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Search results; Over 1,000 homes in Gloucester

Top guest favourite
Home in Gloucester
Harbor View Walk to Beach & Town, 6Guests KingBeds
3 bedrooms, 4 beds, 2 private bathrooms
20–25 Aug
,
4.96 out of 5 average rating, 152 reviews
Top guest favourite
Room in Ipswich
Cedarwood Farm - Marie Antoinette Suite
1 queen bed
21–26 Aug
4.96 out of 5 average rating, 47 reviews
Top guest favourite
Flat in Gloucester
Charming Retreat / Close to Beaches
2 bedrooms, 2 beds
4–9 Dec
4.93 out of 5 average rating, 129 reviews
Top guest favourite
Flat in Beverly
Cozy Boho Den
1 bedroom, 2 beds
23–28 Aug
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Flat in Gloucester
Stunning Ocean-View Retreat, Magnolia Beach
2 bedrooms, 2 king beds
27 Aug – 1 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Rooms in Gloucester
Annisquam Artist Oasis -Serene Private Upstairs
2 bedrooms, 3 beds
13–18 Sept
4.92 out of 5 average rating, 284 reviews
Top guest favourite
Guest suite in Gloucester
The Artist Suite by Toi Moi
1 bedroom, 1 queen bed
24–29 Aug
5.0 out of 5 average rating, 81 reviews
Guest favourite
Home in Gloucester
Massachusetts Abode w/ Deck & Grill: Near Beaches!
2 bedrooms, 3 beds
19–24 Sept
4.92 out of 5 average rating, 37 reviews
Top guest favourite
Home in Gloucester
Cozy Coastal Cape Ann Suite - Minutes to Beaches
2 bedrooms, 6 beds
2–7 Nov
4.96 out of 5 average rating, 25 reviews
Top guest favourite
Home in Gloucester
Lane's Cove Bijou
2 bedrooms, 2 beds
8–13 Nov
4.93 out of 5 average rating, 45 reviews
Top guest favourite
Guest suite in Newbury
Parker River House Two Bedroom
2 bedrooms, 2 beds
6–11 Sept
4.98 out of 5 average rating, 94 reviews
Top guest favourite
Flat in Rockport
Apartment in Rockport
1 bedroom, 1 queen bed
7–12 Sept
5.0 out of 5 average rating, 14 reviews
Superhost
Flat in Gloucester
Stay at the Marina (Gloucester)
2 bedrooms, 4 beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Gloucester
Sunset Serenity-Entire Cozy Home-30 min to Salem
2 bedrooms, 3 beds
12–17 Sept
4.89 out of 5 average rating, 9 reviews
Top guest favourite
Flat in Gloucester
Blue Magnolia
2 bedrooms, 3 beds
23–28 Aug
4.99 out of 5 average rating, 85 reviews
Top guest favourite
Apartment in Rockport
Rockport Getaway near ocean, music hall & downtown
2 bedrooms, 3 beds
9–14 Nov
5.0 out of 5 average rating, 109 reviews
Top guest favourite
Home in Rockport
Charming Toe-Hold, A Short Walk to Town and Beach
4 bedrooms, 6 beds
13–18 Sept
4.97 out of 5 average rating, 368 reviews
Top guest favourite
Apartment in Gloucester
Smith Cove Cottage Condo
1 bedroom, 2 queen beds
13–18 Sept
4.98 out of 5 average rating, 59 reviews
Loft in Gloucester
Gloucester Large 2-Room Studio, Full Kitchen, Deck
1 queen bed
29 Aug – 3 Sept
5.0 out of 5 average rating, 5 reviews