
Gloucester Rentals
- From $564 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 $564 per night (USD)VRBO
- Click For Pricing
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 ...
Click For PricingExpedia
- From $460 per night (USD)
VRBO
Dog-Friendly, Waterfront Home with Washer and dryer & Two Decks
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Point Radio Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $460 per night (USD)VRBO
- From $1202 per night (USD)
Expedia
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 $1202 per night (USD)Expedia
- From $200 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 $200 per night (USD)VRBO
- From $372 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 $372 per night (USD)VRBO
- From $208 per night (USD)
VRBO
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 $208 per night (USD)VRBO
- From $959 per night (USD)
Expedia
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)Expedia
- From $149 per night (USD)
VRBO
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 $149 per night (USD)VRBO
- From $428 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 $428 per night (USD)VRBO
- Click For Pricing
VRBO
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 ...
Click For PricingVRBO
- From $845 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 $845 per night (USD)VRBO
- From $723 per night (USD)
VRBO
Perrywinkle: Waterfront on 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 $723 per night (USD)VRBO
- From $313 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 $313 per night (USD)VRBO
- From $349 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 $349 per night (USD)VRBO
- From $638 per night (USD)
Expedia
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 $638 per night (USD)Expedia
- From $401 per night (USD)
VRBO
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 $401 per night (USD)VRBO
- From $271 per night (USD)
Expedia
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 $271 per night (USD)Expedia
- From $614 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 $614 per night (USD)VRBO
- From $1087 per night (USD)
Expedia
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 $1087 per night (USD)Expedia
- From $195 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 $195 per night (USD)VRBO
- From $449 per night (USD)
Expedia
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 $449 per night (USD)Expedia
- Click For Pricing
VRBO
The Captain John Butman House
- 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 ...
Click For PricingVRBO
- From $233 per night (USD)
Expedia
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 $233 per night (USD)Expedia
- Click For Pricing
VRBO
Walk to Rockport Waterfront, shops and restaurants
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 3
Beautifully renovated apartment in a great location. Exclusive use deck of in the front, exclusive use of patio out back ...
Click For PricingVRBO
- From $607 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 $607 per night (USD)Expedia
- From $309 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 $309 per night (USD)VRBO
- Click For Pricing
Expedia
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 ...
Click For PricingExpedia
- From $341 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 $341 per night (USD)VRBO
- From $376 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 $376 per night (USD)Expedia
- From $203 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 $203 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 $605 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 $605 per night (USD)VRBO
- From $242 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 $242 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
- Click For Pricing
Expedia
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 ...
Click For PricingExpedia
- From $714 per night (USD)
VRBO
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 $714 per night (USD)VRBO
- From $477 per night (USD)
Expedia
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 $477 per night (USD)Expedia
- From $264 per night (USD)
VRBO
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 $264 per night (USD)VRBO
- From $207 per night (USD)
Expedia
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)Expedia
- From $276 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 $276 per night (USD)VRBO
- From $673 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 $673 per night (USD)Expedia
- From $298 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 $298 per night (USD)VRBO
- From $434 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 $434 per night (USD)VRBO
- From $713 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 $713 per night (USD)VRBO
- From $464 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 $464 per night (USD)VRBO
- From $444 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 $444 per night (USD)VRBO
- From $267 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 $267 per night (USD)Expedia
- From $542 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 $542 per night (USD)VRBO
- Click For Pricing
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 ...
Click For PricingExpedia
- From $494 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 $494 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
- Click For Pricing
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 ...
Click For PricingExpedia
- From $955 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 $955 per night (USD)VRBO
- From $736 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 $736 per night (USD)VRBO
- From $290 per night (USD)
VRBO
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 $290 per night (USD)VRBO
- From $456 per night (USD)
Expedia
Ledge on Green: Charming Pigeon Cove Home
- 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 $456 per night (USD)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 $398 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 $398 per night (USD)Expedia
- From $584 per night (USD)
VRBO
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)VRBO
- From $391 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 $391 per night (USD)VRBO
- Click For Pricing
VRBO
Sea for Miles: Ocean Views in Lanesville
- 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 ...
Click For PricingVRBO
- From $893 per night (USD)
Expedia
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 $893 per night (USD)Expedia
- From $329 per night (USD)
VRBO
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 $329 per night (USD)VRBO
- From $932 per night (USD)
Expedia
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 $932 per night (USD)Expedia
- From $480 per night (USD)
VRBO
Mill Pond Cottage: Timeless Gloucester Elegance
- 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 $480 per night (USD)VRBO
- From $140 per night (USD)
Expedia
Walk to the ocean, very private. Secluded, woodsy location.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
We are a cozy studio in a unique setting. There is a babbling brook that runs through the property to the ocean. This wa ...
From $140 per night (USD)Expedia
- From $483 per night (USD)
VRBO
Great Marsh House | Dog-friendly duplex in Essex with yard, deck & game room
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Great Marsh House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $483 per night (USD)VRBO
- From $75 per night (USD)
Expedia
Ocean Escape in Historic Lanesville – Steps from Lanes Cove
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 4
Escape the city and unwind by the ocean in this charming 3-bedroom, 3-bath Colonial with an office, just one block from ...
From $75 per night (USD)Expedia
- From $179 per night (USD)
VRBO
Centrally located charmer with expansive patio, board games, & central AC
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Bianca's House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $179 per night (USD)VRBO
- From $319 per night (USD)
Expedia
Cozy two bedroom house in the heart of Gloucester
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Keep it simple at this peaceful and centrally located place. This two-bedroom house is just what you need for a family, ...
From $319 per night (USD)Expedia
- From $1406 per night (USD)
VRBO
Modern oceanfront home with scenic deck, grill, games, chef's kitchen, & W/D
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Magnolia Tides Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $1406 per night (USD)VRBO
- From $577 per night (USD)
Expedia
Brand new oceanfront home with a grill, deck, & beach access - stellar views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Robbins Island Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $577 per night (USD)Expedia
- From $650 per night (USD)
VRBO
All-Season Beach Haven - walk to two beaches!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
If you don't know Gloucester, a stay at our Beach Haven is the best way to experience it - and if you do know it, you'll ...
From $650 per night (USD)VRBO
- From $980 per night (USD)
Expedia
Salt Marsh Cottage: Private Coffins Beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Salt Marsh is a large and comfortable vacation home with lush views that stretch across Farm Creek Marsh. This property ...
From $980 per night (USD)Expedia
- From $417 per night (USD)
VRBO
The Mariner · Walk to Beach+Rocky Neck · Fenced Backyard
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy seaside elegance steps to Niles Beach and Rocky Neck at The Mariner. This charming, spacious rental is also close ...
From $417 per night (USD)VRBO
- From $257 per night (USD)
Expedia
\"Captain's Lookout\" on Wonson Cove, Rocky Neck - Gloucester
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
<b>Enjoy the ambiance of a New England Seaside Getaway, without the crowds!</b> <i>Quick Note: We have a two night mini ...
From $257 per night (USD)Expedia
- From $200 per night (USD)
VRBO
Charming Retreat
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Ideal for up to four people, this apartment is located on the first floor of a two-unit building. It has two bedrooms, o ...
From $200 per night (USD)VRBO
- From $484 per night (USD)
Expedia
5 minute walk to Beach, Stage Fort Park, and Gloucester Promenade!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
This historic home has great access to one of the best hidden gems of Gloucester, Stage Fort Park. Just a five minute wa ...
From $484 per night (USD)Expedia
- From $515 per night (USD)
VRBO
Gloucester Home w/ Large Yard: 1 Mi to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Seeking your next coastal adventure in New England? You’ll love this charming 2-bedroom, 2-bath vacation rental in Glouc ...
From $515 per night (USD)VRBO
- From $398 per night (USD)
VRBO
NEW \"Tranquil Seas\" Rockport SUMMER Rental - Convenience, Comfort and Charm
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This meticulous, cozy, air conditioned home requires nothing but your suitcase and the desire to relax and have fun. Par ...
From $398 per night (USD)VRBO
- From $574 per night (USD)
VRBO
2BR/2BA Harborside Home · Fenced Backyard · Ocean View ·Walk to Rocky Neck+Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
. - Sunny and cheerful home with direct views of harbor, boating activity & glorious sunsets from your private deck & li ...
From $574 per night (USD)VRBO
- From $558 per night (USD)
VRBO
Magnolia By The Sea-Attractive home, large yard & deck. Walk to Magnolia Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Enjoy the wooded setting, beautiful gardens and privacy of our family vacation home. Our 4 bedroom, 2 bathroom home incl ...
From $558 per night (USD)VRBO
- From $787 per night (USD)
VRBO
Private Beach New Luxury Waterfront Vacation Rental Annisquam River
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy your own private BEACH on this waterfront property with easy access to the Annisquam River and the Atlantic Ocean. ...
From $787 per night (USD)VRBO
- From $513 per night (USD)
Expedia
Just For The Halibut: A Northern Rockport Gem
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Just For the Halibut is a charming three-bedroom, one and half bathroom house nestled between Rockport's Folly Cove and ...
From $513 per night (USD)Expedia
- From $510 per night (USD)
VRBO
Pool open for the season! Single family home, 5-Min walk to Good Harbor Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Be the first to stay at the newly renovated Twin Shores Poolside Haven! Escape to this charming 3-bedroom, 2-bath home ...
From $510 per night (USD)VRBO
- From $265 per night (USD)
Expedia
Centrally located open concept apartment with parking, central AC, & W/D
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Paula's Suite Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $265 per night (USD)Expedia
- From $454 per night (USD)
VRBO
Newly Renovated 2BR Rockport Home w/ parking Steps to Back Beach+Bearskin Neck!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
This charming seaside cottage is newly renovated with lots of modern conveniences and plenty of original character. You' ...
From $454 per night (USD)VRBO
- From $616 per night (USD)
Expedia
Plum Cove Beach Paradise. Overlook Plum Cove from your kitchen n only steps away
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Located in the Lanesville section of Gloucester, nestled just above Plum Cove Beach which beckons from the kitchen w ...
From $616 per night (USD)Expedia
- From $308 per night (USD)
VRBO
Peaceful centrally located home: w/ yard & walking distance to town
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Gloucester Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $308 per night (USD)VRBO
- From $1039 per night (USD)
VRBO
Stay at Good Harbor Beach
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 13
Summary: ✓ 2-Min Walk – Steps from the renowned Good Harbor Beach ✓ Expansive Home – 1 King • 2 Queens • 2 Fulls • 5 Twi ...
From $1039 per night (USD)VRBO
- From $473 per night (USD)
VRBO
First Light: Long Beach Living
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Escape to this charming 3-bedroom vacation home, nestled among the trees with ocean views. Step out onto the spacious de ...
From $473 per night (USD)VRBO
- From $478 per night (USD)
VRBO
Rockport Cottage w/ Patio - Steps to Beach!
- Bedrooms:
- 1
- Bathrooms:
- 5
- Sleeps:
- 11
Gather your crew and escape to the gorgeous shores of Massachusetts when you stay at this charming 5-bedroom, 1.5-bathro ...
From $478 per night (USD)VRBO
- From $210 per night (USD)
VRBO
Rockport Retreat: 1 Mi to Halibut Point State Park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Just steps from the sandy shores and nautical adventures in Rockport, MA, this 1-bedroom, 1-bathroom vacation rental is ...
From $210 per night (USD)VRBO
- From $326 per night (USD)
Expedia
Stroll to SeaView/Beach; Great Yard
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 7
The Ledge House is an idyllic retreat nestled in the heart of Gloucester's charming Bay View village. The historic farmh ...
From $326 per night (USD)Expedia
- From $983 per night (USD)
VRBO
The Homestead: Elegant Victorian & Maids Quarters
- Bedrooms:
- 3
- Bathrooms:
- 8
- Sleeps:
- 16
A unique private estate, rich in history and natural beauty. The home was the residence of Benjamin F. Butler, the color ...
From $983 per night (USD)VRBO
- From $1098 per night (USD)
VRBO
One of a kind ocean front property - private section of Wingaersheek Beach.
- Bedrooms:
- 3
- Bathrooms:
- 1
- Sleeps:
- 4
This property offers stunning views from every vantage point of Coffin's Beach, Crane Beach, the New Hampshire and Main ...
From $1098 per night (USD)VRBO
- From $716 per night (USD)
VRBO
Cape Hedge House: Views, Views, Views!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to Cape Hedge House overlooking Saratoga Creek, Long Beach and Cape Hedge Beach in Rockport! Enjoy the soothing s ...
From $716 per night (USD)VRBO
- From $2197 per night (USD)
Expedia
Edgemoor Estate 13 Beds 6.5 Bath (Sleeps 26) - Heated Pool Jacuzzi Beach
- Bedrooms:
- 6
- Bathrooms:
- 11
- Sleeps:
- 26
Welcome to your ultimate coastal escape at this magnificent, fully-renovated brick mansion on Eastern Point in Glouceste ...
From $2197 per night (USD)Expedia




































































































