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Search results; Over 1,000 homes in Portland

Descriptions are based on details hosts provide
Guest favourite
Apartment in Portland
Waterfront Two Master Suite Penthouse with Rooftop
2 bedrooms, 2 beds, 2.5 private bathrooms
3–8 Oct
,
4.97 out of 5 average rating, 246 reviews
Guest favourite
Hotel in South Portland
HomeAwhile - Extended Stay Suites
1 bedroom, 2 beds, No bathroom
2–7 Aug
4.93 out of 5 average rating, 137 reviews
Superhost
Hotel room in Portland
One block from the Old Port
1 bedroom, 4 bunk beds, 3.5 bathrooms
19–24 Jul
4.92 out of 5 average rating, 215 reviews
Guest favourite
Cabin in Freeport
22-ft dome w/ stargazing loft and full bath - 08
2 bedrooms, 2 queen beds, 1 bathroom
29 Jul – 3 Aug
4.96 out of 5 average rating, 49 reviews
Top guest favourite
Cabin in Freeport
Secluded dome overlooking a stream in pines
1 bedroom, 1 queen bed, No bathroom
31 Jul – 5 Aug
4.93 out of 5 average rating, 56 reviews
Guest favourite
Flat in Portland
Historic Arts District loft with free parking
1 queen bed, 1 bathroom
25–30 Oct
4.95 out of 5 average rating, 770 reviews
Top guest favourite
Guest house in Saco
Brand-New Private Studio with Large Balcony – Saco
1 bedroom, 2 beds, 1 bathroom
13–18 Oct
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Room in Freeport
1795 home on a private 1.5-acre lot
1 queen bed, 1 bathroom
17–22 Oct
4.96 out of 5 average rating, 273 reviews
Top guest favourite
Loft in Portland
Historic Arts District loft with free parking
2 beds, 1 bathroom
25–30 Oct
4.94 out of 5 average rating, 795 reviews
Top guest favourite
Flat in Portland
Peaks Island Master Bedroom Suite
1 bedroom, 2 beds, 1 bathroom
19–24 Oct
4.99 out of 5 average rating, 221 reviews
Top guest favourite
Flat in Portland
Quiet Libbytown retreat near Thompson’s Point
1 bedroom, 1 queen bed, 1 bathroom
19–24 Oct
5.0 out of 5 average rating, 111 reviews
Superhost
Bed and breakfast in Portland
Aerie 2 reg:STHR-007375-2025 Peaks Island, Me
1 bedroom, 1 bed, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Room in Biddeford
Quiet 2-acre lot overlooking a pond
1 king bed, 1 bathroom
2–7 Aug
5.0 out of 5 average rating, 63 reviews
Top guest favourite
Flat in Portland
Renovated Old Port loft, custom kitchen
1 bedroom, 2 beds, 1 bathroom
19–24 Jul
5.0 out of 5 average rating, 23 reviews
Guest favourite
Home in Westbrook
Cozy Maine Cottage • Near Jetport & Coast
3 bedrooms, 3 queen beds, 2 bathrooms
24–29 Oct
4.89 out of 5 average rating, 625 reviews
Top guest favourite
Flat in Portland
The Howard on Munjoy Hill
1 bedroom, 1 queen bed, 1 bathroom
16–21 Aug
4.98 out of 5 average rating, 211 reviews
Top guest favourite
Yurt in Windham
Meadow yurt with trail access and hammocks
1 bedroom, 1 queen bed, WC
27 Jul – 1 Aug
4.98 out of 5 average rating, 122 reviews
Top guest favourite
Flat in Portland
Parkside suite, walk to Old Port
1 bedroom, 2 beds, 1 bathroom
16–21 Sept
4.95 out of 5 average rating, 228 reviews
Top guest favourite
Farm stay in Brunswick
Cozy, Rustic Cabin on a Small Organic Farm
1 bedroom, 1 bed, 1 bathroom
9–14 Aug
4.97 out of 5 average rating, 140 reviews