Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Homes
Homes
NEW
NEW
Experiences
Experiences, new
NEW
NEW
Services
Services, new
Start your search
Location
Homes in Gloucester
Check in / Check out
Any week
Guests
Add guests
Become a host
Help Centre
Become a host
It’s easy to start hosting and earn extra income.
Refer a host
Find a co-host
Log in or sign up
filters
Filters
Price
Type of place
Show map
Search results; Over 1,000 homes in Gloucester
Over 1,000 homes in Gloucester
Top guest favourite
Guest favourite
Cottage in Gloucester
Sunny & private cottage in Lanesville Village
2 bedrooms
,
·
3 beds
,
·
1 private bathroom
7–12 Feb
7–12 Feb
$1,717 SGD
Show price breakdown
for 5 nights
$1,717 SGD for 5 nights
,
·
4.97 out of 5 average rating, 152 reviews
4.97 (152)
Guest suite in Gloucester
Herringbone Suite at Beacon House
New place to stay
New
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
12–17 Sept
12–17 Sept
$1,464 SGD
$1,324 SGD
Show price breakdown
for 5 nights
Extended stay discount
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Flat in Gloucester
Quaint Neighborhood / Close to Beaches
4.98 out of 5 average rating, 169 reviews
4.98 (169)
,
·
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
30 Aug – 4 Sept
30 Aug – 4 Sept
$1,638 SGD
$1,476 SGD
Show price breakdown
for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Home in Gloucester
Private 2BR Near Downtown, Beaches & Restaurants
5.0 out of 5 average rating, 10 reviews
5.0 (10)
,
·
2 bedrooms
2 bedrooms
,
·
6 beds
6 beds
,
·
1 bathroom
1 bathroom
23–28 Aug
23–28 Aug
$1,618 SGD
Show price breakdown
for 5 nights
$1,618 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Home in Gloucester
Lane's Cove Bijou
4.93 out of 5 average rating, 43 reviews
4.93 (43)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1.5 bathrooms
1.5 bathrooms
1–6 Nov
1–6 Nov
$1,410 SGD
Show price breakdown
for 5 nights
$1,410 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Flat in Gloucester
Walk to Good Harbor Beach
4.93 out of 5 average rating, 131 reviews
4.93 (131)
,
·
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
27 Sept – 2 Oct
27 Sept – 2 Oct
$1,335 SGD
Show price breakdown
for 5 nights
$1,335 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Flat in Gloucester
Boulevard Retreat
4.99 out of 5 average rating, 119 reviews
4.99 (119)
,
·
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
20–25 Sept
20–25 Sept
$2,045 SGD
Show price breakdown
for 5 nights
$2,045 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Flat in Gloucester
Artist Retreat
4.92 out of 5 average rating, 24 reviews
4.92 (24)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
12–17 Jul
12–17 Jul
$1,526 SGD
Show price breakdown
for 5 nights
$1,526 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Home in Gloucester
2 bdrm house on the water, watch tide ebb and flow
5.0 out of 5 average rating, 7 reviews
5.0 (7)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
8–13 Sept
8–13 Sept
$2,800 SGD
Show price breakdown
for 5 nights
$2,800 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Home in Gloucester
Overlook Gloucester's Inner Harbor, Walk to Town
4.98 out of 5 average rating, 95 reviews
4.98 (95)
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
29 Aug – 3 Sept
29 Aug – 3 Sept
$3,296 SGD
Show price breakdown
for 5 nights
$3,296 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Rooms in Gloucester
Annisquam Artist Oasis -Serene Private Upstairs
4.92 out of 5 average rating, 275 reviews
4.92 (275)
,
·
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
2–7 Aug
2–7 Aug
$1,023 SGD
Show price breakdown
for 5 nights
$1,023 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Flat in Gloucester
Cozy Apartment at Green Landing, No Cleaning Fee
4.97 out of 5 average rating, 65 reviews
4.97 (65)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
19–24 Jul
19–24 Jul
$1,429 SGD
Show price breakdown
for 5 nights
$1,429 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Apartment in Gloucester
Smith Cove Cottage Condo
4.98 out of 5 average rating, 51 reviews
4.98 (51)
,
·
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
31 Aug – 5 Sept
31 Aug – 5 Sept
$1,866 SGD
Show price breakdown
for 5 nights
$1,866 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Apartment in Gloucester
Retreat to tranquility - water views
4.95 out of 5 average rating, 44 reviews
4.95 (44)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
12–17 Jul
12–17 Jul
$2,659 SGD
$2,059 SGD
Show price breakdown
for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Apartment in Rockport
Waterfront Downtown Apartment • Walk Everywhere
4.95 out of 5 average rating, 117 reviews
4.95 (117)
,
·
1 bedroom
1 bedroom
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
1–6 Sept
1–6 Sept
$2,348 SGD
Show price breakdown
for 5 nights
$2,348 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Guest suite in Rockport
Historic Rockport Large Suite, Entire Third Floor.
4.99 out of 5 average rating, 153 reviews
4.99 (153)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
13–18 Sept
13–18 Sept
$1,549 SGD
Show price breakdown
for 5 nights
$1,549 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Flat in Gloucester
Beautifully remodeled unit in heart of Gloucester
4.97 out of 5 average rating, 149 reviews
4.97 (149)
,
·
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
26 Sept – 1 Oct
26 Sept – 1 Oct
$1,648 SGD
Show price breakdown
for 5 nights
$1,648 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Townhouse in Gloucester
3BR Harborside Home|Gloucester+Rockport|Ocean View
4.97 out of 5 average rating, 88 reviews
4.97 (88)
,
·
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
16–21 Sept
16–21 Sept
$3,203 SGD
$2,836 SGD
Show price breakdown
for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Guest house in Rockport
Gingerbread House | Hot Tub | Dog Friendly
4.99 out of 5 average rating, 156 reviews
4.99 (156)
,
·
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
13–18 Sept
13–18 Sept
$1,959 SGD
Show price breakdown
for 5 nights
$1,959 SGD for 5 nights
Pay $0 today
Free cancellation
1
2
3
4
…
15