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From $872 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 $872 per night (USD)
VRBO
From $728 per night (USD)
Expedia
Joseph's Way: Woodsy Beach Retreat by Good Harbor Beach
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 $728 per night (USD)
Expedia
From $548 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 $548 per night (USD)
VRBO
From $261 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 $261 per night (USD)
VRBO
From $301 per night (USD)
VRBO
Rocky Neck Hideaway on Wonson Cove
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Escape to the charm of old Gloucester at this cozy and private seaside townhouse tucked away on historic Rocky Neck. Jus ...
From $301 per night (USD)
VRBO
From $568 per night (USD)
VRBO
Bay View 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 $568 per night (USD)
VRBO
From $1344 per night (USD)
VRBO
Beautiful Oceanfront Home in Estate Setting Gloucester — FALL RENTAL AVAILABLE!
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
A spacious, beautiful contemporary home on a private oceanfront estate near Gloucester's coveted Annisquam district, wit ...
From $1344 per night (USD)
VRBO
From $601 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 $601 per night (USD)
Expedia
From $779 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 $779 per night (USD)
VRBO
From $464 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 $464 per night (USD)
VRBO
From $163 per night (USD)
VRBO
Gloucester Studio Efficiency - Om Suite Om~ Walk to Good Harbor Beach!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Om Suite Om is a clean, comfortable, cozy and convenient studio efficiency space, with a separate key and entry, in the ...
From $163 per night (USD)
VRBO
From $785 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 $785 per night (USD)
Expedia
From $621 per night (USD)
VRBO
Gloucester Ocean View Escape! Calm, Design-Forward & Minutes to Downtown
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 $621 per night (USD)
VRBO
From $1160 per night (USD)
Expedia
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 $1160 per night (USD)
Expedia
From $703 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 $703 per night (USD)
VRBO
From $381 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 $381 per night (USD)
VRBO
From $1191 per night (USD)
VRBO
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 $1191 per night (USD)
VRBO
From $745 per night (USD)
VRBO
Fabulous fully furnished vacation home between Good Harbor Beach and Long Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
This 3-level, 3-bedroom, 2.5-bathroom, recently renovated, beach-themed condo is fully stocked and features 2 unique out ...
From $745 per night (USD)
VRBO
From $739 per night (USD)
VRBO
PREMIUM Modern Home on 2 Acres - Panoramic Marsh Views - NEW Video Tour
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
*VIDEO TOUR: Please see our professional video tour of all rooms and drone footage of property. We recently completed ...
From $739 per night (USD)
VRBO
From $1157 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 $1157 per night (USD)
Expedia
From $142 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 $142 per night (USD)
VRBO
From $706 per night (USD)
VRBO
Experience seaside charm near Good Harbor Beach!
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
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 $706 per night (USD)
VRBO
From $600 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 $600 per night (USD)
VRBO
From $415 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 $415 per night (USD)
VRBO
From $249 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 $249 per night (USD)
VRBO
From $514 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 $514 per night (USD)
VRBO
From $443 per night (USD)
VRBO
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 $443 per night (USD)
VRBO
From $712 per night (USD)
Expedia
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 $712 per night (USD)
Expedia
Click For Pricing
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 ...
Click For Pricing
VRBO
From $835 per night (USD)
Expedia
Mill Pond Cottage: Timeless Gloucester Elegance
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Mill Pond Cottage offers a unique blend of old-world charm and modern comfort. With three bedrooms and a stunning view o ...
From $835 per night (USD)
Expedia
From $176 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 $176 per night (USD)
VRBO
From $353 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 $353 per night (USD)
Expedia
From $702 per night (USD)
VRBO
First Period Colonial Lodging in Gloucester MA
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
As you step through the threshold of this sensitively restored 1680 residence, you are transported to an earlier time—im ...
From $702 per night (USD)
VRBO
From $1084 per night (USD)
Expedia
Lanesville 4BR Fully Renovated Home • Oceanfront Deck w/ Grill+Outdoor Shower!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
- Rare quiet retreat in the quaint seaside village of Lanesville - Newly remodeled bathrooms and modern, fully equipped ...
From $1084 per night (USD)
Expedia
From $827 per night (USD)
VRBO
Oceanfront Dock Escape ~ Kayaks & Paddleboards
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Summary: This 4-bedroom house is in a prime location & has EVERYTHING you need for an amazing vacation to Gloucester, ...
From $827 per night (USD)
VRBO
From $914 per night (USD)
Expedia
Painter's Perch: Rocky Neck
Bedrooms:
1
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 $914 per night (USD)
Expedia
From $645 per night (USD)
VRBO
3BR Oceanview Townhouse on Boulevard I Walk to downtown l Sleeps 8
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
KEY FEATURES: * 2 story townhouse that sleeps 8 comfortably * Walking distance to beaches and Downtown Gloucester *Fully ...
From $645 per night (USD)
VRBO
From $525 per night (USD)
Expedia
Stay at Smith Cove
Bedrooms:
3
Bathrooms:
2
Sleeps:
7
Summary: Welcome to Stay Cape Ann, where exceptional homes meet local hospitality. This property features: ✓ Rocky ...
From $525 per night (USD)
Expedia
From $417 per night (USD)
VRBO
Stay at East Gloucester
Bedrooms:
1
Bathrooms:
4
Sleeps:
7
Summary: Welcome to Stay Cape Ann, where exceptional homes meet local hospitality. This property features: ✓ 15-min ...
From $417 per night (USD)
VRBO
From $1063 per night (USD)
Expedia
Bell View: Private tennis court and an in-law
Bedrooms:
5
Bathrooms:
6
Sleeps:
19
☀ Sleeps up to 19 guests ☀Plenty of driveway parking ☀ Prime location on the Back Shore ~ 1 mile or 5min drive to Good H ...
From $1063 per night (USD)
Expedia
From $1828 per night (USD)
VRBO
Tranquil 7-bedroom house with Ocean views in Gloucester's charming Rocky Neck
Bedrooms:
3
Bathrooms:
7
Sleeps:
18
Escape to this beautiful Home nestled in the heart of Rocky Neck. This home boasts newly renovated interiors adorned wit ...
From $1828 per night (USD)
VRBO
From $323 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 $323 per night (USD)
Expedia
From $990 per night (USD)
VRBO
The Homestead: Elegant Victorian & Maids Quarters
Bedrooms:
3
Bathrooms:
8
Sleeps:
16
A unique private estate, rich in history and natural beauty. The home was the residence of Benjamin F. Butler, the color ...
From $990 per night (USD)
VRBO
From $2365 per night (USD)
Expedia
Edgemoor Estate - 11 Bed/6.5 Bath (Sleeps 32) - Heated Pool Jacuzzi Beach
Bedrooms:
6
Bathrooms:
11
Sleeps:
26
Welcome to your ultimate coastal escape at this magnificent, fully-renovated brick mansion on Eastern Point in Glouceste ...
From $2365 per night (USD)
Expedia
From $413 per night (USD)
VRBO
Airstream & Ocean View: Unique Gloucester Getaway
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
5 Acres | Close to Beaches & Trails | Pet Friendly (w/ Fee) | Apartment + Airstream 'Glamping' with a modern twist, thi ...
From $413 per night (USD)
VRBO
Click For Pricing
Expedia
Salt Marsh Cottage: Private Coffins Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Salt Marsh is a large and comfortable vacation home with lush views that stretch across Farm Creek Marsh. This property ...
Click For Pricing
Expedia
From $344 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 $344 per night (USD)
VRBO
From $630 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 $630 per night (USD)
Expedia
From $595 per night (USD)
VRBO
Stay at The Neck
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Summary: Welcome to Stay Cape Ann, where exceptional homes meet local hospitality. This property features: ✓ Smith ...
From $595 per night (USD)
VRBO
From $756 per night (USD)
Expedia
Stay at Rocky Neck
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Summary: Welcome to Stay Cape Ann, where exceptional homes meet local hospitality. This property features: ✓ Waterf ...
From $756 per night (USD)
Expedia
From $217 per night (USD)
VRBO
Welcoming 1-bedroom in charming Annisquam section of Gloucesterwith beach pass
Bedrooms:
0
Bathrooms:
1
Sleeps:
4
Discover this 1-bedroom apt in Gloucester. Guests enjoy a marvelous space featuring a full bed and a cozy futon in the ...
From $217 per night (USD)
VRBO
From $627 per night (USD)
VRBO
POOL OPEN WK OF MAY 17, 2026! Single family home 5min walk to Good Harbor Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Be our guests at Twin Shores Poolside Haven! Escape to this charming 3-bedroom, 2-bath home that comfortably sleeps 8 ...
From $627 per night (USD)
VRBO
From $572 per night (USD)
VRBO
Stay at Little River
Bedrooms:
1
Bathrooms:
4
Sleeps:
7
Summary: Welcome to Stay Cape Ann, where exceptional homes meet local hospitality. This property features: ✓ Waterf ...
From $572 per night (USD)
VRBO
From $606 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 $606 per night (USD)
VRBO
From $599 per night (USD)
VRBO
C by the Sea - Ocean View Penthouse
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to C by the Sea, our stunning penthouse apartment located in the heart of Gloucester, MA. This beautifully renov ...
From $599 per night (USD)
VRBO
From $214 per night (USD)
Expedia
Luxury 1900's romantic retreat steps from the beach - King Suite!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to our charming 1900's cottage, a hidden gem nestled in the heart of Gloucester's coastal paradise. Completely r ...
From $214 per night (USD)
Expedia
From $607 per night (USD)
VRBO
Beach Life Bliss - steps to the beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Delightful, dog friendly, 8 room romantic colonial home on beautifully landscaped lot just 5 doors from Plum Cove Beach. ...
From $607 per night (USD)
VRBO
From $318 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 $318 per night (USD)
VRBO
From $1327 per night (USD)
VRBO
1886 Captains Carriage House Secluded Luxury Eastern Point Gloucester MA
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Luxury is located in a private residential area called Eastern Point, with remnants of an old fort. This modernized 1886 ...
From $1327 per night (USD)
VRBO
From $610 per night (USD)
Expedia
Short Walk to Cape Ann's Best Beaches!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Come escape to Rockport House, located in Gloucester MA, home of America’s historic fishing town and the best of New Eng ...
From $610 per night (USD)
Expedia
From $976 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 $976 per night (USD)
VRBO
From $508 per night (USD)
VRBO
Family Friendly Townhouse 75 steps from Long Beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
~Great for families, pack and play and baby safety gates can be provided. ~Walking distance to Long beach, Good Harbor ...
From $508 per night (USD)
VRBO
From $359 per night (USD)
VRBO
Antique Cottage RARE PRIVATE SAUNA Lighthouse Beach Nearby Trails Firepit
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
- This cozy antique cottage with historic charm is in a quiet tucked away neighborhood of Gloucester - the perfect spot ...
From $359 per night (USD)
VRBO
From $364 per night (USD)
Expedia
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 $364 per night (USD)
Expedia
From $957 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 $957 per night (USD)
VRBO
From $621 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 $621 per night (USD)
Expedia
From $991 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 $991 per night (USD)
VRBO
From $383 per night (USD)
Expedia
Shore Cottage - Coastal gem, a traveler favorite! Outdoor patio, central AC.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Shore Cottage is a newly renovated coastal inspired gem! Located near Gloucester’s famous boulevard and many other local ...
From $383 per night (USD)
Expedia
From $374 per night (USD)
VRBO
Townhouse in Downtown Gloucester #1
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to Gloucester, the beautiful fisherman city. This spacious home has a beautiful living space and an ocean view f ...
From $374 per night (USD)
VRBO
From $297 per night (USD)
Expedia
Loft Townhouse in Downtown Gloucester #3
Bedrooms:
2
Bathrooms:
1
Sleeps:
5
Welcome to Gloucester, the beautiful fisherman city. This unique loft offers a beautiful and unique living space with an ...
From $297 per night (USD)
Expedia
From $374 per night (USD)
VRBO
Townhouse in Downtown Gloucester #2
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to Gloucester, the beautiful fisherman city. This spacious home has a beautiful living space and an ocean view f ...
From $374 per night (USD)
VRBO
From $416 per night (USD)
Expedia
Cozy two bedroom house in the heart of Gloucester
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Keep it simple at this peaceful and centrally located place. This two-bedroom house is just what you need for a family, ...
From $416 per night (USD)
Expedia
Click For Pricing
VRBO
Gorgeous Oceanfront 2-Bdrm Apartment w/ Fireplace
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Spectacular, furnished 2-bedroom apartment is just moments from the North Shore's iconic Good Harbor Beach, Bass Rocks G ...
Click For Pricing
VRBO
From $475 per night (USD)
Expedia
Newly Renovated Luxury 5BR Home + Office, Walk to Beach & Town
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Stylish East Gloucester Retreat | 5BR + Office | Walk to Marina & Good Harbor Beach Welcome to your dream coastal getaw ...
From $475 per night (USD)
Expedia
From $421 per night (USD)
VRBO
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 ...
From $421 per night (USD)
VRBO
From $1053 per night (USD)
Expedia
Harbor Lights: Charming 5-Bedroom Seaside Cottage in East Gloucester
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Forget your worries at Harbor Lights. Listen to the waves crash on Niles Beach from a rocking chair on the enormous scre ...
From $1053 per night (USD)
Expedia
From $735 per night (USD)
VRBO
Plum Cove Beach Paradise. Overlook Plum Cove from your kitchen n only steps away
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Located in the Lanesville section of Gloucester, nestled just above Plum Cove Beach which beckons from the kitchen w ...
From $735 per night (USD)
VRBO
From $346 per night (USD)
Expedia
Captain's Lookout | Roof Deck & Harbor Views
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Enjoy relaxing coastal living at Captain’s Lookout, a charming loft-style townhouse apartment located on Gloucester’s hi ...
From $346 per night (USD)
Expedia
From $383 per night (USD)
VRBO
1 Mi to Beach! Family Gloucester Gem w/ Yard
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Relax on the Deck | Peaceful Surroundings | Great Location Near Train Station Seeking a coastal adventure in New Englan ...
From $383 per night (USD)
VRBO
From $370 per night (USD)
Expedia
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 $370 per night (USD)
Expedia
Click For Pricing
VRBO
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 ...
Click For Pricing
VRBO
From $316 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 $316 per night (USD)
Expedia
From $484 per night (USD)
VRBO
Stay at Niles Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Summary: Welcome to Stay Cape Ann, where exceptional homes meet local hospitality. This property features: ✓ 3-minu ...
From $484 per night (USD)
VRBO
From $287 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 ...
From $287 per night (USD)
Expedia
From $277 per night (USD)
VRBO
Long Beach Suites: Ocean Views
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: Recently built, Long Beach Suites is ready to welcome you this summer. With peaks of Long Beach, come stay in ...
From $277 per night (USD)
VRBO
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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 $1531 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 $1531 per night (USD)
VRBO
From $466 per night (USD)
VRBO
Charming cottage on seaside estate offers gorgeous views, private beaches
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
"Little Driftwood" is a sweet and cozy, very small cottage with a rustic minimalist style, a gorgeous water view, and fu ...
From $466 per night (USD)
VRBO
From $341 per night (USD)
VRBO
Airy, book-lined cottage on historic seaside estate with private beaches & more
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Enjoy a heavenly stay on this historic private estate, with full access to two private beaches, a granite swimming pier, ...
From $341 per night (USD)
VRBO
From $313 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 $313 per night (USD)
VRBO
From $955 per night (USD)
VRBO
Harbortown Hideaway: Downtown Gloucester Charm
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Located in Gloucester's Harbortown neighborhood, the name Harbortown Hideaway perfectly suits this vacation rental. A ch ...
From $955 per night (USD)
VRBO
From $376 per night (USD)
VRBO
Fish & Ships on Waterway: Steps to Ocean, Beach, Boulevard, Park, Restaurants
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to your charming waterfront retreat in central downtown Gloucester! This delightful 2-bedroom, 1-bathroom apartm ...
From $376 per night (USD)
VRBO
From $1623 per night (USD)
VRBO
Cranberry Hill l 9 BR 22 Acre Estate l Sleeps 22
Bedrooms:
6
Bathrooms:
9
Sleeps:
24
☀ 22 guests across 9 BR / 2 pull out sofas 1 in master sitting room and 1 in 2nd floor living room ☀ Perched on the Bac ...
From $1623 per night (USD)
VRBO
From $1021 per night (USD)
Expedia
Sea for Miles: Ocean Views in Lanesville
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Escape to Lanesville and enjoy breathtaking ocean views from this charming 3-bedroom, 2-bathroom house. Perfect for fami ...
From $1021 per night (USD)
Expedia
From $413 per night (USD)
VRBO
Oceanside Village Home~Private Fenced Yard~Reserved Parking
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
- Cozy home with 3 floors of space and ocean views from across the street! - A 10 minute drive to all the attractions o ...
From $413 per night (USD)
VRBO
From $408 per night (USD)
Expedia
The Duval House
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
The Duval House was decorated with one thing in mind; Key West! Enjoy a slice of the southernmost point right here in Gl ...
From $408 per night (USD)
Expedia
From $469 per night (USD)
VRBO
Cape Ann Reset
Bedrooms:
0
Bathrooms:
2
Sleeps:
6
Clear your head and relax in the Bayview neighborhood of Gloucester. Our comfortable home offers separate sitting areas ...
From $469 per night (USD)
VRBO

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Results: 197 Rentals