Dogtown woods Rentals
- From $575 per night (USD)
VRBO
Luxury Home in the Heart of Rockport
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Gorgeous house in Rockport, steps to beach, town, train, Shalin Liu performance center! This home is located on a quiet ...
From $575 per night (USD)VRBO
- From $221 per night (USD)
VRBO
Charming 3 bdrm Apartment in Heart of Rockport-Bearskin Neck-Walk to Beach -WiFi
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Immerse yourself in the heart of America's most famous seaside artists' colony. Located on Bearskin Neck and nestled in ...
From $221 per night (USD)VRBO
- From $400 per night (USD)
VRBO
Sea Glass House - Tranquil Retreat or Base for Adventure
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Whether you seek a tranquil seaside retreat or a base for adventure, this immaculate first floor apartment has 2 large s ...
From $400 per night (USD)VRBO
- From $557 per night (USD)
VRBO
Waterfront Home with Spectacular Viewsof the Annisquam River
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 10
Watch the beautiful sunsets over the Annisquam River from the deck or just enjoy the scenic views all day long of Pierce ...
From $557 per night (USD)VRBO
- From $619 per night (USD)
VRBO
Elegant Bayview Victorian Home - Walk to Beach
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
A unique private estate, rich in history and natural beauty. The home was the residence of Benjamin F. Butler, the color ...
From $619 per night (USD)VRBO
- Click For Pricing
VRBO
Quaint Simplicity on Quiet Lane, Spacious and Relaxing, Walk to Shops, Beaches
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
This peaceful location on a quiet lane just outside of Rockport's downtown offers an easy place from which to enjoy the ...
Click For PricingVRBO
- From $350 per night (USD)
VRBO
Perfect Rockport Downtown Vacation Destination
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Our fully renovated 3 bedroom cottage style unit offers all of the amenities needed for a perfect Rockport vacation. Ent ...
From $350 per night (USD)VRBO
- From $293 per night (USD)
VRBO
Enchanting Harbor Views - Historic Bradley Wharf Bearskin Neck
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Escape to a historical harborside treasure at our breathtaking 3rd-floor walk-up. As you step into the unit, prepare to ...
From $293 per night (USD)VRBO
- Click For Pricing
VRBO
Charming Gloucester Escape w\/ Private Garden!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
If you’re traveling to the East Coast, look no further than this 3-bedroom, 1-bathroom Gloucester home! This lovely vaca ...
Click For PricingVRBO
- From $376 per night (USD)
VRBO
The Spinnaker: A hidden gem in Rockport village with roof deck and a garden.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Located in Rockport village, The Spinnaker is the perfect rental home to feel worlds away from it all with a delightful ...
From $376 per night (USD)VRBO
- From $159 per night (USD)
VRBO
WATERFRONT 1BDRM SPACIOUS STUDIO APARTMENT
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Come to the Cape named after a Queen NOT an Ugly Fish!! 🤣FABULOUS, quiet, dead end location! Incredible views of the An ...
From $159 per night (USD)VRBO
- From $270 per night (USD)
VRBO
Ocean Views in this Charming 2 bedroom Cottage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Charming two bedroom cottage. The property has a wonderful open kitchen and dining room that gives way to an ocean facin ...
From $270 per night (USD)VRBO
- From $301 per night (USD)
VRBO
River's Edge: A charming 2BR riverfront home in Gloucester.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Exquisitely renovated by the owner-architect, every detail of this charming vacation home has been thoughtfully consider ...
From $301 per night (USD)VRBO
- From $150 per night (USD)
Expedia
cozy townhouse
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
very cute space,2 floors, central to beaches, downtown,shops,restaurants,1 bedroom,1 bath, small porch on the front, sma ...
From $150 per night (USD)Expedia
- From $450 per night (USD)
VRBO
BEACH! Good Harbor NEW CONSTRUCTION!!!!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Come and enjoy this new home with roof top deck overlooking Good Harbor Beach. We are a 5 minute walk to the beach! We ...
From $450 per night (USD)VRBO
- From $598 per night (USD)
VRBO
Evensong: Oceanview Retreat with Dock
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Unobstructed Water Views of The Annisquam in this newly-renovated "walls of glass" home boasting panoramic views of The ...
From $598 per night (USD)VRBO
- From $375 per night (USD)
VRBO
The Nest at Pigeon Cove: Modern farmhouse with all the comforts of home!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Visiting Salem for Halloween? Take the train from Rockport and avoid the horror of Salem traffic! Nestled in the Pigeon ...
From $375 per night (USD)VRBO
- From $200 per night (USD)
Expedia
A tranquil ocean retreat steps from the water's edge
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
On the Cove is a spacious three-room apartment is located directly on Lanes Cove in Lanesville (Gloucester) with spectac ...
From $200 per night (USD)Expedia
- From $331 per night (USD)
VRBO
Sunset Views, Waterfront Property, Dock - Sleeps 12
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Stunning sunsets, a parade of boats going by, a charming marina, and a beach brimming with natural beauty — these are th ...
From $331 per night (USD)VRBO
- From $210 per night (USD)
Expedia
Holbrook House: Charming Rockport Village House, Walk To Everything!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
A cozy, lovingly restored 1950's house. Walking distance to all that Rockport village and Bear Skin Neck has to offer. ...
From $210 per night (USD)Expedia
- From $620 per night (USD)
VRBO
Spectacular Views...Charming House with Guest House
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
'Back Beach Cottages' is a unique property with a two cottage set up. Both houses have wonderful views of the ocean and ...
From $620 per night (USD)VRBO
- From $190 per night (USD)
VRBO
Sea Mist Cottage, Rockport, MA
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 3
SeaMist Cottage is located on a private yard in historic downtown Rockport, Massachusetts, a charming seaside community. ...
From $190 per night (USD)VRBO
- From $325 per night (USD)
VRBO
Charming cottage, four bedroom, sleeps six, near beach, in Gloucester, MA.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
The Ledge House is a charming mid 19th century farmhouse situated below a large granite ledge in the village of Bay View ...
From $325 per night (USD)VRBO
- From $297 per night (USD)
VRBO
Good Harbor Beach Retreat ~ Walk to beach, shops, restaurants ~Dog Friendly
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Our adorable, 3 bedroom home is in a prime location for your vacation, with plenty of windows for ocean breezes or if y ...
From $297 per night (USD)VRBO
- From $425 per night (USD)
VRBO
Luxury Downtown Renovated Carraige House. Walk To Everything. Two Paking Spaces
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
The James Gott Carraige House is the perfect Rockport luxury vacation home. .This fully renovated three bedrooms with s ...
From $425 per night (USD)VRBO
- From $395 per night (USD)
VRBO
Renovated 3 Bedroom 2 Baths views of Rockport Harbor from Master and Livigroom
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
James Gott Homestead built in 1809 ,lovingly renovated with an eye towards retaining the beautiful aspects of this downt ...
From $395 per night (USD)VRBO
- From $312 per night (USD)
VRBO
Rockport Home with Beautiful Ocean Views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
Enjoy stunningly beautiful ocean views from all 3 decks at this quirky 1820 colonial house with easy access to local ame ...
From $312 per night (USD)VRBO
- From $413 per night (USD)
VRBO
Charming year round cottage - Pet Friendly with Wi-Fi
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Please contact us for more details. We would love to discuss your vacation plans at our Home Away from Home. We are Pe ...
From $413 per night (USD)VRBO
- From $322 per night (USD)
VRBO
Seaside Village of Lanesville - North Gloucester, MA
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This quaint, cozy, quiet two bedroom fully furnished apartment in the Village of Lanesville has views of the Ipswich Bay ...
From $322 per night (USD)VRBO
- From $232 per night (USD)
VRBO
Lanesville Cove Retreat Home
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Our serene, open floor plan home features everything you need for a short stay or a long term get away. Our goal was co ...
From $232 per night (USD)VRBO
- From $108 per night (USD)
VRBO
Gloucester Studio - Om Suite Om~ near Good Harbor Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Om Suite Om is a comfortable, cozy and convenient studio efficiency space, with a separate key and entry, in the lower l ...
From $108 per night (USD)VRBO
- From $950 per night (USD)
VRBO
⭐️ Beautiful 4+ Bedroom Annisquam W\/ Private Beach Access 🏖
- Bedrooms:
- 0
- Bathrooms:
- 5
- Sleeps:
- 12
This a beautifully constructed, family-friendly 4 bedroom, 4 full bathroom home in the heart of Annisquam, one of the mo ...
From $950 per night (USD)VRBO
- From $461 per night (USD)
VRBO
Beautiful vacation home across street from 2 beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Lovely newly renovated vacation home in Rockport. 3 bedrooms (sleeps 6), 2 full baths. Beautiful gourmet kitchen allowin ...
From $461 per night (USD)VRBO
- From $514 per night (USD)
VRBO
Gloucester: 5 Bedroom Summer Cottage with Sunset Views and Private Beach Access
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 11
This finely maintained summer cottage built in the 1820s overlooks Hodgkins Cove in Gloucester Massachusetts. Unique an ...
From $514 per night (USD)VRBO
- Click For Pricing
VRBO
Rockport direct Waterfront 3 bedroom, 3 bathroom home
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Spacious contemporary home offering direct waterfront location in quiet, residential Pigeon Cove neighborhood just north ...
Click For PricingVRBO
- From $170 per night (USD)
VRBO
Seaside vacation studio steps from beaches and harbor area in historic Rockport
- Bedrooms:
- 3
- Bathrooms:
- 1
- Sleeps:
- 2
RESERVATIONS NOW BEING ACCEPTED FOR SUMMER 2023 starting May through October! Ground floor efficiency studio private r ...
From $170 per night (USD)VRBO
- From $315 per night (USD)
VRBO
Peaceful retreat, newly-renovated, short walk to Good Harbor Beach + WIFI
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy your vacation sojourn in this newly-renovated home, a short walk to one of New England's most beautiful beaches. ...
From $315 per night (USD)VRBO
- From $395 per night (USD)
VRBO
Bayview Guest Cottage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 3
This property is a 650 sq. foot cozy cottage on Ipswich Bay with unbeatable views facing west, making for beautiful suns ...
From $395 per night (USD)VRBO
- From $817 per night (USD)
VRBO
Beautiful Oceanfront Home in Estate Setting, Gloucester WINTER RENTAL AVAILABLE
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
A spacious, beautiful contemporary home on a private oceanfront estate near Gloucester's coveted Annisquam district, wit ...
From $817 per night (USD)VRBO
- From $385 per night (USD)
VRBO
WaterViews Overlooking Gloucester Inner Harbor \/Sunroom\/ Deck \/Walk to Town\/ AC
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
VACATION or WORK or do a bit of both if it means you'll have longer to play here on Cape Ann! The preferred spot for all ...
From $385 per night (USD)VRBO
- From $526 per night (USD)
VRBO
Summer Cottage on Ipswich Bay
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This quiet summer cottage was built in the 1890's, it's original charm has been retained, while updates have made it a c ...
From $526 per night (USD)VRBO
- From $189 per night (USD)
VRBO
Charming Pet Friendly Studio Cottage On Quiet Lane
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 0
Step away from your hectic life. Welcome to our homes by the sea. The scent of the ocean. The crack of a lobster claw. S ...
From $189 per night (USD)VRBO
- From $170 per night (USD)
VRBO
Quaint Waterfront Cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Relax and breathe the salt air in this charming waterfront cottage. It is on well-known Bearskin Neck with a large deck ...
From $170 per night (USD)VRBO
- From $315 per night (USD)
VRBO
Waterfront House on Rockport’s \nOld Harbour Enjoy Spectacular Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This historical, 19th-century waterfront house is located in the heart of Rockport directly on Rockport's quiet Old Harb ...
From $315 per night (USD)VRBO
- From $316 per night (USD)
VRBO
♥ 2 Bedroom+Office|Minutes to Good Harbor+Rockport|Fast Wifi|Off-Street Parking♥
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
- Cozy + historic (pre-1900!) apartment with 2 bedrooms - High Speed wifi + private office for your "work-cation" - New ...
From $316 per night (USD)VRBO
- From $258 per night (USD)
VRBO
Picturesque Rockport Queen Anne Cottage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Great location in beautiful Rockport. The house is a ten minute walk into town - Bearskin Neck shopping, art galleries, ...
From $258 per night (USD)VRBO
- From $150 per night (USD)
VRBO
✩1 min to Front Beach✩Cute Studio✩Prime location
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
➤NEW wood tile throughout, exposed brick feels like a tiny home. ➤Brand new Queen size Murphy bed ➤sitting area, flat s ...
From $150 per night (USD)VRBO
- From $102 per night (USD)
Expedia
Dog-friendly apartment in a prime location - walk to town beaches
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Olde New House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $102 per night (USD)Expedia
- From $212 per night (USD)
VRBO
Twin Lights: Explore the village of Rockport!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy coastal living in the beautiful historical town of Rockport. Twin Lights is a charming and recently renovated cott ...
From $212 per night (USD)VRBO
- From $466 per night (USD)
VRBO
Modern Downtown Penthouse Apartment Overlooking Front Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Renovated top floor apartment in the heart of the downtown Rockport historic district on the water with private beach ac ...
From $466 per night (USD)VRBO
- From $421 per night (USD)
VRBO
Sea Glass on South: Modern rustic chic, just steps from downtown Rockport
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Nestled on the edge of the village of Rockport, Sea Glass on South is a brand new and modern retreat, inspired by the Ne ...
From $421 per night (USD)VRBO
- From $263 per night (USD)
VRBO
Historic charm meets contemporary comfort at Pigeon Hill.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Steeped in history, this traditional early victorian home has been newly remodeled and renovated blending original detai ...
From $263 per night (USD)VRBO
- From $400 per night (USD)
VRBO
'We can't wait to return to Four Winds'
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
PARKING SPOT 10 SECOND WALK AWAY, Four Winds is a two bedroom condo located directly on Tuna Wharf. If you love the sou ...
From $400 per night (USD)VRBO
- From $130 per night (USD)
VRBO
Artist's Studio turned Guest House Sleeps up to 3
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 3
One room guest house with French doors leading to spacious deck, ocean views, less than 1/2 mile walk to Back Beach, vau ...
From $130 per night (USD)VRBO
- From $183 per night (USD)
VRBO
Come home to Rockport!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Spend a weekend or a week enjoying the beauty and culture of Rockport. Enjoy panoramic views of Sandy Bay.and Straights ...
From $183 per night (USD)VRBO
- From $705 per night (USD)
VRBO
Sunrise on the Cove: Unobstructed 180 degree views of Pigeon Cove.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
From its waterfront perch, this vacation rental home overlooks Rockport's picturesque Pigeon Cove harbor and has spectac ...
From $705 per night (USD)VRBO
- From $255 per night (USD)
VRBO
Joseph's Way: A charming cottage in a quiet setting, near Good Harbor Beach.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Just 4/10 of a mile from Gloucester's sandy Good Harbor Beach, Joseph's Way is delightful two bedroom property is nestle ...
From $255 per night (USD)VRBO
- From $387 per night (USD)
Expedia
Quaint getaway with full kitchen and lush yard - close to the beach and downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Vintage Rockport Escape Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $387 per night (USD)Expedia
- From $279 per night (USD)
VRBO
Discover Your Perfect Cape Ann Getaway - A Charming Bayview Retreat
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to our idyllic retreat, the ultimate vacation spot for you, your family, and friends. Nestled between the picture ...
From $279 per night (USD)VRBO
- From $235 per night (USD)
Expedia
PERIWINKLE COTTAGE #2 - OPEN ALL YEAR - walk to everything, parking, wifi, quiet
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
OPEN YEAR ROUND - 2-night minimum stay. (Laundry is available to guests with stays 7-nights or longer only). In 2024 - ...
From $235 per night (USD)Expedia
- From $235 per night (USD)
VRBO
PERIWINKLE COTTAGE #1 - OPEN ALL YEAR - walk to everything, parking, wifi, quiet
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
OPEN YEAR ROUND - 2-night minimum stay. (Laundry is available to guests with stays 7-nights or longer only). In 2024 - ...
From $235 per night (USD)VRBO
- From $850 per night (USD)
VRBO
Beach & King - Stunning ocean views 10% off April & May!
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Located across from Rockport's Front Beach, Beach & King is a beautiful Cape Ann Beach House rental on the North Shore i ...
From $850 per night (USD)VRBO
- From $248 per night (USD)
VRBO
HEART OF HISTORICAL ROCKPORT with Reserved Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Escape to the perfect romantic harborside retreat in Rockport, you will be mesmerized by the view. This 1,000 sq ft s ...
From $248 per night (USD)VRBO
- From $417 per night (USD)
VRBO
Private Pet Friendly hideaway near the beach and town center.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Cottage on the Pond is tucked away from the summer crowds at the end of a picturesque lane with ocean views from the fro ...
From $417 per night (USD)VRBO
- From $650 per night (USD)
VRBO
Booking now for late August, 2024!
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
A short stroll to historic, downtown Rockport and Old Garden Beach, this stunning contemporary farmhouse is immaculate. ...
From $650 per night (USD)VRBO
- From $443 per night (USD)
Expedia
Downtown Home near the Beach & Downtown w\/Gas Grill, Washer\/Dryer & Deck
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
High Street Hideaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $443 per night (USD)Expedia
- From $248 per night (USD)
VRBO
ROCKPORT, MA ~ The LOFT
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Loft suite is located in the seaside town of Rockport, MA. Just 1.4 miles from downtown, this 1 bedroom/1 bathroom a ...
From $248 per night (USD)VRBO
- From $371 per night (USD)
VRBO
Squam Light: A newly renovated cottage, nestled in the village of Annisquam.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Located in the heart of the quaint and charming village of Annisquam, this newly renovated Gloucester cottage offers the ...
From $371 per night (USD)VRBO
- Click For Pricing
VRBO
Perfect apartment for a single or couple.
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Newly listed for 2014. Everything is brand new and there is a private entrance down a crushed stone path ending with a ...
Click For PricingVRBO
- From $191 per night (USD)
VRBO
VIEWS! Annisquam Bridge House at Lobster Cove. Booking Spring and Summer
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Annisquam Bridge House-a renovated second floor unit high above Lobster Cove, Perfect getaway for a couple. It can acco ...
From $191 per night (USD)VRBO
- From $196 per night (USD)
VRBO
Sandy Bay: An oceanfront gem vacation rental with ocean views in Rockport.
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Escape to an oceanfront gem with exquisite views of Rockport's Sandy Bay and the Atlantic Ocean. Located just a short di ...
From $196 per night (USD)VRBO
- From $388 per night (USD)
VRBO
Landmark Lookout: Lovely views of Sandy Bay and the Atlantic Ocean.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy beautiful views of Sandy Bay and the Atlantic from this classic New England vacation rental home on Rockport's Pig ...
From $388 per night (USD)VRBO
- From $733 per night (USD)
VRBO
Gorgeous New Home w\/ Ocean Views- 2 Private Beaches Steps Away
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
THE HOME: This house was built in 2018 with every modern amenity and comfort for vacation life. Vaulted ceilings in the ...
From $733 per night (USD)VRBO
- From $312 per night (USD)
VRBO
\"Rockport Sail Loft: 2 Bed\/1 Bath Oceanfront Haven
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Experience the beauty of Rockport's waterfront at this 2 bed/1 bath oceanfront haven. Located on Bearskin Neck, this his ...
From $312 per night (USD)VRBO
- From $225 per night (USD)
VRBO
Bright and airy home in Rockport, walk to beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 2
Our home is a Cape style Victorian era house with modern updates, hardwood floors and lots of charm. All the rooms have ...
From $225 per night (USD)VRBO
- From $399 per night (USD)
VRBO
Sunset Cove: Waterfront home in Goose Cove section of Gloucester.
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Waterfront on the Annisquam River in Gloucester, this exceptional vacation rental boasts wonderful views of the river an ...
From $399 per night (USD)VRBO
- From $400 per night (USD)
VRBO
Ocean views just steps to Back Beach, Front Beach, and downtown Rockport
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Come enjoy the ocean in Rockport. Fully furnished 3 bedroom 2 bath charming antique home with updated kitchen and baths. ...
From $400 per night (USD)VRBO
- From $379 per night (USD)
VRBO
Thurston Point: Waterfront rental with deepwater dock on Annisquam River!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Get away from it all and unwind at this comfortable riverfront vacation retreat. Located in a quiet neighborhood, Thurst ...
From $379 per night (USD)VRBO
- From $322 per night (USD)
VRBO
Helena House: European flair, close to Plum Cove Beach.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Situated on a knoll in Gloucester's Bay View neighborhood, Helena House offers peekaboo views of Ipswich Bay from the se ...
From $322 per night (USD)VRBO
- From $241 per night (USD)
VRBO
Granite Cottage: Charming cottage in Rockport with private deck and views.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
From it's private deck, enjoy the views of Sandy Bay dotted with sailboats. Or, walk down the quiet lane to Granite Pier ...
From $241 per night (USD)VRBO
- From $251 per night (USD)
VRBO
You will love our location and will return for our hospitality!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
After the success of A Breezy Cottage, we set our sails on The Life of Reilly! The property was purchased in September, ...
From $251 per night (USD)VRBO
- From $274 per night (USD)
VRBO
Jewel Box: A gem of a rental home close to Good Harbor Beach.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Situated at the end of a quiet street and down the road from Good Harbor Beach, Jewel Box is a gem of a rental home. Thi ...
From $274 per night (USD)VRBO
- Click For Pricing
VRBO
COME STAY AT THE MERMAID COTTAGE ON LANES COVE !
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
The mermaid cottage is a sunny quaint cottage with a large sunny kitchen, cozy living room, and large upstairs bedroom w ...
Click For PricingVRBO
- From $331 per night (USD)
VRBO
Annisquam River Sunsets: Enjoy spectacular sunsets and a relaxed river vibe.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
You'll find river life at its best when you stay at this newly-built vacation rental home that sits along the banks of s ...
From $331 per night (USD)VRBO
- From $402 per night (USD)
VRBO
Sage Hill: Perfectly situated for Long Beach, Gloucester, and Rockport.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Midway between two picturesque places, the seaside village of Rockport and the historic fishing port of Gloucester, Sage ...
From $402 per night (USD)VRBO
- From $542 per night (USD)
VRBO
Granite Pier: Blends craftsmanship with modern amenities. Water views!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Granite Pier, with its unparalleled ocean views, is a traditional Cape Ann home with an unusual history. Built in the mi ...
From $542 per night (USD)VRBO
- From $175 per night (USD)
VRBO
Cozy, Waterview Old Quarryman boarding house
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Adorable 1 bedroom (with memory foam folding cot for xtra guests) Sleep Sofa. Has foma topper, High ceilings, laundry, ...
From $175 per night (USD)VRBO
- From $250 per night (USD)
VRBO
\"Absolutely lovely. The cottage, the beach, the town, the owners.\"
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
A Breezy Cottage is a very short walk to the charming beaches of Rockport, MA. It comfortably sleeps up to 7 people inc ...
From $250 per night (USD)VRBO
- From $855 per night (USD)
VRBO
Family home – 40 Atlantic Ave., Rockport, MA. Minutes walk to town and beach
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Leave your car in the driveway and walk to beach and town: 5-minutes to secluded Old Garden Beach, the Atlantic Pa ...
From $855 per night (USD)VRBO
- From $381 per night (USD)
VRBO
Ships Bell: Water views and amazing sunsets on a quiet street in Lanesville.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Picture yourself on the huge wraparound deck of Ships Bell House, enjoying the setting of the sun over breathtaking wate ...
From $381 per night (USD)VRBO
- From $368 per night (USD)
VRBO
The Harborview - Luxury 2 bedroom condo in Downtown Gloucester
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy a luxurious experience at this centrally-located condo in Downtown Gloucester. Newly built and finished home to a ...
From $368 per night (USD)VRBO
- From $299 per night (USD)
Expedia
16 Bearskin Neck Vacation Rental, 16B Bearskin Neck Apartment- Stay in the heart of Bearskin Neck, R
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
A centrally located two-bedroom apartment above The Pewter Shop on Bearskin Neck offering views of the harbor and downto ...
From $299 per night (USD)Expedia
- From $267 per night (USD)
VRBO
Walk to Rockport Town & Beach - Dog Friendly Cottage with Central AC
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Enjoy time away from reality in this three bedroom, one bathroom New England colonial only an hour north of Boston and c ...
From $267 per night (USD)VRBO
- From $475 per night (USD)
VRBO
Waterfront Living w Stunning Views, Beautiful Decor, Kayaks, Private drive
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Riverdock Cottage was completely renovated in 2017 and has received some new updates for the 2022 rental season, includi ...
From $475 per night (USD)VRBO
- From $448 per night (USD)
VRBO
Terra Nova Cottage Waterfront! Enjoy stunning views & sunsets over the Annisquam
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Greet each day with inspiring views of the Annisquam River from this charming vacation home and enjoy the most spectacul ...
From $448 per night (USD)VRBO
- From $833 per night (USD)
VRBO
Beach Front Luxe: Italian vibes & coastal glam in Rockport! Steps to Downtown!!!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 14
Enjoy a little bit of Italy in Coastal New England! Expansive Atlantic views, and steps to Front Beach, design enthusias ...
From $833 per night (USD)VRBO
- From $149 per night (USD)
VRBO
Cozy Cottage Old Fashioned Charm
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Walk to beaches from this adorable old fashioned New England Style beach cottage when you book a stay with us. We are ...
From $149 per night (USD)VRBO
- From $395 per night (USD)
VRBO
~Walk to Good Harbor Beach: Adorable 4 bedroom\/2 bath Dog Friendly~AC-Summer fun
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Very sunny, clean and recently updated - 4 bedrooms, 2 bath home, (one bed is in separate in-law with bathroom) ranch, w ...
From $395 per night (USD)VRBO
- From $326 per night (USD)
VRBO
Bell Buoy: Ocean View Roof Deck- Near Shops, Bear Skin & Downtown Rockport Neck!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to Bell Buoy, a charming cottage located in the heart of Bearskin Neck. From the rooftop deck, you'll enjoy vie ...
From $326 per night (USD)VRBO
- From $267 per night (USD)
Expedia
Beautiful Rockport, steps to Front Beach, restaurants, shopping
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Beautiful fully furnished condo, just steps to Front Beach with ocean views. Accommodations for up to 4 guests, with se ...
From $267 per night (USD)Expedia