic Old Town. brbrThis adorable harborside cottage has it all. Here is a list of amenities:brbr- Authentic private brick patio right outside the kitchen dutch doorbr- Modern, fully stocked kitchen with updated appliances and quartz countertops designed for cooking & entertaining - and a Nespresso machine! br- Updated technology including: key-free lock system (with personal entry code), Ring doorbell system, Nest thermostats, Echo smart speakers, Free High-speed internet & Wifi.br- Living room with plenty of comfortable seating, 55 Roku Smart TV, books, playing cards and board games.br- 2 quiet second-floor bedrooms each with new queen-size mattresses, luxury mattress pads, down comforters and ample closet spacebr- Master bedroom comes equipped with a 32 mounted Roku Smart TVbr- Complete work station with desk and comfortable chairbr- Newly renovated bathroom - marble vanity and rainfall shower br- Fully equipped washer and dryerbr- Shed is equipped with beach chairs and kid toys for those summer days! brbrPets not allowed. Non-smoking only. brbrFollow us on Instagram @sealaviemarbleheadbrbrRESERVATION PROCESS:brYour reservation is not confirmed until you return the rental agreement. This document will be sent to you via email within a few hours of making your reservation. You need to review and electronically fill out, sign, and submit the agreement within 24 hours to secure booking. Once returned, we will collect payment (per the outlined terms) and send you a reservation confirmation via email. brbrMA registration certificate #C0344811680 brmax occupancy 6. brbr

Bed

Bath

Sleeps

$1079.77

/ Nightly

Private Vacation Home

Coastal Home in Prime location! Sleeps 14!

Marblehead, Massachusetts, United States

Host your next gathering in this beautiful and sunny two family home. Our High Tide guesthouse has 2 bedrooms & 1 full bath and our Low Tide guesthouse has 3 bedrooms & 2 baths to accommodate up to 14 guests. Fun bunk room w 4 XL custom beds. Private office with pullout twin sofa. Extra twin floor mattress available upon request. brbrDecks, private backyard, quiet neighborhood and just steps to all of the wonderful shops, cafes, beaches, harbor and public launch. Convenient to Boston (18 miles), Logan Airport (11 miles) and Salem's Haunted Happenings (2 miles). 45 minute drive to beautiful winery, 1 hour to closest ski mountain. brbrCat 6 Internet, central AC& heat, modern appliances including dishwashers, laundry and 2 cozy living rooms with modern Fireplaces. 3 Roku televisions on each floor. Egyptian cotton sheets, towels and amenities provided. brbrFree and convenient off street parking in driveway for 5-6 cars

Bed

Bath

Sleeps

$387.93

/ Nightly

Private Vacation Home

2BR Historic Marblehead Home+Minutes to Beach

Marblehead, Massachusetts, United States

Step back in time 120 years ago in this cottage originally built as a workshop that has now been tastefully transformed with all the modern conveniences. You'll be tucked away in a quiet neighborhood of Marblehead's historic district but only a short stroll to Gas House Beach and all the dining, shopping and sights of this quaint New England town. brbr5 Min Walk to Downtown Marbleheadbr15 Min Drive to SalembrbrExperience Marblehead, New England's Best Kept Secret, With Us & Learn More Below! brbrKEY FEATURES:br☀ Sleeps 4; 2 bedrooms, 1 queen,+ 1 fullbr☀ Comfortable outdoor sectional with plenty of sunlightbr☀ Newly Renovated Cozy Kitchen with convenient washer/dryerbr☀ Remote Workspace perfect for your workcationbr☀ Backyard patio with grill and outdoor diningbr☀ AC for hot summer days! br☀ Hi-Speed WiFi and Apple TVbr☀ EV charging br☀Charcoal grill available, please bring your own charcoalbr☀ Walk to Downtown Marblehead - shops, restaraunts, beaches and galleries just steps awaybr☀Doorbell Camerabrbr☆☆ FIRST FLOOR ☆☆brbrStep into the cozy first floor and take in the tasteful vintage nautical decor. Relax on the comfortable seating while streaming your favorites on the Apple TV. Spend time gathering around the piano or cozy up in the reading nook! Head into the kitchen and you'll find a beautifully renovated space fully equipped with all the appliances, utensils and cookware you need to feel at home. Choose to eat your meals at the bar or the dining table. There's even a washer and dryer conveniently tucked away in this space perfect for drying off wet suits after a day at the beach! brbr☆☆ SECOND FLOOR ☆☆brbrClimb up the stairs and you'll find a charming remote work space and two bedrooms to accommodate 4 guests. The primary bedroom is fitted with a queen-size bed and the second bedroom is fitted with a full bed both with plenty of closet space to unpack. brbr☆☆ OUTSIDE SPACE ☆☆brbrOutside you'll find two patio areas. Climb up to the front entrance and relax on a comfortable sectional with plenty of sunshine. Head into the backyard patio and enjoy cooking meals on the grill and eating al fresco. All this just steps away from all the sights and attractions of chaming Marblehead!brbr★☆ Book Today & Let Us Take Care Of You at the Mill Pond Cottage! ☆★ brbrbrGuests have access to the entire property. brbrWe are always here for our guests - just a message away! brbr• Check-in is 4:00 PM- 10:00 PM br. Check-out is 11:00 AM or earlierbr• No early check-in or late check outbr• Quiet hours are from 10:00 PM to 8:00 AM brbrThis historic home is not suited for anyone with limited mobility or difficulty with stairs. There are stairs up to the first floor entrance and steep stairs up to the second floor where the bathroom and bedrooms are located.

Bed

Bath

Sleeps

$889.52

/ Nightly

Private Vacation Home

Large 4-Bedroom Home with Pool, Nature Trails, Redd's Pond, Walkable to Shopping

Marblehead, Massachusetts, United States

Enjoy poolside fun & daily nature walks! Spread out in this 4-bedroom, 1.5 bath home near Redd's Pond, nature trails and Old Town Marblehead. Beautiful exposed beams are featured in the large living and dining room area with plenty of space to play games or share some laughs. Three of the four bedrooms are located on the first floor along with one full and one half ensuite bath, making single-floor living possible. The fenced-in pool and patio area are just waiting for you to come and enjoy.brbrSleeping Arrangements (Sleeps 8):brbrPrimary Bedroom - first floor (sleeps 2)br- Queen-sized bedbr- Ensuite 1/2 bathbr- Large bureau and closetbrbrQueen Bedroom - first floor (sleeps 2)br- Queen-sized bedbr- Large bureaus and closetbr- Desk and chairbrbrTwin Bedroom - first floor (sleeps 2)br- 2 Twin-sized bedsbr- Large bureaus and large closetbrbrQueen Bedroom - second floor (sleeps 2)br- Queen-sized bedbr- Large bureaus and walk-in closetbr- Built-in drawer storagebr- Desk and chairbrbrPets must be approved by the host in advance of your stay. If approved, there is a $150 pet fee per stay. Only dogs. No cats.

Bed

Bath

Sleeps

$435.63

/ Nightly

Private Vacation Home

Bright & Stylish Coastal Retreat in Marblehead Historic Center w Parking!

Marblehead, Massachusetts, United States

A newly renovated, sunny and bright 2 bedroom 1 bathroom house with full eat in kitchen, including dishwasher, refrigerator w ice maker, microwave & Keurig, washer and dryer, and modern living room comfy sectional w chaise, 50” Roku TV and electric heated fireplace. Located in the heart of Marblehead's Shipyard District, “High Tide” is steps from the harbor and a wide variety of wonderful shops, cafes and restaurants. Brand new central heat and air conditioning and equipped with Cat 6 Internet. Each bedroom has a wall mounted 32” Roku TV, Egyptian cotton linens and an assortment of pillows. Private backyard, deck & parking for 2 cars! Short walk out the door to harbor, sandy beaches and all of the quaint shops and cafes in downtown Marblehead. Plenty of trails close by for biking, running or long walks. 5 minute Uber to Salem,12 miles to Logan airport and 15 miles to Boston.br45 minute drive to a beautiful winery, 1 hour to local ski mountain.brSmart lock for self check in and out.

2

Bed

1

Bath

5

Sleeps

$261.19

/ Nightly

Private Vacation Home

Charming private townhouse-style lodging, a block from Marblehead Harbor

Marblehead, Massachusetts, United States

Chestnut Sweet, a two-floor townhouse-style apartment, is located in its own building in one of Marblehead's historic neighborhoods, called the Shipyard. Ideal for two adults (or for a couple and one guest), the Sweet is quiet and private, a gentle, fireplaced respite from your day's activities: swimming at nearby beaches, playing tennis and pickleball, sailing, shopping, and dining in town, and enjoying Marblehead's rich history. Everything is within easy walking distance. The Sweet features, on its first floor, a sitting room on the garden with a convertible love seat (to a double guest bed if needed0 and large closet; a living room with flatscreen TV and gas fireplace; a kitchenette (coffeemaker, countertop oven (we are not zoned for a full-size stove), microwave, electric kettle, and small fridge; full bath with rain shower, laundry facilities, and easy, private ground-floor access. Its second floor offers a queen bed, half-bath, skylights, ceiling fan, large bureau, and closet. The Sweet has full AC, plus wonderful sound-proofing throughout, making it a truly relaxing and private get-away space. Guests will have bikes, beach chairs, and beach towels to use, and a pair of congenial hosts who are available 24/7.

Bed

Bath

Sleeps

$707.1

/ Nightly

Private Vacation Home

Brackett Cottage: Celebrate 250 Years in Marblehead’s Historic Heart

Marblehead, Massachusetts, United States

Want a uniquely Witch City Experience Stay with us and enjoy special pricing for a group psychic reading or seance.brbrHistoric Elegance Meets Modern Comfort in Marblehead! Nestled in the heart of historic old town, Brackett Cottage is a mere 1-minute walk to shops and restaurants. A 5-minute walk takes you to a beach on Marblehead's famous harbor. While away a perfect day, watching sailboats and schooners soar past. brbr brbrA visit to Brackett Cottage of historic Marblehead transports the traveler back in time when world travelers were courageous and few, and America emblazoned revolutionary spirit. Brackett Cottage celebrates the libertarian spirit while showcasing the owners’ pride of Marblehead. Brackett Cottage harkens back to a time when travelers returned home with wares from long global jaunts. Each piece tells a story. Visitors are embraced by the wares of a global traveler juxtaposed with items that celebrate Marblehead’s seafaring and revolutionary history. brbr brbrBrackett Cottage elegantly encircles you with fine prints, antique style dinner ware, and nautical charts that represent Marblehead’s seafaring role in the American Revolution, War of 1812 and World War I. Immerse in the story of Marblehead, as it serves as the birthplace to the U.S. Navy, while admiring famous ships, tapestries, tables and lamps from around the world. brbr brbrThis New England colonial, built in 1810, features seafaring pieces that reflect the town's character. Each one has been hand-selected to tell the story of this home and one of the most distinct towns in Boston’s North Shore, Marblehead. brbr brbrBrackett Cottage was built by a shipwright for a shipwright – everything about this home is unique. No two rooms have the same shape or height; every room has a colonial era fireplace and a tilt earned through the centuries. Built-ins abound, and the staircase with brass rail feels more appropriate in a ship than a home. brbr brbrIf you want an elegantly appointed, unique accommodation, Brackett Cottage is the place for you. Guest note: as is typical with many colonial era homes, ceilings and doorways are a little lower than today’s standards. Tall people may need to duck through doorways. Stairways are narrow, and floors slope. brbr brbrAt Brackett Cottage, each room provides a cozy place for you to relax and reflect. brbr brbrIn the Living Room, it’s easy to imagine family, friends, and neighbors gathered around the fireplace on the couch or the swivel chairs, sharing news and stories. The fireplace with electric insert and cozy lighting provides the perfect ambience for parlor games and conversations. brbr brbrThe Dining Room welcomes guests to host elegant and intimate dinner parties, or to read by the fireplace. The dining table accommodates 4-6 with dinnerware and glassware displayed in the built-in sideboard. If the natural wood of this room could talk, the stories it would tell! brbr brbrThe Kitchen comprises full-sized appliances and all the furnishings to cook any family meal from a simple continental breakfast to a full dinner. As you exit the Kitchen you head out to the brick pathway that leads to either the stairway to Washington Street, or to the gorgeous private garden where guests enjoy al fresco dining. brbr brbrNow it’s time to grab the brass handrail and climb the ship-like stairs to the second floor where the bedrooms and bathroom await. brbr brbrIn the Master Bedroom, feel like royalty among the French Provincial décor. A king-sized bed smothered with silk bedding and pillows is adorned with classic side tables and crystal lamps. A silk slipper chair beside the fireplace provides another comfortable reading nook. Above the fireplace hangs a nod to modern times; guests can enjoy their favorite streaming services on the 50” smart flat-screen TV, courtesy of high speed internet. brbr brbrIn the Guest Bedroom, the shipwright’s hand is evident. The room feels like a colonial-era ship’s cabin with a built-in trundle bed, quirky closets, and a classic bureau. As is a common theme in this Marblehead home, there is another fireside reading nook. brbr brbrThe smallest bedroom, is outfitted as a den with a trundle day bed lined with large comfy pillows. While sleeping for 2 is possible, the room is set-up for snuggling in front of another 50” smart flat-screen TV – watch your favorite shows or play your favorite games. Shelves, hooks and a cedar chest provide storage for the guest’s belongings. brbr brbrThe full bathroom has a tile-enclosed bath/shower combination along with the usual accouterments. brbr brbr******* Brackett Cottage Highlights brbr brbrCentral Location – 1-minute walk to Marblehead Center, 4-minute walk to the beach brbrPrivate gorgeous garden with large patio and outdoor dining brbrHigh-speed WiFi brbr2 50” Smart Flat Screen TVs brbrKing sized bed in master bedroom brbrFull sized appliances: Stove, Oven, Fridge, Washer & Dryer, and dishwasher brbrParking Passes for off-street parking are available for a nominal fee. brbr brbr*** House Rules ***** brbr brbr- Smoking is strictly prohibited. Guests will be fined and immediately evicted if there is any evidence of smoking found anywhere in this home. brbr- No pets allowed! brbr brbrPlease NO PARTIES, EVENTS, PERFORMING ARTISTS OR BANDS ARE ALLOWED AT ANY TIME. These are cause for eviction with no refund and may damage our ability to offer the home for future guests exposing you to liability. brbr brbrAs with each of our iTrip North Shore properties, Brackett Cottage features a starter kit of a few-days' worth of supplies for guests that includes toilet paper, paper towels, dish detergent, & more. The beds at Brackett Cottage are fully made and ready for your arrival with freshly laundered linens. A set of towels for each person is also included in the rental rate.brbr____ brbrWindow AC Units brbrThis property is cooled with window air conditioning units. The units are installed in May and removed in September. Each window AC unit has both a cooling function and a fan function. Each room with a window AC unit; also has a fan.brbr__________ brbrAbout Marblehead brbrFounded in 1629, Marblehead was a crucial fishing port during the American Revolution; much of its history can be discovered by navigating through the colorful, narrow streets of Old Town. Like an open-air museum, Marblehead flaunts its history not only in its well-preserved 18th-century houses and architecture, national historic landmarks and local shops are sprinkled throughout the town. brbr brbrAfter meandering amongst the quaint Colonial houses, take a tour through Marblehead Neck, which leads to the lighthouse. Marvel at the breathtaking views of Marblehead Harbor, birthplace of the US Navy, & a major sailing capital. brbr brbrMarblehead’s most popular beach, Devereux, has plenty of picnic tables, playgrounds, and on-site restrooms. Gas House Beach is on Little Harbor. With a rocky shore and small boats anchored in tranquil, shallow water, the scene at Gas House is perfectly New England. Active visitors can enjoy a paddle at King’s Beach with views of Boston.brbr__________ brbrAbout iTrip North Shore Properties brbr- Smoking is strictly prohibited. Guests will be fined and immediately evicted for smoking or vaping in the home or on the property. brbr- NO PARTIES, EVENTS, PERFORMING ARTISTS OR BANDS ALLOWED AT ANY TIME. brbrThese are cause for eviction with no refund. If any damage impacts our ability to offer the home for future guests, you will be held liable. brbr__________ brbrAmenities: brbr- Each of property features a starter set of supplies for guests which includes toilet paper, paper towels, dish detergent, & hand soap. brbr- The beds are fully made & ready for your arrival with freshly laundered linens. A set of towels for each registered guest are included in the rental rate. brbr- For family friendly homes, a luxury Pack-n-Play or other children's furnishings are available for an additional charge (as availability permits). brbr__________ brbrVisiting like a local means being neighborly. Please be respectful of the owner's home and considerate of the neighbors.

3

Bed

1

Bath

6

Sleeps

$961.37

/ Nightly

Private Vacation Home

Hygge carriage house in heart of Old Town Marblehead. Walk to everything MBHD!

Marblehead, Massachusetts, United States

Come enjoy all things Old Town Marblehead has to offer. This cozy scandi-boho home is 5 min walk to restaurants, shops, beach, and the waterfront. You will love this home nestled into a private courtyard and garden with 3 outdoor seating areas, ample lawn for corn hole, outdoor movies and more. Wake up to amazing sun rises and birds chirping and cozy evenings with pink sky line.

Bed

Bath

Sleeps

$740.01

/ Nightly

Private Vacation Home

Best location in Old Town home, 5 minutes to everything, enjoy the difference!

Marblehead, Massachusetts, United States

Please be aware this home was built in 1733 and is not soundproof. Please note, this is a quiet home, running and screaming children wont be welcome, It is appreciated if you can be aware of this while you enjoy this house. Besides that I want your stay here to be very enjoyable.brbrWelcome drink of Prosecco and chocolates to start your vacation off,brLocation in the middle of downtown, walkable to all restaurants, beach, movie theatre, live music, Speak Easy, parks and much more!brbrEach room has there own TV. (2) 42 TV's. New Beach chairs, beach towels, coolers and lotion for your use. Large back yard, seats 6 on comfortable patio, 1 gas heater 1 electric, enjoy the flowers, take a breather.brbrFor the kids - children over 12 are welcome, This is not a soundproof building (built in 1733) and active children can be disruptive to others - most the time without knowing it. 12 yrs old+ children can enjoy toys and coloring books, games, squirt guns, sprinkler, bubble maker, glow in the dark frisbee, balls, plus more!brbrUpstairs:brLiving room - HD TV, sectional sofa, dining area with 6 chairs, brand new in wall electric fireplace.brKitchen - stainless steel appliances, New Ninja coffee maker, gas stove, microwave, dishwasher, fridge/freezer, granite counter tops;brBedroom 1: Full bed, TV, closet;brBedroom 2: Queen bed, HD TV, desk, laundry, 2 closets;brBathroom 1: Full with a tub;brBathroom 2: Full with a shower.brbrDownstairs:brBedroom 3: Queen bed, desk, large closet, next to brBedroom 4, also designed with a family and kids in mind with an adjoining bedroom and a trundle bed with 2 twin beds that convert to a king. A 52” HD TV games, beanbag chairs, board games, 50 coloring, pencils with books. Two accent. chairs and a table … so when the adults are relaxing upstairs it’s a great place for the kids to enjoy their space. (Also available are additional airbeds).brbrThe location of this home is right at 5 corners in Old Town and steps away from many restaurants, shops, boutiques, bike path with rental bikes - no car needed. You will be 1 mile from the beach, 10 minute drive from Salem. This property has the original foot print of the home in 1735, with an addition and a new downstairs. The original wide plank pine floors and exposed beams in the ceiling, granite counters, stainless steel appliances, gas stove, and dishwasher. Full size washer and dryer in unit with a large master bedroom Do you ever want to get away Not just to another vacation rental but REALLY GET AWAY… imagine this, step in to a historical building in Old Town, Marblehead a old New England town which originated in the 1600’s , this is where the navy originated…. long ago. And now it is an affluent town, surrounded by water and beaches, restaurants, with name plates on every building telling you about the original owner, and his profession and 5 yacht clubs last time I counted.brbrAnd then you open the door and walk into you first room and you realize you are really away … you are now in a safari, there are elephants, giraffes, tigers, and in a glance to the left and to the right you get the feeling of Mad Men but not in an office drinking cocktails, in the safari (so much better) a different place and time, on a safari, you can t believe what you are seeing…. Then you step down the hall and there is a sign on each door, and there is a Glam room. It is hot pink, light green and gold to glam it up, and who is with you Audrey Hepburn is to the right, and to the left is a mirrored gold vanity desk and tons of closets….. now this room is glamourous… hard to decide where to hang out right at the moment. Back down the hall and there is a sign on the door that looks mid-century modern, lets go in. Sure enough, each little detail screams mid-century modern and 2 closets and suite bathroom….. let’s keep moving. Now we are downstairs, and this room is all about the ocean, and how fun there is a wall with chalk board paint we can draw on, there are schools of fish swimming on the wall , glow in the dark stars on the ceiling. And a huge tv showing an ocean program, 2 twin beds, 2 bean bag chairs, (with fish and shells all over them, a siting area with 2 blue chairs and a white table, and look at the games! Twister, books, cards, puzzles, glow in the dark balls, and squirt guns! We can play with those in the yard, this place has a beautiful back yard, with 3 lilac bushes, 1 very large Hydrangea, 3 rose bushes, and Irises, and a patio which has a great siting area, a couch, 3 additional seats, lots of tables to hold my drink and 2 heat lamps to keep the chill off if necessary….. yes, this is a themed vacation rental, every room has a theme, adding more excitement to our trip. It’s a great way to really escape – if its done right, and this one is done right! Not only all this, but chocolates and lavender oil on your pillow, a bottle of Prosseco when you arrive, and a basket of everything you may left behind right there for your use. And if your looking for something different, maybe a personal chef to make you dinner, maybe a singer to entertain you.... just ask, caue this in not your ordinary vacation rental.

Bed

Bath

Sleeps

$753.98

/ Nightly

Private Vacation Home

Prime location in town w parking! Walk to beach, shops & harbor-Sleeps 9

Marblehead, Massachusetts, United States

Lowtide Guesthouse is our 3 bedroom unit in a two family home located in the ShipYard district of downtown Marblehead on the coast of New England just 12 miles from Boston’s Logan Airport. This Coastal Guest house provides modern accommodation for up to 9 people with a deck, backyard garden, free off street parking and super fast Cat-6 Wifi. This central air conditioned unit consists of 3 bedrooms, an eat in gourmet kitchen and open living room with a modern electric fireplace, 2 full bathrooms and a sunny office with a pullout sofa. Four custom XL twin bunkbeds are fun and comfy for both children and adults!brbr3 flat screen TV's are provided. So many wonderful sights are ready to explore steps out the front door of this special home in this seaside community. 2 Miles to Salem, 11 miles to Boston, close to the airport and public transportation. 45 minute drive to winery and 1 hr to local ski mountain. Walk out your door to the dock and watch the lobstermen hard at work!

3

Bed

2

Bath

9

Sleeps

$1075.11

/ Nightly

Private Vacation Home

Spacious 6 BR·7 Beds·3.5 BA house in charming Marblehead & Near Salem & Beaches

Marblehead, Massachusetts, United States

brPerfect for families, couples, reunions, business retreats, and wedding groupsbrbrWelcome to your Marblehead Coastal Escape — where New England charm meets modern luxury. This beautifully appointed 6-bedroom, 3.5-bath home offers over 4,500 sq. ft. of light-filled living space, thoughtfully designed for comfort, connection, and style. Whether you’re planning a seaside getaway, a family celebration, a group retreat, or a small wedding, this home provides the perfect backdrop for unforgettable memories.brbr Prime LocationbrbrNestled in the heart of Historic Old Town Marblehead, this home places you steps from quaint boutiques, cozy cafés, scenic harbor views, and picturesque walking trails.brSpend your days exploring the shops and galleries of Washington Street, unwind on nearby Devereux and Goldthwait Beaches (just a half-mile away), or enjoy an evening stroll through one of New England’s most charming coastal towns.brLogan International Airport (13 miles)brbrThe Spacebrbr6 bedrooms | 3.5 bathrooms — comfortably sleeps up to 14 guestsbrbrBright, open-concept living areas with soaring ceilings and abundant natural lightbrbrPrivate backyard & patio — perfect for outdoor dining, gatherings, or a small wedding ceremonybrbrFully equipped gourmet kitchen with Keurig coffee maker, toaster oven, fridge, gas-range stove & oven, microwave, breakfast bar, electric kettle, dishware/flatware, trash bags/paper towels and cooking basicsbrbrWasher/dryer, high-speed Wi-Fi, and central A/C & Heat,brbrEvery detail has been curated to make you feel right at home—from plush furnishings to coastal-inspired décor.brbrAdd a Touch of MagicbrbrMake your stay even more memorable with a unique Salem experience. Ask about exclusive guest pricing for a group psychic reading or séance, and embrace the mystical spirit of nearby Witch City.brJust minutes away, you’ll find Salem’s iconic Peabody Essex Museum, historic tours, and world-famous Halloween festivities every October.brbrExplore the AreabrbrDiscover why USA Today named Marblehead one of America’s Top 3 Best Coastal Small Towns.brbrSteeped in maritime history — the birthplace of the American NavybrbrOnly 40 minutes from Boston — perfect for day trips to Fenway Park, Faneuil Hall, or Newbury Street shopping. brbrEnjoy sailing, beachcombing, and breathtaking ocean vistas right outside your doorbrbrAccessibilitybrbrTwo-story homebrbr7 steps required to enter the propertybrbrThree full bathrooms located on the second floorbrbrOne half bathroom located on the first floorbrbrGuest AccessbrbrGuests enjoy exclusive access to the entire home and private yard during their stay.brbrParkingbrbrFree parking for up to 5 vehicles (garage + driveway).brbrSafety & SecuritybrbrYour safety matters. This property is equipped with exterior security cameras to help ensure a secure stay. None of the cameras look into any interior spaces. They record a live feed that captures video and audio only when activated by motion or when the video doorbell is pressed. brbrHouse Rules & PoliciesbrbrNo parties or large gatherings — $750 fine for violationsbrbrNo smoking indoors — $1,000 smoke remediation feebrbrFireplace is decorative only and not for guest usebrbrPet-friendly — up to 2 well-behaved pets allowed with pre-trip approval and paid pet feebrbrPlease respect our home and neighbors by maintaining a peaceful and considerate environment

Bed

Bath

Sleeps

$188.66

/ Nightly

Private Vacation Home

Beautiful Seaside House in Marblehead

Marblehead, Massachusetts, United States

Perched atop one of Marblehead’s most charming streets, The Main House at Gingerbread Hill offers a bright and inviting retreat that perfectly blends seaside character with modern comfort. With 3 bedrooms, 2 bathrooms, and a dedicated office, this home provides the space and flexibility for extended stays—whether you’re visiting family, renovating your own home, or simply soaking up life by the coast.brbrInside, you’ll find an open floor plan filled with natural light and ocean peeks from multiple bedrooms. Thoughtful updates complement original details, creating a warm and welcoming atmosphere throughout.

Bed

Bath

Sleeps

$384.69

/ Nightly

Private Vacation Home

Townhouse in Old Town with Harbor Views

Marblehead, Massachusetts, United States

The property is one of two three-story townhomes in the original Three Cod Tavern (built in 1680) which served Marblehead's sailors since before the revolutionary war. The building is Marblehead’s oldest surviving structure and is located in the historic core of what might be the country’s most adorable and walkable village. brbrThe building was extensively remodeled in 2012 and features views of marblehead harbor, a lovely home office with harbor and village views, an expansive primary bedroom suite, deeded on-site parking space, an eclectic mix of mostly modern furniture, a modern kitchen equipped with a Bertazzoni oven/range, and a whole house Sonos music system.brbrLegend has it that a cannonball was fired at the property after a drunken dispute between British and colonial sailors. The cannonball may be buried somewhere in the property. Please don't try and find it.brbrThe property is offered fully furnished.brbrSome Amenities:brbr• Fully furnishedbr• Deeded on-site parking spacebr• High velocity central AC/heatbr• Washer/Dryerbr• Gas Fireplacebr• Avocado organic mattressesbr• Outdoor patiobr• Full home Sonos hifi systembr• High speed mesh wifi network br• Roku powered HD TVbr• 27” Display for your laptop in the officebr• Nicely stocked kitchenbr• Bertazzoni oven/range

Bed

Bath

Sleeps

$436.75

/ Nightly

Private Vacation Home

3 bedroom house near Salem, walk to beaches

Marblehead, Massachusetts, United States

This sun-filled home is just minutes from beaches, downtown Marblehead and Salem. Enjoy the open-concept kitchen, living and dining area with a wood-burning fireplace and 20ft high vaulted ceiling. West-facing glass sliding doors open onto the home’s main deck. Dine al fresco above a lovely backyard and wooded area complete with a hot tub, grill, fire pit and heat lamp. 3 large bedrooms comfortably sleeps 6 people, with an extra futon in the loft for children. Pet-friendly!

3

Bed

2

Bath

6

Sleeps

Vacation Home Rentals By Owner In Marblehead, MA

$723.65

$770.73

$927.11

$2513.25

$558.5

$912.22

$550.68

$1079.77

$387.93

$889.52

$435.63

$261.19

$707.1

$961.37

$740.01

$753.98

$1075.11

$188.66

$384.69

$436.75

Rent a place that suits your needs

Most popular vacation rentals in Marblehead

$436.75

$425.70

$432.34

$432.59

$434.47

$435.63

$510.92

$550.68

$537.11

$425.70

Most Popular Cities in Massachusetts