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
Cottage in Manchester-by-the-Sea
4.94 out of 5 average rating, 361 reviewsSinging Beach Cottage in Manchester by the Sea
Guest suite in Rockport
4.88 out of 5 average rating, 200 reviewsCharming Studio in the Pines
Guest suite in Beverly
4.99 out of 5 average rating, 152 reviewsThe Garden Bed
Rental unit in Gloucester
4.94 out of 5 average rating, 112 reviewsWalk to Good Harbor Beach
Loft in Gloucester
4.98 out of 5 average rating, 113 reviewsDowntown, Shops, Beach, Deck, Coffee Bar
Rental unit in Beverly
4.96 out of 5 average rating, 192 reviewsGarden City of the Northshore
Guest suite in Marblehead
4.97 out of 5 average rating, 270 reviewsPrivate Loft Right on Atlantic Avenue
Guesthouse in Rockport
5 out of 5 average rating, 220 reviewsSea Mist Cottage Rockport, MA
Gloucester house rentals
Home in Gloucester
4.99 out of 5 average rating, 163 reviewsRocky Neck Retreat 4 Bedroom/2Bath/Kitchen/Laundry
Home in Rockport
4.97 out of 5 average rating, 290 reviewsCharming Toe-Hold, A Short Walk to Town and Beach
Home in Annisquam
4.96 out of 5 average rating, 123 reviewsJune dates discounted!Overlooking Lobster Cove
Home in Salisbury
4.91 out of 5 average rating, 114 reviewsNEW 3BR home, incredible views - Beach across St
Home in Marblehead
5 out of 5 average rating, 101 reviewsSeaside Cottage
Home in Marblehead
4.92 out of 5 average rating, 177 reviewsBungalow in Downtown Marblehead
Home in Gloucester
4.82 out of 5 average rating, 165 reviewsGloucester Private Contemporary 4 bedrooms
Home in Newbury
5 out of 5 average rating, 100 reviewsPlum Perch: Professionally Cleaned, Close to Beach
Beach house rentals in Gloucester
Home in Ipswich
4.98 out of 5 average rating, 174 reviewsStagehill Beach House
Home in Beverly
4.91 out of 5 average rating, 117 reviewsHistoric New England Arts & Crafts home
Home in Salem
5 out of 5 average rating, 131 reviewsDowntown Salem Home-Free Parking-Ferry to Boston
Home in Beverly
4.84 out of 5 average rating, 152 reviewsBeverly Beach House- Upper Deck
Home in Salisbury
4.86 out of 5 average rating, 170 reviewsSpacious 2 bedrooms waterfront free parking &Wi-fi
Home in Salem
4.83 out of 5 average rating, 540 reviewsSalem Charm Meets Modern Luxury Next to Downtown
Home in Hull
4.81 out of 5 average rating, 151 reviewsHomey getaway by the beach
Home in Hampton
4.9 out of 5 average rating, 117 reviewsLuxury Vacation House at North Beach
Quick stats about vacation rentals in Gloucester
Total rentals
540 properties
Total number of reviews
22K reviews
Family-friendly rentals
340 properties are a good fit for families
Pet-friendly rentals
130 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
250 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 230 vacation rentals in West Gloucester, over 310 vacation rentals in Annisquam, and over 230 vacation rentals in Riverview.
Are there vacation rentals with a dedicated workspace in Gloucester?
Yes! Work meets play with ease at over 250 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 130 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 boutique hotel rentals in Gloucester?
Experience the best of Gloucester with our boutique hotel rentals, starting at about $230 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 110 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 210 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 110 homes with a bbq area, over 10 homes with a gym, over 100 homes with self check-in, and more. Indulge in the ultimate retreat, tailored to your preferences.
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