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Search results; Over 1,000 homes in Portland

Superhost
Room in South Portland
HomeAwhile - Extended Stay Suites
2 beds
23–28 Aug
4.91 out of 5 average rating, 180 reviews
Top guest favourite
Home in Portland
Historic Carriage House just steps from Casco Bay!
1 bedroom, 1 king bed
6–11 Sept
5.0 out of 5 average rating, 5 reviews
Guest favourite
Flat in Portland
Two Bedroom Loft at Boyd Block
2 bedrooms, 2 king beds
6–11 Sept
4.9 out of 5 average rating, 51 reviews
Superhost
Treehouse in Casco
Nestled Treehouse | 65 Acres, Pond + Kayak
1 bedroom, 1 bed
23–28 Aug
New place to stay
Top guest favourite
Treehouse in Pownal
The Copper Fox Treehouse
1 bedroom, 3 beds
13–18 Sept
4.99 out of 5 average rating, 187 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
Top guest favourite
Flat in Portland
1-bedroom unit (3 beds) with free parking
1 bedroom, 3 beds
1–6 Nov
4.96 out of 5 average rating, 147 reviews
Top guest favourite
Flat in South Portland
Forest City Oasis and Spa/Beaches/Portland/Pets!
2 bedrooms, 3 beds
13–18 Sept
5.0 out of 5 average rating, 11 reviews
Guest favourite
Loft in Portland
Spacious Arts District Studio with Free Parking
1 queen bed
30 Oct – 4 Nov
4.95 out of 5 average rating, 848 reviews
Top guest favourite
Flat in Portland
West End Bright Spot with Parking.
1 bedroom, 2 beds
24–29 Oct
4.97 out of 5 average rating, 143 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
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, 75 reviews
Top guest favourite
Yurt in Chebeague Island
Yurt on Chebeague Island
1 bedroom, 1 queen bed
30 Aug – 4 Sept
4.98 out of 5 average rating, 198 reviews
Top guest favourite
Home in Old Orchard Beach
Luxury Home w/HOT TUB & Fire Pit
3 bedrooms, 3 beds
25–30 Oct
4.96 out of 5 average rating, 230 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, 219 reviews
Top guest favourite
Guest suite in Portland
Sunflower Retreat in North Back Cove
1 bedroom, 1 queen bed
25–30 Oct
4.97 out of 5 average rating, 311 reviews
Top guest favourite
Flat in Portland
Peaks Island Master Bedroom Suite
1 bedroom, 2 beds
22–27 Oct
4.99 out of 5 average rating, 226 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