Dogtown woods Rentals
- From $510 per night (USD)
VRBO
Location Location Location walk to all the favorite Rockport attractions
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This 2 bedroom 1 full bath is super convenient. The property is walking distance to all the favorite Rockport attractio ...
From $510 per night (USD)VRBO
- Click For Pricing
Expedia
The Solar Powered Dogtown Cabin at Applecart Farm
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Beautiful hand built very private cabin with master bedroom and large loft located deep in the woods of Cape Ann. Walkin ...
Click For PricingExpedia
- From $263 per night (USD)
VRBO
The Quarry
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Take it easy at this unique and tranquil magical getaway. What this place offers Lake view Public or shared beach access ...
From $263 per night (USD)VRBO
- From $273 per night (USD)
Expedia
NEW Rockport Studio · Walk to Bearskin Neck · Reserved Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
→ Perfect Rockport getaway only 5 minute walk to Old Garden Beach → Walk 5-10 minutes to Downtown Rockport where you'll ...
From $273 per night (USD)Expedia
- From $253 per night (USD)
VRBO
Walk to beach and bearskin neck - Rustic Rockport Townhouse
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Are you looking for a summer getaway? This home is located in one of the most convenient locations in Rockport. Steps aw ...
From $253 per night (USD)VRBO
- From $116 per night (USD)
Expedia
Harborside Oasis ★ Harbor View ★ Heart of Downtown
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
KEY FEATURES: 🌊 Sleeps 2 adults; 1 bedroom 🌊 Newly Renovated Modern Bathroom with standing shower 🌊 Modern and well-e ...
From $116 per night (USD)Expedia
- From $212 per night (USD)
VRBO
NEW 2BR Home Minutes to Downtown Rockport+Beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
This charming cottage is newly renovated with plenty of original character and fun details. Tucked away on a quiet lane ...
From $212 per night (USD)VRBO
- From $125 per night (USD)
Expedia
Chic Downtown Loft ☆ Private Parking ☆ Ocean View
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Enjoy the coastal and seaside views from the renovated and bright "jewel" located in the charming seaside New England to ...
From $125 per night (USD)Expedia
- From $334 per night (USD)
VRBO
Charming Coastal Cottage, Steps to Ocean & Rockport Village!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Step into the charming 1BR 1Bath cottage in a tranquil area just a few steps away from Shalin Liu Performance Center, ar ...
From $334 per night (USD)VRBO
- From $403 per night (USD)
VRBO
Amazing Waterfront\/Access 4BDRM in Riggs Point
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Come and relax at our amazing home fully equipped with everything to make you feel right at home. With spacious rooms to ...
From $403 per night (USD)VRBO
- From $225 per night (USD)
VRBO
Annisquam Village Bunny Cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 1
This beautiful Annisquam Village cottage was renovated to the highest level of quality by two artist's. Located just 5 ...
From $225 per night (USD)VRBO
- From $633 per night (USD)
Expedia
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 $633 per night (USD)Expedia
- 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 $159 per night (USD)
Expedia
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)Expedia
- From $200 per night (USD)
VRBO
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)VRBO
- From $300 per night (USD)
Expedia
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 $300 per night (USD)Expedia
- From $280 per night (USD)
VRBO
♥ 2 Bedroom+Office Minutes to Rockport+Good Harbor 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 $280 per night (USD)VRBO
- From $98 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 $98 per night (USD)Expedia
- From $438 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 $438 per night (USD)VRBO
- From $372 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 $372 per night (USD)Expedia
- From $342 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 $342 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 $237 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 $237 per night (USD)VRBO
- From $720 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 $720 per night (USD)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 PricingVRBO
- From $275 per night (USD)
Expedia
Walk to Rockport Town & Beach - Dog Friendly Cottage with Central AC
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Escape to this charming three-bedroom, one-bathroom New England cottage just an hour north of Boston. Centrally located ...
From $275 per night (USD)Expedia
- 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 $261 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 $261 per night (USD)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 ...
Click For PricingVRBO
- From $400 per night (USD)
Expedia
🌟 \"10+ stars! TWT is breathtakingly amazing\" 🌟\n
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Steps from the junction of Bearskin Neck and Tuna Wharf. External stairs up one flight to the oversized deck and first ...
From $400 per night (USD)Expedia
- From $250 per night (USD)
VRBO
Charming Cottage With Ocean Views and Balcony off Bedroom
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Wake up to the sunrise over the ocean from your king-sized bed and enjoy coffee overlooking the ocean on your private ba ...
From $250 per night (USD)VRBO
- From $388 per night (USD)
Expedia
Rockport's Best Kept Secret: 2 Bed\/1 Bath on Bearskin Neck
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Experience the charm and uniqueness of Rockport, Ma on Bearskin Neck! Stay in a historic building, formerly the Sail Lof ...
From $388 per night (USD)Expedia
- From $304 per night (USD)
VRBO
Cozy oceanfront home with unique architecture
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Rustic Rockport Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $304 per night (USD)VRBO
- Click For Pricing
Expedia
Quaint Home, Near Good Harbor Beach and Town, Great for Families
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
This is a classic Gloucester home, nothing fancy, more like a home away from home for your family. In fact, my family of ...
Click For PricingExpedia
- From $350 per night (USD)
VRBO
Family Friendly Swim & Stay in Rockport -- Prime Summer Weeks Available!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Your 3BR home away from home is located on a quiet residential hill overlooking the ocean and Sandy Bay. The apartment i ...
From $350 per night (USD)VRBO
- Click For Pricing
Expedia
Turning Tide Cottage on the Rivier
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Nice deck with water views, small swimming beach,Bar-B-Que, large back lawn, on Annasquam river, close to downtown, easy ...
Click For PricingExpedia
- From $525 per night (USD)
VRBO
Cape Ann, Annisquam panoramic ocean views from every room.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 11
This charming shingled house, built in 1917 and respectfully renovated in recent years, sits atop a rocky hill overlooki ...
From $525 per night (USD)VRBO
- From $540 per night (USD)
VRBO
Clean Waterfront Classic Cottage with Private Beach
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 7
Location x3! This classic, cozy, waterfront cottage that sits on a private beach overlooking the Annisquam River in Glou ...
From $540 per night (USD)VRBO
- From $270 per night (USD)
VRBO
Steps to Downtown Gloucester & A\/C throughout the house
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This darling property is private and steps to everything in Gloucester. We own both upstairs and downstairs units. The ...
From $270 per night (USD)VRBO
- From $374 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 $374 per night (USD)VRBO
- From $370 per night (USD)
VRBO
Walk to Good Harbor Beach. 3BR home, NEW Kitchen
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This lovely, tastefully decorated 3 BR home is 4/10 mile from the soft sands of spectacular Good Harbor Beach. Whether t ...
From $370 per night (USD)VRBO
- From $238 per night (USD)
Expedia
Folly Cove Cottage: Picturesque home near lovely and scenic Folly Cove.
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Select any season of the year to spend in picturesque Rockport on the leeward side of oft painted Folly Cove. Enjoy the ...
From $238 per night (USD)Expedia
- From $540 per night (USD)
VRBO
Historic cottage is steps from the beach on a glorious seaside estate!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
The "Studio" is a rustic stone cottage, originally built in 1905 as an artist's studio and expanded in the 1950s with a ...
From $540 per night (USD)VRBO
- From $189 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 $189 per night (USD)VRBO
- From $175 per night (USD)
VRBO
Charming Apartment Centrally Located
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Come relax and enjoy the coastal beauty of Rockport! This 2nd floor one-bedroom apartment is a short walk to downtown R ...
From $175 per night (USD)VRBO
- From $1000 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 $1000 per night (USD)VRBO
- From $763 per night (USD)
VRBO
Annisquam Singing Pines: Private riverfront setting & tidal dock.
- 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 $763 per night (USD)VRBO
- From $691 per night (USD)
Expedia
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 $691 per night (USD)Expedia
- From $466 per night (USD)
VRBO
The View: A classic New England cottage with panoramic ocean views.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to this private coastal paradise with breathtaking panoramic views of the Atlantic Ocean, Granite Pier, Rockport' ...
From $466 per night (USD)VRBO
- From $370 per night (USD)
VRBO
Walk to Two Town Beaches & Bearksin Neck from In-Town Colonial
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Enjoy our eclectic home as much as we do. This place is not a business property that we only do short term rentals. It i ...
From $370 per night (USD)VRBO
- From $209 per night (USD)
VRBO
Mill Lane: Enjoy all of Rockport's charms, right outside your door.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Stroll the quaint lanes of Rockport browsing at its many art galleries and boutiques on famed Bearskin Neck. Dine at the ...
From $209 per night (USD)VRBO
- From $309 per night (USD)
Expedia
Lady Bug House: An adorable cottage, just steps from Rockport Village.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This delightful, sunny cottage is on a quiet side street in the heart of Rockport. A lively perennial garden graces the ...
From $309 per night (USD)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
- 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 $296 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 $296 per night (USD)VRBO
- From $525 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 $525 per night (USD)VRBO
- From $463 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 $463 per night (USD)VRBO
- From $817 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 $817 per night (USD)VRBO
- From $283 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 $283 per night (USD)VRBO
- From $398 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 $398 per night (USD)VRBO
- From $601 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 $601 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 $300 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 $300 per night (USD)VRBO
- From $950 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 $950 per night (USD)VRBO
- From $439 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 $439 per night (USD)VRBO
- From $348 per night (USD)
Expedia
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 $348 per night (USD)Expedia
- From $1100 per night (USD)
VRBO
Beach & King - Stunning ocean views 10% off in 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 $1100 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 $400 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 $400 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 $188 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 $188 per night (USD)VRBO
- From $619 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 $619 per night (USD)Expedia
- From $271 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 $271 per night (USD)VRBO
- From $189 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 $189 per night (USD)VRBO
- From $193 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 $193 per night (USD)VRBO
- From $358 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 $358 per night (USD)Expedia
- From $425 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 $425 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 $319 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 $319 per night (USD)VRBO
- From $337 per night (USD)
Expedia
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 $337 per night (USD)Expedia
- From $227 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 $227 per night (USD)VRBO
- From $250 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 $250 per night (USD)VRBO
- From $265 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 $265 per night (USD)VRBO
- From $496 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 $496 per night (USD)VRBO
- From $503 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 $503 per night (USD)VRBO
- From $277 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 $277 per night (USD)Expedia
- 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 $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 $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 $350 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 $350 per night (USD)VRBO
- From $417 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 $417 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 $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 $333 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 $333 per night (USD)VRBO
- From $443 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 $443 per night (USD)VRBO
- From $374 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 $374 per night (USD)VRBO
- From $571 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 $571 per night (USD)VRBO
- From $510 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 $510 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 $162 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 $162 per night (USD)VRBO