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Search results; Over 1,000 homes in Gloucester
Over 1,000 homes in Gloucester
Top guest favourite
Guest favourite
Home in Gloucester
William Haskell House First Period Colonial Home
4 bedrooms
,
·
3 beds
,
·
2 private bathrooms
8–13 Nov
8–13 Nov
$4,120 SGD
$3,639 SGD
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for 5 nights
,
·
5.0 out of 5 average rating, 36 reviews
5.0 (36)
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
$1,247 SGD
$1,047 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
4 plus bedrms 5 baths- 3 level Beachfront House.
4 bedrooms
4 bedrooms
,
·
8 beds
8 beds
,
·
5 bathrooms
5 bathrooms
13–18 Sept
13–18 Sept
$12,795 SGD
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for 5 nights
$12,795 SGD for 5 nights
4.99 out of 5 average rating, 70 reviews
4.99 (70)
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
$7,455 SGD
$5,874 SGD
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for 5 nights
5.0 out of 5 average rating, 13 reviews
5.0 (13)
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
$2,761 SGD
$1,215 SGD
Show price breakdown
for 5 nights
Free cancellation
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
$1,390 SGD
$1,226 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 110 reviews
5.0 (110)
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
$2,335 SGD
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for 5 nights
$2,335 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
12–17 Sept
12–17 Sept
$4,137 SGD
$3,777 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
Home in Rockport
Pleasant Place Parking • Walk to Downtown
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
1–6 Nov
1–6 Nov
$1,594 SGD
$1,438 SGD
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for 5 nights
4.97 out of 5 average rating, 130 reviews
4.97 (130)
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
$1,350 SGD
$1,172 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
Home in Gloucester
“Sea La Vie” 4Bed / 3Bath Walk to Good Harbor
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
3 bathrooms
3 bathrooms
13–18 Sept
13–18 Sept
$5,637 SGD
$4,522 SGD
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for 5 nights
4.96 out of 5 average rating, 45 reviews
4.96 (45)
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
$3,241 SGD
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for 5 nights
$3,241 SGD for 5 nights
4.97 out of 5 average rating, 373 reviews
4.97 (373)
Superhost
Superhost
Home in Gloucester
Stay at Good Harbor Beach
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
27 Sept – 2 Oct
27 Sept – 2 Oct
$5,768 SGD
$3,410 SGD
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for 5 nights
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Top guest favourite
Guest favourite
Home in Gloucester
Stay at Smith Cove
2 bedrooms
2 bedrooms
,
·
3 queen beds
3 queen beds
,
·
3 bathrooms
3 bathrooms
27 Sept – 2 Oct
27 Sept – 2 Oct
$3,251 SGD
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for 5 nights
$3,251 SGD for 5 nights
4.97 out of 5 average rating, 34 reviews
4.97 (34)
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
$2,908 SGD
$2,632 SGD
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for 5 nights
Free cancellation
4.99 out of 5 average rating, 88 reviews
4.99 (88)
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
$1,105 SGD
$972 SGD
Show price breakdown
for 5 nights
4.91 out of 5 average rating, 288 reviews
4.91 (288)
Guest favourite
Guest favourite
Home in Gloucester
Gloucester Ocean View Home
4 bedrooms
4 bedrooms
,
·
7 beds
7 beds
,
·
3 bathrooms
3 bathrooms
15–20 Sept
15–20 Sept
$6,477 SGD
$5,672 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
Boulevard Retreat
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
20–25 Sept
20–25 Sept
$2,215 SGD
$1,949 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
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
$953 SGD
Show price breakdown
for 5 nights
$953 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 75 reviews
4.97 (75)
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