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Vacation rentals in Gloucester

Vacation rentals in Gloucester

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Gloucester

Guests agree: these stays are highly rated for location, cleanliness, and more.

Waterfront Annisquam Home, beautifully renovated
Entire house · 6 guests · 4 beds · 1.5 baths

Waterfront Annisquam Home, beautifully renovatedBrand new renovation of 3 bedroom home on Lobster Cove in Annisquam. Direct waterfront with 2 double kayaks. Enjoy sitting on the deck watching the boats come and go and the kids jumping off the Annisquam footbridge at high tide. Or, take the kayaks to Wingaersheek beach and avoid the car lines and the fee. All new furnishings 2017, beautifully decorated, stunning bath and awesome views. 2 Queen beds, 2 twins, sleeps 6.

Ocean view kingsize south end studio
SUPERHOST
Entire apartment · 4 guests · 2 beds · 1 bath

Ocean view kingsize south end studioThis spacious and immaculate king-size studio has lovely views of the ocean from your perch above the trees. Sunny and bright with a cathedral ceiling with fan, complete kitchen, full double bed, double and single futons sleeps four comfortably, new bath with 48" shower. Take the 2 minute walk to the ocean's edge and watch the beautiful sunrise or stroll the quiet roads of the South End for an evening walk.

Quaint 1 Bedroom Apartment  by Front Beach
SUPERHOST
Entire guest suite · 3 guests · 1 bed · 1 bath

Quaint 1 Bedroom Apartment by Front BeachLocated just steps from Front Beach, this 1700s newly renovated antique 1 bedroom apartment is in a perfect location to enjoy all that Rockport has to offer. Enjoy a day at Front Beach, a lovely stroll to shops and restaurants on Bearskin Neck, walk to Millbrook Meadow Park, and/or enjoy an evening at the Shalin Liu Performance Center – all just minutes away on foot. This 1 bedroom apartment has a private entrance and small outdoor seating area.

Holiday rentals for every style

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Popular amenities for Gloucester holiday rentals

  • Kitchen
  • Wi-Fi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Gloucester

Rockport Harborview ★ Private Deck & Free Parking!
SUPERHOSTEntire condominium
Rockport Harborview ★ Private Deck & Free Parking!
Price:$375 NZD / night
Rocky Neck Studio/Loft, Gloucester, Mass.
SUPERHOSTEntire loft
Rocky Neck Studio/Loft, Gloucester, Mass.
Price:$155 NZD / night
Annisquam Village Bunny Cottage
SUPERHOSTEntire guesthouse
Annisquam Village Bunny Cottage
Price:$187 NZD / night
Bed and Breakfast by the sea- superb views/cosy
SUPERHOSTPrivate room
Bed and Breakfast by the sea- superb views/cosy
Price:$135 NZD / night
Cozy Cottage by Beach
SUPERHOSTEntire house
Cozy Cottage by Beach
Price:$270 NZD / night
Sunset Studio w/Scenic Harbor View
SUPERHOSTEntire apartment
Sunset Studio w/Scenic Harbor View
Price:$262 NZD / night
Cozy Coastal Retreat!
SUPERHOSTPrivate room
Cozy Coastal Retreat!
Price:$225 NZD / night
Heart of Old Town Duplex, Steps from Harbor
Entire apartment
Heart of Old Town Duplex, Steps from Harbor
Price:$148 NZD / night
Charming Studio in the Pines
SUPERHOSTEntire guest suite
Charming Studio in the Pines
Price:$155 NZD / night
Ocean View unit with Private Roofdeck in Rockport
Entire apartment
Ocean View unit with Private Roofdeck in Rockport
Price:$300 NZD / night
Walk to Good Harbor Beach
SUPERHOSTEntire apartment
Walk to Good Harbor Beach
Price:$225 NZD / night
Wonderful Rocky Neck home on Gloucester harbor
SUPERHOSTEntire house
Wonderful Rocky Neck home on Gloucester harbor
Price:$496 NZD / night
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