Gloucester vacation rentals
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Top-rated vacation rentals in Gloucester
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Home in Gloucester
4.99 out of 5 average rating, 153 reviewsRocky Neck Retreat 4 Bedroom/2Bath/Kitchen/Laundry
.Relaxing private location .4 beds 2 baths with full kitchen/pans/Dishwasher/Wash/Dryer.Renovated organic design integrates historic architecture with modern touches.If you come for hikes, beach/music/food scene, you will enjoy the Rocky Neck District .The unique home has 4 bedrooms /4 Queen Beds. Speedy WIFI .Parking is up a steep narrow drive . NO trucks or Large SUVs. 2 cars max. Note* Kitchen and LR are upstairs.There are stairs. Contact owner for questions re:parking or limited mobility.
Aug 5 – 12
Apartment in Beverly
4.92 out of 5 average rating, 446 reviewsPrivate apartment 10 min to Salem!
This private entrance basement apartment is within a 1/2 mile to several beautiful Beverly beaches. Downtown Beverly is about a 10 to 15 minute pleasant walk. It offers great restaurants and cafes. Live entertainment is happening almost nightly at the Larcom and Cabot theaters. Endicott College is 1 mile away. Downtown Salem is about a ten minute drive from here. The train to Boston, Salem, or Rockport is about a mile away. Plenty of safe street parking is available in front of my house.
Apr 7 – 14
Guest suite in Beverly
4.85 out of 5 average rating, 656 reviewsHistoric North Shore, private suite & bathroom
Minutes from Salem! Relax in historic Beverly (walk to Beverly shops) in your private suite; bedroom, living room, and small bathroom, connected to our home, but private entrance. Just minutes from Salem. Commuter line to Boston and close to beautiful North Shore beaches and historic sites. Beaches within biking and driving distances, downtown, parks, hiking. Comfy, soft king bed, queen pull out couch, and plenty of linens. Great for couples, solo adventurers, business travelers, and families.
Sep 11 – 18
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
Guest suite in Gloucester
4.98 out of 5 average rating, 128 reviewsThe Carriage House near Plum Cove Beach
Jan 10 – 17
Apartment in Gloucester
4.86 out of 5 average rating, 104 reviewsBright One Bedroom Apartment 5 Min Walk From Beach
Oct 9 – 16
Home in Gloucester
4.82 out of 5 average rating, 161 reviewsGloucester Private Contemporary 4 bedrooms
May 27 – Jun 3
Apartment in Beverly
4.97 out of 5 average rating, 176 reviewsGarden City of the Northshore
Nov 30 – Dec 7
Condo in Rockport
4.99 out of 5 average rating, 184 reviews6 Tuna Wharf - Harbor right outside kitchen door!
Aug 9 – 16
Home in Gloucester
4.96 out of 5 average rating, 121 reviewsBooking spring/summer-Overlooking Lobster Cove
Jan 20 – 27
Guesthouse in Rockport
5.0 out of 5 average rating, 214 reviewsSea Mist Cottage Rockport, MA
Dec 2 – 9
Apartment in Gloucester
4.94 out of 5 average rating, 105 reviewsOpen Concept Eclectic Mod 3 BR
Apr 22 – 29
Apartment in Rockport
4.93 out of 5 average rating, 122 reviewsHidden Gem! Short term rental steps from 2 beaches
Dec 9 – 16
Apartment in Rockport
4.94 out of 5 average rating, 148 reviewsMary's By The Sea
Sep 9 – 16
Home in Gloucester
4.8 out of 5 average rating, 137 reviewsGloucester getaway ocean escape
Apr 5 – 12
Townhouse in Gloucester
5.0 out of 5 average rating, 152 reviewsBetween 2 Beaches
Jan 9 – 16
Gloucester house rentals
Home in Rockport
4.97 out of 5 average rating, 279 reviewsCharming Toe-Hold, A Short Walk to Town and Beach
Jan 3 – 10
Home in Ipswich
4.98 out of 5 average rating, 170 reviewsStagehill Beach House
Dec 16 – 23
Home in Marblehead
4.91 out of 5 average rating, 169 reviewsBungalow in Downtown Marblehead
Dec 17 – 24
Home in Lynn
4.91 out of 5 average rating, 225 reviewsClean, spacious In-Law Suite -Near Everything
Dec 30 – Jan 6
Home in Rye
4.99 out of 5 average rating, 218 reviews*Beachfront* Vintage Coastal Cottage - Relaxation
Oct 30 – Nov 6
Home in Kittery
4.95 out of 5 average rating, 424 reviewswater view property "The Little House"
Mar 14 – 21
Home in Salisbury
4.91 out of 5 average rating, 113 reviewsNEW 3BR home, incredible views - Beach across St
Nov 13 – 20
Home in Marblehead
4.98 out of 5 average rating, 185 reviewsAuthentic Rustic Single Family Home in Old Town
Dec 19 – 26
Home in Billerica
4.97 out of 5 average rating, 149 reviewsResidential home ▪ Billerica ▪ quiet, clean & cozy
Feb 10 – 17
Home in North Andover
4.94 out of 5 average rating, 127 reviewsNana-tucket Inn
Jan 11 – 18
Home in Marblehead
4.88 out of 5 average rating, 131 reviewsModern 4 Bed 2 Bath home W/ Private outdoor space
Dec 31 – Jan 7
Home in Beverly
4.91 out of 5 average rating, 116 reviewsHistoric New England Arts & Crafts home
Dec 12 – 19
Gloucester cottage rentals
Cottage in Essex
4.97 out of 5 average rating, 212 reviewsFrench Flair "Pied a Terre" Cottage on the Marsh
Aug 23 – 30
Cottage in Manchester-by-the-Sea
4.95 out of 5 average rating, 340 reviewsSinging Beach Cottage in Manchester by the Sea
Aug 24 – 31
Cottage in Gloucester
4.86 out of 5 average rating, 157 reviewsBright & Cheerful 3BR+den, Gloucester Cottage
May 9 – 16
Cottage in Gloucester
4.85 out of 5 average rating, 157 reviewsSeaHaven Cottage at Stage Fort Park
Sep 5 – 12
Cottage in Rockport
4.98 out of 5 average rating, 100 reviewsPeriwinkle Cottage #1 -walk to everything!
Jun 4 – 11
Cottage in Rye
4.91 out of 5 average rating, 120 reviewsSeacoast Solo
Jan 12 – 19
Cottage in Hampton
4.78 out of 5 average rating, 183 reviewsCozy Cottage steps from Hampton Strip With Parking
Sep 24 – Oct 1
Cottage in Newburyport
5.0 out of 5 average rating, 144 reviewsPlum Island’s TRUE NORTH COTTAGE
Sep 4 – 11
Cottage in Kittery
4.95 out of 5 average rating, 139 reviewsCozy Maine Cottage by the Sea
Oct 27 – Nov 3
Cottage in Newbury
4.82 out of 5 average rating, 101 reviewsSunset Bliss a Plum Island Oasis- Beach 3 min walk
Jun 2 – 9
Cottage in Epsom
4.97 out of 5 average rating, 188 reviewsSmokey Pines Camp
Sep 23 – 30
Cottage in Kittery
4.96 out of 5 average rating, 272 reviewsCharming Coastal Maine Cottage
Oct 26 – Nov 2
Quick stats about vacation rentals in Gloucester
Total rentals | 530 properties |
---|---|
Rentals with dedicated workspaces | 240 properties have a dedicated workspace |
Rentals with a pool | 10 properties have a pool |
Pet-friendly rentals | 130 properties allow pets |
Family-friendly rentals | 320 properties are a good fit for families |
Total number of reviews | 22K reviews |
Frequently Asked Questions
What types of vacation rentals are available in Gloucester?
Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Gloucester. From over 40 cottage rentals to over 230 house rentals, we've got you covered. For even more variety, explore our Airbnb Categories to find the ideal space for your getaway.
Where should I stay in Gloucester?
Make yourself at home in Gloucester by choosing from our most frequently booked neighborhoods. We have over 220 vacation rentals in West Gloucester, and over 300 vacation rentals in Annisquam.
Are there vacation rentals with a dedicated workspace in Gloucester?
Yes! Work meets play with ease at over 240 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 cottage rentals in Gloucester?
Experience the best of Gloucester with our cottage rentals, starting at about $120 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 200 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
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