Vacation Rentals By Owner In Rockport, MA

Nestled in estate-like setting, this charming cottage offers stunning views of the iconic Twin Lighthouses on Thatcher island. Enjoy easy access to the water and walk to nearby beaches. Completely brand new with all the amenities you will need for a perfect seaside stay, Grill and dine alfresco in private garden, listen to the sounds of the ocean and relax with the calm that fresh ocean air brings! Your cottage oasis awaits your journey!brGuests, please note that reviews prior to 2025 were pre-renovation.

Twin Lights Coastal Cottage

Rockport, Massachusetts, United States

Bed

Bath

Sleeps

$401.54

Stroll the quaint lanes of Rockport browsing at its many art galleries and boutiques on famed Bearskin Neck. Dine at the many fine restaurants in and around the village. Walk a few short minutes to Front Beach for a day in the sun and salt water or meander over to Mill Pond for relaxation in the cooling shade. History buffs will love to explore the adjacent colonial-era burial ground nearby.brbrMill Lane is a bright one-bedroom rental home with high ceilings and decor that is contemporary and comfortable. Walk up a few granite stairs to the main entrance. Enter into the open single-floor plan featuring a cozy living, dining and kitchen space. Continue straight through to the bedroom. Large skylights bring beautiful light into the bedroom. Access the private backyard from the back door in the bedroom. Enjoy seasonal and peek-a-boo views from the living area. Hardwood floors are throughout the house.brbrThis property is part of a two-family home with long-term renters with separate entrance and parking.brbrNo Smoking.brbrMAIN LEVELbrbrLiving Area: There is a futon couch and large flatscreen TV.brbrDining Area: The center island serves as a breakfast bar/eat-in kitchen accommodating up to 2 people comfortably.brbrKitchen: A well-equipped kitchen with stainless steel appliances including an induction stove top, and plenty of cabinet space.brbrBedroom: There is a Queen bed. The washer/dryer unit is tucked away in its own closet.brbrBath: There is a tub/shower combo.brbrEXTERIORbrbrThe small private backyard offering a quiet place to relax outside for morning coffee or after a day at the beach.brbrPARKINGbrbrThere is one off-street parking space and no immediate street parking available.

Mill Lane: Enjoy all of Rockport's charms, right outside your door.

Rockport, Massachusetts, United States

Bed

Bath

Sleeps

$850.64

The View is a quintessential one-story New England cottage with stunning views of Pigeon Cove. This rental home has two bedrooms, an open plan living/dining room with a wall of windows looking out towards the ocean, a modern kitchen, and a 3-season glassed-in porch offering an extra sleeping space, and a deck. Air conditioning will keep you cool throughout the house on those warm summer days and nights.brbrEnjoy the ocean breezes and stunning views while dining or relaxing on the deck. The outdoor table seats up to 4 and comes with an umbrella providing shade when needed. Grill up your favorite summer meal on the small gas grill.brbrEscape to this private coastal paradise with breathtaking panoramic views of the Atlantic Ocean, Granite Pier, Rockport's coastline, and out to the Straitsmouth Lighthouse. Less than a mile from downtown Rockport, explore all that the village has to offer with its galleries, shops, and restaurants, or wander to the beaches, quarries, or parks for some outdoor adventures.brbrDogs allowed. No smoking. No events or parties.

The View: The Name Says It All

Rockport, Massachusetts, United States

Bed

Bath

Sleeps

$389.86

Welcome to Bell Buoy, a charming cottage and stunning seaside located in the heart of Bearskin Neck. From the rooftop deck, you'll enjoy views of Rockport’s waterfront: Front Beach, Folly Cove, Motif 1, and Rockport Harbor. Watch the sunrise over the Atlantic Ocean as first light illuminates Thatcher Island. brbr brbrWhat a fabulous location! As you step out the front door, you are a 2 minute walk to the closest restaurants and shops – easy access to fishing spots & ice cream shops. All the delightful venues of Bearskin Neck are mere moments from your doorstep. Downtown Rockport is equally convenient. Just a stroll down Bear Skin Neck and you emerge in the heart of downtown Rockport. brbr brbrBell Buoy is a short stroll to Rockport’s downtown, the Shalin Liu Performance Center, the Art Galleries, Rockport Harbor, and Front Beach. All manner of treasures can be found in Rockport’s vibrant downtown. Take in a concert at Shalin Liu Performance Center – you’ll enjoy stunning views – the back wall of the concert hall is a full wall of glass overlooking Rockport harbor. Rockport famously attracts artists from around the globe to capture the unique lighting. So many art galleries celebrate the artist community and the beauty of Rockport. brbr brbr_____ brbrSleeping Arrangements (Maximum Occupancy - 5) brbrMaster Bedroom (Sleeping Capacity - 2) brbr- Queen bed brbr- 2 Bedside Tables with Lamps brbr- 3 Bureaus brbr- Armoire brbr- Closet brbr- Large Table with 2 Chairs – can be used as a desk brbr- Window AC brbr brbrGuest Bedroom (Sleeping Capacity - 2) brbr- Full bed brbr- 2 Bedside Tables with Lamps brbr- 1 Bureau brbr- 1 Large Closet brbr- Window AC brbr brbrLanding (Sleeping Capacity - 1) brbr- Twin Daybed brbr- Armoire brbr brbrBathroom Accommodations brbr- 1 full bath with shower/tub combination and grab bars for easier entry & exit brbr- 1 half Bath with Laundry: full size washer & dryer brbr brbr_____ brbrBell Buoy Accommodation Highlights brbrAs you enter through the front porch, you are welcomed by a spacious living room with nautical accents. Checkout the antique ship replicas, and ship instruments. At the center of the home, a floor to ceiling field stone fireplace connects the living room with the dining room. The dining room has a spacious table that comfortably seats 6 - 10 people. From the desk, one can gaze out the window and enjoy views of classic and colorful cottages. Through the dining room guests find a fully equipped kitchen with full sized appliances: dishwasher, new stainless-steel gas stove and new stainless-steel refrigerator. brbr brbrAs you ascend the stairs, guests will find a cozy reading nook on the over-sized landing. Stretch out on the day bed! The cottage has 2 bedrooms on this level – each at opposite ends of the home. In the center are the 2 bathrooms: 1 full bathroom with shower and tub combination, and 1 half bathroom with full sized laundry. brbr brbrOn the landing, you will find the access door to the Breakfast Deck on the second floor and stairs that lead to the huge roof deck. The Breakfast Deck has a table and comfortably seats 2. A delightful shady place to enjoy the sea breezes with your morning coffee or a great book. The Roof Deck easily accommodates all guests. Two tables and seating for you to dine Al Fresco with water views and lounge chairs to take in the sun and sea breezes. brbr_____ brbrAmenities brbr- Roof deck with views of the ocean and downtown brbr- Breakfast deck with water views brbr- Decorative Fireplaces in both dining room and living room brbr- WiFi: High Speed & Private brbr- TV in living room brbr- Window AC units in living room, dining room, and both bedrooms. brbr- Full sized kitchen and laundry appliances brbr- Nautical accents brbr- Large living and dining room brbr- 2 work spaces: desk in dining room and large table in Master bedroom brbr- Sleeping accommodations for 5 people. brbr_____ brbrFree Parking: brbrAdvice: Please pull over on North Road to unload your car. Then proceed to one of the Free Parking options listed below. brbr brbrRockport offers many Free Parking Options: brbrThe Lot off of Old Harbor Road is .1 mile from the cottage. Take North Street to the fork; turn right, and parking is at the end of this road. This parking becomes resident only during high season from May through October.. brbrFree parking Lots at the Train Station and 2 Blue Lane Road on Rt 127. Free Shuttles will bring you back to downtown Rockport. brbrDuring the winter, meters and kiosk parking is free. All seasons, on-street parking outside of the meter and kiosk areas is free.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 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.brbr_____ brbrAbout Cape Ann: a peninsula and island that host Gloucester, Rockport, Magnolia, and Manchester By The Sea. brbr- Beaches: Singing, Wingaersheek, Long, Good Harbor, Magnolia and Kettle Cove. brbr- Nature Parks: Magnolia Woods, Ravenswood, and Rafes Chasm Park provide short walks to gorgeous rocky shoreline and sea views. brbr- Boating: Cape Ann Harbor Tours, Sailing on Schooner Ardelle, Deep Sea Fishing Charters, or Whale Watch Cruises. From Rockport harbor, catch a ferry to Thacher's Island - wildlife sanctuary with Twin Light Houses. brbr- Walking Tours for centuries of seafaring history showcasing Gloucester's fishing past. brbr- Artist Tours where you visit the artists in their studios. Rockport hosts many galleries. brbr- Foodies will love the diversity of Cape Ann's food scene - amazing seafood ... lobster, clams, scallops, quahogs, cod or swordfish. brbr- Golfing: a beautiful mix of manicured greens along rocky shores or seaside marshes.

Bell Buoy: Coastal Gem with Stunning Ocean Views at Rockport’s Retreat!

Rockport, Massachusetts, United States

Bed

Bath

Sleeps

$385.95

Welcome to Dot’s Place, a bright and comfortable one-bedroom apartment in the heart of Rockport. Tucked away on a quiet lane, this freshly renovated space offers a peaceful retreat while keeping you close to everything—beaches, shops, restaurants, and the renowned Shalin Liu Performance Center.brbrDesigned for one or two guests, this charming apartment features an open-concept living area, with a cozy sitting space and a fully equipped eat-in kitchen. The air-conditioned bedroom has a queen bed and ample closet space for your stay.brbrStep outside to a large grassy lawn, perfect for relaxing with a book or enjoying a meal on the grill. While the apartment is attached to the main house, where the friendly owners reside, guests enjoy a private entrance and dedicated parking. Park your car and explore on foot—Old Garden Beach, Front Beach, Bearskin Neck, and Rockport’s art galleries and cafés are all just minutes away. Make the most of this simple, stress-free escape in beautiful Rockport!brbrNo pets. No smoking. No events or parties.

Apartment

Dot's Place: In the heart of Rockport

Rockport, Massachusetts, United States

Bed

Bath

2

Sleeps

$930.83

Escape to Rockport, MA! This 3 bed, 3 full bath newly renovated house is perfect for families, wedding groups, or couples. There is a full kitchen, laundry, outdoor fire pit and grill. This house is just steps from downtown Rockport & Bearskin Neck. It's a short drive to Salem and Gloucester and all the attractions Cape Ann has to offer. Our stylish decor, comfy beds, and modern amenities ensure a memorable stay. Book now for an amazing experience!

Cottage House · Large Yard Fire Table · 6min walk · DNTN - New

Rockport, Massachusetts, United States

Bed

Bath

Sleeps

$361.83

Step into the charming 1BR 1Bath cottage in a tranquil area just a few steps away from Shalin Liu Performance Center, artsy Bearskin Neck, beautiful waterfront, and many exciting attractions. Explore the picturesque town before returning to the lovely oasis, whose gorgeous design, colorful garden, and rich amenity list will mesmerize you.brbr✔ Comfortable Bedroombr✔ Lovely Living Roombr✔ Fully Equipped Kitchenbr✔ Flower Gardenbr✔ Smart TVbr✔ High-Speed Wi-Fibr✔ Free ParkingbrbrLearn more below!brbrThe spacebrbrAs soon as you step foot in this beautiful 1950s cottage, you're greeted by the gorgeous yet highly comfortable living area, decorated in an elegant manner that complements the tranquil location.brbrThe fully equipped kitchen leads into the dining area, offering a space to cook and enjoy tasty delicacies with your loved ones before unwinding in the relaxing living room, setting the scene for unforgettable evenings. Natural sunlight bursts through many windows, making the home shine bright during the day, accenting the hardwood floors, and enhancing the pleasant setting. This ambiance is best felt in the radiant three-season room, where you'll savor delicious meals while marveling at the colorful garden.brbrRest in the comfortable bedroom, which boasts 5* comforts that allow you to recharge after an exciting day of sightseeing and outdoor activities.brbrFinally, there's the picturesque flower garden, allowing you to catch a breath of fresh air as the BBQ master works their magic on the grill.brbrThere's so much to do in this inviting cottage. We look forward to you experiencing its complete comfort and coziness.brbr★ LIVING ROOM ★brYou will feel right at home! Sink into the snug sofa, watch your favorite show, take a moment to unwind, or plan your upcoming Rockport adventures.brbr✔ Comfortable Sofa with Pillowsbr✔ 52 Smart TVbr✔ Comfy Sofa Chairsbr✔ Stylish Coffee Tablesbrbr★ KITCHEN & DINING ★brThis fully equipped kitchen boasts modern appliances, making it easy to whip up anything from tasty breakfasts to gourmet lunches and dinners. With ample countertops, you'll have plenty of space to showcase your culinary skills.brbr✔ Microwavebr✔ Stove br✔ Ovenbr✔ Toasterbr✔ Blenderbr✔ Coffee Makerbr✔ Hot Water Kettlebr✔ Refrigerator/Freezerbr✔ Dishwasherbr✔ Sink - Hot & Cold Waterbr✔ Platesbr✔ Glassesbr✔ Silverwarebr✔ Pots & PansbrbrUnwind and catch up with your loved ones in the lavish flower garden while the food gets ready. When done, gather at the dining table and savor a delicious meal in a warm and inviting atmosphere. brbr✔ Dining Table with Seating for 4br✔ Breakfast Table with Seating for 2brbr★ BEDROOM ★brAfter an exciting day of exploring the scenic waterfront and many thrilling landmarks, you will look to rest for an equally entertaining tomorrow. Once you are ready to relax, please make your way to the comfortable bedroom.brbr✔ Queen-Size Bed with Premium Mattresses, Linens, Sheets, and Pillowsbr✔ Ensuite Bathroombr✔ Closet with Hangers and Shelvesbr✔ Night Stands with Reading Lampsbrbr★ BATHROOM ★brThe accommodating cottage features a full bathroom stocked with pampering towels to ensure a carefree stay. brbr✔ Bathtub with Showerbr✔ Vanitybr✔ Mirrorbr✔ Toiletbr✔ Towelsbr✔ Hair Dryerbr✔ Essential Toiletriesbrbr★ FLOWER GARDEN ★ brA stunning getaway would not be complete without a private space where you can take in the serenity and beauty of the outdoors. Step into the dreamy flower garden for hours of fun and prepare delicious treats on the grill.brbr✔ Spacious Lawnbr✔ BBQ GrillbrbrFind your happiness in this charming retreat. It offers a place to escape the hustle and bustle of everyday life, cuddle on the sofa, watch a movie, unwind in the garden, and explore exciting Rockport attractions.brbrDon't hesitate to contact us with any questions you may have. Happy Travels! brbrGuest access brbrThe cottage is exclusively yours, without interruption during your stay, so relax, unwind, and make yourself at home. brbrOther than the already mentioned amenities, our home also comes with the following:brbr✔ High-Speed Wi-Fibr✔ Self Check-In (Keypad)br✔ Air Conditioningbr✔ Heatingbr✔ Washer/Dryerbr✔ Iron/Boardbr✔ Free ParkingbrbrOther things to notebrbr★ ADDITIONAL ACCOMMODATION ★brTraveling in a larger group, or your preferred dates are already taken You'll be happy to know that we offer an additional cottage on the property. Please browse our host profile for the complete list of gorgeous listings.brbr★ CLEANING & SANITIZATION ★brHealth, safety, and well-being of our guests are of utmost importance. For this reason, we use a thorough cleaning process after each check-out. brbr★ NO PETS ALLOWED ★brWe love those little (and not so little) furry bundles of joy. Sadly, our home is not suitable for accommodating them.brbr★ NO SMOKING INSIDE ★brPlease refrain from smoking inside the home! Any smoking evidence will result in a fee for odor removal and furniture cleaning.brbr★ NO PARTIES/EVENTS ★brWe kindly ask you to treat our home as your own to preserve its pristine condition for future guests and your return visits.brbrThank you very much for your understanding.brbrInteraction with guests brbrWe will be accessible to our guests via phone, text, or the Vrbo app. brExpect a quick and prompt response. We give our guests space but are available for every inquiry.brbrContact us now so we can begin arranging your perfect vacation!brbrThe neighborhoodbrbrOverviewbrbrThe cottage is nestled in Rockport, MA, along the picturesque shores of Cape Ann, inviting you to immerse yourself in its charming coastal ambiance, rich maritime heritage, scenic beauty, artistic flair, and historic setting!brbrPrepare to be enchanted by Rockport's breathtaking seascapes. From the iconic red fishing shacks of Motif No. 1, celebrated as one of the most painted buildings in America, to the rugged coastline dotted with weathered granite boulders, every corner of Rockport offers postcard-worthy views. Stroll along Bearskin Neck, a quaint stretch of shops and galleries perched atop a rocky outcrop, and soak in the sights and sounds of the Atlantic Ocean crashing against the shoreline.brbrRockport has long been a haven for artists and creatives seeking inspiration from its idyllic surroundings. Explore the town's vibrant art scene by visiting galleries showcasing works by local painters, sculptors, and artisans.brbrStep back in time as you wander through Rockport's historic streets lined with quaint colonial-era homes and buildings. Discover the town's seafaring past at the Rockport Maritime Museum, where exhibits and artifacts chronicle the history of fishing, shipbuilding, and maritime trade that have shaped the community over the centuries.brbrIndulge your taste buds with the fresh flavors of the sea at Rockport's renowned seafood restaurants and clam shacks. From succulent lobster rolls to savory clam chowder, the local culinary scene celebrates the bounty of the Atlantic Ocean in every dish. Be sure to sample Rockport's famous homemade fudge and saltwater taffy for a sweet treat to remember.brbrExplore the coastal trails of Halibut Point State Park, where panoramic vistas await atop granite cliffs overlooking the Atlantic. Or embark on a scenic boat tour of Rockport Harbor and nearby Thatcher Island, home to a historic twin lighthouse that has guided sailors for generations.brbrUnwind on one of the town's pristine beaches, savoring the salty sea breeze and the soothing sound of waves lapping against the shore.brbrWith its scenic vistas, artistic allure, and maritime charm, Rockport, MA, invites you to embark on a journey of exploration and discovery along the enchanting shores of Cape Ann.brbrHere are some attractions you will be looking to visit during your stay.brbr✔ Rockport Music-Shalin Liu Performance Center (2 min away)br✔ Rockport Art Association & Museum (3 min away)br✔ Motif #1 (4 min away)br✔ Front Beach (4 min away)br✔ Bearskin Neck (4 min away)br✔ Roy Moore Lobster Company (4 min away)br✔ Cape Ann Whale Watch (8 min away)br✔ Halibut Point State Park (10 min away)br✔ Hammond Castle Museum (16 min away)br✔ Castle Hill on the Crane Estate (32 min away)br✔ Boston (45 min away)brbr***Distance times are calculated if traveling by car.brbrGetting aroundbrbrIf you arrive by car, you will be happy to know that we offer free parking at the property. Rockport is a pedestrian-friendly town with many attractions, shops, and restaurants within walking distance of each other. You can easily explore the town on foot, strolling along the scenic waterfront, exploring the shops and galleries on Bearskin Neck, and soaking in the historic charm of Rockport's streets and neighborhoods.brbrIf you would like to avoid driving while visiting the surrounding areas, there are many convenient, easily accessible transportation options close to our home.brbr✔ Busbr✔ Trainbr✔ Uber & Lyft

Charming Coastal Cottage, Steps to Ocean & Rockport Village!

Rockport, Massachusetts, United States

Bed

Bath

Sleeps

$1145.43

Enjoy a little bit of Italy in Coastal New England!brExpansive Atlantic views, and steps to Front Beach, design enthusiasts and beach lovers alike will delight in this renovated 5 bedroom Rockport village retreat. A short stroll to the extraordinary Shalin Liu Performance Center and just steps to Bearskin Neck's galleries, restaurants and shops, this property is perfectly located for those seeking relaxing beach time, nature walks, cultural experiences and all Cape Ann has to offer. The home offers three floors of living, including bedrooms on each floor, making it well-suited for groups traveling together. The main floor offers extraordinary water views from the dramatic, cathedral ceilinged living room, complete with cozy fireplace and casual dining/game alcove. Large space, perfect for big groups. Sip your morning coffee and watch lobstermen at work and sailboats cruising by. The kitchen is located off of the main living area and features a stylish beaded chandelier, robin's egg blue cabinets & statuary quartz counters with island and dining table. Direct access to the back deck for easy summer entertaining. Private beachy bedroom and bath with shower complete main floor. Upstairs, 3 bedrooms, all with vaulted ceilings, and funky yet sophisticated decor. A full bathroom w/Italian Encaustic tile, striking green vanity and beautiful white-washed modern beach wainscoting. The first floor has an oversized bedroom with views of the water . A large tv and couch make it a great space for a movie! Walk out the door, take 10 steps and you are in the sand!brbr***Price will not calculate properly when only selecting mid-week nights. If you select a Fri and Sat in your stay the price will be accurate. For mid-week only stay please email me for an accurate quote and sorry for the inconvinience.

Beach Front Luxe: Italian vibes & coastal glam in Rockport! Steps to Downtown!!!

Rockport, Massachusetts, United States

Bed

Bath

Sleeps

$1086.2

Straitsmouth Cove is a classic seaside cottage in a sublime location on Rockport’s Gap Cove. This elegant vacation home has the rambling, comfortable feel of a vintage country manor by the sea. The expansive green lawn, with its incredible waterfront view, is a most serene and awe-inspiring setting with plenty of outdoor living space for lounging or playing. You'll enjoy stunning, unobstructed views of Straitsmouth Island from most rooms, as well as from the shady screen porch, patio and the front garden.brbrGap Cove, just across the country road, is a place of seaside wonder where you can scramble on the rocks, hunt for shells and seaglass or all manner of little crabs and ocean life ..... or just go for a swim. Put your kayak in or your stand up paddle board and head to Straitsmouth Island with it's paths to explore. From there you can go to Thatcher Island with its twin lighthouses for more exploration or just enjoy the views of Bearskin Neck.brbrInside, you'll have plenty of space to get comfortable, with five bedrooms, two full baths and a generous living room with a massive antique brick fireplace. Straistmouth Cove has central AC to keep you cool on hot summer days. From every vantage point, the living spaces offer endless views of the sea, just beyond the home's expansive lawns and gardens.brbrAfter a day at the beach or exploring the village of Rockport, relax on the sprawling blue stone patio and take in the ever-changing seascape. Plenty of gorgeous walking/running/biking options and trails right from the property. The home is within walking distance of Rockport village with its famed Shalin Liu Performance Center, shops, galleries and restaurants.brbrNo smoking. No pets.brbrGROUND FLOORbrbrLiving Room: An enormous (decorative) fireplace and multiple sitting areas.brbrDining Room:Custom built-in shelves, ocean views.brbrKitchen: Fully updated and equipped.brbrSun Porch: Screened-in porch with brick floor and comfortable furniture.brbrMEZZANINE LEVELbrbrBedroom 1: Single bedroom with an adjacent full bath and water views.brbrBath 1: Full bath with tub/shower.brbrSECOND FLOORbrbrBedroom 2: Queen bed and ocean views.brbrBedroom 3: Master Bedroom with Queen bed and ocean views.brbrBedroom 4: Corner room with Queen bed.brbrBedroom 5: Full bedroom.brbrBath 2: Full bath with tub/shower.brbrLOWER LEVELbrbrLaundry: Washer and dryer in the basement.

Straitsmouth Cove: Oceanfront Rockport Grandeur

Rockport, Massachusetts, United States

Bed

Bath

Sleeps

$1126.44

A great big home for a wonderful vacation for your family or group of friends. Lots of space for everyone inside and out, all within a short walk to the soft sands and open ocean tides of Rockport's beloved Front Beach and the many shops, galleries, and restaurants that downtown Rockport is known for. Gloucester's restaurants and whale watching tours are a short drive. Also, just a walk to the commuter rail to Boston or other North Shore seaside towns like historic Salem.brbrGo out to the beach and come back home for a family gathering in/by our swim spa, hot tub, and spacious deck, and fire fit. Or stay inside to cook, dine, or play games by fire place..

Experience Classic New England-walk to beach&shops

Rockport, Massachusetts, United States

Bed

Bath

Sleeps

$374.08

Retreat to the gorgeous 1BR, 1Bath oasis offering easy access to the picturesque Rockport waterfront, local restaurants, art galleries, hiking trails, and many more attractions and landmarks. Step into the charming 1BR 1Bath cottage in a tranquil area just a few steps away from Shalin Liu Performance Center, artsy Bearskin Neck, beautiful waterfront, and many exciting attractions. Explore the picturesque town before returning to the lovely oasis, whose gorgeous design, colorful garden, and rich amenity list will mesmerize you.brbr✔ Comfortable Queen Bedroombr✔ Relaxing Living Roombr✔ Fully Equipped Kitchenbr✔ Patio (Seating, BBQ)br✔ Smart TVbr✔ High-Speed Wi-Fibr✔ Free Onsite ParkingbrbrLearn more below!brbrThe spacebrbrThis gorgeous cottage offers an ideal base for an unforgettable Rockport visit. The living area is where you'll create the most memorable moments with your loved ones. Cuddle up on the sofa and watch a movie, discuss your adventures, or prepare delicious bites in the fully equipped kitchen.brbrYou won't have to leave the property whenever you want to enjoy the outdoors. The cottage offers a sunny patio, providing a private oasis perfect for outdoor relaxation and activities.brbrAs the sun goes down and you are done adventuring for the day, the comfortable bedroom will provide all the rest you need to continue writing the Cape Ann fairy tale.brbr★ LIVING ROOM ★brGather 'round to watch the latest episode of your favorite TV show, gaze at the scenic surroundings, and much more in the modern living room.brbr✔ Snug Sofa with Pillowsbr✔ Smart TVbr✔ Cozy Sofa Chairbr✔ Unique Coffee Tables and Reading Lampsbrbr★ KITCHEN ★brThe fully equipped kitchen occupies the second part of the living area. It boasts a convenient design, spacious countertops, and modern cooking amenities. Grab fresh ingredients from the market and prepare delicious dishes.brbr✔ Microwavebr✔ Stovebr✔ Ovenbr✔ Toasterbr✔ Coffee Makerbr✔ Refrigerator/Freezerbr✔ Dishwasherbr✔ Sink - Hot & Cold Waterbr✔ Platesbr✔ Glassesbr✔ Silverwarebr✔ Pots & Pansbrbr★ BEDROOM ★brHere, you will find the comforts needed to rest and relax after a fabulous day exploring Rockport andCape Ann. Get those precious hours of sleep; tomorrow is a new and exciting day!brbr✔ Queen-Size Bed with Premium Pillows, Linens, and Sheetsbr✔ Closet with Hangers and Shelvesbr✔ Night Stands with Reading Lightsbrbr★ BATHROOM ★brThe cottage boasts a full bathroom with fresh, clean towels in all shapes and sizes to provide a carefree stay.brbr✔ Walk-In Showerbr✔ Vanitybr✔ Mirrorbr✔ Toiletbr✔ Towelsbr✔ Essential Toiletriesbrbr★ PATIO ★brAre you too tired and want to relax from all activities and adventures, or do you enjoy soaking up the sun in complete privacy We've got a place just for that! Step onto the front patio, where you can lounge and sizzle tasty BBQ on the grill.brbr✔ Cozy Seating Areabr✔ BBQ GrillbrbrWe know there's no place like home, but we promise that our charming cottage will come at a close second.brbrGuest access brbrThe cottage is exclusively yours, without interruption during your stay, so relax, unwind, and make yourself at home. brbrOther than the already mentioned amenities, our home also comes with the following:brbr✔ High-Speed Wi-Fibr✔ Self Check-In (Keypad)br✔ Air Conditioningbr✔ Heatingbr✔ Free Onsite ParkingbrbrOther things to notebrbr★ ADDITIONAL ACCOMMODATION ★brTraveling in a larger group, or your preferred dates are already taken You'll be happy to know that we offer an additional cottage on the property. Please browse our host profile for the complete list of gorgeous listings.brbr★ CLEANING & SANITIZATION ★brHealth, safety, and well-being of our guests are of utmost importance. For this reason, we use a thorough cleaning process after each check-out. brbr★ NO PETS ALLOWED ★brWe love those little (and not so little) furry bundles of joy. Sadly, our home is not suitable for accommodating them.brbr★ NO SMOKING INSIDE ★brPlease refrain from smoking inside the home! Any smoking evidence will result in a fee for odor removal and furniture cleaning.brbr★ NO PARTIES/EVENTS ★brWe kindly ask you to treat our home as your own to preserve its pristine condition for future guests and your return visits.brbrThank you very much for your understanding.brbrInteraction with guests brbrWe will be accessible to our guests via phone, text, or the VRBO app. Expect a quick and prompt response. We give our guests space but are available for every inquiry.brbrContact us now so we can begin arranging your perfect vacation!brbrThe neighborhoodbrbrOverviewbrbrThe cottage is nestled in Rockport, MA, along the picturesque shores of Cape Ann, inviting you to immerse yourself in its charming coastal ambiance, rich maritime heritage, scenic beauty, artistic flair, and historic setting!brbrPrepare to be enchanted by Rockport's breathtaking seascapes. From the iconic red fishing shacks of Motif No. 1, celebrated as one of the most painted buildings in America, to the rugged coastline dotted with weathered granite boulders, every corner of Rockport offers postcard-worthy views. Stroll along Bearskin Neck, a quaint stretch of shops and galleries perched atop a rocky outcrop, and soak in the sights and sounds of the Atlantic Ocean crashing against the shoreline.brbrRockport has long been a haven for artists and creatives seeking inspiration from its idyllic surroundings. Explore the town's vibrant art scene by visiting galleries showcasing works by local painters, sculptors, and artisans.brbrStep back in time as you wander through Rockport's historic streets lined with quaint colonial-era homes and buildings. Discover the town's seafaring past at the Rockport Maritime Museum, where exhibits and artifacts chronicle the history of fishing, shipbuilding, and maritime trade that have shaped the community over the centuries.brbrIndulge your taste buds with the fresh flavors of the sea at Rockport's renowned seafood restaurants and clam shacks. From succulent lobster rolls to savory clam chowder, the local culinary scene celebrates the bounty of the Atlantic Ocean in every dish. Be sure to sample Rockport's famous homemade fudge and saltwater taffy for a sweet treat to remember.brbrExplore the coastal trails of Halibut Point State Park, where panoramic vistas await atop granite cliffs overlooking the Atlantic. Or embark on a scenic boat tour of Rockport Harbor and nearby Thatcher Island, home to a historic twin lighthouse that has guided sailors for generations.brbrUnwind on one of the town's pristine beaches, savoring the salty sea breeze and the soothing sound of waves lapping against the shore.brbrWith its scenic vistas, artistic allure, and maritime charm, Rockport, MA, invites you to embark on a journey of exploration and discovery along the enchanting shores of Cape Ann.brbrHere are some attractions you will be looking to visit during your stay.brbr✔ Rockport Music-Shalin Liu Performance Center (2 min away)br✔ Rockport Art Association & Museum (3 min away)br✔ Motif #1 (4 min away)br✔ Front Beach (4 min away)br✔ Bearskin Neck (4 min away)br✔ Roy Moore Lobster Company (4 min away)br✔ Cape Ann Whale Watch (8 min away)br✔ Halibut Point State Park (10 min away)br✔ Hammond Castle Museum (16 min away)br✔ Castle Hill on the Crane Estate (32 min away)br✔ Boston (45 min away)brbr***Distance times are calculated if traveling by car.brbrGetting aroundbrbrIf you arrive by car, you will be happy to know that we offer free parking at the property. Rockport is a pedestrian-friendly town with many attractions, shops, and restaurants within walking distance of each other. You can easily explore the town on foot, strolling along the scenic waterfront, exploring the shops and galleries on Bearskin Neck, and soaking in the historic charm of Rockport's streets and neighborhoods.brbrIf you would like to avoid driving while visiting the surrounding areas, there are many convenient, easily accessible transportation options close to our home.brbr✔ Busbr✔ Trainbr✔ Uber & Lyftbr

Quaint & Cozy Rockport Gem ~ Walk to Sea ~ BBQ & Private Parking!

Rockport, Massachusetts, United States

Bed

Bath

Sleeps

$399.84

New England the Hallmark way. brQuaint coastal town, historic landmarks, long stretches of sandy beaches, rocky shoreline walks, shopping, music, golf, and plenty of restaurants. Enjoy walking past stunning gardens in the spring/summer and through the pumpkin patches and brightly colored leaves in the fall. Spend the long summer days lounging at the beach or on the many golf courses — both just minutes away, catch a whale watching tour, schooner sail, or deep sea fishing excursion for those looking for a little more adventure out at sea!brbrLocated on Bearskin Neck and nestled in the center of Rockport's vibrant and exciting colonial historic district, replete with shops, galleries, restaurants, fishmongers, kayaking, and the finest lobsters in the North Atlantic. Steps from our door you may also visit idyllic beaches, bandstands, our library, churches, yacht clubs, art association, & bicycling.

Apartment

Bright Coastal Apartment in the center of Quaint New England Sea Town

Rockport, Massachusetts, United States

3

Bed

Bath

5

Sleeps

$613.99

A short walk to Bearskin Neck and Front Beach, athis 3 bedroom 2.5 bathroom home is ideally located for everything that Rockport has to offer. Built around 1800, this property offers the charm of a historic home alongside modern renovations like an open-concept kitchen and living area, updated bathrooms, ample closet space, and many newer systems. This charming house offers a primary bedroom with a king bed, dedicated workspace, television, and ensuite full bathroom. The large second bedroom has a queen bed, sleeper sofa and multiple closets. Down the hall is another bedroom with a twin bed and a trundle for additional guests. A large bonus living room provides flex space for work or rest (another sleeper sofa). A private back patio is the perfect space for relaxing, grilling, or dining al fresco. Enjoy the convenience of two off-street parking spaces, WiFi, heating and A/C, a washing machine and dryer, and other great amenities. We hope you'll enjoy your stay at our house.

Colonial on High: Steps to Bearskin Neck shops, restaurants, beaches, and more!

Rockport, Massachusetts, United States

Bed

Bath

Sleeps

$815.33

Welcome to our charming coastal retreat in the heart of Rockport, Massachusetts. Nestled along the picturesque shores of Cape Ann, our renovated home is the perfect haven for a tranquil escape by the sea. With inviting living areas, there`s plenty of space to unwind and enjoy each other`s company. The town`s stunning scenery, rich history, vibrant arts scene and easy beach access from our home make it an ideal destination for families and groups.brbrThis stunningly renovated two-bedroom, three-bathroom Cape Cod style home - with ample additional sleeping space - exudes the quintessential New England charm. With an open and spacious floor plan, soaringly high ceilings and huge windows to maximize natural light, the kitchen, dining room and seating area are bright and inviting. The custom chef’s kitchen with a beautiful Italian stove as its centerpiece beckons for home-cooked meals and conversations around the island. Directly off the dining room is a cozy living room with comfortable seating, making it the perfect spot to settle down for an afternoon of relaxing with a book. With a gorgeous outdoor space, 2 lofts and a fully finished basement, in addition to the bedrooms and living areas, there is plenty of space for everyone to spread out and make themselves at home. brbrbrMain Floorbr• Primary bedroom with queen bed, full bathroom with large shower and plenty of closet space and natural light br• Fully stocked kitchen -- custom Italian stove/oven, dishwasher, fridge, toaster, regular drip coffee pot (with complimentary start up coffee & filters), tea kettle, cookware, serveware, and dinnerware etc.br• Dining area - open concept with dining table for 4 and kitchen island seating for 3brbrSecond Floorbr• Second bedroom with king 4 poster bedbr• Full bathroom with double shower headsbr• Large open living area with massive windows and a queen pull out couchbr• Laundry room with washer, dryer & complimentary start up laundry suppliesbrbrSecond Floor Loftbr• Office space with desk and chair to work from home (if you must!) and a comfortable couch for loungingbrbrThird Floor Loftbr• Three twin bedsbrbrBasementbr• Large, open second living room open living area with a queen pull out couch, additional seating and large TVbr• Full, custom tiled bathroom with showerbr• Second laundry roombrbrOutdoor Spacebr• Custom stone patio with an amazing garden and comfortable seating area.br• Outdoor showerbrbrbrOnly a 10 minute walk from Front Beach, you can easily swim, sunbathe, or simply soak in the coastal ambiance. Once you`ve had your fill of the sun, stroll a few minutes down to Bearskin Neck and explore this historic street lined with quaint shops and seafood restaurants. Rockport has long been an artist`s haven, so be sure to check out the numerous art galleries showcasing works by local and renowned artists. Don`t forget to snap a photo at Motif Number 1, one of the most painted buildings in America.brbrHalibut Point State Park is only a 10 minute drive, where you can hike along scenic trails with breathtaking ocean views and explore the iconic Halibut Point Quarry.brbrDuring May-Oct, Rockport is the perfect spot to set out on a whale watching tour. brbrRockport`s natural beauty, rich history, and welcoming community make it a perfect destination for families and groups. Whether you`re exploring the outdoors, soaking up the sun or immersing yourselves in the arts and shopping, our home is the perfect spot for you to call home during your getaway to Rockport.brbrWe are dog friendly and there is a $125 dog fee, per dog (2 dogs max). This does not cover any damage or yard clean up and all dogs must be house trained. If you are bringing your pup along, we must know at the time of booking and prior to your arrival. Please note that we do not allow cats due to guest allergies.brbrGuests have full access to the house with the exception of a couple locked storage spaces.brbrSmoking is not permitted in the house or near any exterior doors.brbrThere are exterior ONLY security cameras actively recording, for the safety of both guest and property. Any tampering with the cameras will not be permitted and will result in immediate termination of your reservation, without refund.brbrWhile we strive to minimize guest disturbances, we regularly maintain our home and may conduct lawn care during reservations, particularly on weekdays or during longer stays.brbrPlease note that any refunds made in accordance with our cancellation policy will be less any credit card fees.

Breathtaking Newly Renovated Rockport Retreat

Rockport, Massachusetts, United States

Bed

Bath

Sleeps

$659.03

Come enjoy the ocean in Rockport. Fully furnished 3 bedroom 2 bath charming antique home with updated kitchen and baths. Property is just steps to Back Beach, has ocean views, a roof deck, and is just a short stroll to Front Beach and downtown Rockport. First floor bedroom has a queen bed and second floor bedrooms have a queen and two twin beds. Property includes eat-in kitchen, dining room with slider to deck, double living room, hardwood floors, and window A/C units. Six car off street parking - just park your car and explore downtown! Also a short walk (0.5m) from Rockport station with access to downtown Boston via MBTA commuter rail. Linens and towels provided.

Ocean views just steps to Back Beach, Front Beach, and downtown Rockport

Rockport, Massachusetts, United States

Bed

Bath

Sleeps

$546.62

New for Summer 2025!brbrLife of Reilly is a stylish 2-bedroom, 1.5-bathroom vacation home tucked away on a serene 4.5-acre lot in the woodlands of Rockport. Set on a quiet, dead-end street with tranquil views and a private path to your own pond, this modern air-conditioned retreat blends comfort with the beauty of nature.brbrThoughtfully designed, the home features wide doorways and an open layout, all on one floor. High ceilings and expansive windows flood the space with natural light and showcase scenic woodland views. Guests can also enjoy filtered well/mineral water straight from the tap, eliminating the need for bottled water. Well-maintained walking trails run from Rockport to Gloucester, including access to the historic Dogtown hiking trails (See Trail Map in 2nd Bedroom).brbrInside, you’ll find a fully equipped kitchen open to a spacious living room, and the option to dine indoors or out on the deck. The primary bedroom offers a King bed with an ensuite full bathroom. Off of the living room is a half bath and a second bedroom with a Queen bed.brbrWhether you're relaxing on-site or exploring Cape Ann’s coastal charm, Life of Reilly is the perfect home base.brbrAn EV charger is available for electric vehicle users (please note: not compatible with Tesla).brbrNo smoking. No pets allowed. No events or parties.

Life of Reilly - Private & Serene Rockport Escape

Rockport, Massachusetts, United States

Bed

Bath

Sleeps

$397.93

This meticulous, cozy, air conditioned home requires nothing but your suitcase and the desire to relax and have fun. Park your car in the driveway and walk to the beach, shops, restaurants and the Shalin Liu Performance Center. Bearskin Neck is a short ten minute scenic stroll from this lovely rental. The commuter train from Boston is a ten minute walk to the front door. Nature surrounds you and there are many hiking trails and bike paths available to help you explore. A lovely band stand has concerts on Sunday evenings in the summer. At the end of the day, enjoy sitting on your private backyard deck, or enjoy the ocean view from our comfy Adirondack chairs. A full size refrigerator, stove, dishwasher, coffee maker, microwave and washer/dryer are included as well as a gas grill. We have beach chairs and umbrellas. Bed sheets and towels are supplied for your convenience. Cable T.V. and WiFi are also included for when you are finished exploring. Come spend some time making memories!

NEW Tranquil Seas Rockport SUMMER Rental - Convenience, Comfort and Charm

Rockport, Massachusetts, United States

Bed

Bath

Sleeps

$397.34

Escape to The Perch, a peaceful coastal retreat set above the charm of Rockport Village. Offering an elevated vantage point and a sense of quiet privacy, this inviting stay provides the perfect balance of relaxation and easy access to the coast.brbrStroll to galleries, local shops, and seaside dining, explore nearby beaches and scenic shoreline paths, or simply unwind while enjoying the tranquil atmosphere above the village.brbrInside, the space is designed for comfort and relaxation, with natural light and coastal touches that create a welcoming retreat after a day by the ocean.brbrHighlightsbrbr• Elevated setting with scenic coastal atmospherebr• Quiet retreat above Rockport Villagebr• Walk to shops, galleries & diningbr• Near beaches & shoreline walksbr• Bright, comfortable living spacebr• Fast WiFi & Smart TVbrbrReturn to a peaceful setting where ocean breezes and coastal charm create the perfect place to unwind.brbrPerfect for couples, artists, and travelers seeking a relaxing Rockport escape.

Apartment

The Perch – Elevated Coastal Retreat in Rockport

Rockport, Massachusetts, United States

2

Bed

Bath

3

Sleeps

$790.34