Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Homes
Homes
Experiences
Experiences
Services
Services
Start your search
Location
Homes in Gloucester
Check in / Check out
Any week
Guests
Add guests
Log in or sign up
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
Apartment in Gloucester
Boho Beach Condo for Ocean Escape
2 bedrooms
,
·
3 beds
,
·
2 private bathrooms
18–23 Oct
18–23 Oct
$3,713 SGD
$1,736 SGD
Show price breakdown
for 5 nights
,
·
4.97 out of 5 average rating, 143 reviews
4.97 (143)
Guest favourite
Guest favourite
Home in Gloucester
Luxury 5BR Family Retreat | Walk to Beach & Town
5 bedrooms
5 bedrooms
,
·
6 beds
6 beds
6–11 Dec
6–11 Dec
$2,102 SGD
$1,810 SGD
Show price breakdown
for 5 nights
Free cancellation
4.97 out of 5 average rating, 148 reviews
4.97 (148)
Top guest favourite
Guest favourite
Home in Gloucester
Ocean views! Welcome to Sea Breeze! Winter rates!
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
3–8 Nov
3–8 Nov
$2,262 SGD
Show price breakdown
for 5 nights
$2,262 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 112 reviews
4.98 (112)
Top guest favourite
Guest favourite
Home in Gloucester
Luxury Starboard Townhome Steps to Niles Beach
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
4–9 Oct
4–9 Oct
$5,905 SGD
$4,811 SGD
Show price breakdown
for 5 nights
5.0 out of 5 average rating, 30 reviews
5.0 (30)
Top guest favourite
Guest favourite
Flat in Gloucester
New Downtown Gloucester Condo
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
12–17 Nov
12–17 Nov
$1,372 SGD
$1,180 SGD
Show price breakdown
for 5 nights
Free cancellation
5.0 out of 5 average rating, 22 reviews
5.0 (22)
Top guest favourite
Guest favourite
Holiday home in Gloucester
On the Water Gem - 2 BR -The Cove Lanesville
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
13–18 Sept
13–18 Sept
$3,552 SGD
Show price breakdown
for 5 nights
$3,552 SGD for 5 nights
Free cancellation
4.99 out of 5 average rating, 92 reviews
4.99 (92)
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
12–17 Sept
12–17 Sept
$5,436 SGD
$4,715 SGD
Show price breakdown
for 5 nights
4.95 out of 5 average rating, 44 reviews
4.95 (44)
Guest favourite
Guest favourite
Place to stay in Gloucester
Back Shore Hidden Garden Suite
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
3–8 Sept
3–8 Sept
$2,665 SGD
$2,447 SGD
Show price breakdown
for 5 nights
4.94 out of 5 average rating, 79 reviews
4.94 (79)
Top guest favourite
Guest favourite
Home in Gloucester
Overlook Gloucester's Inner Harbor, Walk to Town
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
2–7 Nov
2–7 Nov
$3,462 SGD
Show price breakdown
for 5 nights
$3,462 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 98 reviews
4.98 (98)
Top guest favourite
Guest favourite
Home in Gloucester
Stroll to SeaView/Beach; Great Yard
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
21–26 Sept
21–26 Sept
$2,304 SGD
$1,946 SGD
Show price breakdown
for 5 nights
Free cancellation
4.98 out of 5 average rating, 42 reviews
4.98 (42)
Guest favourite
Guest favourite
Home in Gloucester
Walk2DNTN•Beach•Beauport•Boat Island•Close2Salem
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
13–18 Sept
13–18 Sept
$2,476 SGD
Show price breakdown
for 5 nights
$2,476 SGD for 5 nights
4.98 out of 5 average rating, 103 reviews
4.98 (103)
Top guest favourite
Guest favourite
Flat in Gloucester
Boulevard Retreat
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
20–25 Sept
20–25 Sept
$2,223 SGD
$1,956 SGD
Show price breakdown
for 5 nights
Free cancellation
4.99 out of 5 average rating, 135 reviews
4.99 (135)
Top guest favourite
Guest favourite
Home in Gloucester
Cozy Coastal Cape Ann Suite - Minutes to Beaches
2 bedrooms
2 bedrooms
,
·
6 beds
6 beds
2–7 Nov
2–7 Nov
$1,355 SGD
$1,177 SGD
Show price breakdown
for 5 nights
Free cancellation
4.97 out of 5 average rating, 33 reviews
4.97 (33)
Top guest favourite
Guest favourite
Home in Rockport
The Rockport Retreat-walk to beaches and downtown
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
15–20 Nov
15–20 Nov
$2,867 SGD
$2,543 SGD
Show price breakdown
for 5 nights
Free cancellation
5.0 out of 5 average rating, 27 reviews
5.0 (27)
Guest favourite
Guest favourite
Home in Gloucester
Private Pickleball | Family Friendly | Sleep 18
6 bedrooms
6 bedrooms
,
·
12 beds
12 beds
15–20 Sept
15–20 Sept
$7,265 SGD
Show price breakdown
for 5 nights
$7,265 SGD for 5 nights
5.0 out of 5 average rating, 13 reviews
5.0 (13)
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
13–18 Sept
13–18 Sept
$3,314 SGD
Show price breakdown
for 5 nights
$3,314 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 372 reviews
4.97 (372)
Top guest favourite
Guest favourite
Home in Gloucester
Evensong: Lovely Oceanview Retreat with Dock
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
15–20 Sept
15–20 Sept
$6,188 SGD
$5,438 SGD
Show price breakdown
for 5 nights
4.96 out of 5 average rating, 47 reviews
4.96 (47)
Top guest favourite
Guest favourite
Home in Gloucester
Gloucester Private Contemporary 4 bedrooms
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
20–25 Sept
20–25 Sept
$3,095 SGD
Show price breakdown
for 5 nights
$3,095 SGD for 5 nights
4.85 out of 5 average rating, 223 reviews
4.85 (223)
Guest favourite
Guest favourite
Home in Gloucester
PVT Waterfront Deck•Firepit•Parking•Close to Salem
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
26 Sept – 1 Oct
26 Sept – 1 Oct
$3,311 SGD
$2,386 SGD
Show price breakdown
for 5 nights
4.9 out of 5 average rating, 51 reviews
4.9 (51)
1
2
3
4
…
15