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Gloucester vacation rentals
Book unique vacation rentals, houses, and more on Airbnb
Top-rated vacation rentals in Gloucester
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Gloucester vacation rentals
Gloucester beach vacation rentals
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Home in Beverly
4.85 out of 5 average rating, 157 reviewsBeverly Beach House- Upper Deck
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Condo in Hampton Beach
4.97 out of 5 average rating, 188 reviewsBeach Getaway with Amazing Ocean Views
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Condo in Hampton Beach
4.95 out of 5 average rating, 114 reviewsOceanfront, private balcony, panoramic view Ocean
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Rental unit in Hampton Beach
4.99 out of 5 average rating, 158 reviewsOcean front Luxury apartment Steps to the sand
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Cottage in York
4.88 out of 5 average rating, 101 reviewsCozy Cottage by the Sea
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Condo in Hampton Beach
4.87 out of 5 average rating, 120 reviewsLittle slice of paradise
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Home in Hull
4.81 out of 5 average rating, 153 reviewsHomey getaway by the beach
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Home in Gloucester
4.91 out of 5 average rating, 113 reviewsGloucester Beach House, near Good Harbor Beach!
Gloucester house rentals
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Home in Lexington
4.93 out of 5 average rating, 113 reviewsMid-Century Modern in Historic Lexington
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Home in Manchester
4.93 out of 5 average rating, 170 reviewsSafe/quiet neighborhood. private driveway
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Home in Quincy
4.9 out of 5 average rating, 127 reviews284-Newbuilt Entire House with free huge parking
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Home in Woburn
4.86 out of 5 average rating, 112 reviewsLarge 4Bed 2Bath Clean Alternative to Hotel Living
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Home in Canton
4.85 out of 5 average rating, 153 reviews3 bedroom impeccable private home, quiet street
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Home in Portsmouth
4.94 out of 5 average rating, 141 reviewsRenovated 18th Cent. Home Downtown
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Home in Marblehead
4.86 out of 5 average rating, 146 reviewsModern 4 Bed 2 Bath home W/ Private outdoor space
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Home in Holliston
4.82 out of 5 average rating, 141 reviewsSpacious, cozy and quiet Cabin style house!
Beach house rentals in Gloucester
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Home in Gloucester
4.82 out of 5 average rating, 173 reviewsGloucester Private Contemporary 4 bedrooms
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Home in York
4.98 out of 5 average rating, 237 reviewsPirate's Hideaway On the Nubble!
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Home in Marblehead
5 out of 5 average rating, 103 reviewsSeaside Cottage
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Home in York
4.83 out of 5 average rating, 112 reviewsBeach cottage in York Harbor
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Home in Revere
4.94 out of 5 average rating, 155 reviewsBrand new construction beach unit 🏖🌅⛵🚣🚤🌞🌊🏊
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Home in Kittery Point
4.89 out of 5 average rating, 143 reviewsKittery Point Jewel
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Home in Cohasset
4.86 out of 5 average rating, 117 reviewsQuaint 3 bedroom home in Cohasset Village
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Home in Rockport
4.97 out of 5 average rating, 295 reviewsCharming Toe-Hold, A Short Walk to Town and Beach
Quick stats about vacation rentals in Gloucester
Total rentals
570 properties
Total number of reviews
22K reviews
Family-friendly rentals
370 properties are a good fit for families
Pet-friendly rentals
140 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
260 properties have a dedicated workspace
Frequently Asked Questions
Where should I stay in Gloucester?
Make yourself at home in Gloucester by choosing from our most frequently booked neighborhoods. We have over 330 vacation rentals in Annisquam, over 250 vacation rentals in West Gloucester, and over 250 vacation rentals in Riverview.
Are there vacation rentals with a dedicated workspace in Gloucester?
Yes! Work meets play with ease at over 260 vacation rentals in Gloucester featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Gloucester?
Four-legged friends are welcome in Gloucester. Choose from more than 140 vacation rentals for guests traveling with pets.
Are there Gloucester vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Gloucester, available on Airbnb. Make a splash and soak up the sun in style!
How much does it cost to stay in condo rentals in Gloucester?
Experience the best of Gloucester with our condo rentals, starting at about $100 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Gloucester have a gym?
Absolutely! We offer over 10 house rentals with a gym in Gloucester. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Gloucester have self check-in?
Absolutely! We offer over 100 house rentals with self check-in in Gloucester. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Gloucester have a bbq area?
Absolutely! We offer over 120 house rentals with a bbq area in Gloucester. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Gloucester?
Gloucester has more than 230 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for House Rentals in Gloucester?
Enhance your stay in our House Rentals with the most popular amenities: over 100 homes with self check-in, over 10 homes with a gym, over 120 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.
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