Gloucester Rentals
- From $397 per night (USD)
VRBO
WATERFRONT- River & Harbors views, Walking Distance to Downtown, Beaches & Park
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Water Views from EVERY window, DECK & TV room overlooking Annisquam River. Harbor Views from Bedroom & Living room, ope ...
From $397 per night (USD)VRBO
- From $540 per night (USD)
Expedia
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)Expedia
- From $354 per night (USD)
VRBO
Romantic Summerwind Cottage, Scenic Harbor View w\/Deck!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to the ROMANTIC SUMMERWIND COTTAGE and enjoy the scenic view of Gloucester harbor. Relax, unwind, and dine in sty ...
From $354 per night (USD)VRBO
- From $156 per night (USD)
Expedia
La Bohème RETREAT - UNPLUG, UNWIND & UPLIFT your spirits!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
NO WIFI or TV. For those seeking to truly rest, relax, rejuvenate and contemplate their journey on earth. Our retreat ...
From $156 per night (USD)Expedia
- 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 $298 per night (USD)
VRBO
Breeze of Gloucester
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
2 Bedrooms, 1 Full Bath, Sleeps 6 Come to discover the hidden treasure of east coast – Cape Ann. Our home is in a lovel ...
From $298 per night (USD)VRBO
- From $334 per night (USD)
VRBO
Beach Bungalow: The perfect getaway to two of Rockport's finest beaches.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
This sweet vacation rental cottage is a short distance to two of Rockport's finest beaches - Cape Hedge and Long Beach. ...
From $334 per night (USD)VRBO
- From $1049 per night (USD)
Expedia
Seaside House: Good Harbor Beach and the Back Shore right outside your door.
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Location, location, location! This vacation home is large and comfortable and is just steps to the white sands and surf ...
From $1049 per night (USD)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 ...
Click For PricingVRBO
- From $547 per night (USD)
Expedia
Harbor Views, Perfect Downtown Location
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful Harbor Views Opting for a clean and uncluttered energy, you will find this property equipped for the most disc ...
From $547 per night (USD)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
- From $333 per night (USD)
Expedia
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 $333 per night (USD)Expedia
- From $1080 per night (USD)
VRBO
Sea Fox: Custom-designed home with rights to private Coffins Beach.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This bright and open contemporary vacation rental home was custom-designed and built by the architect owner. The care an ...
From $1080 per night (USD)VRBO
- From $596 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 $596 per night (USD)VRBO
- Click For Pricing
VRBO
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 PricingVRBO
- From $283 per night (USD)
VRBO
Rarely Available Ocean Facing Walkable to Good Harbor Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy beautiful, unobstructed ocean views from this well appointed 1BR unit at less than hotel prices! Short stroll to f ...
From $283 per night (USD)VRBO
- From $348 per night (USD)
VRBO
Sweeping, dog-friendly, waterfront home w\/ a sun room, ocean views, & fireplaces
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Andrews Point Ocean Home Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...
From $348 per night (USD)VRBO
- From $837 per night (USD)
VRBO
GOT BEACH! Good Harbor House
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Location, Location, Location! Get ready to do some serious relaxing at this beautiful and comfortable, 4 bedroom house ...
From $837 per night (USD)VRBO
- From $650 per night (USD)
VRBO
Ocean Beach Cottage ~ Just Steps Away from Sun Sand & Surf ~
- Bedrooms:
- 2
- 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 $629 per night (USD)
Expedia
Beautiful 3 bed home...steps from Good Harbor and Long Beach!
- 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 $629 per night (USD)Expedia
- From $364 per night (USD)
VRBO
Harbor View House, Walk to Beach, Sunsets from Deck
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Renovated comfortable house with big backyard deck overlooking Gloucester harbor and gorgeous sunsets. Expansive perenni ...
From $364 per night (USD)VRBO
- From $1176 per night (USD)
Expedia
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 $1176 per night (USD)Expedia
- From $669 per night (USD)
VRBO
Salt Island Views: Walking distance to Good Harbor & Long Beach.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Good Harbor Beach, one of Gloucester's finest stretches of sand, is just a five minute walk from this comfortable ocean- ...
From $669 per night (USD)VRBO
- Click For Pricing
Expedia
Quaint Home, Near Good Harbor Beach and Town, Great for Families
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
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 $661 per night (USD)
VRBO
Over By Good Harbor: Phenomenal views and just 0.2 miles to the beach.
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Just up the street from Good Harbor Beach, this well-appointed and perfectly located vacation rental is the ideal home b ...
From $661 per night (USD)VRBO
- From $1140 per night (USD)
Expedia
Golden Sands at Good Harbor: Just walk across the street to the beach.
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 12
Golden Sands is the quintessential turn of the century Gloucester beach "cottage." With views of Good Harbor Beach, the ...
From $1140 per night (USD)Expedia
- 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 $440 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 $440 per night (USD)Expedia
- From $356 per night (USD)
VRBO
Long Beach Suites: Ocean Views, Book 2024 Already!
- Bedrooms:
- 1
- Bathrooms:
- 2
- 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 $356 per night (USD)VRBO
- From $467 per night (USD)
Expedia
Long Beach Suites: Book 2024 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 $467 per night (USD)Expedia
- From $1220 per night (USD)
VRBO
Long Beach House: Large, comfortable home just 285 ft from the white sands!
- Bedrooms:
- 3
- 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 $1220 per night (USD)VRBO
- From $454 per night (USD)
VRBO
Newly 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 a private beach on the ...
From $454 per night (USD)VRBO
- From $413 per night (USD)
VRBO
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 $413 per night (USD)VRBO
- From $539 per night (USD)
Expedia
Good Harbor Beach House - walk to beach, close to restaurants and shopping!
- Bedrooms:
- 3
- 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 $539 per night (USD)Expedia
- From $348 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 $348 per night (USD)VRBO
- From $487 per night (USD)
Expedia
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 $487 per night (USD)Expedia
- Click For Pricing
VRBO
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 ...
Click For PricingVRBO
- From $1083 per night (USD)
Expedia
Beachfront retreat at your private beach Gloucester
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Escape to the stunning private beach house 3-bedroom vacation home in Gloucester, where the ocean breeze and the sound o ...
From $1083 per night (USD)Expedia
- From $242 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 $242 per night (USD)VRBO
- From $363 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 $363 per night (USD)VRBO
- From $452 per night (USD)
VRBO
Family Friendly Stay in Rockport
- 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 $452 per night (USD)VRBO
- From $269 per night (USD)
Expedia
Home with washer\/dryer, gas grill, & outdoor dining - walk 5 minutes to beach
- Bedrooms:
- 1
- Bathrooms:
- 5
- Sleeps:
- 8
Made for Beach Other Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $269 per night (USD)Expedia
- Click For Pricing
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 ...
Click For PricingVRBO
- Click For Pricing
Expedia
Folly Cove Cottage: Picturesque home near lovely and scenic Folly Cove.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Select any season of the year to spend in picturesque Rockport on the leeward side of oft painted Folly Cove. Enjoy the ...
Click For PricingExpedia
- 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 $131 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 $131 per night (USD)Expedia
- From $198 per night (USD)
VRBO
Charming cottage near the ocean w\/beach access & near Gloucester
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Good Harbor Haven Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $198 per night (USD)VRBO
- Click For Pricing
Expedia
Treehouse by the Sea: Stacy Boulevard, Downtown Gloucester, and Beaches.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy the views, breezes and scent of the sea from this lofty perch overlooking Gloucester's famed waterfront. Stacy Bou ...
Click For PricingExpedia
- From $675 per night (USD)
VRBO
Perfect Good Harbor Beach vacation home for large and\/or extended family getaway
- Bedrooms:
- 6
- Bathrooms:
- 6
- 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 $675 per night (USD)VRBO
- Click For Pricing
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 ...
Click For PricingExpedia
- 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 $265 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 $265 per night (USD)VRBO
- From $622 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 $622 per night (USD)VRBO
- From $443 per night (USD)
Expedia
Walk to Good Harbor and Long Beach -Vacation Home
- Bedrooms:
- 3
- 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 7). ...
From $443 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 $543 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 $543 per night (USD)VRBO
- From $195 per night (USD)
VRBO
Prime Gloucester Property Overlooking Inner Harbor - CLOSING DECEMBER 15, 2024
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
We are closing our vacation rental at the end of 2024 for personal reasons. This 2BR/2BA apartment comfortably ac ...
From $195 per night (USD)VRBO
- From $804 per night (USD)
Expedia
Stunning Views from Beachfront House in Manchester-by-the-Sea!
- Bedrooms:
- 3
- 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 $804 per night (USD)Expedia
- From $184 per night (USD)
VRBO
Newly Renovated One Bedroom Cottage - Walk to Long Beach\/Good Harbor Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- 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
- Click For Pricing
Expedia
Lovely 2br Cherry apt in Gloucester\/Free parking\/king bed
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Have Fun with the whole family at this cute place and enjoy what Gloucester have to offer!! Here at our place you will b ...
Click For PricingExpedia
- From $436 per night (USD)
VRBO
Adorable renovated house, steps from Front Beach and Town
- Bedrooms:
- 2
- 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 $436 per night (USD)VRBO
- From $633 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 $633 per night (USD)Expedia
- From $227 per night (USD)
VRBO
NEW Oceanside Village Home~Private Fenced Yard~Reserved Parking
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $227 per night (USD)VRBO
- From $277 per night (USD)
Expedia
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 $277 per night (USD)Expedia
- From $279 per night (USD)
VRBO
Cape Ann Reset
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Clear your head and relax in the Bayview neighborhood of Gloucester. Our comfortable home offers separate sitting areas ...
From $279 per night (USD)VRBO
- From $245 per night (USD)
Expedia
NEW Antique Cottage RARE PRIVATE SAUNA Lighthouse Beach Nearby Trails Firepit
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
- This cozy antique cottage with historic charm is in a quiet tucked away neighborhood of Gloucester - the perfect spot ...
From $245 per night (USD)Expedia
- Click For Pricing
VRBO
Location location…min from Good Harbor Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Minutes from Good Harbor Beach. Quiet condo abutting Bass Rocks Golf Course. Beautifully landscaped grounds. Enjoy walks ...
Click For PricingVRBO
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Expedia
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 ...
Click For PricingExpedia
- From $323 per night (USD)
VRBO
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 $323 per night (USD)VRBO
- From $284 per night (USD)
Expedia
Luxury 1900's romantic retreat steps from the beach - King Suite!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to our charming 1900's cottage, a hidden gem nestled in the heart of Gloucester's coastal paradise. Completely r ...
From $284 per night (USD)Expedia
- From $307 per night (USD)
VRBO
Beach Life Bliss - steps to the beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Delightful, dog friendly, 8 room romantic colonial home on beautifully landscaped lot just 5 doors from Plum Cove Beach. ...
From $307 per night (USD)VRBO
- From $252 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 $252 per night (USD)VRBO
- From $472 per night (USD)
VRBO
1886 Captains Carriage House Secluded Luxury Eastern Point Gloucester MA
- Bedrooms:
- 3
- 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 $472 per night (USD)VRBO
- From $545 per night (USD)
Expedia
NEW LISTING - Short Walk to Cape Ann's Best Beaches – Brand New Furnishings
- Bedrooms:
- 2
- Bathrooms:
- 5
- 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 $545 per night (USD)Expedia
- From $365 per night (USD)
VRBO
The Birdhouse • Woodland Retreat • Gloucester+Essex • Firepit • Outdoor shower
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
- Get away from it all at this quiet woodland cottage perfect for outdoor enthusiasts, but with all the comforts of home ...
From $365 per night (USD)VRBO
- From $846 per night (USD)
VRBO
Victorian house on private estate with beaches, tennis and views
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 9
Old family house, Victorian style with mansard roof has all modern conveniences. Kitchen is fully equipped. Living room ...
From $846 per night (USD)VRBO
- From $753 per night (USD)
VRBO
The Birds Eye View Villa & Pavilion Beach
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 7
This beautiful totally redesigned newly renovated building offers the Pavillion Beach Suite and the Birds Eye View Suit ...
From $753 per night (USD)VRBO
- From $249 per night (USD)
Expedia
Classic charmer near the coast with with a firepit, outdoor shower, & beach gear
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Haskell Street Hideaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $249 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 $552 per night (USD)
VRBO
English Tudor Manor-Walk To Beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Unique Tudor Carriage House, beamed through out with 2 1/2 story Great Room with french doors overlooking grand lawn. Wa ...
From $552 per night (USD)VRBO
- From $729 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 $729 per night (USD)VRBO
- From $725 per night (USD)
Expedia
Fall getaway special: 10% rebate at checkin for your 3-night escape!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
EXTENDED: Spontaneity Special! Book your 3-night Fall Getaway now through NOVEMBER 14th and get a 10% rebate at check-in ...
From $725 per night (USD)Expedia
- From $535 per night (USD)
VRBO
Too many guests for Thanksgiving? Consider our cozy spacious family home!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Thanksgiving guest overload? Instead of booking a pricey hotel, or trying shoehorn everyone into one location, consider ...
From $535 per night (USD)VRBO
- From $382 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 $382 per night (USD)Expedia
- From $172 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 $172 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:
- 3
- 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
- Click For Pricing
Expedia
Lovely 3br apt in Gloucester, free parking
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Gloucester is a beautiful city located in the southwest of England, known for its picturesque harbor, historic architect ...
Click For PricingExpedia
- From $601 per night (USD)
VRBO
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 $601 per night (USD)VRBO
- From $335 per night (USD)
Expedia
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 $335 per night (USD)Expedia
- From $349 per night (USD)
VRBO
Family Friendly Townhouse 75 steps from Long Beach
- Bedrooms:
- 4
- 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 $349 per night (USD)VRBO
- Click For Pricing
Expedia
Ocean Front House Long Beach Rockport
- Bedrooms:
- 1
- Bathrooms:
- 5
- Sleeps:
- 10
Beachfront! The sands and surf of Long Beach await you just steps from this spectacular 5 bedroom home! Perched on the c ...
Click For PricingExpedia
- From $752 per night (USD)
VRBO
Stunning 2300 sq ft waterfront home 7 month stay Oct-May, weekly in May and June
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Pristine, serene 2300 sq ft. furnished seaside home, breathtaking views. Stunning open design, vaulted ceilings, central ...
From $752 per night (USD)VRBO
- From $500 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 $500 per night (USD)VRBO
- From $106 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 $106 per night (USD)VRBO
- From $171 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 $171 per night (USD)Expedia
- Click For Pricing
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 ...
Click For PricingVRBO
- From $279 per night (USD)
Expedia
Coastal retreat steps to the beach with smart TVs, desk, grill, children's items
- Bedrooms:
- 3
- 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 $279 per night (USD)Expedia
- Click For Pricing
VRBO
DOG friendly in Manchester-by-Sea: Walk to beach, shops and restaurants
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 6
DOG Friendly!!! Beautiful Manchester-by-the-Sea 5 minute walk to Magnolia Beach bay and village shops & restaurants... ...
Click For PricingVRBO
- Click For Pricing
Expedia
Modern colonial with fitness studio, ping-pong, fireplace, deck & firepit
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
FIT House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
Click For PricingExpedia