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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
Top guest favourite
Apartment in Portland
Light-filled with local Maine art
4.96 out of 5 average rating, 355 reviews, 3 bedrooms, 3 beds, 2 bathrooms
15–20 Aug
Home in Falmouth
The little blue cottage
5.0 out of 5 average rating, 4 reviews, 2 beds, 1 bathroom
26–31 Aug
Superhost
Flat in South Portland
Free parking, minutes from Portland beaches
New place to stay, 2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
Top guest favourite
Home in Cape Elizabeth
Pastoral Tranquil Walk to Trails Dining Shopping
5.0 out of 5 average rating, 32 reviews, 3 bedrooms, 4 beds, 1 bathroom
6–11 Sept
Guest favourite
Hotel in South Portland
Extended-stay suite with kitchen and workspace
4.93 out of 5 average rating, 137 reviews, 1 bedroom, 2 beds, No bathroom
26–31 Jul
Guest favourite
Flat in Portland
1-bedroom unit (3 beds) with free parking
4.96 out of 5 average rating, 142 reviews, 1 bedroom, 3 beds, 1 bathroom
17–22 Sept
Superhost
Hotel room in Portland
One block from the Old Port
4.92 out of 5 average rating, 215 reviews, 1 bedroom, 8 beds, 3.5 bathrooms
19–24 Jul
Guest favourite
Home in Poland
Hillside Hideaway at Blackcat Mountain
5.0 out of 5 average rating, 6 reviews, 2 bedrooms, 3 beds, 2 bathrooms
1–6 Aug
Flat in South Portland
2 bedroom, 1 bath of coastal comfort & airy charm
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 3 beds, 1 bathroom
13–18 Sept
Guest favourite
Flat in Portland
🏵️ Renovated Owner's Unit 🏵️
4.87 out of 5 average rating, 135 reviews, 2 bedrooms, 2 beds, 1 bathroom
3–8 Aug
Guest favourite
Flat in South Portland
Minutes from Portland and local beaches
4.91 out of 5 average rating, 11 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
6–11 Sept
Guest favourite
Guest house in Portland
Spacious & Convenient 2 Bd/1 bath w/ Free Parking
4.96 out of 5 average rating, 517 reviews, 2 bedrooms, 3 beds, 1 bathroom
26–31 Aug
Top guest favourite
Flat in Portland
Peaks Island Master Bedroom Suite
4.99 out of 5 average rating, 221 reviews, 1 bedroom, 2 beds, 1 bathroom
19–24 Oct
Top guest favourite
Flat in Portland
Heated floors and a fenced backyard
5.0 out of 5 average rating, 41 reviews, 4 bedrooms, 5 beds, 2 bathrooms
2–7 Nov
Top guest favourite
Home in Portland
Top Deck - Portland Property with Views!
4.92 out of 5 average rating, 295 reviews, 3 bedrooms, 10 beds, 2.5 bathrooms
30 Aug – 4 Sept
Top guest favourite
Flat in Portland
Renovated Victorian near Deering Park
4.97 out of 5 average rating, 212 reviews, 2 bedrooms, 2 beds, 1 bathroom
17–22 Oct
Home in Falmouth
1920s home with a wraparound porch
4 bedrooms, 5 beds, 3 bathrooms
16–21 Jul
Top guest favourite
Home in Cape Elizabeth
Oceanfront cottage with Portland Headlight views
5.0 out of 5 average rating, 35 reviews, 3 bedrooms, 3 beds, 1.5 bathrooms
1–7 Nov