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From $763 per night (USD)
VRBO
Luxury Home in the Heart of Rockport
Bedrooms:
2
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 $763 per night (USD)
VRBO
From $489 per night (USD)
VRBO
Ocean View - Great Location | Beautiful, Warm & Spacious.
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
Sun-filled vacation house with water view in the beautiful Magnolia town in Gloucester. MA (CAPE ANN). This charming, b ...
From $489 per night (USD)
VRBO
From $1014 per night (USD)
VRBO
Long Beach & Private Good Harbor Beach, Beautiful Luxury Home, Ext'd Famil
Bedrooms:
3
Bathrooms:
6
Sleeps:
15
This is the Vacation Beach House you have been searching for. Perfectly located only steps to Long Beach Gloucester, thi ...
From $1014 per night (USD)
VRBO
From $678 per night (USD)
VRBO
Waterfront Home with Spectacular Viewsof the Annisquam River
Bedrooms:
2
Bathrooms:
6
Sleeps:
10
Watch the beautiful sunsets over the Annisquam River from the deck or just enjoy the scenic views all day long of Mercha ...
From $678 per night (USD)
VRBO
From $400 per night (USD)
VRBO
3 Bedroom Two Bath Walk to Long Beach and Good Harbor Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
My husband and I want to assure you that we take your family's health and safety very seriously. Our house is professio ...
From $400 per night (USD)
VRBO
From $945 per night (USD)
Expedia
Wingaersheek, Private & Public Beach, Beautiful Luxury Home, Ext'd Family
Bedrooms:
2
Bathrooms:
6
Sleeps:
15
This is the vacation house you have been looking for! It’s perfectly located only a few steps from the private & seclude ...
From $945 per night (USD)
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 $542 per night (USD)
VRBO
Fabulous fully furnished vacation home between Good Harbor Beach and Long Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
This recently renovated beach themed 3 level, 3 bedroom, 2.5 baths, fully stocked condo, has 2 unique outdoor spaces, an ...
From $542 per night (USD)
VRBO
From $668 per night (USD)
VRBO
PREMIUM PROPERTY - Private 2-Acre Retreat - MODERN 4 Bedrooms - See Video Tour
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
*NEW: We recently completed a full upgrade and modernization of the kitchen. In addition, we just completed a massive l ...
From $668 per night (USD)
VRBO
From $244 per night (USD)
Expedia
WATERFRONT 1BDRM SPACIOUS STUDIO APARTMENT
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Come to the Cape named after a Queen NOT an Ugly Fish!! 🤣FABULOUS, quiet, dead end location! Incredible views of the An ...
From $244 per night (USD)
Expedia
From $363 per night (USD)
VRBO
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 $363 per night (USD)
VRBO
From $1104 per night (USD)
Expedia
Ocean front and 3 beaches across,parks, short walk to historic downtown!
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Enjoy the most amazing ocean views and the best location in Gloucester! The house is right on the Boulevard in Glouceste ...
From $1104 per night (USD)
Expedia
From $1390 per night (USD)
VRBO
Bell View: Pickleball Court and More!
Bedrooms:
5
Bathrooms:
6
Sleeps:
16
Gather your loved ones for the ultimate Gloucester getaway at Bell View, a stunning and spacious vacation home that acco ...
From $1390 per night (USD)
VRBO
From $134 per night (USD)
VRBO
4 Bedroom LUX House/with Pool Next Door
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Nestled on private street in beautiful West Gloucester, this large vacation rental (you get the entire house-- not just ...
From $134 per night (USD)
VRBO
From $634 per night (USD)
VRBO
Experience seaside charm near Good Harbor Beach!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Come and enjoy this new home with roof top deck overlooking Good Harbor Beach. We are a 5 minute walk to the beach! We ...
From $634 per night (USD)
VRBO
From $537 per night (USD)
Expedia
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 $537 per night (USD)
Expedia
From $544 per night (USD)
VRBO
Evensong: Oceanview Retreat with Dock
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Unobstructed Water Views of The Annisquam in this newly-renovated "walls of glass" home boasting panoramic views of The ...
From $544 per night (USD)
VRBO
From $501 per night (USD)
Expedia
The Nest at Pigeon Cove: Modern farmhouse with all the comforts of home!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
It's a quick train ride to Salem for Halloween! Nestled in the Pigeon Cove neighborhood, a sweet little spot between b ...
From $501 per night (USD)
Expedia
From $353 per night (USD)
VRBO
Sunset Views, Waterfront Property, Dock - Sleeps 12
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Stunning sunsets, a parade of boats going by, a charming marina, and a beach brimming with natural beauty — these are th ...
From $353 per night (USD)
VRBO
From $222 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 $222 per night (USD)
VRBO
From $165 per night (USD)
VRBO
Good Harbor Beach Apt.- 6/10 mile
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This one bedroom apt.- sleeps up to 4 ( 2 adults, 2 children) Bedroom has a queen size bed. The living room has sleepi ...
From $165 per night (USD)
VRBO
From $376 per night (USD)
VRBO
Good Harbor Beach Retreat ~ Walk to beach, shops, restaurants ~Dog Friendly
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Our adorable, 3 bedroom home is in a prime location for your vacation, with plenty of windows for ocean breezes. If yo ...
From $376 per night (USD)
VRBO
From $430 per night (USD)
VRBO
Cozy Beach cottage walkable to Good Harbor and Long Beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Summer at its best! A delightful spot near the beach, nice private fenced in backyard, walkable to Long Beach and Good H ...
From $430 per night (USD)
VRBO
Click For Pricing
Expedia
Stanwood Point: Waterfront cottage with dock, large screened porch, and yard
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Large 3 bedroom waterfront cottage on the Little river with a tidal dock. Large fireplaced living room, huge screened po ...
Click For Pricing
Expedia
From $1328 per night (USD)
VRBO
Elegant Italian Villa On The Scenic Coast of New England
Bedrooms:
5
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 $1328 per night (USD)
VRBO
From $238 per night (USD)
VRBO
Lanesville Cove Retreat Home
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Our serene, open floor plan home features everything you need for a short stay or a long term get away. Our goal was co ...
From $238 per night (USD)
VRBO
From $1061 per night (USD)
VRBO
⭐️ Beautiful 4+ Bedroom Annisquam W/ Private Beach Access 🏖
Bedrooms:
0
Bathrooms:
5
Sleeps:
12
This a beautifully constructed, family-friendly 4 bedroom, 4 full bathroom home in the heart of Annisquam, one of the mo ...
From $1061 per night (USD)
VRBO
From $651 per night (USD)
Expedia
Gloucester: 5 Bedroom Summer Cottage with Sunset Views and Private Beach Access
Bedrooms:
2
Bathrooms:
5
Sleeps:
11
This finely maintained summer cottage built in the 1820s overlooks Hodgkins Cove in Gloucester Massachusetts. Unique an ...
From $651 per night (USD)
Expedia
From $726 per night (USD)
VRBO
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 $726 per night (USD)
VRBO
From $1115 per night (USD)
VRBO
Elegant Gloucester Beach Getaway with Ocean Views!
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Nestled in a private section of Wingaersheek Beach, this bright Gloucester vacation rental home is a tranquil escape for ...
From $1115 per night (USD)
VRBO
From $539 per night (USD)
VRBO
Long Beach-Gloucester-2 minute walk to Beach! Large yard & lush gardens. Pup ok
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
***FALL SPECIAL *** For our final available week in 2025, we are offering a ...
From $539 per night (USD)
VRBO
$\Rocky Neck Hideaway\ on Wonson Cove, Rocky Neck - Gloucester$
From $330 per night (USD)
Expedia
\"Rocky Neck Hideaway\" 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 $330 per night (USD)
Expedia
From $389 per night (USD)
VRBO
Bayview Guest Cottage
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
This property is a 650 sq. foot cozy cottage on Ipswich Bay with unbeatable views facing west, making for beautiful suns ...
From $389 per night (USD)
VRBO
From $722 per night (USD)
VRBO
Waterfront Wingaersheek Beach Unobstructed Panoramic Ocean and Lighthouse Views
Bedrooms:
2
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 $722 per night (USD)
VRBO
From $1034 per night (USD)
VRBO
Beautiful Oceanfront Home in Estate Setting, Gloucester THANKSGIVING WEEK OPEN
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
A spacious, beautiful contemporary home on a private oceanfront estate near Gloucester's coveted Annisquam district, wit ...
From $1034 per night (USD)
VRBO
From $471 per night (USD)
Expedia
WaterViews Overlooking Gloucester Inner Harbor /Sunroom/ Deck /Walk to Town/ AC
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
VACATION or WORK or do a bit of both if it means you'll have longer to play here on Cape Ann! The preferred spot for all ...
From $471 per night (USD)
Expedia
From $638 per night (USD)
VRBO
Summer Cottage on Ipswich Bay
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
This quiet summer cottage was built in the 1890's, its original charm has been retained, while updates have made it a co ...
From $638 per night (USD)
VRBO
From $346 per night (USD)
Expedia
Seaside Escape just steps to Good Harbor beach in Gloucester
Bedrooms:
0
Bathrooms:
2
Sleeps:
5
Charming 2 bedroom home located on a quiet Cul de Sac that's just steps to beautiful Good Harbor Beach. Completely renov ...
From $346 per night (USD)
Expedia
From $224 per night (USD)
VRBO
Ocean and Woods! Best of both seaside delights in Gloucester!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
If you are a nature lover, you'll love our location. 200 yards or so in either direction will lead you to treasured hab ...
From $224 per night (USD)
VRBO
From $310 per night (USD)
Expedia
WALK TO BEACH! Great Location! Booking 2026! Close to Salem! Nov Availability!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Look no further! Enjoy being a guest at this stylish beach bungalow! It is the perfect vacation spot for you and your fa ...
From $310 per night (USD)
Expedia
Click For Pricing
VRBO
Changes in Latitude: Niles Beach and Rocky Neck
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Changes in Latitude is a perfectly located vacation rental home for your Gloucester beach getaway. The house is an updat ...
Click For Pricing
VRBO
From $225 per night (USD)
Expedia
Cripple Cove Apartment in historic home across from harbour in Gloucester, MA
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
October is coming and that means that Haunted Happenings in Salem, Massachusetts is in full swing. come stay in Gloucest ...
From $225 per night (USD)
Expedia
From $193 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 $193 per night (USD)
VRBO
From $717 per night (USD)
VRBO
Spacious Modern Beach House- Steps to Long Beach and Good Harbor
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Just steps to Long Beach, or a 10 minute walk to Good Harbor Beach, enjoy this clean, modern new single family home with ...
From $717 per night (USD)
VRBO
From $187 per night (USD)
VRBO
Come home to Rockport!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Spend a weekend or a week enjoying the beauty and culture of Rockport. Enjoy panoramic views of Sandy Bay.and Straights ...
From $187 per night (USD)
VRBO
From $908 per night (USD)
Expedia
Sunrise on the Cove: Unparalleled Views!
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
From its waterfront perch, this vacation rental home overlooks Rockport's picturesque Pigeon Cove harbor and has spectac ...
From $908 per night (USD)
Expedia
From $363 per night (USD)
VRBO
Joseph's Way: Quiet Beach Retreat
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Close to Gloucester's sandy Good Harbor Beach, Joseph's Way is delightful two bedroom property is nestled on a quiet woo ...
From $363 per night (USD)
VRBO
From $821 per night (USD)
VRBO
Good Harbor Beachfront at the Footbridge
Bedrooms:
2
Bathrooms:
6
Sleeps:
10
Single family house, over one hundred years old, accommodates ten. Three queen beds, one double bed with a trundle, and ...
From $821 per night (USD)
VRBO
From $224 per night (USD)
VRBO
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 $224 per night (USD)
VRBO
From $372 per night (USD)
Expedia
Discover Your Perfect Cape Ann Getaway - A Charming Bayview Retreat
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Escape to our idyllic retreat, the ultimate vacation spot for you, your family, and friends. Nestled between the picture ...
From $372 per night (USD)
Expedia
From $367 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 $367 per night (USD)
VRBO
From $861 per night (USD)
VRBO
The Aerie. 2 King beds, AC, outdoor shower. Walk to 2 local beaches
Bedrooms:
1
Bathrooms:
8
Sleeps:
16
Welcome to Aerie! Enjoy this grand gathering house with great flow and enough rooms for all the beach lovers in your lif ...
From $861 per night (USD)
VRBO
From $670 per night (USD)
VRBO
Sweet, Bright, Water Views & 2 min walk to Beach Discounts available see below
Bedrooms:
1
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 $670 per night (USD)
VRBO
$Fantastic ocean views and 2 beaches! Read \About this property\ for discounts$
From $700 per night (USD)
VRBO
Fantastic ocean views and 2 beaches! Read \"About this property\" for discounts
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
For discounts text 603-801-1486. Ocean Crag has gorgeous ocean views and is located steps away from Cape Hedge and Long ...
From $700 per night (USD)
VRBO
From $310 per night (USD)
VRBO
Walk to Good Harbor Beach, pet friendly, family beach home
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Enjoy a memorable family vacation in this fully furnished, 3 bedroom single-family home with deck, yard and marsh views, ...
From $310 per night (USD)
VRBO
From $470 per night (USD)
VRBO
An Autumn Beach retreat - steps from ocean, drive to apple picking, local farms!
Bedrooms:
2
Bathrooms:
4
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 $609 per night (USD)
VRBO
The Haabah Beach Retreat—4 Minute Walk to Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Two-bedroom gorgeous beach house overlooking Good Harbor Beach, located DIRECTLY on the Good Harbor estuary. The house i ...
From $609 per night (USD)
VRBO
From $266 per night (USD)
VRBO
VIEWS! Annisquam Bridge House at Lobster Cove. Booking Fall and Holiday stays
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Annisquam Bridge House-a renovated second floor unit high above Lobster Cove, Perfect getaway for a couple. It can acco ...
From $266 per night (USD)
VRBO
From $560 per night (USD)
VRBO
Sandy Bay: An oceanfront gem
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Escape to an oceanfront gem with exquisite views of Rockport's Sandy Bay and the Atlantic Ocean. Located just a short di ...
From $560 per night (USD)
VRBO
From $558 per night (USD)
Expedia
Gorgeous New Home w/ Ocean Views- 2 Private Beaches Steps Away
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
THE HOME: This house was built in 2018 with every modern amenity and comfort for vacation life. Vaulted ceilings in the ...
From $558 per night (USD)
Expedia
From $587 per night (USD)
VRBO
Sunset Cove: Waterfront at Goose Cove
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Waterfront on the Annisquam River in Gloucester, this exceptional vacation rental boasts wonderful views of the river an ...
From $587 per night (USD)
VRBO
From $840 per night (USD)
Expedia
Thurston Point: Deepwater River Dock
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Get away from it all and unwind at this comfortable riverfront vacation retreat. Located in a quiet neighborhood, Thurst ...
From $840 per night (USD)
Expedia
From $466 per night (USD)
VRBO
Helena House: Close to Plum Cove Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Situated on a knoll in Gloucester's Bay View neighborhood, Helena House offers peekaboo views of Ipswich Bay from the se ...
From $466 per night (USD)
VRBO
From $399 per night (USD)
Expedia
Granite Cottage: Pigeon Cove Delight
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Granite Cottage, just renovated in 2025, affords plenty of peace and privacy in Pigeon Cove. With windows and doors that ...
From $399 per night (USD)
Expedia
From $265 per night (USD)
VRBO
You will love our location and will return for our hospitality!
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
After the success of A Breezy Cottage, we set our sails on The Life of Reilly! The property was purchased in September, ...
From $265 per night (USD)
VRBO
From $1003 per night (USD)
Expedia
Stay at Niles Beach S
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Summary: ✔ Great location: 3 min walk to Niles Beach ✔ 5 beds: king, queen, 3 twins (2 baths) ✔ Fully equipped kitchen ...
From $1003 per night (USD)
Expedia
From $512 per night (USD)
Expedia
Annisquam River Sunsets: Enjoy spectacular sunsets and a relaxed river vibe.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
You'll find river life at its best when you stay at this newly-built vacation rental home that sits along the banks of s ...
From $512 per night (USD)
Expedia
Click For Pricing
Expedia
Sage Hill: Long Beach & More!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Midway between two picturesque places, the seaside village of Rockport and the historic fishing port of Gloucester, Sage ...
Click For Pricing
Expedia
From $208 per night (USD)
VRBO
Cozy, Waterview Old Quarryman boarding house
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Adorable 1 bedroom (with memory foam folding cot for xtra guests) Sleep Sofa. Has foma topper, High ceilings, laundry, ...
From $208 per night (USD)
VRBO
$\Absolutely lovely. The cottage, the beach, the town, the owners.\$
From $246 per night (USD)
VRBO
\"Absolutely lovely. The cottage, the beach, the town, the owners.\"
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
A Breezy Cottage is a very short walk to the charming beaches of Rockport, MA. It comfortably sleeps up to 7 people inc ...
From $246 per night (USD)
VRBO
From $598 per night (USD)
VRBO
Steps to Good Harbor Beach, 5 Bedrooms, Air Conditioning, Large Deck, Fire Pit
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
Welcome to your very own summer beach home! Located a short 3 minute walk from good harbor beach, this two level single ...
From $598 per night (USD)
VRBO
Click For Pricing
Expedia
Two Beaches: Long Beach & Good Harbor
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Ideally situated between two of Cape Ann's most beautiful beaches, this ideal vacation rental home is a mere 3-minute wa ...
Click For Pricing
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 $397 per night (USD)
VRBO
Walk to Town & Train, Rockport Beaches & Shops – 3BR, AC, Parking
Bedrooms:
1
Bathrooms:
4
Sleeps:
6
Just an hour from Boston, this classic New England cottage puts you in the heart of Rockport. Stroll to Front and Back ...
From $397 per night (USD)
VRBO
From $740 per night (USD)
VRBO
Waterfront Living w Stunning Views, Beautiful Decor, Kayaks, Private drive
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Riverdock Cottage was completely renovated in 2017 and has received some new updates for the 2022 rental season, includi ...
From $740 per night (USD)
VRBO
From $560 per night (USD)
Expedia
Steps to Wingaersheek's Private 1.5 Mile White Dune Beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Cozy beach cottage located on private white dunes on 1.5 mile Wingaersheek beach. Best of both worlds, large green yard ...
From $560 per night (USD)
Expedia
From $397 per night (USD)
VRBO
WATERFRONT- River & Harbors views, Walking Distance to Downtown, Beaches & Park
Bedrooms:
1
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 $438 per night (USD)
Expedia
HALLOWEEN IN SALEM! 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 $438 per night (USD)
Expedia
From $453 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 $453 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 $432 per night (USD)
VRBO
Beach Bungalow: Long Beach Cottage
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 $432 per night (USD)
VRBO
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Expedia
Seaside House: Walk to Good Harbor Beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Location, location, location! This vacation home is large and comfortable and is just steps to the white sands and surf ...
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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 ...
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VRBO
From $259 per night (USD)
Expedia
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 $259 per night (USD)
Expedia
From $374 per night (USD)
VRBO
Garden by the Sea: Walk to Good Harbor 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 ch ...
From $374 per night (USD)
VRBO
From $701 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 $701 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 $352 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 $352 per night (USD)
VRBO
From $446 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 $446 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 $393 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 $393 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 $1078 per night (USD)
VRBO
Annisquam Singing Pines: Riverfront Splendor
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Experience a Classic Cape Ann Summer at Annisquam Singing Pines Imagine spending your days swimming from the private do ...
From $1078 per night (USD)
VRBO
From $1049 per night (USD)
Expedia
Salt Island Views: 4-Season Beach House
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 $1049 per night (USD)
Expedia
From $738 per night (USD)
VRBO
Over By Good Harbor: Phenomenal views!
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 $738 per night (USD)
VRBO
From $248 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 $248 per night (USD)
VRBO
From $178 per night (USD)
VRBO
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 $178 per night (USD)
VRBO
From $979 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 $979 per night (USD)
Expedia
From $930 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 $930 per night (USD)
VRBO
From $525 per night (USD)
Expedia
The View: The Name Says It All
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The View is a quintessential one-story New England cottage with stunning views of Pigeon Cove. This rental home has two ...
From $525 per night (USD)
Expedia

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Results: 232 Rentals