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
Guest house in Gloucester
Plum Cove Cottage with king suite!
1 bedroom
,
·
2 beds
,
·
1 private bathroom
22–27 Aug
22–27 Aug
$2,844 SGD
Show price breakdown
for 5 nights
$2,844 SGD for 5 nights
,
·
4.93 out of 5 average rating, 122 reviews
4.93 (122)
Superhost
Superhost
Flat in Gloucester
Stunning Ocean-View Retreat, Magnolia Beach
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
27 Aug – 1 Sept
27 Aug – 1 Sept
$2,916 SGD
Show price breakdown
for 5 nights
$2,916 SGD for 5 nights
Guest favourite
Guest favourite
Home in Gloucester
Oceanfront Dock Escape ~ Kayaks & Paddleboards
4.95 out of 5 average rating, 41 reviews
4.95 (41)
,
·
4 bedrooms
4 bedrooms
,
·
7 beds
7 beds
,
·
3 bathrooms
3 bathrooms
27 Aug – 1 Sept
27 Aug – 1 Sept
$6,249 SGD
$5,679 SGD
Show price breakdown
for 5 nights
Extended stay discount
Superhost
Superhost
Home in Ipswich
Direct Waterfront on Plum Island Sound Sunsets
5.0 out of 5 average rating, 3 reviews
5.0 (3)
,
·
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
23–28 Aug
23–28 Aug
$5,162 SGD
$4,646 SGD
Show price breakdown
for 5 nights
Book early to save
Free cancellation
Superhost
Superhost
Home in Gloucester
Stay at Good Harbor Beach
New place to stay
New
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
10–15 Aug
10–15 Aug
$8,134 SGD
Show price breakdown
for 5 nights
$8,134 SGD for 5 nights
Top guest favourite
Guest favourite
Flat in Gloucester
Blue Magnolia
5.0 out of 5 average rating, 78 reviews
5.0 (78)
,
·
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
23–28 Aug
23–28 Aug
$2,003 SGD
Show price breakdown
for 5 nights
$2,003 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Flat in Gloucester
New Downtown Gloucester Condo
5.0 out of 5 average rating, 9 reviews
5.0 (9)
,
·
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
30 Aug – 4 Sept
30 Aug – 4 Sept
$2,132 SGD
$1,811 SGD
Show price breakdown
for 5 nights
Free cancellation
Superhost
Superhost
Home in Gloucester
Stay at Wingaersheek
New place to stay
New
,
·
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
3.5 bathrooms
3.5 bathrooms
7–12 Sept
7–12 Sept
$6,379 SGD
Show price breakdown
for 5 nights
$6,379 SGD for 5 nights
Top guest favourite
Guest favourite
Home in Gloucester
“Sea La Vie” 4Bed / 3Bath Walk to Good Harbor
4.95 out of 5 average rating, 40 reviews
4.95 (40)
,
·
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
3 bathrooms
3 bathrooms
26–31 Aug
26–31 Aug
$6,364 SGD
$4,991 SGD
Show price breakdown
for 5 nights
Top guest favourite
Guest favourite
Home in Gloucester
Private Beach!
4.96 out of 5 average rating, 55 reviews
4.96 (55)
,
·
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
1 bathroom
1 bathroom
28 Aug – 2 Sept
28 Aug – 2 Sept
$6,050 SGD
Show price breakdown
for 5 nights
$6,050 SGD for 5 nights
Guest favourite
Guest favourite
Place to stay in Gloucester
Back Shore Hidden Garden Suite
4.94 out of 5 average rating, 77 reviews
4.94 (77)
,
·
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
3–8 Aug
3–8 Aug
$2,437 SGD
Show price breakdown
for 5 nights
$2,437 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Home in Gloucester
The Essex of Gloucester
4.96 out of 5 average rating, 84 reviews
4.96 (84)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
16–21 Aug
16–21 Aug
$2,268 SGD
$2,001 SGD
Show price breakdown
for 5 nights
Top guest favourite
Guest favourite
Home in Gloucester
William Haskell House First Period Colonial Home
5.0 out of 5 average rating, 31 reviews
5.0 (31)
,
·
4 bedrooms
4 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
27 Aug – 1 Sept
27 Aug – 1 Sept
$3,858 SGD
Show price breakdown
for 5 nights
$3,858 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Home in Gloucester
Luxury 5BR Home + Office, Walk to Beach & Town
4.99 out of 5 average rating, 139 reviews
4.99 (139)
,
·
5 bedrooms
5 bedrooms
,
·
6 beds
6 beds
,
·
4 bathrooms
4 bathrooms
6–11 Dec
6–11 Dec
$2,424 SGD
$1,929 SGD
Show price breakdown
for 5 nights
Top guest favourite
Guest favourite
Home in Gloucester
Annisquam Getaway - Water View+Walk To The Beach
4.98 out of 5 average rating, 47 reviews
4.98 (47)
,
·
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
31 Aug – 5 Sept
31 Aug – 5 Sept
$3,410 SGD
Show price breakdown
for 5 nights
$3,410 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Home in Gloucester
Lovely home by the sea!
4.95 out of 5 average rating, 19 reviews
4.95 (19)
,
·
3 bedrooms
3 bedrooms
,
·
7 beds
7 beds
,
·
2.5 bathrooms
2.5 bathrooms
8–13 Sept
8–13 Sept
$4,749 SGD
Show price breakdown
for 5 nights
$4,749 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Home in Gloucester
PVT Waterfront Deck|Firepit|Workspace|Free Parking
4.9 out of 5 average rating, 40 reviews
4.9 (40)
,
·
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
2–7 Sept
2–7 Sept
$5,124 SGD
$4,388 SGD
Show price breakdown
for 5 nights
Top guest favourite
Guest favourite
Holiday home in Gloucester
On the Water Gem - 2 BR -The Cove Lanesville
4.99 out of 5 average rating, 81 reviews
4.99 (81)
,
·
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
30 Aug – 4 Sept
30 Aug – 4 Sept
$3,610 SGD
Show price breakdown
for 5 nights
$3,610 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Home in Gloucester
Gloucester Private Contemporary 4 bedrooms
4.84 out of 5 average rating, 219 reviews
4.84 (219)
,
·
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
23–28 Aug
23–28 Aug
$3,145 SGD
Show price breakdown
for 5 nights
$3,145 SGD for 5 nights
1
2
3
4
…
15