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From $1442 per night (USD)
VRBO
Bell View: Private tennis court and an in-law suite.
Bedrooms:
6
Bathrooms:
6
Sleeps:
16
Your Gloucester vacation experience awaits you in this spacious and versatile vacation home. Bell View can accommodate u ...
From $1442 per night (USD)
VRBO
Click For Pricing
Expedia
River's Edge: A charming 2BR riverfront home in Gloucester.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Exquisitely renovated by the owner-architect, every detail of this charming vacation home has been thoughtfully consider ...
Click For Pricing
Expedia
From $1373 per night (USD)
VRBO
Secluded, 180 Degree View Of Wingaersheek Beach From High Up On The Dunes
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Private, newly renovated beach house on hilltop overlooking two mile white sand Wingaersheek Beach with access and 5 car ...
From $1373 per night (USD)
VRBO
From $1141 per night (USD)
Expedia
Waterfront Wingaersheek Beach Unobstructed Panoramic Ocean and Lighthouse Views
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
At the end of a road, perched on rocks, this remarkably sited year-round waterfront home accesses sparkling smooth white ...
From $1141 per night (USD)
Expedia
From $475 per night (USD)
VRBO
The Harborview - Luxury 2 bedroom condo in Downtown Gloucester
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Enjoy a luxurious experience at this centrally-located condo in Downtown Gloucester. Newly built and finished home to a ...
From $475 per night (USD)
VRBO
From $389 per night (USD)
Expedia
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 $389 per night (USD)
Expedia
From $588 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 $588 per night (USD)
VRBO
From $461 per night (USD)
Expedia
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 $461 per night (USD)
Expedia
From $183 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 $183 per night (USD)
VRBO
$Relax by the Sea – 3BR Rockport Retreat w\/ A\/C & Pets Welcome$
From $369 per night (USD)
Expedia
Relax by the Sea – 3BR Rockport Retreat w\/ A\/C & Pets Welcome
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Just an hour from Boston, this classic New England cottage puts you right in the heart of Rockport—and yes, it’s real (e ...
From $369 per night (USD)
Expedia
$Sweeping, dog-friendly, waterfront home w\/ a sun room, ocean views, & fireplaces$
From $687 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 $687 per night (USD)
VRBO
From $663 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 $663 per night (USD)
Expedia
From $663 per night (USD)
VRBO
Featured on HGTV's Beach Hunters
Bedrooms:
2
Bathrooms:
5
Sleeps:
9
Golden Cottage by the Sea, is a true New England Cottage that has been lovingly restored and updated. This quaint 1830's ...
From $663 per night (USD)
VRBO
From $387 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 $387 per night (USD)
Expedia
From $474 per night (USD)
VRBO
Oceanfront home right on Long Beach near town & whale watching with tennis
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Oceanfront Cottage - Long Beach Our calendar is updated in real-time & our nightly rates are accurately displayed. Simp ...
From $474 per night (USD)
VRBO
$Newly Renovated 2BR Rockport Home w\/ parking Steps to Back Beach+Bearskin Neck!$
From $427 per night (USD)
Expedia
Newly Renovated 2BR Rockport Home w\/ parking Steps to Back Beach+Bearskin Neck!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
This charming seaside cottage is newly renovated with lots of modern conveniences and plenty of original character. You' ...
From $427 per night (USD)
Expedia
$Rockport Cottage w\/ Patio - Steps to Beach!$
From $454 per night (USD)
VRBO
Rockport Cottage w\/ Patio - Steps to Beach!
Bedrooms:
2
Bathrooms:
7
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 $454 per night (USD)
VRBO
From $528 per night (USD)
Expedia
Single-level living in Rockport, walk to Long Beach!
Bedrooms:
1
Bathrooms:
4
Sleeps:
7
Escape to this charming 3-bedroom vacation home, nestled among the trees with ocean views. Step out onto the spacious de ...
From $528 per night (USD)
Expedia
$NEW \Tranquil Seas\ Rockport SUMMER Rental - Convenience, Comfort and Charm$
From $383 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 $383 per night (USD)
VRBO
From $210 per night (USD)
Expedia
Come home to Rockport!
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Spend a weekend or a week enjoying the beauty and culture of Rockport. Enjoy panoramic views of Sandy Bay.and Straights ...
From $210 per night (USD)
Expedia
From $930 per night (USD)
VRBO
Sunrise on the Cove: Unobstructed 180 degree views of Pigeon Cove.
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
From its waterfront perch, this vacation rental home overlooks Rockport's picturesque Pigeon Cove harbor and has spectac ...
From $930 per night (USD)
VRBO
From $390 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 $390 per night (USD)
Expedia
From $470 per night (USD)
VRBO
Super cute Beachfront cottage, steps from beautiful sandy Long Beach
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
This 4 bedroom plus loft, 2 full bathroom cottage is only a few feet from the beautiful and sandy Long Beach in Rockport ...
From $470 per night (USD)
VRBO
From $412 per night (USD)
Expedia
Granite Cottage: Charming cottage in Rockport with private deck and views.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
From it's private deck, enjoy the views of Sandy Bay dotted with sailboats. Or, walk down the quiet lane to Granite Pier ...
From $412 per night (USD)
Expedia
From $369 per night (USD)
VRBO
You will love our location and will return for our hospitality!
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
After the success of A Breezy Cottage, we set our sails on The Life of Reilly! The property was purchased in September, ...
From $369 per night (USD)
VRBO
From $403 per night (USD)
Expedia
Sandy Bay: An oceanfront gem vacation rental with ocean views in Rockport.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Escape to an oceanfront gem with exquisite views of Rockport's Sandy Bay and the Atlantic Ocean. Located just a short di ...
From $403 per night (USD)
Expedia
From $852 per night (USD)
VRBO
Landmark Lookout: Lovely views of Sandy Bay and the Atlantic Ocean.
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Enjoy beautiful views of Sandy Bay and the Atlantic from this classic New England vacation rental home on Rockport's Pig ...
From $852 per night (USD)
VRBO
From $661 per night (USD)
Expedia
Sweet, Bright, Water Views & 2 min walk to Beach Discounts available see below
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Come and make memories of a lifetime!! Easy living open floor plan, beachy bright and steps to Cape Hedge Beach and Long ...
From $661 per night (USD)
Expedia
From $810 per night (USD)
VRBO
Fantastic ocean views and 2 great beaches
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Ocean Crag has gorgeous ocean views and is located steps away from Cape Hedge and Long Beaches. Enjoy breathtaking view ...
From $810 per night (USD)
VRBO
From $653 per night (USD)
Expedia
Rockport direct Waterfront 3 bedroom, 3 bathroom home
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Breakwater House is a spacious contemporary home offering direct waterfront location in quiet, residential Pigeon Cove n ...
From $653 per night (USD)
Expedia
From $242 per night (USD)
VRBO
Holbrook House: Charming Rockport Village House, Walk To Everything!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
A cozy, lovingly restored 1950's house. Walking distance to all that Rockport village and Bear Skin Neck has to offer. ...
From $242 per night (USD)
VRBO
From $1409 per night (USD)
Expedia
Elegant Italian Villa On The Scenic Coast of New England
Bedrooms:
6
Bathrooms:
10
Sleeps:
18
Villa Fiori in scenic Manchester-by-the-sea is a short walk from local Black & White Beach and a 3 minute drive from the ...
From $1409 per night (USD)
Expedia
From $656 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 $656 per night (USD)
VRBO
From $230 per night (USD)
Expedia
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)
Expedia
$\Absolutely lovely. The cottage, the beach, the town, the owners.\$
From $391 per night (USD)
VRBO
\"Absolutely lovely. The cottage, the beach, the town, the owners.\"
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
A Breezy Cottage is a very short walk to the charming beaches of Rockport, MA. It comfortably sleeps up to 7 people inc ...
From $391 per night (USD)
VRBO
From $826 per night (USD)
Expedia
Granite Pier: Blends craftsmanship with modern amenities. Water views!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Granite Pier, with its unparalleled ocean views, is a traditional Cape Ann home with an unusual history. Built in the mi ...
From $826 per night (USD)
Expedia
From $467 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 $467 per night (USD)
VRBO
From $748 per night (USD)
Expedia
The View: A classic New England cottage with panoramic ocean views.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Escape to this private coastal paradise with breathtaking panoramic views of the Atlantic Ocean, Granite Pier, Rockport' ...
From $748 per night (USD)
Expedia
From $364 per night (USD)
VRBO
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 ...
From $364 per night (USD)
VRBO
From $379 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 $379 per night (USD)
Expedia
From $1080 per night (USD)
VRBO
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 $1080 per night (USD)
VRBO
Click For Pricing
Expedia
NEW Seaside Cottage Steps from the beach + Parking + Theater
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Escape to a serene, newly-renovated cottage located just moments from both Front and Back Beach in Rockport. This cozy f ...
Click For Pricing
Expedia
From $565 per night (USD)
VRBO
Just For The Halibut: A Northern Rockport Gem
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Just For the Halibut is a charming three-bedroom, one and half bathroom house nestled between Rockport's Folly Cove and ...
From $565 per night (USD)
VRBO
From $754 per night (USD)
Expedia
An oceanfront gem with exquisite views, close to downtown Rockport.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Enjoy sweeping views of Rockport's Sandy Bay and the Atlantic Ocean. Located just a short distance from Rockport village ...
From $754 per night (USD)
Expedia
From $520 per night (USD)
VRBO
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 $520 per night (USD)
VRBO
From $463 per night (USD)
Expedia
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... ...
From $463 per night (USD)
Expedia
Click For Pricing
VRBO
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 Pricing
VRBO
From $460 per night (USD)
Expedia
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 $460 per night (USD)
Expedia
From $345 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 $345 per night (USD)
VRBO
$Oceanfront 4 BR\/2 Bath Long Beach Vacation Home - Grill, Outdoor shower, AC$
From $709 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 $709 per night (USD)
Expedia
From $424 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 $424 per night (USD)
VRBO
From $226 per night (USD)
Expedia
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 $226 per night (USD)
Expedia
From $496 per night (USD)
VRBO
Portside Glimpse: Peekaboo Views of Front Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Get away to this modern one-bedroom apartment located in the heart of downtown Rockport. Portside Glimpse is a bright an ...
From $496 per night (USD)
VRBO
From $624 per night (USD)
Expedia
Portside Overlook: Village and Beach Views!
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Get away to this modern two-bedroom apartment located in the heart of downtown Rockport. With ocean views and decks on t ...
From $624 per night (USD)
Expedia
From $778 per night (USD)
VRBO
Cape Hedge House - Gorgeous Water Views!
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Escape to Cape Hedge House overlooking Saratoga Creek, Long Beach and Cape Hedge Beach in Rockport! Enjoy the soothing s ...
From $778 per night (USD)
VRBO
From $701 per night (USD)
Expedia
Mill Brook House: The Best of Rockport
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Nestled in the heart of historic Rockport, Mill Brook House beautifully blends timeless charm with modern conveniences. ...
From $701 per night (USD)
Expedia
From $426 per night (USD)
VRBO
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 $426 per night (USD)
VRBO
From $624 per night (USD)
Expedia
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 $624 per night (USD)
Expedia
From $221 per night (USD)
VRBO
Artist's Studio turned Guest House Sleeps up to 3
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
One room guest house with French doors leading to spacious deck, ocean views, less than 1/2 mile walk to Back Beach, vau ...
From $221 per night (USD)
VRBO
$Home with washer\/dryer, gas grill, & outdoor dining - walk 5 minutes to beach$
From $367 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 $367 per night (USD)
Expedia
From $586 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 $586 per night (USD)
VRBO
From $575 per night (USD)
Expedia
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 $575 per night (USD)
Expedia
From $536 per night (USD)
VRBO
Sea breezes and and ocean views in Rockport's north end.
Bedrooms:
2
Bathrooms:
3
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 $536 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 Pricing
Expedia
$Inviting Rockport Rental w\/ Deck: Walk to Beach!$
From $521 per night (USD)
VRBO
Inviting Rockport Rental w\/ Deck: Walk to Beach!
Bedrooms:
2
Bathrooms:
5
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 $521 per night (USD)
VRBO
From $614 per night (USD)
Expedia
4 BR Home l Walk to Beaches & Downtown l Reserved Parking & Beach Gear included
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
KEY FEATURES: ☆Entire 2 story fully renovated home that sleeps 8 adults comfortably ☆Private backyard with a gas grill a ...
From $614 per night (USD)
Expedia
From $985 per night (USD)
VRBO
Driftwood Long Beach
Bedrooms:
2
Bathrooms:
5
Sleeps:
14
Welcome to Your Seaside Escape in Rockport, MA! Nestled along the pristine shores of Long Beach, our beach house invite ...
From $985 per night (USD)
VRBO
From $1010 per night (USD)
Expedia
Sur la Mer: Ocean views in Rockport
Bedrooms:
3
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 $1010 per night (USD)
Expedia
From $438 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 $438 per night (USD)
VRBO
From $723 per night (USD)
Expedia
Sage Hill: Perfectly situated for Long Beach, Gloucester, and Rockport.
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Midway between two picturesque places, the seaside village of Rockport and the historic fishing port of Gloucester, Sage ...
From $723 per night (USD)
Expedia
From $675 per night (USD)
VRBO
The Nest at Pigeon Cove: Modern farmhouse with all the comforts of home!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Perfect for a winter holiday retreat! Nestled in the Pigeon Cove neighborhood, a sweet little spot between beaches/Bear ...
From $675 per night (USD)
VRBO
From $391 per night (USD)
Expedia
Ocean Views in this Charming 2 bedroom Cottage
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Charming two bedroom cottage. The property has a wonderful open kitchen and dining room that gives way to an ocean facin ...
From $391 per night (USD)
Expedia

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Results: 272 Rentals