
Holiday houses in Annisquam River
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Top-rated holiday rentals in Annisquam River
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Other great holiday rentals in Annisquam River
Guest favourite

Home in Gloucester
4.96 out of 5 average rating, 28 reviewsBeach House on a Private Beach!
ToriRating, 5 stars1 week ago
Oh my goodness. This place was a DREAM. Such a beautiful home with a view you can’t top. My husband and I stayed with our children and two friends for an east coast summer getaway and we could not have found a better place. Awesome setup, view, and Gaby could not have been more helpful. We would love to stay here again.
Top Guest favourite

Guest suite in Gloucester
5 out of 5 average rating, 46 reviewsBeachside~at Good Harbor Beach 2 person 1 bedroom.
SheaRating, 5 stars1 month ago
Lois’ place was conveniently located by the beach, restaurants, ice cream, and coffee. It was perfect for a nice walk on the beach in the morning. The place was clean, perfect size for two people with parking accommodations. We will surely be back!
Guest favourite

Cottage in Rockport
5 out of 5 average rating, 25 reviewsCottage with stunning ocean view and private beach
MarciaRating, 5 stars9 months ago
Lovely location and beautifully renovated home. Kitchen well appointed. Beds comfortable. Host very responsive. Would return.
Guest favourite

Home in Gloucester
4.97 out of 5 average rating, 34 reviewsHarbor House with Ocean Views
JustinRating, 5 stars3 weeks ago
Harbor House is a great place, conveniently located near downtown, shops, restaurants, and bars are walkable, nice ocean view from the upstairs living room, its an excellent choice for your visit to Gloucester
Superhost

Apartment in Gloucester
4.88 out of 5 average rating, 81 reviewsAnnisquam Village Abode - access to private beach
JohnRating, 5 stars7 months ago
overall, this was a wonderful stay. Susan is extremely friendly, honest, and a very gracious host. She had a bowl of fresh fruit waiting for us along with Milk, Orange juice, English muffins, butter, and cereal; things I was not expecting and have never had before at an Airbnb. The unit was immaculate and exactly as the pictures showed. I asked for recommendations on a few things to do and she provided links to yelp pages almost immediately. I believe Susan lives in a different part of the house, but we still felt like we had so much privacy. The unit is in a gorgeous little private wooded development not far from the water, and we enjoyed a few walks around the neighborhood admiring some of the beautiful houses and the water view. We had no issue getting an uber to and from Glaucester to attend the wedding we were in town for, despite the area being so private. I would absolutely stay here again if we ever find ourselves back in the area!
Guest favourite

Apartment in Gloucester
4.96 out of 5 average rating, 53 reviewsCbytheSea - Ocean View Penthouse
InvaRating, 5 stars3 days ago
Spent Father’s Day weekend in Gloucester with immediate and extended family, and rented both units from Nick and Emily. I must say the whole family absolutely loved everything in the units. I feel like pictures don’t do it justice as it felt way bigger in person. So well decorated. Super clean. Amazing location!! Finding parking wasn’t teeeerrible, just slightly inconvenient. There was always plenty if you were willing to take a short walk. Nick and Emily were super responsive and extremely accommodating. Hoping we can all return once this New England weather warms up enough to enjoy the beaches.
Top Guest favourite

Home in Gloucester
5 out of 5 average rating, 8 reviewsStay at Rocky Neck
KrisRating, 5 stars1 week ago
Great location and beautiful views. We will for sure look to stay here again on any future visits to Gloucester.
Guest favourite

Apartment in Gloucester
4.95 out of 5 average rating, 42 reviewsCozy Apartment at Green Landing (No Cleaning Fee)
ReneeRating, 5 stars4 days ago
Dominic's place was just as described. It was very easy to find, get into, and check out. The coffee supplies were a very pleasant surprise as I was able to make my morning coffee with ease. I would definitely stay here again.
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- Hampton Beach
- Ogunquit Beach
- Wells Beach
- Boston Common
- Fenway Park
- Revere Beach
- TD Garden
- Harvard University
- Lynn Beach
- York Harbor Beach
- Duxbury Beach
- North Hampton Beach
- New England Aquarium
- Faneuil Hall Marketplace
- Long Beach
- Freedom Trail
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- Good Harbor Beach
- Prudential Center
- MIT Museum
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- Museum of Fine Arts, Boston