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Search results; Over 1,000 homes in Portland
Over 1,000 homes in Portland
Guest favourite
Guest favourite
Flat in Portland
Cozy, Central 2 Bd Apt, Parking with EV charger
2 bedrooms
,
·
2 beds
,
·
1 private bathroom
13–18 Jun
13–18 Jun
$2,429 SGD
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for 5 nights
$2,429 SGD for 5 nights
,
·
4.86 out of 5 average rating, 507 reviews
4.86 (507)
Guest favourite
Guest favourite
Hotel in South Portland
HomeAwhile - Extended Stay Suites
1 bedroom
1 bedroom
2 beds
,
·
2 beds
No bathroom
,
·
No bathroom
9–14 Jun
9–14 Jun
$1,229 SGD
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for 5 nights
$1,229 SGD for 5 nights
4.94 out of 5 average rating, 99 reviews
4.94 (99)
Top guest favourite
Guest favourite
Home in Cape Elizabeth
"Periwinkle" ~ a Charming Oceanfront Cottage
3 bedrooms
3 bedrooms
3 beds
,
·
3 beds
1.5 bathrooms
,
·
1.5 bathrooms
26 Sept – 1 Oct
26 Sept – 1 Oct
$5,242 SGD
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for 5 nights
$5,242 SGD for 5 nights
5.0 out of 5 average rating, 32 reviews
5.0 (32)
Top guest favourite
Guest favourite
Place to stay in Portland
Top of Portland's Munjoy Hill
2 bedrooms
2 bedrooms
2 beds
,
·
2 beds
1 bathroom
,
·
1 bathroom
28 Oct – 2 Nov
28 Oct – 2 Nov
$927 SGD
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for 5 nights
$927 SGD for 5 nights
4.92 out of 5 average rating, 1211 reviews
4.92 (1211)
Superhost
Superhost
Bed and breakfast in Portland
Aerie 2 reg:STHR-007375-2025 Peaks Island, Me
1 bedroom
1 bedroom
1 bed
,
·
1 bed
1 bathroom
,
·
1 bathroom
14–19 Jul
14–19 Jul
$1,640 SGD
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for 5 nights
$1,640 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Room in South Portland
Peaceful Wooded Oasis Near Portland & Beaches
1 queen bed
1 queen bed
1.5 bathrooms
,
·
1.5 bathrooms
20–25 Jun
20–25 Jun
$1,149 SGD
$930 SGD
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for 5 nights
4.98 out of 5 average rating, 100 reviews
4.98 (100)
Top guest favourite
Guest favourite
Guest suite in South Portland
Oceanfront with amazing views and private entrance
1 bedroom
1 bedroom
1 queen bed
,
·
1 queen bed
1 bathroom
,
·
1 bathroom
18–23 Oct
18–23 Oct
$2,333 SGD
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for 5 nights
$2,333 SGD for 5 nights
4.99 out of 5 average rating, 888 reviews
4.99 (888)
Top guest favourite
Guest favourite
Flat in Portland
Cozy East End 2 Bdrm. with Private Entrance
2 bedrooms
2 bedrooms
2 queen beds
,
·
2 queen beds
1 bathroom
,
·
1 bathroom
27 Sept – 2 Oct
27 Sept – 2 Oct
$2,401 SGD
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for 5 nights
$2,401 SGD for 5 nights
4.97 out of 5 average rating, 567 reviews
4.97 (567)
Top guest favourite
Guest favourite
Flat in Portland
Adorable getaway on the Eastern Promenade
1 bedroom
1 bedroom
2 beds
,
·
2 beds
1 bathroom
,
·
1 bathroom
19–24 Jul
19–24 Jul
$1,960 SGD
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for 5 nights
$1,960 SGD for 5 nights
Free cancellation
4.93 out of 5 average rating, 679 reviews
4.93 (679)
Top guest favourite
Guest favourite
Cottage in Portland
4br2ba House+parking@PeacefulOasis on Munjoy Hill
4 bedrooms
4 bedrooms
4 beds
,
·
4 beds
2 bathrooms
,
·
2 bathrooms
25–30 Oct
25–30 Oct
$3,114 SGD
$2,781 SGD
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for 5 nights
4.96 out of 5 average rating, 275 reviews
4.96 (275)
Cabin in Gray
Chickadee Cottage
2 bedrooms
2 bedrooms
4 beds
,
·
4 beds
1 bathroom
,
·
1 bathroom
1–6 Dec
1–6 Dec
$1,976 SGD
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for 5 nights
$1,976 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Flat in Scarborough
Guesthouse Retreat just minutes from the Beaches!
1 bedroom
1 bedroom
2 beds
,
·
2 beds
1 bathroom
,
·
1 bathroom
6–11 Sept
6–11 Sept
$2,393 SGD
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for 5 nights
$2,393 SGD for 5 nights
Free cancellation
4.99 out of 5 average rating, 72 reviews
4.99 (72)
Top guest favourite
Guest favourite
Loft in Portland
Sunny Arts Dist. Studio- Queen Bed & FREE Parking
2 beds
2 beds
1 bathroom
,
·
1 bathroom
25–30 Oct
25–30 Oct
$1,581 SGD
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for 5 nights
$1,581 SGD for 5 nights
Free cancellation
4.94 out of 5 average rating, 786 reviews
4.94 (786)
Top guest favourite
Guest favourite
Guest suite in Portland
PRlVATE SUlTE in the Heart of East End Portland
1 bedroom
1 bedroom
1 double bed
,
·
1 double bed
1 bathroom
,
·
1 bathroom
28 Sept – 3 Oct
28 Sept – 3 Oct
$1,467 SGD
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for 5 nights
$1,467 SGD for 5 nights
4.97 out of 5 average rating, 732 reviews
4.97 (732)
Top guest favourite
Guest favourite
Flat in Portland
Old Port / Parking / Patio
1 bedroom
1 bedroom
1 queen bed
,
·
1 queen bed
1 bathroom
,
·
1 bathroom
11–16 Oct
11–16 Oct
$2,016 SGD
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for 5 nights
$2,016 SGD for 5 nights
4.99 out of 5 average rating, 823 reviews
4.99 (823)
Guest favourite
Guest favourite
Flat in Portland
Modern Studio Loft w/ Parking in Perfect Location
1 queen bed
1 queen bed
1 bathroom
,
·
1 bathroom
25–30 Oct
25–30 Oct
$1,808 SGD
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for 5 nights
$1,808 SGD for 5 nights
Free cancellation
4.95 out of 5 average rating, 757 reviews
4.95 (757)
Guest favourite
Guest favourite
Home in Naples
LUX Designer Private Waterfront Hot Tub - Secluded
1 king bed
1 king bed
1 bathroom
,
·
1 bathroom
19–24 Jun
19–24 Jun
$6,027 SGD
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for 5 nights
$6,027 SGD for 5 nights
4.98 out of 5 average rating, 185 reviews
4.98 (185)
Guest favourite
Guest favourite
Flat in Portland
Old Port Loft - 301
2 bedrooms
2 bedrooms
2 king beds
,
·
2 king beds
2 bathrooms
,
·
2 bathrooms
12–17 Jun
12–17 Jun
$6,723 SGD
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for 5 nights
$6,723 SGD for 5 nights
4.95 out of 5 average rating, 57 reviews
4.95 (57)
Top guest favourite
Guest favourite
Flat in Portland
tHE nEST AT gRAY St. # 2
4 bedrooms
4 bedrooms
5 beds
,
·
5 beds
2 bathrooms
,
·
2 bathrooms
26–31 Oct
26–31 Oct
$6,395 SGD
$5,622 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 37 reviews
5.0 (37)
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