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
Rental unit in Beverly
4.95 out of 5 average rating, 167 reviewsEntire 1st floor apt in charming seaside Beverly
Home in Salisbury
4.87 out of 5 average rating, 188 reviewsSpacious 2 bedrooms waterfront free parking &Wi-fi
Rental unit in Beverly
4.92 out of 5 average rating, 511 reviewsPrivate apartment 10 min to Salem!
Rental unit in Gloucester
4.98 out of 5 average rating, 44 reviewsOcean Breeze / 8 min walk to Beach
Loft in Rockport
5 out of 5 average rating, 237 reviewsChic Downtown Loft â Private Parking â Ocean View
Rental unit in Rockport
4.92 out of 5 average rating, 138 reviewsOld Harbor
Guesthouse in Scituate
4.93 out of 5 average rating, 100 reviewsSerenity House
Loft in Swampscott
4.99 out of 5 average rating, 279 reviewsGorgeous Oceanfront Penthouse
Gloucester house rentals
Home in Stoneham
4.93 out of 5 average rating, 177 reviewsEntire Apartment in Stoneham
Home in Newbury
5 out of 5 average rating, 115 reviewsPlum Perch: Professionally Cleaned, Close to Beach
Home in Annisquam
4.95 out of 5 average rating, 133 reviewsViews over Lobster Cove!
Home in Newburyport
4.99 out of 5 average rating, 113 reviewsâSalty Girlâ Plum Island, MA
Home in Quincy
4.96 out of 5 average rating, 142 reviewsArtist's Haven (2)
Home in Gloucester
4.83 out of 5 average rating, 187 reviewsGloucester Private Contemporary 4 bedrooms
Home in Newbury
4.89 out of 5 average rating, 132 reviewsBrivera by the Sea, a Beautiful Plum Island Escape
Home in Marblehead
5 out of 5 average rating, 117 reviewsSeaside Cottage
Beach house rentals in Gloucester
Home in Beverly
4.86 out of 5 average rating, 174 reviewsBeverly Beach House- Upper Deck
Home in Rockport
4.92 out of 5 average rating, 38 reviewsCharming waterfront home. Patio, AC, Shops, Dining
Home in Salem
4.94 out of 5 average rating, 108 reviewsBeautiful historical house in Salem
Home in Gloucester
4.95 out of 5 average rating, 21 reviewsHarbor House with Ocean Views
Home in Salem
4.84 out of 5 average rating, 590 reviewsSalem Charm Meets Modern Luxury Next to Downtown
Home in Gloucester
4.97 out of 5 average rating, 65 reviewsOcean views! Welcome to Sea Breeze!
Home in Gloucester
4.98 out of 5 average rating, 65 reviewsNEWLY Renovated Luxury Home, Walk To Town & Beach
Home in Gloucester
4.94 out of 5 average rating, 36 reviewsCozy 2 Bedrooms near ocean
Quick stats about vacation rentals in Gloucester
Total rentals
580 properties
Total number of reviews
24K reviews
Family-friendly rentals
370 properties are a good fit for families
Pet-friendly rentals
150 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
270 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 250 vacation rentals in Riverview, over 250 vacation rentals in West Gloucester, and over 320 vacation rentals in Annisquam.
Are there vacation rentals with a dedicated workspace in Gloucester?
Yes! Work meets play with ease at over 270 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 150 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 hotel rentals in Gloucester?
Experience the best of Gloucester with our hotel rentals, starting at about $360 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 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 110 homes with a bbq area, over 10 homes with a gym, and more. Indulge in the ultimate retreat, tailored to your preferences.
Destinations to explore
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- Rentals with a patio Gloucester
- Family-friendly rentals Gloucester
- Condo rentals Gloucester
- Beachfront rentals Gloucester
- Rentals with beach access Gloucester
- Apartment rentals Gloucester
- House rentals Gloucester
- Beach house rentals Gloucester
- Monthly Rentals Gloucester
- Rentals with a washer and dryer Gloucester
- Waterfront rentals Gloucester
- Rentals with outdoor seating Gloucester
- Rentals with an EV charger Gloucester
- Rentals with a fire pit Gloucester
- Private suite rentals Gloucester
- Rentals with a fireplace Gloucester
- Kid-friendly rentals Gloucester
- Pet-friendly rentals Gloucester
- Rentals with breakfast Gloucester
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