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Search results; Over 1,000 homes in Gloucester
Over 1,000 homes in Gloucester
Top guest favourite
Guest favourite
Holiday home in Gloucester
Gorgeous Oceanfront 2-Bdrm Apartment w/ Fireplace
2 bedrooms
,
·
3 beds
,
·
1.5 private bathrooms
6–11 Nov
6–11 Nov
$3,515 SGD
$3,085 SGD
Show price breakdown
for 5 nights
,
·
4.99 out of 5 average rating, 85 reviews
4.99 (85)
Top guest favourite
Guest favourite
Flat in Gloucester
New Downtown Gloucester Condo
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
15–20 Nov
15–20 Nov
$1,246 SGD
$1,045 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 26 reviews
5.0 (26)
Top guest favourite
Guest favourite
Home in Gloucester
Swim in Summer, Ski in Winter—Waterfront Sunsets!
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
25–30 Oct
25–30 Oct
$2,330 SGD
Show price breakdown
for 5 nights
$2,330 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 60 reviews
4.98 (60)
Guest favourite
Guest favourite
Home in Gloucester
Oceanfront Dock Escape ~ Kayaks & Paddleboards
4 bedrooms
4 bedrooms
,
·
7 beds
7 beds
,
·
3 bathrooms
3 bathrooms
11–16 Sept
11–16 Sept
$4,517 SGD
$4,120 SGD
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for 5 nights
Extended stay discount
4.96 out of 5 average rating, 46 reviews
4.96 (46)
Top guest favourite
Guest favourite
Flat in Gloucester
Boulevard Retreat
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
20–25 Sept
20–25 Sept
$2,210 SGD
$1,945 SGD
Show price breakdown
for 5 nights
Free cancellation
4.99 out of 5 average rating, 138 reviews
4.99 (138)
Top guest favourite
Guest favourite
Home in Gloucester
Cozy Coastal Cape Ann Suite - Minutes to Beaches
2 bedrooms
2 bedrooms
,
·
6 beds
6 beds
,
·
1 bathroom
1 bathroom
2–7 Nov
2–7 Nov
$1,347 SGD
$1,170 SGD
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for 5 nights
Free cancellation
4.97 out of 5 average rating, 35 reviews
4.97 (35)
Top guest favourite
Guest favourite
Flat in Gloucester
The Fort: On the Beau Port
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
20–25 Sept
20–25 Sept
$3,093 SGD
Show price breakdown
for 5 nights
$3,093 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 60 reviews
5.0 (60)
Guest favourite
Guest favourite
Home in Gloucester
Buoy 23 Vacation Home Rentals
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
12–17 Sept
12–17 Sept
$5,024 SGD
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for 5 nights
$5,024 SGD for 5 nights
5.0 out of 5 average rating, 10 reviews
5.0 (10)
Top guest favourite
Guest favourite
Home in Gloucester
Gloucester Ocean View Home
4 bedrooms
4 bedrooms
,
·
7 beds
7 beds
,
·
3 bathrooms
3 bathrooms
13–18 Sept
13–18 Sept
$6,463 SGD
$5,660 SGD
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for 5 nights
4.94 out of 5 average rating, 16 reviews
4.94 (16)
Top guest favourite
Guest favourite
Flat in Gloucester
Cozy Apartment at Green Landing, No Cleaning Fee
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
2–7 Nov
2–7 Nov
$958 SGD
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for 5 nights
$958 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 74 reviews
4.97 (74)
Top guest favourite
Guest favourite
Townhouse in Gloucester
The Haabah Beach Retreat—4 Minute Walk to Beach
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
11–16 Sept
11–16 Sept
$2,994 SGD
$2,432 SGD
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for 5 nights
5.0 out of 5 average rating, 59 reviews
5.0 (59)
Home in Gloucester
Good Harbor Beach Bridge
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
1 bathroom
1 bathroom
2–7 Nov
2–7 Nov
$2,755 SGD
$1,213 SGD
Show price breakdown
for 5 nights
Free cancellation
Guest favourite
Guest favourite
Home in Gloucester
Private Pickleball | Family Friendly | Sleep 18
6 bedrooms
6 bedrooms
,
·
12 beds
12 beds
,
·
5 bathrooms
5 bathrooms
15–20 Sept
15–20 Sept
$7,462 SGD
$6,310 SGD
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for 5 nights
5.0 out of 5 average rating, 13 reviews
5.0 (13)
Top guest favourite
Guest favourite
Apartment in Rockport
Rockport Getaway near ocean, music hall & downtown
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
15–20 Nov
15–20 Nov
$1,387 SGD
$1,223 SGD
Show price breakdown
for 5 nights
Free cancellation
5.0 out of 5 average rating, 110 reviews
5.0 (110)
Guest favourite
Guest favourite
Rooms in Gloucester
Annisquam Artist Oasis -Serene Private Upstairs
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
13–18 Sept
13–18 Sept
$1,103 SGD
$970 SGD
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for 5 nights
4.91 out of 5 average rating, 288 reviews
4.91 (288)
Top guest favourite
Guest favourite
Home in Gloucester
“Sea La Vie” 4Bed / 3Bath Walk to Good Harbor
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
3 bathrooms
3 bathrooms
12–17 Sept
12–17 Sept
$5,891 SGD
$4,722 SGD
Show price breakdown
for 5 nights
4.95 out of 5 average rating, 44 reviews
4.95 (44)
Top guest favourite
Guest favourite
Home in Rockport
Charming Toe-Hold, A Short Walk to Town and Beach
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
1.5 bathrooms
1.5 bathrooms
13–18 Sept
13–18 Sept
$3,295 SGD
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for 5 nights
$3,295 SGD for 5 nights
4.97 out of 5 average rating, 373 reviews
4.97 (373)
Top guest favourite
Guest favourite
Home in Gloucester
The Mariner|Family Friendly|Backyard|Walk 2 Beach
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2.5 bathrooms
2.5 bathrooms
13–18 Nov
13–18 Nov
$2,902 SGD
$2,655 SGD
Show price breakdown
for 5 nights
Free cancellation
4.99 out of 5 average rating, 88 reviews
4.99 (88)
Top guest favourite
Guest favourite
Apartment in Gloucester
Smith Cove Cottage Condo
1 bedroom
1 bedroom
,
·
2 queen beds
2 queen beds
,
·
1 bathroom
1 bathroom
25–30 Oct
25–30 Oct
$2,013 SGD
$1,652 SGD
Show price breakdown
for 5 nights
Free cancellation
4.97 out of 5 average rating, 66 reviews
4.97 (66)
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