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
Guest favourite
Guest favourite
Cottage in Gloucester
SeaHaven Cottage at Stage Fort Park
2 bedrooms
,
·
2 beds
,
·
2 private bathrooms
26–31 Jul
26–31 Jul
$3,544 SGD
Show price breakdown
for 5 nights
$3,544 SGD for 5 nights
,
·
4.86 out of 5 average rating, 185 reviews
4.86 (185)
Guest suite in Gloucester
Herringbone Suite at Beacon House
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
12–17 Sept
12–17 Sept
$1,463 SGD
$1,323 SGD
Show price breakdown
for 5 nights
Extended stay discount
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Top guest favourite
Guest favourite
Flat in Gloucester
Quaint Neighborhood / Close to Beaches
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
30 Aug – 4 Sept
30 Aug – 4 Sept
$1,603 SGD
$1,410 SGD
Show price breakdown
for 5 nights
4.98 out of 5 average rating, 172 reviews
4.98 (172)
Top guest favourite
Guest favourite
Home in Gloucester
Lane's Cove Bijou
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1.5 bathrooms
1.5 bathrooms
1–6 Nov
1–6 Nov
$1,344 SGD
Show price breakdown
for 5 nights
$1,344 SGD for 5 nights
Pay $0 today
Free cancellation
4.93 out of 5 average rating, 43 reviews
4.93 (43)
Guest favourite
Guest favourite
Home in Gloucester
2 bdrm house on the water, watch tide ebb and flow
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
1 bathroom
1 bathroom
30 Aug – 4 Sept
30 Aug – 4 Sept
$2,646 SGD
$2,334 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 9 reviews
5.0 (9)
Guest favourite
Guest favourite
Flat in Gloucester
Walk to Good Harbor Beach
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
27 Sept – 2 Oct
27 Sept – 2 Oct
$1,334 SGD
Show price breakdown
for 5 nights
$1,334 SGD for 5 nights
Pay $0 today
Free cancellation
4.93 out of 5 average rating, 131 reviews
4.93 (131)
Top guest favourite
Guest favourite
Home in Gloucester
Overlook Gloucester's Inner Harbor, Walk to Town
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
29 Aug – 3 Sept
29 Aug – 3 Sept
$3,521 SGD
Show price breakdown
for 5 nights
$3,521 SGD for 5 nights
Pay $0 today
Free cancellation
4.98 out of 5 average rating, 95 reviews
4.98 (95)
Guest favourite
Guest favourite
Home in Gloucester
Private 2BR Near Downtown, Beaches & Restaurants
2 bedrooms
2 bedrooms
,
·
6 beds
6 beds
,
·
1 bathroom
1 bathroom
30 Aug – 4 Sept
30 Aug – 4 Sept
$1,617 SGD
Show price breakdown
for 5 nights
$1,617 SGD for 5 nights
Pay $0 today
Free cancellation
4.92 out of 5 average rating, 12 reviews
4.92 (12)
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
$2,043 SGD
Show price breakdown
for 5 nights
$2,043 SGD for 5 nights
Pay $0 today
Free cancellation
4.99 out of 5 average rating, 121 reviews
4.99 (121)
Guest favourite
Guest favourite
Flat in Gloucester
New Downtown Gloucester Condo
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
25–30 Jul
25–30 Jul
$2,333 SGD
$1,737 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Top guest favourite
Guest favourite
Flat in Gloucester
Charming Retreat / Close to Beaches
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
3–8 Oct
3–8 Oct
$1,662 SGD
Show price breakdown
for 5 nights
$1,662 SGD for 5 nights
4.93 out of 5 average rating, 122 reviews
4.93 (122)
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
31 Aug – 5 Sept
31 Aug – 5 Sept
$1,865 SGD
Show price breakdown
for 5 nights
$1,865 SGD for 5 nights
4.98 out of 5 average rating, 52 reviews
4.98 (52)
Top guest favourite
Guest favourite
Flat in Rockport
Oceanfront Rockport Getaway with Loft & Views
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
16–21 Nov
16–21 Nov
$2,672 SGD
Show price breakdown
for 5 nights
$2,672 SGD for 5 nights
Pay $0 today
Free cancellation
4.99 out of 5 average rating, 82 reviews
4.99 (82)
Top guest favourite
Guest favourite
Guest house in Rockport
Gingerbread House | Hot Tub | Dog Friendly
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
13–18 Sept
13–18 Sept
$1,888 SGD
Show price breakdown
for 5 nights
$1,888 SGD for 5 nights
Pay $0 today
Free cancellation
4.99 out of 5 average rating, 158 reviews
4.99 (158)
Top guest favourite
Guest favourite
Home in Gloucester
Rocky Neck Retreat
4 bedrooms
4 bedrooms
,
·
4 queen beds
4 queen beds
,
·
2 bathrooms
2 bathrooms
19–25 Jul
19–25 Jul
$3,384 SGD
Show price breakdown
for 6 nights
$3,384 SGD for 6 nights
4.99 out of 5 average rating, 220 reviews
4.99 (220)
Top guest favourite
Guest favourite
Holiday home in Gloucester
Gorgeous Oceanfront 2-Bdrm Apartment w/ Fireplace
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1.5 bathrooms
1.5 bathrooms
22–29 Aug
22–29 Aug
$5,925 SGD
Show price breakdown
for 7 nights
$5,925 SGD for 7 nights
4.99 out of 5 average rating, 80 reviews
4.99 (80)
Top guest favourite
Guest favourite
Loft in Gloucester
Downtown, Shops, Beach, Deck, Close to Salem
1 bedroom
1 bedroom
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
4–9 Sept
4–9 Sept
$2,277 SGD
Show price breakdown
for 5 nights
$2,277 SGD for 5 nights
4.96 out of 5 average rating, 221 reviews
4.96 (221)
Top guest favourite
Guest favourite
Loft in Gloucester
Rocky Neck Studio/Loft, Gloucester, Mass.
1 double bed
1 double bed
,
·
1 bathroom
1 bathroom
17–22 Oct
17–22 Oct
$938 SGD
Show price breakdown
for 5 nights
$938 SGD for 5 nights
4.92 out of 5 average rating, 241 reviews
4.92 (241)
Guest favourite
Guest favourite
Home in Gloucester
Massachusetts Abode w/ Deck & Grill: Near Beaches!
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
26–31 Aug
26–31 Aug
$1,916 SGD
$1,393 SGD
Show price breakdown
for 5 nights
4.91 out of 5 average rating, 34 reviews
4.91 (34)
1
2
3
4
…
15