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 Portland
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 Portland
Over 1,000 homes in Portland
Top guest favourite
Guest favourite
Guest house in Portland
Guesthouse Farm Stay
1 bedroom
,
·
2 beds
,
·
1 private bathroom
31 Oct – 5 Nov
31 Oct – 5 Nov
$1,225 SGD
$1,073 SGD
Show price breakdown
for 5 nights
,
·
4.98 out of 5 average rating, 343 reviews
4.98 (343)
Top guest favourite
Guest favourite
Flat in Portland
SUNNY PRIVATE 1 BEDROOM APARTMENT
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
20–25 Sept
20–25 Sept
$805 SGD
$711 SGD
Show price breakdown
for 5 nights
Free cancellation
4.89 out of 5 average rating, 574 reviews
4.89 (574)
Guest favourite
Guest favourite
Farm stay in Portland
RV/Camper Farm Stay
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
6–11 Sept
6–11 Sept
$860 SGD
$752 SGD
Show price breakdown
for 5 nights
Free cancellation
4.9 out of 5 average rating, 93 reviews
4.9 (93)
Top guest favourite
Guest favourite
Room in Glastonbury
Quiet master bedroom suite semi-private entrance.
1 bathroom
1 bathroom
7–12 Sept
7–12 Sept
$485 SGD
$436 SGD
Show price breakdown
for 5 nights
4.85 out of 5 average rating, 68 reviews
4.85 (68)
Guest favourite
Guest favourite
Cottage in Portland
Lake Cottage Getaway
1 bedroom
1 bedroom
,
·
1 double bed
1 double bed
,
·
1 bathroom
1 bathroom
1–6 Sept
1–6 Sept
$2,351 SGD
$2,085 SGD
Show price breakdown
for 5 nights
Free cancellation
4.79 out of 5 average rating, 33 reviews
4.79 (33)
Superhost
Superhost
Guest house in Portland
Lakefront Living
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
7–12 Sept
7–12 Sept
$1,532 SGD
Show price breakdown
for 5 nights
$1,532 SGD for 5 nights
Free cancellation
4.82 out of 5 average rating, 17 reviews
4.82 (17)
Top guest favourite
Guest favourite
Home in East Hampton
CT River Retreat - Modern Home with CT River Views
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
5–10 Sept
5–10 Sept
$4,307 SGD
Show price breakdown
for 5 nights
$4,307 SGD for 5 nights
5.0 out of 5 average rating, 66 reviews
5.0 (66)
Houseboat in Glastonbury
Sunset River Boat
1 bedroom
1 bedroom
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
6–11 Sept
6–11 Sept
$1,714 SGD
Show price breakdown
for 5 nights
$1,714 SGD for 5 nights
Free cancellation
New place to stay
New
Top guest favourite
Guest favourite
Cottage in East Haddam
Historic Hearthstone Cottage
1 bedroom
1 bedroom
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
13–18 Sept
13–18 Sept
$2,088 SGD
$1,822 SGD
Show price breakdown
for 5 nights
Free cancellation
5.0 out of 5 average rating, 109 reviews
5.0 (109)
Top guest favourite
Guest favourite
Home in Haddam
Cozy Comforts!
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
21–26 Sept
21–26 Sept
$1,314 SGD
$1,166 SGD
Show price breakdown
for 5 nights
4.99 out of 5 average rating, 161 reviews
4.99 (161)
Guest favourite
Guest favourite
Flat in Glastonbury
Quiet 2 bed room apt w/ private entrance.
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
1 bathroom
1 bathroom
18–23 Oct
18–23 Oct
$862 SGD
$738 SGD
Show price breakdown
for 5 nights
4.89 out of 5 average rating, 462 reviews
4.89 (462)
Flat in Middletown
Cozy In-law near Wesleyan - clean and private
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
7–12 Sept
7–12 Sept
$794 SGD
Show price breakdown
for 5 nights
$794 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Top guest favourite
Guest favourite
Home in East Hampton
"Sunset Shores" Lakeside Oasis
2 bedrooms
2 bedrooms
,
·
6 beds
6 beds
,
·
1.5 bathrooms
1.5 bathrooms
20–25 Sept
20–25 Sept
$2,222 SGD
Show price breakdown
for 5 nights
$2,222 SGD for 5 nights
5.0 out of 5 average rating, 44 reviews
5.0 (44)
Home in East Hampton
Belltown House at Airline Trail
2 bedrooms
2 bedrooms
,
·
5 beds
5 beds
,
·
1 bathroom
1 bathroom
13–18 Sept
13–18 Sept
$1,545 SGD
Show price breakdown
for 5 nights
$1,545 SGD for 5 nights
Free cancellation
New place to stay
New
Guest favourite
Guest favourite
Home in East Hampton
Lake Me Home
1 bedroom
1 bedroom
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
27 Sept – 2 Oct
27 Sept – 2 Oct
$1,414 SGD
Show price breakdown
for 5 nights
$1,414 SGD for 5 nights
Free cancellation
4.77 out of 5 average rating, 30 reviews
4.77 (30)
Top guest favourite
Guest favourite
Farm stay in Glastonbury
John Hollister home on the farm
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
7–12 Sept
7–12 Sept
$2,851 SGD
Show price breakdown
for 5 nights
$2,851 SGD for 5 nights
5.0 out of 5 average rating, 32 reviews
5.0 (32)
Room in Hartford
Queen Suite Minutes from Downtown + Free Breakfast
2 beds
2 beds
,
·
1 bathroom
1 bathroom
1–6 Sept
1–6 Sept
$861 SGD
$777 SGD
Show price breakdown
for 5 nights
Free cancellation
4.5 out of 5 average rating, 10 reviews
4.5 (10)
Top guest favourite
Guest favourite
Rooms in Colchester
Secluded colonial in an idyllic country setting
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
8–13 Sept
8–13 Sept
$737 SGD
$669 SGD
Show price breakdown
for 5 nights
Free cancellation
4.98 out of 5 average rating, 266 reviews
4.98 (266)
Guest favourite
Guest favourite
Room in Middletown
Hl. Ventures
1 bed
1 bed
,
·
1 bathroom
1 bathroom
1–6 Sept
1–6 Sept
$427 SGD
Show price breakdown
for 5 nights
$427 SGD for 5 nights
Free cancellation
4.74 out of 5 average rating, 62 reviews
4.74 (62)
1
2
3
4
…
15