Dogtown woods, Massachusetts Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Dogtown woods, Massachusetts on RentalSaver.com!

Dogtown woods Rentals

From $754 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 $754 per night (USD)
VRBO
From $185 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 $185 per night (USD)
VRBO
From $412 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 $412 per night (USD)
VRBO
From $654 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 Mercha ...
From $654 per night (USD)
VRBO
From $2709 per night (USD)
VRBO
Elegant Bayview Victorian Home - Walk to Beach
Bedrooms:
3
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 $2709 per night (USD)
VRBO
From $335 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 $335 per night (USD)
VRBO
From $354 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 $354 per night (USD)
VRBO
From $730 per night (USD)
Expedia
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 $730 per night (USD)
Expedia
From $166 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 $166 per night (USD)
VRBO
From $251 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 $251 per night (USD)
VRBO
From $235 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 $235 per night (USD)
VRBO
From $184 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 $184 per night (USD)
Expedia
From $581 per night (USD)
VRBO
BEACH! Good Harbor NEW CONSTRUCTION!!!!
Bedrooms:
4
Bathrooms:
5
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 $581 per night (USD)
VRBO
From $447 per night (USD)
VRBO
Evensong: Oceanview Retreat with Dock
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Unobstructed Water Views of The Annisquam in this newly-renovated "walls of glass" home boasting panoramic views of The ...
From $447 per night (USD)
VRBO
From $418 per night (USD)
VRBO
The Nest at Pigeon Cove: Modern farmhouse with all the comforts of home!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Perfect for a winter holiday retreat! Nestled in the Pigeon Cove neighborhood, a sweet little spot between beaches/Bear ...
From $418 per night (USD)
VRBO
From $238 per night (USD)
Expedia
A tranquil ocean retreat steps from the water's edge
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
On the Cove is a spacious three-room apartment is located directly on Lanes Cove in Lanesville (Gloucester) with spectac ...
From $238 per night (USD)
Expedia
From $350 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 $350 per night (USD)
VRBO
From $231 per night (USD)
VRBO
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 $231 per night (USD)
VRBO
From $700 per night (USD)
VRBO
Brilliant Ocean Views. Two Cottages - One price.
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 $700 per night (USD)
VRBO
From $244 per night (USD)
VRBO
Sea Mist Cottage, Rockport, MA
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
SeaMist Cottage is located on a private yard in historic downtown Rockport, Massachusetts, a charming seaside community. ...
From $244 per night (USD)
VRBO
From $384 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. If yo ...
From $384 per night (USD)
VRBO
From $357 per night (USD)
VRBO
Experience Rockport charm, walk to the beach ,restaurants & Shalin Liu Center
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Welcome to our charming 3-bedroom vacation home in the heart of Rockport! Nestled just a short walk from the Shalin Liu ...
From $357 per night (USD)
VRBO
From $428 per night (USD)
VRBO
Rockport Home with Beautiful Ocean Views
Bedrooms:
3
Bathrooms:
6
Sleeps:
11
Enjoy stunningly beautiful ocean views from all 3 decks at this quirky 1820 colonial house with easy access to local ame ...
From $428 per night (USD)
VRBO
From $483 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 $483 per night (USD)
VRBO
From $380 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 $380 per night (USD)
VRBO
From $231 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 $231 per night (USD)
VRBO
From $123 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 $123 per night (USD)
VRBO
$⭐️ Beautiful 4+ Bedroom Annisquam W\/ Private Beach Access 🏖$
From $1061 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 $1061 per night (USD)
VRBO
From $370 per night (USD)
VRBO
Beautiful vacation home. Reduced mos rates Oct-May. Plz contact for details.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Lovely renovated vacation home in Rockport. 3 bedrooms (sleeps 6), 2 full baths. Beautiful gourmet kitchen allowing you ...
From $370 per night (USD)
VRBO
From $629 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 $629 per night (USD)
VRBO
From $670 per night (USD)
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 ...
From $670 per night (USD)
VRBO
From $172 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 $172 per night (USD)
VRBO
From $352 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 $352 per night (USD)
VRBO
From $361 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 $361 per night (USD)
VRBO
From $977 per night (USD)
VRBO
Beautiful Oceanfront Home in Estate Setting, Gloucester
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
A spacious, beautiful contemporary home on a private oceanfront estate near Gloucester's coveted Annisquam district, wit ...
From $977 per night (USD)
VRBO
$WaterViews Overlooking Gloucester Inner Harbor \/Sunroom\/ Deck \/Walk to Town\/ AC$
From $469 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 $469 per night (USD)
VRBO
From $609 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 $609 per night (USD)
VRBO
From $233 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 $233 per night (USD)
VRBO
From $190 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 $190 per night (USD)
VRBO
$Waterfront House on Rockport’s \nOld Harbour Enjoy Spectacular Views$
From $443 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 Old Harbor. ...
From $443 per night (USD)
VRBO
From $540 per night (USD)
VRBO
Vacation home. Walk to Diamond Cove & Annisquam Land Trust Lighthouse Beach.
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Relax at the scenic New England coastline at Diamond Cove. Access 2 member beaches within walking distance. Experience ...
From $540 per night (USD)
VRBO
From $271 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 $271 per night (USD)
VRBO
From $184 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 $184 per night (USD)
VRBO
From $317 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 $317 per night (USD)
Expedia
From $362 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 $362 per night (USD)
VRBO
From $583 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 $583 per night (USD)
VRBO
From $520 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 $520 per night (USD)
VRBO
From $340 per night (USD)
Expedia
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 $340 per night (USD)
Expedia
From $465 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 $465 per night (USD)
VRBO
From $185 per night (USD)
VRBO
Artist's Studio turned Guest House Sleeps up to 3
Bedrooms:
1
Bathrooms:
1
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 $185 per night (USD)
VRBO
From $226 per night (USD)
VRBO
Come home to Rockport!
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Spend a weekend or a week enjoying the beauty and culture of Rockport. Enjoy panoramic views of Sandy Bay.and Straights ...
From $226 per night (USD)
VRBO
From $714 per night (USD)
Expedia
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 $714 per night (USD)
Expedia
Click For Pricing
VRBO
Joseph's Way: A charming cottage in a quiet setting, near Good Harbor Beach.
Bedrooms:
1
Bathrooms:
3
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 ...
Click For Pricing
VRBO
From $237 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 $237 per night (USD)
Expedia
From $363 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 $363 per night (USD)
VRBO
From $207 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 $207 per night (USD)
Expedia
From $207 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 $207 per night (USD)
VRBO
$Beach & King - Ocean Views\nNow only a 4 Day minimum!$
From $1088 per night (USD)
VRBO
Beach & King - Ocean Views\nNow only a 4 Day minimum!
Bedrooms:
5
Bathrooms:
8
Sleeps:
14
Located across from Rockport's Front Beach, Beach & King is a beautiful Cape Ann Beach House rental on the North Shore i ...
From $1088 per night (USD)
VRBO
From $514 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 $514 per night (USD)
VRBO
$Downtown Home near the Beach & Downtown w\/Gas Grill, Washer\/Dryer & Deck$
From $458 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 $458 per night (USD)
Expedia
From $458 per night (USD)
VRBO
Squam Light: A newly renovated cottage, nestled in the village of Annisquam.
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Located in the heart of the quaint and charming village of Annisquam, this newly renovated Gloucester cottage offers the ...
From $458 per night (USD)
VRBO
From $242 per night (USD)
VRBO
VIEWS! Annisquam Bridge House at Lobster Cove. June dates discounted.
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 $242 per night (USD)
VRBO
From $312 per night (USD)
VRBO
Sandy Bay: An oceanfront gem vacation rental with ocean views in Rockport.
Bedrooms:
2
Bathrooms:
2
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 $312 per night (USD)
VRBO
From $520 per night (USD)
Expedia
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 $520 per night (USD)
Expedia
$Gorgeous New Home w\/ Ocean Views- 2 Private Beaches Steps Away$
From $558 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 $558 per night (USD)
VRBO
$\Rockport Sail Loft: 2 Bed\/1 Bath Oceanfront Haven$
From $168 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 $168 per night (USD)
VRBO
From $255 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 $255 per night (USD)
VRBO
From $704 per night (USD)
Expedia
Sunset Cove: Waterfront home in Goose Cove section of Gloucester.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Waterfront on the Annisquam River in Gloucester, this exceptional vacation rental boasts wonderful views of the river an ...
From $704 per night (USD)
Expedia
From $596 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 $596 per night (USD)
VRBO
Click For Pricing
Expedia
Thurston Point: Waterfront rental with deepwater dock on Annisquam River!
Bedrooms:
2
Bathrooms:
5
Sleeps:
7
Get away from it all and unwind at this comfortable riverfront vacation retreat. Located in a quiet neighborhood, Thurst ...
Click For Pricing
Expedia
Click For Pricing
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 ...
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VRBO
From $339 per night (USD)
Expedia
Granite Cottage: Charming cottage in Rockport with private deck and views.
Bedrooms:
1
Bathrooms:
2
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 $339 per night (USD)
Expedia
From $261 per night (USD)
VRBO
You will love our location and will return for our hospitality!
Bedrooms:
2
Bathrooms:
4
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 $261 per night (USD)
VRBO
Click For Pricing
Expedia
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 ...
Click For Pricing
Expedia
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 Pricing
VRBO
Click For Pricing
Expedia
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 ...
Click For Pricing
Expedia
From $743 per night (USD)
VRBO
Sage Hill: Perfectly situated for Long Beach, Gloucester, and Rockport.
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Midway between two picturesque places, the seaside village of Rockport and the historic fishing port of Gloucester, Sage ...
From $743 per night (USD)
VRBO
From $641 per night (USD)
Expedia
Granite Pier: Blends craftsmanship with modern amenities. Water views!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Granite Pier, with its unparalleled ocean views, is a traditional Cape Ann home with an unusual history. Built in the mi ...
From $641 per night (USD)
Expedia
From $208 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 $208 per night (USD)
VRBO
$\Absolutely lovely. The cottage, the beach, the town, the owners.\$
From $217 per night (USD)
VRBO
\"Absolutely lovely. The cottage, the beach, the town, the owners.\"
Bedrooms:
2
Bathrooms:
3
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 $217 per night (USD)
VRBO
From $934 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: 4-minutes to secluded Old Garden Beach, the Atlantic Pat ...
From $934 per night (USD)
VRBO
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Expedia
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 ...
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Expedia
From $475 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 $475 per night (USD)
VRBO
From $359 per night (USD)
Expedia
Bearskin Neck Rental with 2 private decks!, Bearskin Neck Rental with 2 bed, 1 bath, and 2 private d
Bedrooms:
1
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 $359 per night (USD)
Expedia
From $279 per night (USD)
VRBO
Walk to Rockport Town & Beach - Dog Friendly Cottage with Central AC
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Escape to this charming three-bedroom, one-bathroom New England cottage just an hour north of Boston. Centrally located ...
From $279 per night (USD)
VRBO
From $572 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 $572 per night (USD)
VRBO
From $540 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 $540 per night (USD)
VRBO
From $716 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 $716 per night (USD)
VRBO
From $142 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 $142 per night (USD)
VRBO
$~Walk to Good Harbor Beach: Adorable 4 bedroom\/2 bath Dog Friendly~AC-Summer fun$
From $441 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 $441 per night (USD)
VRBO
From $280 per night (USD)
VRBO
Bell Buoy: Ocean View Roof Deck- Near Shops, Bear Skin & Downtown Rockport Neck!
Bedrooms:
2
Bathrooms:
3
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 $280 per night (USD)
VRBO
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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 ...
Click For Pricing
Expedia
Click For Pricing
VRBO
A walk up to heaven!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Very cozy Victorian home Fully renovated with brand new furniture and fresh paint Very convenient and plus location 5 ...
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VRBO
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Expedia
Woodfall: A serene and tranquil Rockport getaway.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Woodfall is a lovely apartment located in a quiet and leafy residential neighborhood just a short walk to Rockport villa ...
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Expedia
From $179 per night (USD)
VRBO
Luxury Accommodations in Quiet Seaside Village
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Loft at Lane's Cove is a top floor, front to back unit with separate Queen bedroom and bath. Exposed high wood ceil ...
From $179 per night (USD)
VRBO
$Lanes Cove Coastal, Tranquil 2 Bed\/2.5 Bath$
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Expedia
Lanes Cove Coastal, Tranquil 2 Bed\/2.5 Bath
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Get away to the edge of the world, in the quiet village of Lanesville within historic Gloucester, in this beachy, serene ...
Click For Pricing
Expedia
From $172 per night (USD)
VRBO
Majestic summer rental
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Single family home with ocean view close to Old Garden Beach and Bearskin Neck. Sleeps eight on large spacious property. ...
From $172 per night (USD)
VRBO
$End of an Era: limited days between now and January 15th - Then POOF!\n$
From $495 per night (USD)
Expedia
End of an Era: limited days between now and January 15th - Then POOF!\n
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Sigh....TWT just sold.. no longer will be a STR,,... & ... Steps from the junction of Bearskin Neck and Tuna Wharf ...
From $495 per night (USD)
Expedia
From $267 per night (USD)
VRBO
Dot's Place: A sunny escape in the heart of Rockport.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This cute and sunny renovated 1BR apartment is located on a quiet lane in the heart of Rockport. Park your car and walk ...
From $267 per night (USD)
VRBO
From $846 per night (USD)
VRBO
Rockport, MA 3 BR 2017 Old Garden Beach Home With Gorgeous Views And Hot Tub
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Built in 2017, great location, steps to Old Garden Beach, Headlands (green space at head of harbor), and downtown. Desi ...
From $846 per night (USD)
VRBO

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