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

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From $373 per night (USD)
VRBO
Garden by the Sea: Relax & enjoy wonderful coastal views. Walk to the beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Relax and take in wonderful views of Gloucester's beautiful Good Harbor Beach, with Thatcher Island beyond, from this br ...
From $373 per night (USD)
VRBO
From $721 per night (USD)
VRBO
Coastal Oasis with Unobstructed, Direct Ocean Views!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Incredible wrap around, direct ocean views and walkable to Good Harbor Beach! Beautifully appointed and maintained unit. ...
From $721 per night (USD)
VRBO
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VRBO
Lanes Cove Coastal, Tranquil 2 Bed/2.5 Bath
Bedrooms:
2
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 ...
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VRBO
From $392 per night (USD)
VRBO
Rarely Available Ocean Facing Walkable to Good Harbor Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Enjoy beautiful, unobstructed ocean views from this well appointed 1BR unit at less than hotel prices! Short stroll to f ...
From $392 per night (USD)
VRBO
From $557 per night (USD)
VRBO
Sweeping, dog-friendly, waterfront home w/ a sun room, ocean views, & fireplaces
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Andrews Point Ocean Home Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...
From $557 per night (USD)
VRBO
From $650 per night (USD)
VRBO
Ocean Beach Cottage ~ Just Steps Away from Sun Sand & Surf ~
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Nothing can compare to a summer vacation in Rockport; especially if its spent on Long Beach! You're sure to feel any st ...
From $650 per night (USD)
VRBO
From $430 per night (USD)
VRBO
5-star home with quick walk to 2 beaches!!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Renovate beach home, steps from two of New England's most beautiful beaches, Good Harbor and Long Beach! This beautiful ...
From $430 per night (USD)
VRBO
From $364 per night (USD)
VRBO
Harbor View House, Walk to Beach, Sunsets from Deck
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Renovated comfortable house with big backyard deck overlooking Gloucester harbor and gorgeous sunsets. Expansive perenni ...
From $364 per night (USD)
VRBO
From $990 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 $990 per night (USD)
VRBO
From $853 per night (USD)
Expedia
Salt Island Views: Walking distance to Good Harbor & Long Beach.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Good Harbor Beach, one of Gloucester's finest stretches of sand, is just a five minute walk from this comfortable ocean- ...
From $853 per night (USD)
Expedia
From $779 per night (USD)
VRBO
Over By Good Harbor: Phenomenal views and just 0.2 miles to the beach.
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Just up the street from Good Harbor Beach, this well-appointed and perfectly located vacation rental is the ideal home b ...
From $779 per night (USD)
VRBO
From $1720 per night (USD)
Expedia
Golden Sands at Good Harbor: Just walk across the street to the beach.
Bedrooms:
3
Bathrooms:
7
Sleeps:
12
Golden Sands is the quintessential turn of the century Gloucester beach "cottage." With views of Good Harbor Beach, the ...
From $1720 per night (USD)
Expedia
From $230 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 $230 per night (USD)
VRBO
From $507 per night (USD)
Expedia
Long Beach Suites: 3 Mins Toes To Sand!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Summary: Recently built, Long Beach Suites is ready to welcome you this summer. With peaks of Long Beach, come stay in o ...
From $507 per night (USD)
Expedia
From $465 per night (USD)
VRBO
Long Beach Suites: Ocean Views, Book 2025 Already!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: Recently built, Long Beach Suites is ready to welcome you this summer. With peaks of Long Beach, come stay in o ...
From $465 per night (USD)
VRBO
From $555 per night (USD)
Expedia
Long Beach Suites: Book 2025 Summer Trip Today!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Summary: Recently built, Long Beach Suites is ready to welcome you this summer. With peaks of Long Beach, come stay in o ...
From $555 per night (USD)
Expedia
From $572 per night (USD)
VRBO
Long Beach Suites: Steps To Beach, Newly Built
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Summary: Recently built, Long Beach Suites is ready to welcome you this summer. With peaks of Long Beach, come stay in o ...
From $572 per night (USD)
VRBO
From $828 per night (USD)
Expedia
Long Beach House: Large, comfortable home just 285 ft from the white sands!
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
This large and comfortable vacation home is just steps from the white sands of Long Beach--a perfect summer location! Bu ...
From $828 per night (USD)
Expedia
From $922 per night (USD)
VRBO
Beautifully renovated OCEAN-FRONT luxury home on private beach
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
This is the house you've been looking for. Come and stay at this stunning custom-designed home on private Coffins Beach ...
From $922 per night (USD)
VRBO
From $502 per night (USD)
Expedia
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 $502 per night (USD)
Expedia
From $563 per night (USD)
VRBO
Good Harbor Beach House - walk to beach, close to restaurants and shopping!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
A quaint 4 bedroom family cottage sits on the edge of the salt marsh and dunes of Good Harbor Beach in Gloucester, Massa ...
From $563 per night (USD)
VRBO
From $337 per night (USD)
Expedia
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 $337 per night (USD)
Expedia
From $418 per night (USD)
VRBO
Dog-Friendly, Waterfront Home with Washer and dryer & Two Decks
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Point Radio Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $418 per night (USD)
VRBO
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Expedia
Lovely Upstairs Apartment Beach getaway on Historic Main St. w/ AC
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This clean beach themed suite has everything you need. Large second-floor unit in this 2 unit multifamily building with ...
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Expedia
From $949 per night (USD)
VRBO
Private Beach! Dream vacation at your private beach in Gloucester
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Escape to this stunning private beach and enjoy this beach house with 3 bedroom. The ocean breeze and the sound of crash ...
From $949 per night (USD)
VRBO
From $232 per night (USD)
Expedia
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 $232 per night (USD)
Expedia
From $354 per night (USD)
VRBO
Charming cottage on seaside estate offers gorgeous views, private beaches
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
"Little Driftwood" is a sweet and cozy, very small cottage with a rustic minimalist style, a gorgeous water view, and fu ...
From $354 per night (USD)
VRBO
From $320 per night (USD)
Expedia
Home with washer/dryer, gas grill, & outdoor dining - walk 5 minutes to beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Made for Beach Other Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $320 per night (USD)
Expedia
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VRBO
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 ...
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VRBO
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Expedia
Folly Cove Cottage: Picturesque home near lovely and scenic Folly Cove.
Bedrooms:
1
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 ...
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Expedia
From $959 per night (USD)
VRBO
Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family Show Annisquam
Bedrooms:
3
Bathrooms:
6
Sleeps:
15
This is the vacation house you have been looking for! Perfectly located only a few steps from the world famous Wingaersh ...
From $959 per night (USD)
VRBO
From $159 per night (USD)
Expedia
Charming Studio, Private Bath, Kitchenette, Deck, Walk to Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Large attractive studio, windows with great winter views, leafy vista In the summer. Firm queen-sized bed. Well-equippe ...
From $159 per night (USD)
Expedia
From $410 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 $410 per night (USD)
VRBO
From $301 per night (USD)
Expedia
Charming cottage near the ocean w/beach access & near Gloucester
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Good Harbor Haven Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $301 per night (USD)
Expedia
From $702 per night (USD)
VRBO
Perfect Good Harbor Beach vacation home for large and/or extended family getaway
Bedrooms:
6
Bathrooms:
5
Sleeps:
16
1st FL common kitchen, living room, dining room, full bath and sun room with pull out couch. First FL in-law apartment ...
From $702 per night (USD)
VRBO
From $648 per night (USD)
Expedia
Perrywinkle: Waterfront on Gloucester’s Rocky Neck.
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
Waterfront on Gloucester’s Rocky Neck. Swim from your private beach or from your tidal dock and enjoy the waters of scen ...
From $648 per night (USD)
Expedia
From $299 per night (USD)
VRBO
Airy, book-lined cottage on historic seaside estate with private beaches & more
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Enjoy a heavenly stay on this historic private estate, with full access to two private beaches, a granite swimming pier, ...
From $299 per night (USD)
VRBO
From $376 per night (USD)
VRBO
Walk to Good Harbor Beach. 3BR home, NEW Kitchen
Bedrooms:
1
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 $376 per night (USD)
VRBO
From $626 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 $626 per night (USD)
VRBO
From $405 per night (USD)
Expedia
Walk to Good Harbor and Long Beach -Vacation Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Walk to two beaches! Spend your day at the beach or relaxing on the porch with a book. 3 Bedrooms, 2 Baths, (Sleeps 6) ...
From $405 per night (USD)
Expedia
From $356 per night (USD)
VRBO
Single Level Home - Steps to Downtown Gloucester & A/C throughout
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 $356 per night (USD)
VRBO
From $523 per night (USD)
Expedia
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 $523 per night (USD)
Expedia
From $1046 per night (USD)
VRBO
Stunning Views from Beachfront House in Manchester-by-the-Sea!
Bedrooms:
2
Bathrooms:
5
Sleeps:
11
Stunning Views from this Beachfront house in Manchester-by-the-Sea, located directly on Magnolia Beach. Sand and Surf ri ...
From $1046 per night (USD)
VRBO
From $184 per night (USD)
VRBO
Newly Renovated One Bedroom Cottage - Walk to Long Beach/Good Harbor Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Please enjoy our fully renovated one bedroom, one bathroom cottage. It is a 5 minute walk to Long Beach, less a than 1 ...
From $184 per night (USD)
VRBO
From $405 per night (USD)
VRBO
Adorable renovated house, steps from Front Beach and Town
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to your private oasis in Rockport, just steps away from Front Beach. This charming home was recently fully reno ...
From $405 per night (USD)
VRBO
From $404 per night (USD)
Expedia
Cpt John Butman House: Historic Charm in Rockport
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Located in Rockport Village, Captain John Butman House is steeped in history, originating in the days before the United ...
From $404 per night (USD)
Expedia
From $254 per night (USD)
VRBO
Oceanside Village Home~Private Fenced Yard~Reserved Parking
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
- Cozy home with 3 floors of space and ocean views from across the street! - A 10 minute drive to all the attractions o ...
From $254 per night (USD)
VRBO
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Expedia
Walk to Rockport Waterfront, shops and restaurants
Bedrooms:
2
Bathrooms:
1
Sleeps:
3
Beautifully renovated apartment in a great location. Exclusive use deck of in the front, exclusive use of patio out back ...
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Expedia
From $364 per night (USD)
VRBO
The Duval House
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
The Duval House was decorated with one thing in mind; Key West! Enjoy a slice of the southernmost point right here in Gl ...
From $364 per night (USD)
VRBO
From $382 per night (USD)
VRBO
Cape Ann Reset
Bedrooms:
0
Bathrooms:
2
Sleeps:
6
Clear your head and relax in the Bayview neighborhood of Gloucester. Our comfortable home offers separate sitting areas ...
From $382 per night (USD)
VRBO
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VRBO
Antique Cottage RARE PRIVATE SAUNA Lighthouse Beach Nearby Trails Firepit
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
- This cozy antique cottage with historic charm is in a quiet tucked away neighborhood of Gloucester - the perfect spot ...
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VRBO
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Expedia
Location location…min from Good Harbor Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Minutes from Good Harbor Beach. Quiet condo abutting Bass Rocks Golf Course. Beautifully landscaped grounds. Enjoy walks ...
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Expedia
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VRBO
Cozy summer house near the beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
Secluded location in Magnolia, Gloucester near beaches shops, restaurants and galleries. Fully heated when needed, air c ...
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VRBO
From $432 per night (USD)
Expedia
Loft on Main - DWTN, Beach, PVT Deck, Coffee Bar
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The Loft on Main is exquisitely decorated and furnished to help you enjoy a perfect trip in Gloucester. Our home is a 40 ...
From $432 per night (USD)
Expedia
From $259 per night (USD)
VRBO
Luxury 1900's romantic retreat steps from the beach - King Suite!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to our charming 1900's cottage, a hidden gem nestled in the heart of Gloucester's coastal paradise. Completely r ...
From $259 per night (USD)
VRBO
From $402 per night (USD)
Expedia
Beach Life Bliss - steps to the beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Delightful, dog friendly, 8 room romantic colonial home on beautifully landscaped lot just 5 doors from Plum Cove Beach. ...
From $402 per night (USD)
Expedia
From $221 per night (USD)
VRBO
Large, open floor plan. Water views of Lanes Cove. Walk to Plum Cove beach.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This 950 square foot duplex one bedroom home is deceiving from the outside, once an old store in Lanesville Village now ...
From $221 per night (USD)
VRBO
From $1143 per night (USD)
VRBO
1886 Captains Carriage House Secluded Luxury Eastern Point Gloucester MA
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Luxury is located in a private residential area called Eastern Point, with remnants of an old fort. This modernized 1886 ...
From $1143 per night (USD)
VRBO
From $661 per night (USD)
VRBO
Short Walk to Cape Ann's Best Beaches!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Come escape to Rockport House, located in Gloucester MA, home of America’s historic fishing town and the best of New Eng ...
From $661 per night (USD)
VRBO
From $290 per night (USD)
Expedia
Classic charmer near the coast with with a firepit, outdoor shower, & beach gear
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Haskell Street Hideaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $290 per night (USD)
Expedia
From $210 per night (USD)
VRBO
Seaside Community, Charming Year Round Home, Plum Cove Cottage
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Quaint home steps from Plum Cove Beach in Lanesville, a seaside village in Gloucester MA. The house was built in the la ...
From $210 per night (USD)
VRBO
From $1117 per night (USD)
VRBO
Privacy and a water view, five minutes to a private beach.
Bedrooms:
4
Bathrooms:
4
Sleeps:
9
Annisquam has a quaint village and from this house, there are lovely walks, taking in beaches and classic New England ho ...
From $1117 per night (USD)
VRBO
From $562 per night (USD)
VRBO
River Watch: Waterfront home with river views and a private dock.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Experience river life at its best along the banks of Mill River when you stay at this spectacular waterfront rental home ...
From $562 per night (USD)
VRBO
From $773 per night (USD)
Expedia
Sweeping saltmarsh & river views, birdwatching, great restaurants, cozy peace.
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Winter/Spring Getaway: Up-level your views: sweeping secluded saltmarsh, two tidal rivers, sunrise over the channel. Gre ...
From $773 per night (USD)
Expedia
From $487 per night (USD)
VRBO
Steps Away from Good Harbor & Long Beach! Spacious Home for Groups of All Sizes!
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Welcome to your ideal seasonal destination! Located just a few steps from not one, but TWO gorgeous Massachusetts beach ...
From $487 per night (USD)
VRBO
From $550 per night (USD)
Expedia
Quaint Neighborhood / Close to Beaches
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Ideal for up to 5 people, this apartment is located on the second floor of a two-unit building. It has three bedrooms, o ...
From $550 per night (USD)
Expedia
From $207 per night (USD)
VRBO
Ocean Breeze / 8-Minute Walk to Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Ground level apartment with one bedroom (1 king bed) and a living room that converts into a second bedroom at night (1 q ...
From $207 per night (USD)
VRBO
From $251 per night (USD)
Expedia
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 $251 per night (USD)
Expedia
From $254 per night (USD)
VRBO
Lovely Rockport Apartment, Walk to Beaches!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Experience a relaxing coastal retreat in the historic town of Rockport, Massachusetts, when booking this charming vacati ...
From $254 per night (USD)
VRBO
From $509 per night (USD)
Expedia
Oceanfront 4 BR/2 Bath Long Beach Vacation Home - Grill, Outdoor shower, AC
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Enjoy a good old fashioned summer in this classic 1930's four-bedroom beachfront cottage. It is all about LOCATION, LOCA ...
From $509 per night (USD)
Expedia
From $313 per night (USD)
VRBO
Adorable Beach house with lots of outdoor space and steps to Long Beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
If you love the beach you will love our sweet 2 B 1 B cottage. Literally steps to gorgeous Long Beach. Enjoy breathtakin ...
From $313 per night (USD)
VRBO
From $457 per night (USD)
VRBO
Family Friendly Townhouse 75 steps from Long Beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
~Great for families, pack and play and baby safety gates can be provided. ~Walking distance to Long beach, Good Harbor ...
From $457 per night (USD)
VRBO
From $760 per night (USD)
VRBO
Stunning, contemporary 2300 sq ft home with breathtaking views of Ipswich Bay
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Pristine, serene 2300 sq ft. furnished seaside home with breathtaking views! Stunning open design, vaulted ceilings, cen ...
From $760 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 quaint, amazing home fully equipped with everything to make you feel right at home. With spacious ...
From $403 per night (USD)
VRBO
From $503 per night (USD)
VRBO
Open concept, 2-level apartment with scenic view
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Looking for a 2-level apartment to yourself for your next getaway? This open concept apartment is sure to please! You're ...
From $503 per night (USD)
VRBO
From $400 per night (USD)
Expedia
Glorious Suite near Downtown with washer/dryer
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
New to New England? Come stay at this peaceful, central, ground-level suite in downtown Gloucester! Enjoy walks to histo ...
From $400 per night (USD)
Expedia
From $492 per night (USD)
VRBO
Updated home with a large deck, private yard & grill - walk to beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Pine House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $492 per night (USD)
VRBO
From $320 per night (USD)
Expedia
Coastal retreat steps to the beach with smart TVs, desk, grill, children's items
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beau's Beach House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $320 per night (USD)
Expedia
From $407 per night (USD)
VRBO
LABOR DAY SPECIAL: Save 10%! Come enjoy last weekend of summah on PRIVATE beach!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Labor Day Week or Weekend…DOG Friendly!!! 5 minute walk to private Manchester Beach, village shops & restaurants! Enjo ...
From $407 per night (USD)
VRBO
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Expedia
Modern colonial with fitness studio, ping-pong, fireplace, deck & firepit
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
FIT House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
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Expedia
From $505 per night (USD)
VRBO
C by the Sea - Ocean View Penthouse
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to C by the Sea, our stunning penthouse apartment located in the heart of Gloucester, MA. This beautifully renov ...
From $505 per night (USD)
VRBO
From $305 per night (USD)
VRBO
#Weddings #Holidays #Corporate short term? Just need some “in between” place ?
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Stay on Cape Ann for the Holidays ! Celebrate Gloucester’s 400th celebrations and activities. Attending a local weddi ...
From $305 per night (USD)
VRBO
From $596 per night (USD)
VRBO
First Period Colonial Lodging in Gloucester MA
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
As you step through the threshold of this sensitively restored 1680 residence, you are transported to an earlier time—im ...
From $596 per night (USD)
VRBO
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Expedia
Lanesville 4BR Fully Renovated Home • Oceanfront Deck w/ Grill+Outdoor Shower!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
- Rare quiet retreat in the quaint seaside village of Lanesville - Newly remodeled bathrooms and modern, fully equipped ...
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Expedia
From $551 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 $551 per night (USD)
VRBO
From $905 per night (USD)
VRBO
Waterfront Home! Stunning sunsets, swimming, paddling!
Bedrooms:
2
Bathrooms:
4
Sleeps:
13
Located on the waterfront of Little River (offshoot of Annisquam) in Gloucester, Cape Ann, sweeping ocean river views, g ...
From $905 per night (USD)
VRBO
From $733 per night (USD)
VRBO
Inviting Rockport Rental w/ Deck: Walk to Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Wake up by the water when you book a stay at this well-equipped and welcoming vacation rental in Rockport, MA! Primely l ...
From $733 per night (USD)
VRBO
From $286 per night (USD)
Expedia
3BR/2 BA Harborside Home · Fenced Backyard+Grill · Ocean Views
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
- Sunny and cheerful home with direct views of harbor, boating activity & glorious sunsets from your private deck & livi ...
From $286 per night (USD)
Expedia
From $459 per night (USD)
VRBO
Sea breezes and and ocean views in Rockport's north end.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Ledge on Green is a charming two-bedroom, two-bathroom house nestled in Rockport's Pigeon Cove. It's a perfect retreat f ...
From $459 per night (USD)
VRBO
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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 ...
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Expedia
From $738 per night (USD)
VRBO
Beautiful Harbor View Walk to Beach 3b2bKings4beds
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Home DeepCleaned w Ozone. Newly available on VRBO! I have a 5 star rating and many reviews on AirBnB. Book now to plan ...
From $738 per night (USD)
VRBO
From $413 per night (USD)
Expedia
Shore Cottage - Coastal gem, a traveler favorite! Outdoor patio, central AC.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Shore Cottage is a newly renovated coastal inspired gem! Located near Gloucester’s famous boulevard and many other local ...
From $413 per night (USD)
Expedia
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VRBO
Panoramic Ocean View; walk to private beach
Bedrooms:
1
Bathrooms:
5
Sleeps:
10
Escape with the entire family to this serene retreat, where tranquility meets breathtaking beauty: Perched above Ipswic ...
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VRBO
$Beach Gem overlooking Stage Fort Park, Tablet Rock & Cressy's Beach!!!\n$
From $584 per night (USD)
Expedia
Beach Gem overlooking Stage Fort Park, Tablet Rock & Cressy's Beach!!!\n
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Vacation time? This beach gem awaits you! Be surrounded by rich history, absolutely gorgeous views, a baseball field, te ...
From $584 per night (USD)
Expedia
From $436 per night (USD)
VRBO
Downtown Dahlias fully remodeled in the heart of Gloucester
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Relaxing spot close to everything in Gloucester. Our three bedroom home is a two level home filled with everything to ma ...
From $436 per night (USD)
VRBO
Click For Pricing
Expedia
Sea for Miles: Outstanding views of Ipswich Bay
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Escape to Lanesville and enjoy breathtaking ocean views from this charming 3-bedroom, 2-bathroom house. Perfect for fami ...
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Expedia
From $955 per night (USD)
VRBO
Sur la Mer: Ocean views in Rockport
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Welcome to a truly enchanting getaway – Sur la Mer is a beautiful 5-bedroom Victorian house in Rockport with timeless ar ...
From $955 per night (USD)
VRBO
From $448 per night (USD)
Expedia
Newly Renovated Luxury 5BR Home + Office, Walk to Beach & Town
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Stylish East Gloucester Retreat | 5BR + Office | Walk to Marina & Good Harbor Beach Welcome to your dream coastal getaw ...
From $448 per night (USD)
Expedia
From $786 per night (USD)
VRBO
Sand Song: Just one block from Good Harbor Beach!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
This delightful and charming vacation rental home is ideally situated just one block from Good Harbor Beach overlooking ...
From $786 per night (USD)
VRBO
From $508 per night (USD)
Expedia
Mill Pond Cottage: Historic Gloucester charm with modern comforts.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Mill Pond Cottage offers a unique blend of old-world charm and modern comfort. With three bedrooms and a stunning view o ...
From $508 per night (USD)
Expedia

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Results: 290 Rentals