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Search results; Over 1,000 homes in Portland

Guest favourite
Boutique hotel in Portland
Historic King Room in Boutique Hotel
1 bedroom, 1 bed, 1 shared bathroom
30 Aug – 4 Sept
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4.93 out of 5 average rating, 61 reviews
Superhost
Room in South Portland
HomeAwhile - Extended Stay Suites
2 beds
23–28 Aug
4.91 out of 5 average rating, 179 reviews
Guest favourite
Flat in Portland
Adorable getaway on the Eastern Promenade
1 bedroom, 2 beds
15–20 Nov
4.93 out of 5 average rating, 700 reviews
Guest favourite
Flat in South Portland
The Wild Yard Home
1 bedroom, 1 king bed
2–7 Nov
4.89 out of 5 average rating, 46 reviews
Top guest favourite
Room in Freeport
Freeport, Maine
1 queen bed
24–29 Oct
4.96 out of 5 average rating, 280 reviews
Top guest favourite
Home in South Portland
The Garden House - Studio w/private entrance
1 bedroom, 1 bed
7–12 Sept
5.0 out of 5 average rating, 42 reviews
Top guest favourite
Barn in Portland
Garrison Cove Studio
1 bed
29 Oct – 3 Nov
5.0 out of 5 average rating, 489 reviews
Top guest favourite
Room in Freeport
Aynsley-A short walk to shops and has Wifi
1 queen bed
17–22 Aug
4.99 out of 5 average rating, 70 reviews
Top guest favourite
Guest suite in Yarmouth
Ash + Timber | Forest Sauna Suite Near Portland
1 bedroom, 2 beds
20–25 Oct
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Room in Biddeford
King Bedroom at Thistle Pond. Close to UNE & Beach
1 king bed
31 Aug – 5 Sept
4.99 out of 5 average rating, 74 reviews
Top guest favourite
Tiny home in Durham
Crow’s Nest Tiny House at Old Crow Ranch
1 bedroom, 2 beds
7–12 Sept
4.99 out of 5 average rating, 395 reviews
Top guest favourite
Yurt in Chebeague Island
Yurt on Chebeague Island
1 bedroom, 1 queen bed
21–26 Aug
4.98 out of 5 average rating, 197 reviews
Top guest favourite
Flat in Portland
Quiet Comfy Victorian Escape
2 bedrooms, 2 queen beds
2–7 Nov
4.97 out of 5 average rating, 218 reviews
Guest favourite
Bed and breakfast in South Portland
Spacious Room in Charming Antique Victorian - SOPO
1 bedroom, 1 queen bed
19–24 Oct
4.88 out of 5 average rating, 492 reviews
Top guest favourite
Guest suite in Scarborough
Completely Private Guest Suite Near Higgins Beach
1 bedroom, 1 queen bed
13–18 Sept
4.94 out of 5 average rating, 203 reviews
Guest favourite
Room in Falmouth
Green Room at Foreside Farmhouse
1 bed
30 Aug – 4 Sept
4.96 out of 5 average rating, 92 reviews
Top guest favourite
Room in Portland
Aerie 2 reg:STHR-007375-2025 Peaks Island, Me
1 bed
30 Aug – 4 Sept
5.0 out of 5 average rating, 9 reviews
Guest favourite
Guest house in Falmouth
Garden Guesthouse in Falmouth, 5 mins to Portland
1 bedroom, 2 king beds
14–19 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Guest house in Saco
Brand-New Private Studio with Large Balcony – Saco
1 bedroom, 2 beds
26–31 Oct
5.0 out of 5 average rating, 17 reviews