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From $502 per night (USD)
VRBO
Magnolia Ocean View Cottage
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Comfy cottage with stunning ocean views in the heart of Magnolia village. Convenient to beaches, stores and restaurant ...
From $502 per night (USD)
VRBO
From $754 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 $754 per night (USD)
Expedia
From $474 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 $474 per night (USD)
VRBO
From $959 per night (USD)
VRBO
Long Beach & Private Good Harbor Beach, Beautiful Luxury Home, Ext'd Famil
Bedrooms:
4
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 $959 per night (USD)
VRBO
From $654 per night (USD)
VRBO
Waterfront Home with Spectacular Viewsof the Annisquam River
Bedrooms:
3
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 $654 per night (USD)
VRBO
From $2709 per night (USD)
VRBO
Elegant Bayview Victorian Home - Walk to Beach
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
A unique private estate, rich in history and natural beauty. The home was the residence of Benjamin F. Butler, the color ...
From $2709 per night (USD)
VRBO
From $400 per night (USD)
VRBO
3 Bedroom Two Bath Walk to Long Beach and Good Harbor Beach
Bedrooms:
3
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 $962 per night (USD)
VRBO
Wingaersheek, Private & Public Beach, Beautiful Luxury Home, Ext'd Family
Bedrooms:
4
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 $962 per night (USD)
VRBO
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 $581 per night (USD)
VRBO
Fabulous fully furnished vacation home between Good Harbor Beach and Long Beach!
Bedrooms:
3
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 $581 per night (USD)
VRBO
From $677 per night (USD)
VRBO
PREMIUM PROPERTY - Private 2-Acre Retreat - MODERN 4 Bedrooms - See Video Tour
Bedrooms:
4
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 $677 per night (USD)
VRBO
From $293 per night (USD)
Expedia
Walk To Good Harbor, OCEAN VIEWS, Open All Year!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: You and your family cannot beat this amazing Gloucester location, walking distance to the best beach in all of ...
From $293 per night (USD)
Expedia
From $166 per night (USD)
VRBO
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 $166 per night (USD)
VRBO
From $251 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 $251 per night (USD)
VRBO
From $235 per night (USD)
VRBO
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 ...
From $235 per night (USD)
VRBO
From $371 per night (USD)
Expedia
Ocean front and 3 beaches across ,parks, short walk to historic downtown!
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Enjoy ocean front by staying right on the Boulevard of Gloucester with an amazing location and ocean views from the fron ...
From $371 per night (USD)
Expedia
From $1029 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 $1029 per night (USD)
VRBO
$4 Bedroom LUX House\/with Pool Next Door$
From $304 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 $304 per night (USD)
VRBO
From $581 per night (USD)
VRBO
BEACH! Good Harbor NEW CONSTRUCTION!!!!
Bedrooms:
4
Bathrooms:
5
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 $581 per night (USD)
VRBO
From $702 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 $702 per night (USD)
Expedia
From $447 per night (USD)
VRBO
Evensong: Oceanview Retreat with Dock
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Unobstructed Water Views of The Annisquam in this newly-renovated "walls of glass" home boasting panoramic views of The ...
From $447 per night (USD)
VRBO
From $418 per night (USD)
Expedia
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 $418 per night (USD)
Expedia
From $238 per night (USD)
VRBO
A tranquil ocean retreat steps from the water's edge
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
On the Cove is a spacious three-room apartment is located directly on Lanes Cove in Lanesville (Gloucester) with spectac ...
From $238 per night (USD)
VRBO
From $350 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 $350 per night (USD)
VRBO
From $231 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 $231 per night (USD)
VRBO
$Good Harbor Beach Apt.- 6\/10 mile$
From $175 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 $175 per night (USD)
VRBO
From $384 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 $384 per night (USD)
VRBO
From $592 per night (USD)
Expedia
Beach cottage walkable to Good Harbor and Long Beach- RENOVATED!
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 $592 per night (USD)
Expedia
From $380 per night (USD)
VRBO
Seaside Village of Lanesville - North Gloucester, MA
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This quaint, cozy, quiet two bedroom fully furnished apartment in the Village of Lanesville has views of the Ipswich Bay ...
From $380 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 $1147 per night (USD)
VRBO
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 $1147 per night (USD)
VRBO
From $231 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 $231 per night (USD)
VRBO
From $235 per night (USD)
VRBO
Private, Single Family Beach House, Right at Good Harbor Beach foot bridge
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
*Please; CONTACT HOST FOR MULTI-MONTH and OFF SEASON RATES* Real beach house on one of Boston areas most beautiful an ...
From $235 per night (USD)
VRBO
From $123 per night (USD)
VRBO
Gloucester Studio - Om Suite Om~ near Good Harbor Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Om Suite Om is a comfortable, cozy and convenient studio efficiency space, with a separate key and entry, in the lower l ...
From $123 per night (USD)
VRBO
$⭐️ Beautiful 4+ Bedroom Annisquam W\/ Private Beach Access 🏖$
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 $629 per night (USD)
VRBO
Gloucester: 5 Bedroom Summer Cottage with Sunset Views and Private Beach Access
Bedrooms:
3
Bathrooms:
5
Sleeps:
11
This finely maintained summer cottage built in the 1820s overlooks Hodgkins Cove in Gloucester Massachusetts. Unique an ...
From $629 per night (USD)
VRBO
From $670 per night (USD)
VRBO
Rockport direct Waterfront 3 bedroom, 3 bathroom home
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Spacious contemporary home offering direct waterfront location in quiet, residential Pigeon Cove neighborhood just north ...
From $670 per night (USD)
VRBO
Click For Pricing
Expedia
Elegant Gloucester Beach Getaway with Ocean Views!
Bedrooms:
2
Bathrooms:
6
Sleeps:
11
Nestled in a private section of Wingaersheek Beach, this bright Gloucester vacation rental home is a tranquil escape for ...
Click For Pricing
Expedia
From $527 per night (USD)
VRBO
Long Beach Gloucester 2 minute walk to Beach. Large PVT yard & gardens. Sleeps 6
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
FROM SEPTEMBER 14 - SEPTEMBER 23 WE ARE OFFERING A 10% DISCOUNT FOR A 7 NIGHT BOOKING. WE ARE ALSO OFFERING YOU THE OP ...
From $527 per night (USD)
VRBO
$\Rocky Neck Hideaway\ on Wonson Cove, Rocky Neck - Gloucester$
From $252 per night (USD)
Expedia
\"Rocky Neck Hideaway\" on Wonson Cove, Rocky Neck - Gloucester
Bedrooms:
1
Bathrooms:
2
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 $252 per night (USD)
Expedia
From $352 per night (USD)
VRBO
Peaceful retreat, newly-renovated, short walk to Good Harbor Beach + WIFI
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Enjoy your vacation sojourn in this newly-renovated home, a short walk to one of New England's most beautiful beaches. ...
From $352 per night (USD)
VRBO
From $361 per night (USD)
VRBO
Bayview Guest Cottage
Bedrooms:
2
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 $361 per night (USD)
VRBO
From $698 per night (USD)
VRBO
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 $698 per night (USD)
VRBO
From $977 per night (USD)
Expedia
Beautiful Oceanfront Home in Estate Setting, Gloucester
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
A spacious, beautiful contemporary home on a private oceanfront estate near Gloucester's coveted Annisquam district, wit ...
From $977 per night (USD)
Expedia
$WaterViews Overlooking Gloucester Inner Harbor \/Sunroom\/ Deck \/Walk to Town\/ AC$
From $469 per night (USD)
VRBO
WaterViews Overlooking Gloucester Inner Harbor \/Sunroom\/ Deck \/Walk to Town\/ AC
Bedrooms:
3
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 $469 per night (USD)
VRBO
From $609 per night (USD)
VRBO
Summer Cottage on Ipswich Bay
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This quiet summer cottage was built in the 1890's, it's original charm has been retained, while updates have made it a c ...
From $609 per night (USD)
VRBO
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VRBO
Seaside Escape just steps to Good Harbor beach in Gloucester
Bedrooms:
2
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 ...
Click For Pricing
VRBO
From $540 per night (USD)
VRBO
Vacation home. Walk to Diamond Cove & Annisquam Land Trust Lighthouse Beach.
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Relax at the scenic New England coastline at Diamond Cove. Access 2 member beaches within walking distance. Experience ...
From $540 per night (USD)
VRBO
From $211 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 $211 per night (USD)
VRBO
From $337 per night (USD)
Expedia
WALK TO BEACH! Conveniently located! Booking for June & Sept 2025!
Bedrooms:
3
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 $337 per night (USD)
Expedia
From $491 per night (USD)
VRBO
Harbortown Hideaway: Charming home in downtown Gloucester with water views.
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Located in Gloucester's Harbortown neighborhood, the name Harbortown Hideaway perfectly suits this vacation rental. A ch ...
From $491 per night (USD)
VRBO
From $717 per night (USD)
Expedia
Changes in Latitude: Charming cottage close to 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 ...
From $717 per night (USD)
Expedia
From $225 per night (USD)
VRBO
Apartment in historic home across from Cripple Cove Harbour, Gloucester, MA
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Are you ready to sit back, relax and enjoy all that Gloucester has to offer? Then this desirable East Gloucester apartm ...
From $225 per night (USD)
VRBO
From $340 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 $340 per night (USD)
Expedia
From $185 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 $185 per night (USD)
VRBO
From $717 per night (USD)
VRBO
Spacious Modern Beach House- Steps to Long Beach and Good Harbor
Bedrooms:
5
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 $226 per night (USD)
VRBO
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 $226 per night (USD)
VRBO
From $714 per night (USD)
Expedia
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 $714 per night (USD)
Expedia
Click For Pricing
VRBO
Joseph's Way: A charming cottage in a quiet setting, near Good Harbor Beach.
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Just 4/10 of a mile from Gloucester's sandy Good Harbor Beach, Joseph's Way is delightful two bedroom property is nestle ...
Click For Pricing
VRBO
From $814 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 $814 per night (USD)
VRBO
From $237 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 $237 per night (USD)
VRBO
From $363 per night (USD)
VRBO
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 $363 per night (USD)
VRBO
Click For Pricing
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 ...
Click For Pricing
VRBO
From $495 per night (USD)
Expedia
Wingaerchic: A hidden retreat near Gloucester's sandy Wingaersheek Beach.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This very private contemporary house is perched on a shady hilltop near Gloucester's sandy Wingaersheek Beach. It's spac ...
From $495 per night (USD)
Expedia
From $869 per night (USD)
VRBO
The Aerie. 2 King beds, AC, outdoor shower. Walk to 2 local beaches
Bedrooms:
2
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 $869 per night (USD)
VRBO
From $609 per night (USD)
VRBO
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 $609 per night (USD)
VRBO
$Fantastic Ocean Views - Tired of add on fees\nText 603-801-1486 for discounts$
From $694 per night (USD)
VRBO
Fantastic Ocean Views - Tired of add on fees\nText 603-801-1486 for discounts
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 $694 per night (USD)
VRBO
From $2933 per night (USD)
VRBO
Spectacular Setting In The Dunes, 360' Views, Private Beach, Amazing House!
Bedrooms:
7
Bathrooms:
5
Sleeps:
14
The Sandcastle is just that, a 'castle' (5 bedrooms and 6.5 baths) perched on the dunes of its own peninsula, with water ...
From $2933 per night (USD)
VRBO
From $1098 per night (USD)
VRBO
NEW Rental: 2 min walk to Private Coffin's Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Enjoy this fantastic beach house just a quick 5 minute walk to Coffin's Beach. → Sleeps 10 → 1 King bed, 2 Twin beds, ...
From $1098 per night (USD)
VRBO
From $207 per night (USD)
VRBO
Walk to Good Harbor Beach, pet friendly, family beach home
Bedrooms:
2
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 $207 per night (USD)
VRBO
From $466 per night (USD)
VRBO
Super cute cottage, steps from beautiful sandy Long Beach
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
This 4 bedroom plus loft for kids, 2 full bathroom cottage is only a few feet from the beautiful and sandy Long Beach in ...
From $466 per night (USD)
VRBO
From $458 per night (USD)
Expedia
Squam Light: A newly renovated cottage, nestled in the village of Annisquam.
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Located in the heart of the quaint and charming village of Annisquam, this newly renovated Gloucester cottage offers the ...
From $458 per night (USD)
Expedia
From $609 per night (USD)
VRBO
The Haabah Beach Retreat—4 Minute Walk to Beach
Bedrooms:
2
Bathrooms:
3
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 $242 per night (USD)
VRBO
VIEWS! Annisquam Bridge House at Lobster Cove. June dates discounted.
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 $242 per night (USD)
VRBO
From $312 per night (USD)
VRBO
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 $312 per night (USD)
VRBO
From $520 per night (USD)
Expedia
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 $520 per night (USD)
Expedia
$Gorgeous New Home w\/ Ocean Views- 2 Private Beaches Steps Away$
From $558 per night (USD)
VRBO
Gorgeous New Home w\/ Ocean Views- 2 Private Beaches Steps Away
Bedrooms:
5
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)
VRBO
From $255 per night (USD)
VRBO
Bright and airy home in Rockport, walk to beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
2
Our home is a Cape style Victorian era house with modern updates, hardwood floors and lots of charm. All the rooms have ...
From $255 per night (USD)
VRBO
From $704 per night (USD)
VRBO
Sunset Cove: Waterfront home in Goose Cove section of Gloucester.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Waterfront on the Annisquam River in Gloucester, this exceptional vacation rental boasts wonderful views of the river an ...
From $704 per night (USD)
VRBO
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Expedia
Thurston Point: Waterfront rental with deepwater dock on Annisquam River!
Bedrooms:
2
Bathrooms:
5
Sleeps:
7
Get away from it all and unwind at this comfortable riverfront vacation retreat. Located in a quiet neighborhood, Thurst ...
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Expedia
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VRBO
Helena House: European flair, close to Plum Cove Beach.
Bedrooms:
3
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 ...
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VRBO
From $339 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 $339 per night (USD)
Expedia
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VRBO
Captain John Butman House: Charming historic home in the village of Rockport.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This delightful vacation rental cottage is located on a quiet Rockport lane less than 100 yards from the sands of Cape H ...
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VRBO
From $261 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 $261 per night (USD)
VRBO
From $355 per night (USD)
VRBO
Zzz Niles Beach Summa
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Summary: Visit @ZzzNilesBeach on IG to explore our property gallery and local recommendations! ✔ Great location: 3 min ...
From $355 per night (USD)
VRBO
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Expedia
Jewel Box: A gem of a rental home close to Good Harbor Beach.
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Situated at the end of a quiet street and down the road from Good Harbor Beach, Jewel Box is a gem of a rental home. Thi ...
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Expedia
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VRBO
COME STAY AT THE MERMAID COTTAGE ON LANES COVE !
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
The mermaid cottage is a sunny quaint cottage with a large sunny kitchen, cozy living room, and large upstairs bedroom w ...
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VRBO
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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 ...
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Expedia
From $743 per night (USD)
VRBO
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 $743 per night (USD)
VRBO
From $641 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 $641 per night (USD)
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 $217 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 $217 per night (USD)
VRBO
From $587 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 $587 per night (USD)
VRBO
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Expedia
Two Beaches: Walk to Long Beach or Good Harbor!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Ideally situated between two of Cape Ann's most beautiful beaches, this ideal vacation rental home is a mere 3-minute wa ...
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Expedia
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VRBO
Ships Bell: Water views and amazing sunsets on a quiet street in Lanesville.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Picture yourself on the huge wraparound deck of Ships Bell House, enjoying the setting of the sun over breathtaking wate ...
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VRBO
From $649 per night (USD)
Expedia
Plaisance: Enjoy the best of Gloucester living.
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Plaisance is a comfortable modern home nestled in a quiet, leafy neighborhood not far from Good Harbor Beach. The ground ...
From $649 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 $279 per night (USD)
Expedia
Walk to Rockport Town & Beach - Dog Friendly Cottage with Central AC
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Escape to this charming three-bedroom, one-bathroom New England cottage just an hour north of Boston. Centrally located ...
From $279 per night (USD)
Expedia
From $572 per night (USD)
VRBO
Waterfront Living w Stunning Views, Beautiful Decor, Kayaks, Private drive
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Riverdock Cottage was completely renovated in 2017 and has received some new updates for the 2022 rental season, includi ...
From $572 per night (USD)
VRBO
From $318 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 $318 per night (USD)
Expedia

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Results: 283 Rentals