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Search results; Over 1,000 homes in Portland
Over 1,000 homes in Portland
Top guest favourite
Guest favourite
Cottage in Portland
Cozy & Quiet Modern Cottage
1 bedroom
,
·
1 bed
,
·
1 private bathroom
14–19 Sept
14–19 Sept
$1,145 SGD
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for 5 nights
$1,145 SGD for 5 nights
,
·
4.9 out of 5 average rating, 629 reviews
4.9 (629)
Superhost
Superhost
Room in South Portland
HomeAwhile - Extended Stay Suites
2 beds
2 beds
,
·
1 bathroom
1 bathroom
16–21 Aug
16–21 Aug
$1,204 SGD
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for 5 nights
$1,204 SGD for 5 nights
4.92 out of 5 average rating, 165 reviews
4.92 (165)
Top guest favourite
Guest favourite
Cabin in Freeport
The Maine Frame | Modern A-Frame Cabin in Freeport
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
14–19 Nov
14–19 Nov
$1,710 SGD
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for 5 nights
$1,710 SGD for 5 nights
5.0 out of 5 average rating, 144 reviews
5.0 (144)
Top guest favourite
Guest favourite
Treehouse in Pownal
The Copper Fox Treehouse
1 bedroom
1 bedroom
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
28 Aug – 2 Sept
28 Aug – 2 Sept
$3,668 SGD
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for 5 nights
$3,668 SGD for 5 nights
4.99 out of 5 average rating, 185 reviews
4.99 (185)
Top guest favourite
Guest favourite
Guest house in Saco
Brand-New Private Studio with Large Balcony – Saco
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
26–31 Oct
26–31 Oct
$1,236 SGD
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for 5 nights
$1,236 SGD for 5 nights
5.0 out of 5 average rating, 15 reviews
5.0 (15)
Guest favourite
Guest favourite
Guest suite in Portland
Large, spacious, and eclectic Room, Private Bath
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
26–31 Oct
26–31 Oct
$651 SGD
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for 5 nights
$651 SGD for 5 nights
4.89 out of 5 average rating, 746 reviews
4.89 (746)
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
$1,529 SGD
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for 5 nights
$1,529 SGD for 5 nights
4.94 out of 5 average rating, 795 reviews
4.94 (795)
Top guest favourite
Guest favourite
Flat in South Portland
2 bedroom, 1 bath of coastal comfort & airy charm
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
28 Oct – 2 Nov
28 Oct – 2 Nov
$1,583 SGD
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for 5 nights
$1,583 SGD for 5 nights
5.0 out of 5 average rating, 13 reviews
5.0 (13)
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
13–18 Nov
13–18 Nov
$926 SGD
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for 5 nights
$926 SGD for 5 nights
4.93 out of 5 average rating, 697 reviews
4.93 (697)
Top guest favourite
Guest favourite
Home in Freeport
Mermaid's Chair | Private Beach | Hot Tub
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1.5 bathrooms
1.5 bathrooms
3–8 Sept
3–8 Sept
$3,518 SGD
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for 5 nights
$3,518 SGD for 5 nights
5.0 out of 5 average rating, 16 reviews
5.0 (16)
Guest favourite
Guest favourite
Cabin in Gray
Chickadee Cottage
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
12–17 Jun
12–17 Jun
$2,145 SGD
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for 5 nights
$2,145 SGD for 5 nights
5.0 out of 5 average rating, 13 reviews
5.0 (13)
Top guest favourite
Guest favourite
Tiny home in Portland
The Garden Cabin Tiny Home
1 bedroom
1 bedroom
,
·
1 double bed
1 double bed
,
·
1.5 bathrooms
1.5 bathrooms
1–6 Dec
1–6 Dec
$1,086 SGD
$964 SGD
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for 5 nights
4.95 out of 5 average rating, 551 reviews
4.95 (551)
Top guest favourite
Guest favourite
Tiny home in Scarborough
Cozy Tiny Cottage • 9mi Portland • 6mi Beach
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
25–30 Aug
25–30 Aug
$1,973 SGD
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for 5 nights
$1,973 SGD for 5 nights
4.98 out of 5 average rating, 128 reviews
4.98 (128)
Top guest favourite
Guest favourite
Apartment in Portland
Mary J. Eastburn House - Baxter Suite
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
9–14 Aug
9–14 Aug
$3,432 SGD
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for 5 nights
$3,432 SGD for 5 nights
5.0 out of 5 average rating, 146 reviews
5.0 (146)
Top guest favourite
Guest favourite
Guest house in Portland
Spacious & Convenient 2 Bd/1 bath w/ Free Parking
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
20–25 Sept
20–25 Sept
$1,471 SGD
$1,273 SGD
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for 5 nights
4.96 out of 5 average rating, 520 reviews
4.96 (520)
Top guest favourite
Guest favourite
Flat in Portland
The Yankee Dugout
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
30 Aug – 4 Sept
30 Aug – 4 Sept
$1,909 SGD
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for 5 nights
$1,909 SGD for 5 nights
4.98 out of 5 average rating, 196 reviews
4.98 (196)
Top guest favourite
Guest favourite
Flat in Portland
Old Port Loft -400
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
30 Aug – 4 Sept
30 Aug – 4 Sept
$18,016 SGD
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for 5 nights
$18,016 SGD for 5 nights
4.96 out of 5 average rating, 52 reviews
4.96 (52)
Home in Portland
Walton Home
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
9–14 Aug
9–14 Aug
$3,920 SGD
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for 5 nights
$3,920 SGD for 5 nights
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Top guest favourite
Guest favourite
Loft in Portland
Spacious Arts District Studio with Free Parking
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
25–30 Oct
25–30 Oct
$1,529 SGD
$1,369 SGD
Show price breakdown
for 5 nights
4.95 out of 5 average rating, 844 reviews
4.95 (844)
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