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 $663 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 $663 per night (USD)
VRBO
From $223 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 $223 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 $659 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 $659 per night (USD)
VRBO
From $372 per night (USD)
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 ...
From $372 per night (USD)
VRBO
From $419 per night (USD)
Expedia
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 $419 per night (USD)
Expedia
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 $787 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 $787 per night (USD)
Expedia
From $187 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 $187 per night (USD)
VRBO
From $369 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 $369 per night (USD)
VRBO
From $237 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 $237 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 $550 per night (USD)
VRBO
Experience seaside charm near Good Harbor Beach!
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 $550 per night (USD)
VRBO
From $624 per night (USD)
Expedia
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 $624 per night (USD)
Expedia
From $447 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 $447 per night (USD)
VRBO
From $292 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 $292 per night (USD)
Expedia
From $429 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 $429 per night (USD)
VRBO
From $239 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 $239 per night (USD)
VRBO
From $652 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 $652 per night (USD)
VRBO
From $237 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 $237 per night (USD)
VRBO
From $370 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 $370 per night (USD)
VRBO
From $407 per night (USD)
Expedia
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 $407 per night (USD)
Expedia
From $433 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 $433 per night (USD)
VRBO
From $495 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 $495 per night (USD)
VRBO
From $405 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 $405 per night (USD)
VRBO
From $238 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 $238 per night (USD)
VRBO
From $130 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 $130 per night (USD)
VRBO
From $656 per night (USD)
Expedia
Beautiful vacation home. Reduced mos rates Oct-May. Plz contact for details.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Escape to our charming 3-bedroom vacation home in the heart of Rockport, just a short walk from the Shalin Liu Performan ...
From $656 per night (USD)
Expedia
From $586 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 $586 per night (USD)
VRBO
From $653 per night (USD)
VRBO
Rockport direct Waterfront 3 bedroom, 3 bathroom home
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Breakwater House is a spacious contemporary home offering direct waterfront location in quiet, residential Pigeon Cove n ...
From $653 per night (USD)
VRBO
From $184 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 $184 per night (USD)
VRBO
From $391 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 $391 per night (USD)
VRBO
From $473 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 $473 per night (USD)
VRBO
From $943 per night (USD)
Expedia
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 $943 per night (USD)
Expedia
$WaterViews Overlooking Gloucester Inner Harbor \/Sunroom\/ Deck \/Walk to Town\/ AC$
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 $525 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 $525 per night (USD)
VRBO
From $234 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 $234 per night (USD)
VRBO
From $208 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 $208 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 comfortable waterfront house is located in the heart of Rockport directly on Rockport's O ...
From $443 per night (USD)
VRBO
From $275 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 $275 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 $286 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 $286 per night (USD)
Expedia
From $436 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 $436 per night (USD)
VRBO
From $624 per night (USD)
Expedia
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 $624 per night (USD)
Expedia
From $342 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 $342 per night (USD)
VRBO
From $493 per night (USD)
Expedia
'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 $493 per night (USD)
Expedia
From $200 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 $200 per night (USD)
VRBO
From $221 per night (USD)
Expedia
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 $221 per night (USD)
Expedia
From $884 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 $884 per night (USD)
VRBO
From $437 per night (USD)
Expedia
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 ...
From $437 per night (USD)
Expedia
From $320 per night (USD)
VRBO
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 $320 per night (USD)
VRBO
From $445 per night (USD)
Expedia
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 $445 per night (USD)
Expedia
From $1067 per night (USD)
VRBO
Beach & King - Stunning Ocean Views!
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 $1067 per night (USD)
VRBO
From $303 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 $303 per night (USD)
VRBO
From $499 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 $499 per night (USD)
VRBO
$Downtown Home near the Beach & Downtown w\/Gas Grill, Washer\/Dryer & Deck$
From $594 per night (USD)
Expedia
Downtown Home near the Beach & Downtown w\/Gas Grill, Washer\/Dryer & Deck
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
High Street Hideaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $594 per night (USD)
Expedia
From $677 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 $677 per night (USD)
VRBO
From $212 per night (USD)
VRBO
Perfect apartment for a single or couple. Short walk to Front Beach and Town.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Private entrance down a crushed stone path ending with a garden patio. Close to beaches, downtown and the commuter train ...
From $212 per night (USD)
VRBO
From $227 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 $227 per night (USD)
VRBO
From $386 per night (USD)
Expedia
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 $386 per night (USD)
Expedia
From $969 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 $969 per night (USD)
VRBO
$Gorgeous New Home w\/ Ocean Views- 2 Private Beaches Steps Away$
From $726 per night (USD)
Expedia
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 $726 per night (USD)
Expedia
From $391 per night (USD)
VRBO
The Waterline – A Private Harborfront Retreat
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Nestled in the historic Sail Loft building on Bearskin Neck, The Waterline offers a charming ground-floor retreat with s ...
From $391 per night (USD)
VRBO
From $562 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 $562 per night (USD)
Expedia
From $603 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 $603 per night (USD)
VRBO
From $584 per night (USD)
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 ...
From $584 per night (USD)
Expedia
From $594 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 $594 per night (USD)
VRBO
From $447 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 $447 per night (USD)
Expedia
From $289 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 $289 per night (USD)
VRBO
From $402 per night (USD)
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 ...
From $402 per night (USD)
Expedia
Click For Pricing
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 ...
Click For Pricing
VRBO
From $798 per night (USD)
Expedia
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 $798 per night (USD)
Expedia
From $826 per night (USD)
VRBO
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 $826 per night (USD)
VRBO
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 $353 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 $353 per night (USD)
VRBO
From $894 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 $894 per night (USD)
VRBO
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
$Relax by the Sea – 3BR Rockport Retreat w\/ A\/C & Pets Welcome$
From $346 per night (USD)
VRBO
Relax by the Sea – 3BR Rockport Retreat w\/ A\/C & Pets Welcome
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Just an hour from Boston, this classic New England cottage puts you right in the heart of Rockport—and yes, it’s real (e ...
From $346 per night (USD)
VRBO
From $607 per night (USD)
Expedia
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 $607 per night (USD)
Expedia
From $534 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 $534 per night (USD)
VRBO
From $996 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 $996 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 $489 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 $489 per night (USD)
VRBO
From $318 per night (USD)
VRBO
Bell Buoy: Bearskin Neck, Roof Deck, Charming Downtown, Walk to Beach & Eateries, Ocean View
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 $318 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
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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 $194 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 $194 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 $328 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 $328 per night (USD)
VRBO
From $595 per night (USD)
Expedia
Tuna Wharf Townhouse has been sold and is no longer available to rent.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Feel free to contact me and I can refer you to other STR's Thanks! Jonathan Steps from the junction of Bearskin Ne ...
From $595 per night (USD)
Expedia
From $351 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 $351 per night (USD)
VRBO
From $744 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 $744 per night (USD)
VRBO
From $997 per night (USD)
VRBO
Private riverfront home with tidal dock, Annisquam Singing Pines
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Imagine a summer of bliss, swimming from the dock at high tide, or from the sandy beach at low tide, when you stay at An ...
From $997 per night (USD)
VRBO
From $213 per night (USD)
VRBO
Quaint Home, Near Good Harbor Beach and Town, Great for Families
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
NOTE: We are currently only booking stays through May 2025. Check back later in the year for daily and weekly summer sta ...
From $213 per night (USD)
VRBO
From $227 per night (USD)
VRBO
Sweet cozy house located in Pigeon Cove
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Lovely furnished three bedroom, one bath house in Pigeon Cove. Kitchen is fully stocked with all the needed items. Newl ...
From $227 per night (USD)
VRBO
From $124 per night (USD)
VRBO
Studio Apartment- short distance to Shops and Beaches
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Are you looking for a quiet seaside retreat? Perfect for a writer or artist hoping to have a spot in this beautiful and ...
From $124 per night (USD)
VRBO
From $982 per night (USD)
VRBO
Pleasant House: Old-world charm with modern updates in the heart of the village.
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
This gorgeous in-town Victorian vacation rental home offers the best of all worlds; it has been beautifully renovated, b ...
From $982 per night (USD)
VRBO
From $849 per night (USD)
Expedia
The View: A classic New England cottage with panoramic ocean views.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Escape to this private coastal paradise with breathtaking panoramic views of the Atlantic Ocean, Granite Pier, Rockport' ...
From $849 per night (USD)
Expedia

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