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Search results; Over 1,000 homes in Portland

Top guest favourite
Apartment in Portland
Charming, newly remodeled space atop Munjoy Hill.
1 bedroom, 1 bed, 1 private bathroom
1–6 Oct
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4.99 out of 5 average rating, 118 reviews
Top guest favourite
Apartment in Portland
First Floor Portland Condo 3 Bed 2 Bath + Parking
4.96 out of 5 average rating, 355 reviews, 3 bedrooms, 3 beds, 2 bathrooms
15–20 Aug
Top guest favourite
Flat in Portland
tHE nEST AT gRAY St. # 2
5.0 out of 5 average rating, 41 reviews, 4 bedrooms, 5 beds, 2 bathrooms
2–7 Nov
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
Flat in South Portland
Second floor 3BR/2BA Near Willard Beach & Portland
4.9 out of 5 average rating, 10 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
20–25 Oct
Superhost
Flat in South Portland
Sleeps 5 • Near Beaches-Downtown Portland -Parking
New place to stay, 2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
Top guest favourite
Home in Portland
"Good Vibes" 4 Wonderful Seasons @ Portland Home!
4.96 out of 5 average rating, 169 reviews, 3 bedrooms, 5 beds, 1.5 bathrooms
14–19 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
Guest favourite
Flat in Portland
1-bedroom unit (3 beds) with free parking
4.96 out of 5 average rating, 141 reviews, 1 bedroom, 3 beds, 1 bathroom
17–22 Sept
Top guest favourite
Home in Cape Elizabeth
"Periwinkle" ~ a Charming Oceanfront Cottage
5.0 out of 5 average rating, 35 reviews, 3 bedrooms, 3 beds, 1.5 bathrooms
1–7 Nov
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
Top guest favourite
Flat in Portland
Boutique BnB in The Heart of East End Portland!
4.98 out of 5 average rating, 468 reviews, 2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
Top guest favourite
Home in Portland
Home in Portland
5.0 out of 5 average rating, 25 reviews, 4 bedrooms, 9 beds, 1.5 bathrooms
30 Oct – 4 Nov
Home in Falmouth
Falmouth Foreside living
4 bedrooms, 5 beds, 3 bathrooms
16–21 Jul
Top guest favourite
Flat in Portland
*Serene* West End 2BR w/ Balcony: The Mermaid Cove
4.99 out of 5 average rating, 703 reviews, 2 bedrooms, 2 beds, 1 bathroom
13–18 Sept
Top guest favourite
Flat in Portland
Quiet Comfy Victorian Escape
4.97 out of 5 average rating, 212 reviews, 2 bedrooms, 2 beds, 1 bathroom
17–22 Oct
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
Guest favourite
Hotel in South Portland
HomeAwhile - Extended Stay Suites
4.93 out of 5 average rating, 137 reviews, 1 bedroom, 2 beds, No bathroom
2–7 Aug
Guest favourite
Flat in Portland
Old Port Artist Loft • Free Parking • Spacious 3BR
4.97 out of 5 average rating, 178 reviews, 3 bedrooms, 5 beds, 1 bathroom
28 Jul – 2 Aug