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$4 Bedroom LUX House\/with Pool Next Door$
From $411 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 $411 per night (USD)
VRBO
From $550 per night (USD)
VRBO
Experience seaside charm near Good Harbor Beach!
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 $550 per night (USD)
VRBO
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VRBO
Private, Light Filled & Convenient Wingaersheek Beach Home
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Charming, private, light filled home with newer addition in quiet neighborhood near Wingaersheek Beach. Large Master be ...
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VRBO
From $624 per night (USD)
Expedia
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 $624 per night (USD)
Expedia
From $496 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 $496 per night (USD)
VRBO
From $1149 per night (USD)
Expedia
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 $1149 per night (USD)
Expedia
From $659 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 $659 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 $959 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 $959 per night (USD)
VRBO
From $555 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 $555 per night (USD)
VRBO
From $542 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 $542 per night (USD)
VRBO
From $695 per night (USD)
Expedia
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 $695 per night (USD)
Expedia
From $476 per night (USD)
VRBO
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 $476 per night (USD)
VRBO
From $420 per night (USD)
Expedia
Dog-Friendly, Waterfront Home with Washer and dryer & Two Decks
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Point Radio Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $420 per night (USD)
Expedia
From $501 per night (USD)
VRBO
Loft on Main - DWTN, Beach, PVT Deck, Coffee Bar
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The Loft on Main is exquisitely decorated and furnished to help you enjoy a perfect trip in Gloucester. Our home is a 40 ...
From $501 per night (USD)
VRBO
$Glorious Suite near Downtown with washer\/dryer$
From $399 per night (USD)
Expedia
Glorious Suite near Downtown with washer\/dryer
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
New to New England? Come stay at this peaceful, central, ground-level suite in downtown Gloucester! Enjoy walks to histo ...
From $399 per night (USD)
Expedia
From $481 per night (USD)
VRBO
Coastal retreat steps to the beach with smart TVs, desk, grill, children's items
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Beau's Beach House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $481 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
$Lanesville 4BR Fully Renovated Home • Oceanfront Deck w\/ Grill+Outdoor Shower!$
Click For Pricing
VRBO
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 Pricing
VRBO
$Ocean Breeze \/ 8-Minute Walk to Beach$
From $228 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 $228 per night (USD)
Expedia
From $517 per night (USD)
VRBO
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 $517 per night (USD)
VRBO
From $357 per night (USD)
Expedia
The Birdhouse • Woodland Retreat • Gloucester+Essex • Firepit • Outdoor shower
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
- Get away from it all at this quiet woodland cottage perfect for outdoor enthusiasts, but with all the comforts of home ...
From $357 per night (USD)
Expedia
From $273 per night (USD)
VRBO
Classic charmer near the coast with with a firepit, outdoor shower, & beach gear
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Haskell Street Hideaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $273 per night (USD)
VRBO
From $596 per night (USD)
VRBO
Victorian home, family and pet friendly close to beaches, harbor, restaurants
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Located in the East Gloucester Square Historic District this charming Victorian is in ideal proximity to all the beauty ...
From $596 per night (USD)
VRBO
From $267 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 $267 per night (USD)
VRBO
From $580 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 $580 per night (USD)
Expedia
From $788 per night (USD)
VRBO
Sand Song: Just one block from Good Harbor Beach!
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
This delightful and charming vacation rental home is ideally situated just one block from Good Harbor Beach overlooking ...
From $788 per night (USD)
VRBO
From $612 per night (USD)
Expedia
Mill Pond Cottage: Historic Gloucester charm with modern comforts.
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 $612 per night (USD)
Expedia
From $131 per night (USD)
VRBO
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 $131 per night (USD)
VRBO
From $183 per night (USD)
Expedia
Charming Downtown Gloucester Retreat. Walk to Restaurants, Museums, Waterfront
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Welcome to our beautiful three-bedroom, two-bathroom unit located in the heart of downtown Gloucester, MA. With its prim ...
From $183 per night (USD)
Expedia
From $1338 per night (USD)
VRBO
Salt Marsh Cottage: Access to Coffins Beach!
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Salt Marsh is a large and comfortable vacation home with lush views that stretch across Farm Creek Marsh. This property ...
From $1338 per night (USD)
VRBO
From $346 per night (USD)
VRBO
Gloucester, MA. LARGE 2 room studio with deck, Fully Furnished on a quiet street
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Nestled in a serene, private, and quiet dead-end street, this delightful space in Gloucester Massachusetts, offers a per ...
From $346 per night (USD)
VRBO
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VRBO
Stay at Lighthouse Beach
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
Summary: ✔ Short 8 min stroll to Lighthouse Beach ✔ Private, peaceful wooded setting in magical Annisquam ✔ 5 comfy beds ...
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VRBO
From $1664 per night (USD)
Expedia
Maids Quarters; private beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This simple and quiet home is behind a Victorian mansion and was used as the Maid's quarters to house staff. It's now a ...
From $1664 per night (USD)
Expedia
From $1385 per night (USD)
VRBO
Elegant Victorian & Quarters
Bedrooms:
4
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 $1385 per night (USD)
VRBO
From $408 per night (USD)
Expedia
Marina View, Walk to Niles Beach & Rocky Neck
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Springtime photos are on the way!! Take it easy at this unique and tranquil getaway in front of Smith Marina. The condo ...
From $408 per night (USD)
Expedia
From $204 per night (USD)
VRBO
Updated 1 br steps to downtown, 3 beaches, Stacey Blvd, + Stage Fort Park
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This unit is in a great location right in the heart of things across from Gloucester Harbor. Short walk to Half Moon, Pa ...
From $204 per night (USD)
VRBO
From $586 per night (USD)
Expedia
Painter's Perch: Rocky Neck
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Sitting high above Rocky Neck, Painter’s Perch offers stunning views of the Neck and picturesque Smith Cove. This charmi ...
From $586 per night (USD)
Expedia
From $1083 per night (USD)
VRBO
Oceanfront Dock Escape ~ Kayaks & Paddleboards
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Summary: This 4-bedroom house is in a prime location & has EVERYTHING you need for an amazing vacation to Gloucester, M ...
From $1083 per night (USD)
VRBO
From $501 per night (USD)
Expedia
Beautifully renovated home walk to boulevard, town & train
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
Longview House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $501 per night (USD)
Expedia
From $2259 per night (USD)
VRBO
Edgemoor Estate 13 Beds 6.5 Bath (Sleeps 26) - Heated Pool Jacuzzi Beach
Bedrooms:
7
Bathrooms:
13
Sleeps:
26
New! Part of the ZenDen Escapes Luxury Collective on IG @zendenescapes -Follow prompts in profile. Welcome to your ult ...
From $2259 per night (USD)
VRBO
From $255 per night (USD)
Expedia
Airstream & Ocean View: Unique Gloucester Getaway
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
5 Acres | Close to Beaches & Trails | Pet Friendly (w/ Fee) | Apartment + Airstream 'Glamping' with a modern twist, thi ...
From $255 per night (USD)
Expedia
From $1009 per night (USD)
VRBO
Refreshing Ocean and Sunset View
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Escape to this homey 3-bedroom retreat in Lanesville. Just a 5-minute walk to the ocean, where waves crash on massive bo ...
From $1009 per night (USD)
VRBO
From $544 per night (USD)
VRBO
Coastal Comfort—Walk to Beach & Cafés
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: This spacious 3-bedroom home sleeps six and features two kitchens, hardwood floors, and smart TVs. The first-fl ...
From $544 per night (USD)
VRBO
From $802 per night (USD)
VRBO
Stay at Rocky Neck Su
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Summary: Rare Gloucester Waterfront Retreat! ✓ Perched directly on the water with breathtaking ocean views ✓ Large dec ...
From $802 per night (USD)
VRBO
From $504 per night (USD)
VRBO
Stay at Little River
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Summary: ✔ Nestled along picturesque Little River ✔ Sleeps 7 with 1 King, 1 Queen, and 3 Twins ✔ Private dock for swimmi ...
From $504 per night (USD)
VRBO
From $357 per night (USD)
VRBO
Rocky Neck waterfront 2 bed 2 bath apt walk to the beach, restaurants, galleries
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Nestled in the Rocky Neck waterfront, this updated apartment boasts 2 bedrooms - one with a queen bed and the other day ...
From $357 per night (USD)
VRBO
From $782 per night (USD)
VRBO
Newly Renovated Home with Pool and a 5-Minute 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 $782 per night (USD)
VRBO
From $670 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 $670 per night (USD)
VRBO
From $224 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 $224 per night (USD)
VRBO
From $1128 per night (USD)
VRBO
Privacy and a water view, five minutes to a private beach.
Bedrooms:
4
Bathrooms:
4
Sleeps:
9
Annisquam has a quaint village and from this house, there are lovely walks, taking in beaches and classic New England ho ...
From $1128 per night (USD)
VRBO
From $657 per night (USD)
VRBO
English Tudor Manor-Walk To Beach
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Unique Tudor Carriage House, beamed through out with 2 1/2 story Great Room with french doors overlooking grand lawn. Wa ...
From $657 per night (USD)
VRBO
From $745 per night (USD)
VRBO
River Watch: Waterfront home with river views and a private dock.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Experience river life at its best along the banks of Mill River when you stay at this spectacular waterfront rental home ...
From $745 per night (USD)
VRBO
From $768 per night (USD)
Expedia
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 $768 per night (USD)
Expedia
From $437 per night (USD)
VRBO
Family Friendly Townhouse 75 steps from Long Beach
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
~Great for families, pack and play and baby safety gates can be provided. ~Walking distance to Long beach, Good Harbor ...
From $437 per night (USD)
VRBO
From $526 per night (USD)
Expedia
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 $526 per night (USD)
Expedia
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 $289 per night (USD)
Expedia
Luxury 1900's romantic retreat steps from the beach - King Suite!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to our charming 1900's cottage, a hidden gem nestled in the heart of Gloucester's coastal paradise. Completely r ...
From $289 per night (USD)
Expedia
From $350 per night (USD)
VRBO
Beach Life Bliss - steps to the beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Delightful, dog friendly, 8 room romantic colonial home on beautifully landscaped lot just 5 doors from Plum Cove Beach. ...
From $350 per night (USD)
VRBO
From $204 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 $204 per night (USD)
VRBO
From $912 per night (USD)
VRBO
1886 Captains Carriage House Secluded Luxury Eastern Point Gloucester MA
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Luxury is located in a private residential area called Eastern Point, with remnants of an old fort. This modernized 1886 ...
From $912 per night (USD)
VRBO
From $822 per night (USD)
Expedia
NEW LISTING - Short Walk to Cape Ann's Best Beaches – Brand New Furnishings
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
Come escape to Rockport House, located in Gloucester MA, home of America’s historic fishing town and the best of New Eng ...
From $822 per night (USD)
Expedia
From $319 per night (USD)
VRBO
Antique Cottage RARE PRIVATE SAUNA Lighthouse Beach Nearby Trails Firepit
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
- This cozy antique cottage with historic charm is in a quiet tucked away neighborhood of Gloucester - the perfect spot ...
From $319 per night (USD)
VRBO
Click For Pricing
Expedia
Location location…min from Good Harbor Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Minutes from Good Harbor Beach. Quiet condo abutting Bass Rocks Golf Course. Beautifully landscaped grounds. Enjoy walks ...
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Expedia
Click For Pricing
VRBO
Cozy summer house near the beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
Secluded location in Magnolia, Gloucester near beaches shops, restaurants and galleries. Fully heated when needed, air c ...
Click For Pricing
VRBO
$Lovely Upstairs Apartment Beach getaway on Historic Main St. w\/ AC$
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Expedia
Lovely Upstairs Apartment Beach getaway on Historic Main St. w\/ AC
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This clean beach themed suite has everything you need. Large second-floor unit in this 2 unit multifamily building with ...
Click For Pricing
Expedia
From $1032 per night (USD)
VRBO
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 $1032 per night (USD)
VRBO
From $455 per night (USD)
Expedia
Long Beach Suites: 3 Mins Toes To Sand!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Summary: Recently built, Long Beach Suites is ready to welcome you this summer. With peaks of Long Beach, come stay in o ...
From $455 per night (USD)
Expedia
From $262 per night (USD)
VRBO
Long Beach Suites: Ocean Views, Book 2025 Already!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Recently built, Long Beach Suites is ready to welcome you this summer. With peaks of Long Beach, come stay in o ...
From $262 per night (USD)
VRBO
From $351 per night (USD)
Expedia
Long Beach Suites: Book 2025 Summer Trip Today!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Summary: Recently built, Long Beach Suites is ready to welcome you this summer. With peaks of Long Beach, come stay in o ...
From $351 per night (USD)
Expedia
$Lanes Cove Coastal, Tranquil 2 Bed\/2.5 Bath$
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VRBO
Lanes Cove Coastal, Tranquil 2 Bed\/2.5 Bath
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Get away to the edge of the world, in the quiet village of Lanesville within historic Gloucester, in this beachy, serene ...
Click For Pricing
VRBO
From $668 per night (USD)
Expedia
Stay at Niles Beach S
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Summary: ✔ Great location: 3 min walk to Niles Beach ✔ 5 beds: king, queen, 3 twins (2 baths) ✔ Fully equipped kitchen ...
From $668 per night (USD)
Expedia
From $852 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 $852 per night (USD)
VRBO
$3BR\/2 BA Harborside Home · Fenced Backyard+Grill · Ocean Views$
From $486 per night (USD)
Expedia
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 $486 per night (USD)
Expedia
From $503 per night (USD)
VRBO
Open concept, 2-level apartment with scenic view
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Looking for a 2-level apartment to yourself for your next getaway? This open concept apartment is sure to please! You're ...
From $503 per night (USD)
VRBO
From $173 per night (USD)
VRBO
Walk to Good Harbor Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Private suite and entrance with ocean sounds and fresh air. and quiet neighborhood that is in walking distance from Good ...
From $173 per night (USD)
VRBO
From $631 per night (USD)
VRBO
NEWLY Renovated Luxury Home, Walk To Town & Beach. 5 Bedroom, 3.5 Bath + Office.
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Completely renovated home in desired area of East Gloucester. Perfect for families. Work remotely? No problem, in additi ...
From $631 per night (USD)
VRBO
From $420 per night (USD)
Expedia
The Buoys Cottage
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Take it easy at this unique and tranquil getaway. Located less than 3 miles from beautiful beaches, popular parks and lo ...
From $420 per night (USD)
Expedia
$Gloucester Home w\/ Large Yard: 1 Mi to Beach!$
From $398 per night (USD)
VRBO
Gloucester Home w\/ Large Yard: 1 Mi to Beach!
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Seeking your next coastal adventure in New England? You’ll love this charming 2-bedroom, 2-bath vacation rental in Glouc ...
From $398 per night (USD)
VRBO
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 $424 per night (USD)
VRBO
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 $424 per night (USD)
VRBO
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Expedia
Panoramic Ocean View; walk to private beach
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Escape with the entire family to this serene retreat, where tranquility meets breathtaking beauty: Perched above Ipswic ...
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Expedia
$2BR\/2BA Harborside Home · Fenced Backyard · Ocean View ·Walk to Rocky Neck+Beach$
From $554 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 $554 per night (USD)
VRBO
From $506 per night (USD)
Expedia
The Mariner · Walk to Beach+Rocky Neck · Fenced Backyard
Bedrooms:
3
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 $506 per night (USD)
Expedia
$\Captain's Lookout\ on Wonson Cove, Rocky Neck - Gloucester$
From $285 per night (USD)
VRBO
\"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 $285 per night (USD)
VRBO
From $75 per night (USD)
Expedia
Cozy & Elegant Winter Rental - Private First Floor Unit
Bedrooms:
2
Bathrooms:
2
Sleeps:
2
Enjoy the first floor in this centrally located, clean, and bright home -- beautifully crafted and decorated, yet unpret ...
From $75 per night (USD)
Expedia
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VRBO
The Quarry
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Take it easy at this unique and tranquil magical getaway. What this place offers Lake view Public or shared beach access ...
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VRBO
From $291 per night (USD)
Expedia
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 $291 per night (USD)
Expedia
From $257 per night (USD)
VRBO
Cozy two bedroom house in the heart of Gloucester
Bedrooms:
2
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 $257 per night (USD)
VRBO
$Gorgeous Oceanfront 2-Bdrm Apartment w\/ Fireplace$
From $666 per night (USD)
VRBO
Gorgeous Oceanfront 2-Bdrm Apartment w\/ Fireplace
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Spectacular, furnished 2-bedroom apartment is just moments from the North Shore's iconic Good Harbor Beach, Bass Rocks G ...
From $666 per night (USD)
VRBO
$Modern oceanfront home with scenic deck, grill, games, chef's kitchen, & W\/D$
From $1392 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 $1392 per night (USD)
VRBO
From $651 per night (USD)
Expedia
Plum Cove Beach Paradise. Overlook the cove, walk in the sand to the sand
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
We are redecorating but these pictures show the space. All appliances and amenities are new and efficient. We are als ...
From $651 per night (USD)
Expedia
$Walk to DNTN\/Beach\/Beauport, Boat Island, New Home$
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VRBO
Walk to DNTN\/Beach\/Beauport, Boat Island, New Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to The Captain's Quarters! This charming retreat in Gloucester, Massachusetts, features three cozy bedrooms, eac ...
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VRBO
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Expedia
Private Cottage with AC & wifi, Steps to the Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The perfect summer retreat for a couple, this cozy, light-filled cottage is in a quiet neighborhood and just a few hundr ...
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Expedia
$Spacious oceanfront 4-bed\/4ba home in Gloucester with central AC & WiFi,$
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VRBO
Spacious oceanfront 4-bed\/4ba home in Gloucester with central AC & WiFi,
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Consider this house your sea side home away from home while you visit Gloucester. This delightful oceanfront property bo ...
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VRBO
From $277 per night (USD)
Expedia
The Gallery: Rocky Neck Waterfront
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Please note that The Gallery has a one month (31 night) minimum rental period. Welcome to The Gallery, a stunning water ...
From $277 per night (USD)
Expedia
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VRBO
New Design - Walk to DNTN, Beauport, Beach, Train
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to The Crows Nest! This is your perfect retreat in Gloucester, Massachusetts! This quaint home offers a cozy bed ...
Click For Pricing
VRBO
From $808 per night (USD)
VRBO
Stunning, contemporary 2300 sq ft home with breathtaking views of Ipswich Bay
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Pristine, serene 2300 sq ft. furnished seaside home with breathtaking views! Stunning open design, vaulted ceilings, cen ...
From $808 per night (USD)
VRBO
From $665 per night (USD)
VRBO
Sea for Miles: Outstanding views of Ipswich Bay
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 ...
From $665 per night (USD)
VRBO
From $237 per night (USD)
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 ...
From $237 per night (USD)
Expedia

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Results: 273 Rentals