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Search results; Over 1,000 homes in Portland

Guest favourite
Home in Portland
The Hill's on Buttonwood
5 bedrooms, 7 beds, 3.5 shared bathrooms
27 Oct – 1 Nov
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5.0 out of 5 average rating, 16 reviews
Guest favourite
Apartment in Portland
First Floor Portland Condo 3 Bed 2 Bath + Parking
4.96 out of 5 average rating, 354 reviews, 3 bedrooms, 3 beds, 2 bathrooms
15–20 Aug
Flat in South Portland
2 bedroom, 1 bath of coastal comfort & airy charm
New place to stay, 2 bedrooms, 3 beds, 1 bathroom
13–18 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
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
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
Guest favourite
Home in Poland
Hillside Hideaway at Blackcat Mountain
5.0 out of 5 average rating, 5 reviews, 2 bedrooms, 3 beds, 2 bathrooms
18–23 Jul
Top guest favourite
Home in Cape Elizabeth
Pastoral Tranquil Walk to Trails Dining Shopping
5.0 out of 5 average rating, 31 reviews, 3 bedrooms, 4 beds, 1 bathroom
6–11 Sept
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
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
Flat in Portland
tHE nEST AT gRAY St. # 2
5.0 out of 5 average rating, 40 reviews, 4 bedrooms, 5 beds, 2 bathrooms
2–7 Nov
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
19–24 Jul
Top guest favourite
Home in Portland
"Good Vibes" 4 Wonderful Seasons @ Portland Home!
4.96 out of 5 average rating, 168 reviews, 3 bedrooms, 5 beds, 1.5 bathrooms
14–19 Sept
Top guest favourite
Flat in Portland
Bright and cozy Munjoy Hill neighborhood apartment
4.96 out of 5 average rating, 510 reviews, 2 bedrooms, 2 beds, 1 bathroom
29 Oct – 3 Nov
Guest favourite
Home in Windham
Lakeside escape in a family-friendly neighborhood.
5.0 out of 5 average rating, 5 reviews, 2 bedrooms, 3 beds, 1 bathroom
12–17 Jul
Guest favourite
Flat in Portland
🏵️ Renovated Owner's Unit 🏵️
4.87 out of 5 average rating, 135 reviews, 2 bedrooms, 2 beds, 1 bathroom
19–24 Jul
Top guest favourite
Flat in Portland
Historic + Modern, Sun Filled West End 1BR Apt.
4.88 out of 5 average rating, 359 reviews, 1 bedroom, 1 bed, 1 bathroom
4–9 Nov
Top guest favourite
Flat in Portland
The Yankee Dugout
4.98 out of 5 average rating, 187 reviews, 2 bedrooms, 3 beds, 1 bathroom
31 Aug – 5 Sept
Top guest favourite
Home in Portland
East End Unit
4.94 out of 5 average rating, 174 reviews, 1 bedroom, 2 beds, 1 bathroom
1–6 Nov