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Search results; Over 1,000 homes in Portland

Top guest favourite
Apartment in Portland
Mary J. Eastburn House - Baxter Suite
1 bedroom, 2 beds, 1 private bathroom
9–14 Aug
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5.0 out of 5 average rating, 146 reviews
Guest favourite
Flat in South Portland
Peaceful & minutes from Old Port w/private parking
1 bedroom, 2 beds, 1 bathroom
27 Sept – 2 Oct
4.91 out of 5 average rating, 85 reviews
Top guest favourite
Flat in Portland
West End Private One Bed/Bath
1 bedroom, 1 king bed, 1 bathroom
1–6 Nov
4.96 out of 5 average rating, 236 reviews
Top guest favourite
Guest suite in South Portland
Oceanfront with amazing views and private entrance
1 bedroom, 1 queen bed, 1 bathroom
1–6 Nov
4.99 out of 5 average rating, 896 reviews
Guest favourite
Flat in Portland
Modern Studio Loft w/ Parking in Perfect Location
1 queen bed, 1 bathroom
31 Oct – 5 Nov
4.95 out of 5 average rating, 773 reviews
Top guest favourite
Flat in Portland
Large Sunny Apartment Near Downtown/Arts District
1 bedroom, 1 queen bed, 1 bathroom
23–28 Nov
4.96 out of 5 average rating, 477 reviews
Guest favourite
Flat in Portland
Lovely studio in downtown Portland
1 king bed, 1 bathroom
1–6 Nov
4.89 out of 5 average rating, 297 reviews
Top guest favourite
Guest suite in Scarborough
Completely Private Guest Suite Near Higgins Beach
1 bedroom, 1 queen bed, 1 bathroom
13–18 Sept
4.93 out of 5 average rating, 199 reviews
Top guest favourite
Flat in Portland
*Serene* West End 2BR w/ Balcony: The Mermaid Cove
2 bedrooms, 2 queen beds, 1 bathroom
30 Aug – 4 Sept
4.99 out of 5 average rating, 709 reviews
Guest favourite
Flat in Portland
Extraordinary Architectural Masterpiece Downtown
1 bedroom, 1 bed, 1 bathroom
24–29 Oct
4.94 out of 5 average rating, 755 reviews
Top guest favourite
Room in South Portland
Peaceful Wooded Oasis Near Portland & Beaches
1 queen bed, 1.5 bathrooms
22–27 Aug
4.98 out of 5 average rating, 110 reviews
Top guest favourite
Flat in Portland
Downtown Historical Victorian 2 BR APT
2 bedrooms, 2 beds, 1 bathroom
13–18 Sept
4.98 out of 5 average rating, 228 reviews
Top guest favourite
Flat in South Portland
2 bedroom, 1 bath of coastal comfort & airy charm
2 bedrooms, 3 beds, 1 bathroom
26–31 Oct
5.0 out of 5 average rating, 11 reviews
Guest favourite
Flat in Portland
1-bedroom unit (3 beds) with free parking
1 bedroom, 3 beds, 1 bathroom
1–6 Nov
4.96 out of 5 average rating, 143 reviews
Top guest favourite
Room in Portland
The peaceful attic bedroom
1 queen bed, 2 bathrooms
23–28 Aug
4.88 out of 5 average rating, 720 reviews
Top guest favourite
Guest suite in Portland
Joyful Munjoy Hill Garden Suite
1 bedroom, 2 beds, 1 bathroom
11–16 Nov
4.96 out of 5 average rating, 225 reviews
Guest favourite
Room in Portland
Aerie 2 reg:STHR-007375-2025 Peaks Island, Me
1 bed, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Guest house in Portland
Spacious & Convenient 2 Bd/1 bath w/ Free Parking
2 bedrooms, 3 beds, 1 bathroom
20–25 Sept
4.96 out of 5 average rating, 520 reviews
Top guest favourite
Tiny home in Portland
The Garden Cabin Tiny Home
1 bedroom, 1 double bed, 1.5 bathrooms
1–6 Dec
4.95 out of 5 average rating, 548 reviews