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300+ stays

Stays in Gloucester

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Entire house in Beverly
Beaches, Gardens & Sublime Peace on Private Estate
5 guests2 bedrooms4 beds1 bath
Wi-FiFree parkingKitchenHeating
Rating 5.0 out of 5;8 reviews
Price:$104 NZD / night
Entire house in Gloucester
Waterfront Annisquam Home, beautifully renovated
6 guests3 bedrooms4 beds1.5 baths
Wi-FiFree parkingKitchenHeating
Rating 5.0 out of 5;17 reviews
Price:$108 NZD / night
Private room in Gloucester
Island Illusional Peace
2 guests1 bedroom3 beds1 bath
Wi-FiFree parkingKitchenHeating
Price:$65 NZD / night
SUPERHOST
Entire cottage in Gloucester
Cottage In The Woods
3 guests2 bedrooms1 bed1 bath
Wi-FiFree parkingKitchenHeating
Rating 4.82 out of 5;116 reviews
Price:$185 NZD / night
Private room in Gloucester
Cozi & Sweet Island Treat
1 guest1 bedroom4 beds1 shared bath
Wi-FiFree parkingKitchenHeating
Price:$35 NZD / night
Entire house in Rockport
Ocean Views 3 BR Glenellen House weekly rentals
4 guests3 bedrooms3 beds2 baths
Wi-FiFree parkingKitchenHeating
Rating 5.0 out of 5;8 reviews
Price:$85 NZD / night
Entire cottage in Rockport
Ocean front cottage turned modern retreat
6 guests3 bedrooms4 beds1 bath
Wi-FiFree parkingKitchenHeating
Price:$285 NZD / night
SUPERHOST
Entire apartment in Gloucester
Spacious one bedroom apartment 10 min from beach
3 guests1 bedroom1 bed1 bath
Wi-FiFree parkingKitchenHeating
Rating 4.92 out of 5;60 reviews
Price:$91 NZD / night
SUPERHOST
Entire guest suite in Gloucester
SplashLanding Private Beach Getaway in Gloucester
2 guests1 bedroom1 bed1 bath
Wi-FiFree parkingKitchenHeating
Rating 4.98 out of 5;239 reviews
Price:$355 NZD / night
Entire condominium in Salem
A Simple Home in Salem
4 guests1 bedroom2 beds1 bath
Wi-FiFree parkingKitchenHeating
Price:$75 NZD / night

Rare finds

These places are usually booked.

Rating 5.0 out of 5;8 reviews
  1. Entire house
  2. Beverly
Beaches, Gardens & Sublime Peace on Private Estate
Price:$104 NZD / night
SUPERHOST
Rating 4.82 out of 5;116 reviews
  1. Entire cottage
  2. Gloucester
Cottage In The Woods
Price:$185 NZD / night
Rating 5.0 out of 5;8 reviews
  1. Entire house
  2. Rockport
Ocean Views 3 BR Glenellen House weekly rentals
Price:$85 NZD / night
SUPERHOST
Rating 4.92 out of 5;60 reviews
  1. Entire apartment
  2. Gloucester
Spacious one bedroom apartment 10 min from beach
Price:$91 NZD / night
SUPERHOST
Rating 4.98 out of 5;239 reviews
  1. Entire guest suite
  2. Gloucester
SplashLanding Private Beach Getaway in Gloucester
Price:$355 NZD / night
SUPERHOST
Rating 4.64 out of 5;86 reviews
  1. Entire guesthouse
  2. Gloucester
Dog-Friendly Cozy Cottage by the Inner Harbor
Price:$57 NZD / night
SUPERHOST
Rating 4.94 out of 5;33 reviews
  1. Entire apartment
  2. Gloucester
Winter Annisquam Getaway: ask about rate discount!
Price:$221 NZD / night
Rating 5.0 out of 5;26 reviews
  1. Tiny house
  2. Rockport
Little Red House on Bearskin Neck!
Price:$164 NZD / night
SUPERHOST
Rating 4.84 out of 5;153 reviews
  1. Entire apartment
  2. Manchester-by-the-Sea
Singing Beach Apartment in Manchester by the Sea
Price:$97 NZD / night
SUPERHOST
Rating 4.92 out of 5;24 reviews
  1. Entire apartment
  2. Gloucester
Welcoming Getaway Oasis!
Price:$161 NZD / night
SUPERHOST
Rating 4.94 out of 5;18 reviews
  1. Entire cottage
  2. Gloucester
Cute Cottage with harbor views in a great location
Price:$283 NZD / night
SUPERHOST
Rating 4.84 out of 5;68 reviews
  1. Entire apartment
  2. Ipswich
Hotel quality and confy , close to beach /sleeps 6
Price:$141 NZD / night
Rating 4.95 out of 5;170 reviews
  1. Entire bungalow
  2. Rockport
Cozy Seaside Bungalow- Enjoy Rockport Year-Round
Price:$183 NZD / night
SUPERHOST
Rating 4.96 out of 5;189 reviews
  1. Entire cabin
  2. Rockport
The Dogtown Cabin at Applecart Farm
Price:$252 NZD / night
SUPERHOST
Rating 4.95 out of 5;38 reviews
  1. Entire house
  2. Gloucester
Wonderful Rocky Neck home on Gloucester harbor
Price:$463 NZD / night
Tiny house in Rockport
Little Red House on Bearskin Neck!
2 guestsStudio1 bed1 bath
Wi-FiKitchenHeating
Rating 5.0 out of 5;26 reviews
Price:$164 NZD / night
SUPERHOST
Entire apartment in Gloucester
Winter Annisquam Getaway: ask about rate discount!
4 guests2 bedrooms2 beds1 bath
Wi-FiFree parkingKitchenHeating
Rating 4.94 out of 5;33 reviews
Price:$221 NZD / night
SUPERHOST
Entire condominium in Rockport
6 Tuna Wharf - On the harbor
2 guests1 bedroom1 bed1 bath
Wi-FiFree parkingKitchenHeating
Rating 4.98 out of 5;47 reviews
Price:$245 NZD / night
SUPERHOST
Entire apartment in Manchester-by-the-Sea
Singing Beach Apartment in Manchester by the Sea
4 guests2 bedrooms3 beds1 bath
Wi-FiFree parkingKitchenHeating
Rating 4.84 out of 5;153 reviews
Price:$97 NZD / night
SUPERHOST
Entire apartment in Gloucester
Welcoming Getaway Oasis!
6 guests2 bedrooms3 beds1 bath
Wi-FiFree parkingKitchenHeating
Rating 4.92 out of 5;24 reviews
Price:$161 NZD / night
SUPERHOST
Entire guesthouse in Gloucester
Dog-Friendly Cozy Cottage by the Inner Harbor
2 guests1 bedroom1 bed1 bath
Wi-FiFree parkingKitchenHeating
Rating 4.64 out of 5;86 reviews
Price:$57 NZD / night
Private room in Gloucester
Cozy Illusional Relaxing Peace of Mind
2 guests1 bedroom3 beds1 bath
Wi-FiFree parkingKitchenHeating
Price:$65 NZD / night
SUPERHOST
Entire apartment in Swampscott
Romantic Ocean/Boston Views with Exclusive Hot Tub
2 guests1 bedroom1 bed1.5 baths
Wi-FiKitchenHeating
Rating 4.94 out of 5;181 reviews
Price:$283 NZD / night
Entire apartment in Gloucester
Prime location to Beauport Hotel & Beach, Glo Apt
6 guests2 bedrooms5 beds1.5 baths
Wi-FiFree parkingKitchenHeating
Rating 4.79 out of 5;72 reviews
Price:$171 NZD / night
Private room in Beverly
Lovely Beverly Farms
1 guest1 bedroom1 bed1 shared bath
Wi-FiFree parkingKitchenHeating
Rating 4.77 out of 5;13 reviews
Price:$81 NZD / night
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120 of 300+ places to stay
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