Vacation Home Rentals By Owner In Gloucester, MA

$612.57

Family Friendly Townhouse 75 steps from Long Beach

Gloucester, Massachusetts, United States

~Great for families, pack and play and baby safety gates can be provided. br~Walking distance to Long beach, Good Harbor and Cape Hedge Beachbr~Spacious, open floor plan comprising of family room, dining area, eat in kitchen, and terraces galorebr~Primary bedroom with king size bed, Full bath and small terrace,br~2 Bedrooms and a sleep in loft with amazing views, consisting of 2 queen beds, 1 full and 2 singles, 1 1/2 additional bathsbr~Car port, one additional space on property. And one additional parking space. (No pickup trucks.)br~Washer and drier in unitbr~Outside showerbrbrThe spacebr*Your unit is literally steps away from the sand at Long Beach. br*Eat at the beach or eat-in and go back to the beach. Great ice cream and pizza spot at the end of the road to take to the beach and enjoy. br*There is a bath room at the walk-in level which is convenient. along with your own private outdoor shower to wash all that beautiful beach sand off. br*Sit on the top deck and enjoy the sounds of the ocean and the salt air.br*If you plan it right and you love the beach, once you park the car you won't have to get back in it till you head back home. br*You have the entire town home space and decks/terraces, beach chairs are available to use.

4

Bed

3

Bath

8

Sleeps

$626.48

/ Nightly

Private Vacation Home

Main Unit of Two family home/pet friendly

Gloucester, Massachusetts, United States

Embrace a sense of nostalgic tranquility at On The Rocks, a historic coastal home seamlessly blending old-world charm with modern comfort. As one of the first properties built in the Bass Rocks area in 1926, this residence offers a unique opportunity to experience Cape Ann`s rich heritage and breathtaking coastal offerings. brbrWhether you`re a family, a couple, or a group of friends, this inviting abode provides an ideal setting to relax, reconnect, and immerse yourself in the quintessential New England coastal lifestyle. brbrSpace Detailsbrbr• 3 Spacious Bedrooms | 2.5 Charming Bathroomsbr• Accommodates 6 guests comfortably with an optional air mattress for 2 additional guestsbr• Authentic and meticulously preserved historical features enhanced with modern conveniencesbr• Cozy living areas, designed to help you unwind in style after delightful beach outings br• A unique home that radiates warmth, welcomes with its authenticity and beguiles with irreplaceable coastal charm brbrAt On The Rocks, it`s not just about renting a house—it`s about finding a home imbued with history and seaside grace that creates memories lasting a lifetime.brbr Exclusive Parking brbr• Complimentary on-site parking for up to 4 compact vehicles, a highly coveted advantage in this popular beachside neighborhood.brbr Prime LocationbrbrUnearth the rich canvass of Cape Ann from this perfect location:br • Good Harbor Beach– Experience powdery sand, gentle swimming conditions, intriguing tidal sandbars, and soul-stirring sunsets br • Bass Rocks – Explore the iconic granite coastline and captivating ocean views br • Stage Fort Park – A picturesque oceanfront park with walking trails and stunning harbor vistasbr • Rockport – Wander through this quaint seaside village known for its vibrant art galleries and coastal shopsbrbrBeloved Local Cuisinebrbr• The Causeway – Take in the waterfront views over sumptuous seafood dishesbr• Blue Collar Lobster Co. – Savor the area`s famous lobster rollsbr• Seaport Grille – Dine in style with upscale coastal cuisinebr• Woodman’s of Essex – Make room for the legendary fried clamsbr Choose On the RocksbrbrWelcome to a place where memories are made, relaxation is inevitable, and the beauty of Cape Ann is your backyard. Choose On The Rocks for an unforgettable coastal retreat.brbrZenVibez Vacation Rentals — House Rules (Airbnb Version)brbr Please read before booking — violations may result in charges or removal.brbr Check-In / Check-OutbrCheck-in: 5 PMbrCheck-out: 9 AM sharpbrLate checkout without approval = $100/hr feebrbr Quiet Hoursbr10 PM – 8 AMbrNo parties or large gatheringsbrNoise complaints = cancellation without refundbrbr Guest & Visitor RulesbrOnly registered guests allowedbrNo additional overnight visitorsbrExceeding occupancy = removal without refundbrbr No Smoking / VapingbrNo smoking or vaping indoors or on balconiesbrFee: $350 if detectedbrbr Pet Policy (Very Important)brPets ARE allowed — up to 2 per bookingbrPet Fee: $100 per petbrUnauthorized pets: immediate removal without refundbrbrPet Owner Responsibilities:brClean up pet wastebrNo pet waste left anywhere outsidebrPet damages = automatic charge up to $1,000brPets must be supervised and not left to destroy furniture or doorsbrbr Sand, Towels & Beach GearbrDo NOT bring sand into the homebrThere is an outdoor shower to rinse offbrDo NOT wash sandy towels or clothes in the washer/dryer — damages will be billedbrbrALERT READ DO NOT SKIPbrChildren must be supervisedbr``ZenVibez and the property owner are NOT liable for any injuries at or around or on any part of the property.``brExterior camera present for safetybrbr During Your StaybrPlease treat the home with carebrReport any accidental damage immediatelybrKeep doors closed brbr Linens & TowelsbrDo not take towels or linens off the propertybrStained or missing linens may be chargedbrbr KitchenbrNo frying fish/seafood indoorsbrRun dishwasher before checking outbrDo not leave food or trash out overnightbrbr TrashbrAll trash must be placed in the purple trash bags and then placed in the correct trash bin in the garage.brExtra trash left behind = additional cleaning feebrbr Prohibited- READbrPartiesbrFireworksbrConfetti/glitterbrIllegal substancesbrTampering with camerasbr(Tampering with cameras = immediate removal)brThese will cause an immediate eviction without a refund.brbr Checkout StepsbrStart dishwasherbrPut all dirty linens in the half bathroom downstairs.brTake out all trash(IN PURPLE TRASH BAGS INTO GARAGE TRASH BIN).brLock all doors and windowsbrbr Thank You!brWe work very hard to keep our homes clean, safe & relaxing.brFollowing these rules helps us continue offering the level of quality guests love.

Bed

Bath

Sleeps

$502.65

/ Nightly

Private Vacation Home

Cape Ann Reset

Gloucester, Massachusetts, United States

Clear your head and relax in the Bayview neighborhood of Gloucester. brOur comfortable home offers separate sitting areas, bra full kitchen with brand new induction range and open views in the dining area, bringing the outdoors inside. brThe back deck overlooks a wild area to watch birds or spot shooting stars. Cookout on the spacious stone patio.brEnjoy fabulous sunsets at Hodgkins Cove and Little Beach.brBeautiful Plum Cove Beach is a quick stroll away.brAccess to Dogtown hiking and biking trails are a half mile up our street via the Natti Woodland Greenbelt entrance.brTake a ten minute drive to either to Rockport Center or downtown Gloucester. to experience all that Cape Ann has to offer.

2

Bed

6

Sleeps

Exceptional(12)

$1130.05

/ Nightly

Private Vacation Home

Private Beach! Dream vacation at your private beach in Gloucester

Gloucester, Massachusetts, United States

Escape to this stunning private beach and enjoy this beach house with 3 bedroom. The ocean breeze and the sound of crashing waves will transport you to a serene oasis. Indulge in the luxurious amenities, including high-speed WiFi and a smart TV, perfect for cozy movie nights. Explore the local attractions, such as the Maritime Gloucester, the Shalin Liu Performance Center, and the captivating Hammond Castle, all within a short drive. brbrPrepare delectable meals in the fully stocked kitchen, complete with a stove, oven, refrigerator, grill, and all the necessary appliances and utensils. Savor your culinary creations at the dining table, or step outside and fire up the grill for an alfresco feast right on the beach!. Unwind in the comfortable living room, or venture out to the balcony and bask in the breathtaking ocean views. brbrEnjoy a full day of swimming, kayaking, paddle boarding, playing beach games or just sun bathing in a private beach well equipped with Beach gears so you don’t have to bring nothing to the beach!brbrWhen it's time to relax gather around the fire pit for s'mores and stargazing. Enjoy the convenience of the in-unit washer and dryer, and keep the little ones entertained with the provided toys. With essentials like bathroom amenities, linens, and air conditioning, you'll have everything you need for a truly memorable vacation.

Bed

Bath

Sleeps

$637.81

/ Nightly

Private Vacation Home

Cape Ann, Annisquam panoramic ocean views from every room.

Gloucester, Massachusetts, United States

This charming shingled house, built in 1917 and respectfully renovated in recent years, sits atop a rocky hill overlooking picturesque Diamond Cove, in Annisquam. The house has postcard seascape views of Ipswich Bay from both porches and from every room in the house. Guests enjoy beach privileges and swimming in Diamond Cove (short walk from the porch) and at nearby Squam Rock Beach, a 10 minute walk down quiet residential streets. Annisquam Village center is within walking and biking distance. brbrPlease note: this house may not be appropriate for folks with mobility issues or difficulty with stairs, as a walk from the parking area up a gentle, rustic hill and porch stairs is required; both bathrooms and bedrooms are on the second floor. The breathtaking scenery makes it worthwhile. brbrOutdoor parking for 5 vehicles is provided. brThe rental week is Saturday-to-Saturday only - no exceptions! brRental is for private residential, noncommercial use only.brRental is for private residential, noncommercial use only. brWe never entertain offers for less than our posted rates. brbrOur cancellation terms are provided below:brIn the event that the Renter cancels the reservation for any reason, a $100.00 cancellation fee will be charged. If the cancellation occurs at least sixty (60) days prior to the Check-In Date and the Owner is unable to re-rent the Rental Property by the Renter's Check-In Date, the Renter will be liable for fifty (50%) percent of the Rent. If the cancellation occurs less than sixty (60) days of the Check-In Date, all monies paid by Renter will be forfeited if the Rental Property is not re-rented by the Check-In Date.brOwner will make all reasonable efforts to re-rent the Rental Property by the Check-In Date. If the property is re-rented at a rate less than the Rent, any refund amounts will be reduced by the Rent, less the amount for which the Rental Property is re-rented. In all cases, the $100 cancellation fee will be charged.

Bed

Bath

Sleeps

$516.62

/ Nightly

Private Vacation Home

Walk to Good Harbor Beach. 3BR home, NEW Kitchen

Gloucester, Massachusetts, United States

This lovely, tastefully decorated 3 BR home is 4/10 mile from the soft sands of spectacular Good Harbor Beach. Whether taking a morning walk or packing a cooler and chair, you're a short walk away. All 3 cozy bedrooms are on the 2nd floor as is the full size bath. A 1/2 bath with washer/dryer is on the first floor off of the open kitchen. The large 16X22 deck and private backyard are perfect for after beach barbeque's. That is, after you've rinsed off the sand in the enclosed outdoor shower. Downtown Gloucester, Rt 128 and Rockports Bearskin neck are minutes away. brThe location and amenities make this a perfect home away from home for families with children of all ages. We would love to hear what brings you to Gloucester!

Bed

Bath

Sleeps

$543.89

/ Nightly

Private Vacation Home

Stroll to SeaView/Beach; Great Yard

Gloucester, Massachusetts, United States

The Ledge House is an idyllic retreat nestled in the heart of Gloucester's charming Bay View village. The historic farmhouse offers a taste of mid-19th-century charm, within step of the ocean.brbrWith private beaches, tennis courts, a playground, and access to an island via a granite causeway, there's no shortage of activities to enjoy during your stay. brbrEnjoy the peaceful ambiance of the well-groomed yard with flower gardens and a dining area. It's the perfect place to unwind and recharge.

4

Bed

1

Bath

7

Sleeps

$676.95

/ Nightly

Private Vacation Home

Beach Bound - Cape Ann Coastal Escape

Gloucester, Massachusetts, United States

New for 2026! This beautifully renovated 3-bedroom, 1.5-bath home offers the perfect blend of modern comfort and coastal charm. Just 0.2 miles to Long Beach and 0.7 miles to Good Harbor Beach, you’ll be perfectly positioned to enjoy two of Cape Ann’s most beloved stretches of sand.brbrInside, the home features brand-new updates throughout, includes air conditioning, providing a fresh and welcoming space for your stay. Outside, relax on the deck, enjoy the backyard, or take advantage of parking for up to 4 cars, an added convenience so close to the beach.brbrWhether you’re planning a family getaway or a coastal escape with friends, this home makes an ideal base for your Cape Ann vacation.brbrNo Smoking. No Events or Parties.

3

Bed

1

Bath

6

Sleeps

$434.51

/ Nightly

Private Vacation Home

Loft Townhouse in Downtown Gloucester #3

Gloucester, Massachusetts, United States

Welcome to Gloucester, the beautiful fisherman city. This unique loft offers a beautiful and unique living space with an eat in kitchen. The home boasts numerous features including in-unit laundry and 1 free off street parking spot. Enjoy the convenience of being close to the beach, downtown, and the prestigious Beauport Hotel. Indulge in the vibrant culinary scene with many restaurants just steps away. Don't miss this opportunity to stay in this coastal paradise.brThe spacebrGuests love staying here due to how spacious this is and because we pride ourselves in cleanliness making it easy to be comfortable when arriving. As you know this is in the heart of Gloucester in a quiet neighborhood with free parking, making it easy to explore this beautiful city and to see what it has to offer!br br-0.2 mile from Cruiseportbr-0.8 mile from Beauport Hotelbr-1.2 miles from Good Harbor Beachbr br1st Floor: Kitchen, living room, pull out couch and half bathroom.br2rd Floor: Master suite with king bed, day bed, full bathroom, washer & dryer.brGuest accessbrThis property comes equipped with 1 free parking spot and an in unit washer & dryer.

Bed

Bath

Sleeps

$567.07

/ Nightly

Private Vacation Home

Townhouse in Downtown Gloucester #2

Gloucester, Massachusetts, United States

Welcome to Gloucester, the beautiful fisherman city. This spacious home has a beautiful living space and an ocean view from the balcony. The home boasts numerous features including in-unit laundry and 2 free off street parking spaces. Enjoy the convenience of being close to the beach, downtown, and the prestigious Beauport Hotel. Indulge in the vibrant culinary scene with many restaurants just steps away. Don't miss this opportunity to stay in this coastal paradise.brThe spacebrGuests love staying here due to how spacious this is and because we pride ourselves in cleanliness making it easy to be comfortable when arriving. As you know this is in the heart of Gloucester in a quiet neighborhood with free parking, making it easy to explore this beautiful city and to see what it has to offer!br br-0.2 mile from Cruiseportbr-0.8 mile from Beauport Hotelbr-1.2 miles from Good Harbor Beachbr br1st Floor: Kitchen, living room, and half bathroom.br2nd Floor: Two queen bedrooms, full bathroom, washer & dryer.br3rd Floor: Master suite with king bed, bathroom, work space, and private balcony with city and water views.brGuest accessbrThis property comes equipped with 2 free parking spots and an in unit washer & dryer.

3

Bed

3

Bath

6

Sleeps

$554.78

/ Nightly

Private Vacation Home

Townhouse in Downtown Gloucester #1

Gloucester, Massachusetts, United States

Welcome to Gloucester, the beautiful fisherman city. This spacious home has a beautiful living space and an ocean view from the balcony. The home boasts numerous features including in-unit laundry and 2 free off street parking spaces. Enjoy the convenience of being close to the beach, downtown, and the prestigious Beauport Hotel. Indulge in the vibrant culinary scene with many restaurants just steps away. Don't miss this opportunity to stay in this coastal paradise.brThe spacebrGuests love staying here due to how spacious this is and because we pride ourselves in cleanliness making it easy to be comfortable when arriving. As you know this is in the heart of Gloucester in a quiet neighborhood with free parking, making it easy to explore this beautiful city and to see what it has to offer!br br-0.2 mile from Cruiseportbr-0.8 mile from Beauport Hotelbr-1.2 miles from Good Harbor Beachbr br1st Floor: Kitchen, living room, and half bathroom.br2nd Floor: Two queen bedrooms, full bathroom, washer & dryer.br3rd Floor: Master suite with king bed, bathroom, work space, and private balcony with city and water views.brGuest accessbrThis property comes equipped with 2 free parking spots and an in unit washer & dryer.

Bed

Bath

Sleeps

$981.36

/ Nightly

Private Vacation Home

Perfect Good Harbor Beach vacation home for large and/or extended family getaway

Gloucester, Massachusetts, United States

1st FL common kitchen, living room, dining room, full bath and sun room with pull out couch. First FL in-law apartment with queen BR, full bath and kitchenette has optional separate entrance. 2nd FL 3 queen BR's, two with private bath. 4th BR King/two twins shares bath with 3rd queen BR. All 2nd FL bedrooms have outdoor decks. 1st FL front & back decks. 3 picnic tables in yard. Parking for 12. There is a separate third floor apartment available for an additional fee which adds a queen bedroom, a queen sleep sofa, two twin beds, a full bath and kitchenette. The third floor is only available to parties renting the house so if you do not elect to rent the thirs floor, no one will be in it during your stay.

Bed

Bath

Sleeps

$1027.23

/ Nightly

Private Vacation Home

Tidebend: River views and gracious comfort

Gloucester, Massachusetts, United States

Welcome to Tidebend, your next Gloucester escape! This stunning 6-bedroom, 2.5-bath home overlooks the picturesque Annisquam River and offers a unique blend of craftsmanship, comfort, and convenience. Thoughtful custom woodwork and built-ins throughout the home highlight exceptional quality while adding character and function to the living spaces.brbrSpend your mornings on the inviting farmhouse-style front porch and soak in the peaceful water views from upstairs. Enjoy your evenings watching breathtaking sunsets.brbrLocated in a quiet neighborhood of Gloucester, Tidebend offers plenty of space for your family to enjoy this tranquil retreat.brbrNo smoking. No events or parties.

6

Bed

2

Bath

10

Sleeps

$684.16

/ Nightly

Private Vacation Home

Beautifully renovated OCEAN-FRONT luxury home on private beach

Gloucester, Massachusetts, United States

This is the house you've been looking for. Come and stay at this stunning custom-designed home on private Coffins Beach on the North Shore of Boston. You will have spectacular views and you are literally just steps away from the beach. brbrBeautifully renovated, our home has 5 bedrooms and 3 full bathrooms. The private master suite on the second floor includes a king-sized bed, a home office facing the ocean with desk space for two, a tiled bathroom and a walk in closet. The first floor has four bedrooms and two full bathrooms. Two of the bedrooms have queen beds. Two of the bedrooms each have a full bed and a bunk bed. brbrThe large living area on the first floor has a stunning cathedral ceiling and encompasses the kitchen, dining room and family room. The house has a lower deck with a grill and fire table and plenty of comfortable seating. The upper deck can be reached from the lower deck via a spiral staircase or from the master bedroom. It is the perfect spot to watch the sun set.brbrThe gorgeous private beach is 1.5 miles long and at low tide it is 150 yards wide. It's a perfect beach to walk or run on. The sand is soft and clean, the water is crystal clear and a collector's paradise for sand dollars. The beach side of the house is facing north and you will never tire of the beautiful sunrises and sunsets.

Bed

Bath

Sleeps

$1633.81

/ Nightly

Private Vacation Home

Golden Sands at Good Harbor: Just walk across the street to the beach.

Gloucester, Massachusetts, United States

Golden Sands is the quintessential turn of the century Gloucester beach cottage. With views of Good Harbor Beach, the twin lighthouses of Rockport and the scenic Atlantic Ocean from its wrap around porch and decks, you will never want to leave this amazing beach house.brbrThe main level includes the living room which opens to the verandah and deck, dining room, kitchen, study and half bath. The comfortable eat-in kitchen with walk-in pantry is well stocked with everything necessary to prepare meals for 12 people including a dishwasher, 5 burner gas stove, plenty of dishware, and a large capacity washer and dryer.brbrThe second level has 4 bedrooms and 2 full baths (one with a tub & shower off the hall). Two single rooms have ocean views while the master (with twin beds) has an ensuite bathroom with tub and a door to a lovely private deck. The beds in the single bedrooms are oversized singles.brbrThe third floor has 3 more bedrooms (with 6 single beds in total) and a full bath with a tub, as well as commanding views.brbrLeave your car in the driveway and walk to the beach and experience summer like you never have before! After the beach, rinse off in the outdoor shower (with hot and cold water) and relax in the shaded yard and then make a quick dinner using the natural gas Weber grill. You can even use the outdoor mini fridge for cold al fresco beverages. Golden Sands has everything you could want in a summer vacation rental.brbrNote: An unobtrusive caretaker has use of the garage on the property for equipment storage. He will be accessing garage at the beginning and end of the work day, for maintenance reasons.

Bed

Bath

Sleeps

$1000.12

/ Nightly

Private Vacation Home

Over By Good Harbor: Phenomenal views!

Gloucester, Massachusetts, United States

Just up the street from Good Harbor Beach, this well-appointed and perfectly located vacation rental is the ideal home base for your Gloucester beach vacation with family or friends. Over By Good Harbor sits prominently on a hill with abundant views of Good Harbor Beach and the sea beyond. The main floor wraparound porch is rivaled only by its large second-floor deck--the views only get better as you go up! The home is also just a short stroll down the street (0.2 miles) to Good Harbor's soft sand and sparkling waves.brbrEnjoy the ocean breezes from your front porch or the verdant lawn planted with tiger lilies on the backyard deck. Inside, the open concept living room invites to you to gather or relax with family or friends and enjoy the flat screen tv and gas fireplace. Just beyond is an adjacent den with queen pullout sofa, widescreen TV, air conditioning, and door to back yard. The large eat-in kitchen is fully equipped with center island, large table and has a door to a back deck, the perfect place to grill.brbrThe second floor has three bedrooms, including a large King primary with mini-split air conditioner, ensuite bath, walk in closet and sliders to the upper deck with superb views, another King bedroom with mini-split air conditioner, walk in closet and a smaller bedroom with double futon and window a/c. The washer and dryer are conveniently located at this level adjacent to another full bath with oval tub and shower.brbrThe garden level features a complete suite perfect for in-laws or an au pair.brbrThe two decks offer magnificent ocean views. The backyard features a gas grill, outdoor seating, and an outdoor shower to rinse off the sand after the beach.brbrWith Over by Good Harbor as your home base, you'll enjoy all that Gloucester and greater Cape Ann has to offer. When you are not at the beach, you'll find whale watching, fine cuisine, art galleries and shops all within a short drive.brbrNo pets. No smoking. No events or parties.

Bed

Bath

Sleeps

$586.76

/ Nightly

Private Vacation Home

Terra Nova Cottage Waterfront! Enjoy stunning views & sunsets over the Annisquam

Gloucester, Massachusetts, United States

Greet each day with inspiring views of the Annisquam River from this charming vacation home and enjoy the most spectacular sunsets each evening. Terra Nova offers that get away from it all feeling, with a large verdant lawn, breathtaking water views, and comfortable furnishings. Inside, find an open-concept living and dining area with enormous picture windows letting in the light, along with two main-floor bedrooms, a full bath and kitchen. Downstairs, a large open-plan suite makes up the garden level.brbrFor those who prefer the outdoors, relax on the wraparound deck, take a swim, or launch a kayak into the river at high tide. You can also easily explore many of the local shops and restaurants that the area has to offer. The historic village of Annisquam is about a mile away, while Downtown Gloucester is four miles in one direction, and Rockport and Bearskin Neck and the Shalin Liu Performance Center are just five miles in the other direction.brbrMAIN FLOORbrbrLiving/Dining Room: A sun-drenched room with oversized windows, the space contains a flat screen TV, comfortable seating, and a dining table for six. There are also sliders out to the wraparound deck.brbrKitchen: An updated and well-equipped galley kitchen, with stainless appliances.brbrFull Bathroom 1: The glass walk-in shower has a fold-down seat for convenience and comfort.brbrBedroom 1: Master bedroom with a King bed.brbrBedroom 2: Contains a Full bed.brbrGARDEN LEVELbrbrBedroom 3: This room contains a Full bed and a daybed/sofa that can be made up as a Single.brbrFull Bathroom 2: Contains a stand-up shower.brbrLaundry: There is a utility room with a washer and dryer.brbrEXTERIOR The deck overlooks a spacious yard that slopes down to the river, where you can look for shells at low tide and swim at higher tides. There are also a gas grill, outdoor seating, and outdoor dining sets on the deck and on the patio.brbrPARKING There is parking for 2 cars.

3

Bed

2

Bath

6

Sleeps

$1268.59

/ Nightly

Private Vacation Home

Waterfront charming home in RockyNeck,Gloucester 4-bedroom

Gloucester, Massachusetts, United States

Your cozy getaway awaits in Gloucester at this fabulous house. With four bedrooms featuring a mix of two full beds, one queen, and a twin, guests have plenty of space to relax. Three bathrooms include a bathtub, making it easy to unwind after a day of exploring. The house stays comfortable with ocean breezes and some rooms have air conditioning, if needed. Enjoy the use of a tidal dock with beautiful sunrises for coffee or sunsets with a cocktail. Kayak or swim from the dock. At low tide, explore tidal pools or collect sea glass or walk to swim at the sandy beach. Watch the water birds that offer constant entertainment. Whether you’re gathering for a meal or enjoying quiet moments, this pleasant home offers a welcoming atmosphere. Fall in love with Gloucester and enjoy the magic it has to offer.

Bed

Bath

Sleeps

$469.14

/ Nightly

Private Vacation Home

5-star home with quick walk to 2 beaches!!

Gloucester, Massachusetts, United States

brRenovated beach home, steps from two of New England's most beautiful beaches, Good Harbor and Long Beach! This beautiful 3 bedroom 2 bathroom home is the perfect place to relax and spend time with family or friends. It comfortably sleeps 6 people (1 King, 1 Queen, 2 twins) and also has an upper and lower level living room with large sectional sofas.brbrPrivate fenced in backyard, beautifully landscaped, with a gas grill, fire pit and new outdoor patio furniture (two large white picnic tables which will seat a minimum of 12 people). 8 Adirondack chairs surrounding gas fire pit. 4 lounge chairs. New outdoor shower just installed. The home is meticulously clean. You are sure to be instantly relaxed when you walk through the front door. 4 off street parking spaces available during your stay. Grill for outdoor cooking. brbrDid we say steps from beach ! Good Harbor is no more that a 5 minute walk from your front door, and Long Beach is only about a 7 minute walk. No need to park and pay, or wake up early to get a parking spot, both beaches are free since you are walking.brbrLocal attractions less than a mile from the home (most being within walking distance):brbr- Located between Good Harbor and Long Beach, be at the beach within 5 minute (walk)!brbr- Cape Ann Coffee & Dunkin Donutsbrbr- Shaw's, Market Basket, and Stop and Shop right up the streetbrbr- Charlie's Restaurant (great breakfast and lunch spot), among other restaurantsbrbr- Gloucester Center is only a 1.5 miles away, with great shopping, dining and nightlife!brbr- Rockport is only a 10 minute drive from the homebrbr- Liquor store right up the street, you're on vacation, right !brbr- Long Beach Dairy Maid and Surfside Subs, steps from your front door! Top of the hot summer day with an ice cream, or order sandwiches for the beach!brbr....and so much more!brbrWe would love to have you in our home, please let us know if you have any specific questions about the home or area! Week rentals only (Saturday-Saturday) June-September.

Bed

Bath

Sleeps

$427.65

/ Nightly

Private Vacation Home

Romantic Summerwind Cottage-Harbor View Retreat w/Large Private Deck

Gloucester, Massachusetts, United States

Welcome to Summerwind Cottage! Wake up to harbor views, enjoy coffee or sunset cocktails on a spacious private deck, and walk everywhere from this bright, coastal retreat in the heart of Gloucester.brbrThis thoughtfully furnished two-bedroom home offers a relaxed seaside feel with comfortable living spaces, natural light, and a large deck overlooking the harbor — a guest favorite for dining, lounging, and taking in the view. Located just minutes from downtown Gloucester, you can easily walk to restaurants, shops, galleries, and the waterfront, with beaches only a short drive away.brbrThe home sleeps up to five guests comfortably with two bedrooms and a full sofa bed, making it ideal for couples, friends, or a small family looking for a peaceful coastal getaway. Two off-street parking spaces are included — a rare and valuable amenity in this location.brbrWhether you’re here for summer beach days, fall foliage, arts and culture, or a relaxing coastal escape, this home offers the perfect balance of convenience, comfort, and calm.

2

Bed

1

Bath

5

Sleeps

Vacation Home Rentals By Owner In Gloucester, MA

$612.57

$626.48

$502.65

$1130.05

$637.81

$516.62

$543.89

$676.95

$434.51

$567.07

$554.78

$981.36

$1027.23

$684.16

$1633.81

$1000.12

$586.76

$1268.59

$469.14

$427.65

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