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Search results; Over 1,000 homes in Portland

Top guest favourite
Guest house in Portland
Spacious & Convenient 2 Bd/1 bath w/ Free Parking
2 bedrooms, 3 beds, 1 private bathroom
26–31 Aug
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4.96 out of 5 average rating, 515 reviews
Guest favourite
Apartment in Portland
First Floor Portland Condo 3 Bed 2 Bath + Parking
3 bedrooms, 3 beds, 2 bathrooms
2–7 Aug
4.96 out of 5 average rating, 352 reviews
Top guest favourite
Home in Cape Elizabeth
"Periwinkle" ~ a Charming Oceanfront Cottage
3 bedrooms, 3 beds, 1.5 bathrooms
26 Sept – 1 Oct
5.0 out of 5 average rating, 35 reviews
Top guest favourite
Flat in Portland
tHE nEST AT gRAY St. # 2
4 bedrooms, 5 beds, 2 bathrooms
2–7 Nov
5.0 out of 5 average rating, 40 reviews
Guest favourite
Flat in South Portland
Second floor 3BR/2BA Near Willard Beach & Portland
3 bedrooms, 4 beds, 1.5 bathrooms
6–11 Sept
4.89 out of 5 average rating, 9 reviews
Superhost
Flat in South Portland
Sleeps 5 • Near Beaches-Downtown Portland -Parking
2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
New place to stay
Top guest favourite
Flat in Portland
Boutique BnB in The Heart of East End Portland!
2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
4.98 out of 5 average rating, 466 reviews
Top guest favourite
Flat in Portland
Quiet Comfy Victorian Escape
2 bedrooms, 2 queen beds, 1 bathroom
17–22 Oct
4.97 out of 5 average rating, 211 reviews
Superhost
Bed and breakfast in Portland
Aerie 2 reg:STHR-007375-2025 Peaks Island, Me
1 bedroom, 1 bed, 1 bathroom
14–19 Jul
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Portland
Home in Portland
4 bedrooms, 9 beds, 1.5 bathrooms
30 Oct – 4 Nov
5.0 out of 5 average rating, 24 reviews
Guest favourite
Flat in Portland
1-bedroom unit (3 beds) with free parking
1 bedroom, 3 beds, 1 bathroom
17–22 Sept
4.96 out of 5 average rating, 141 reviews
Top guest favourite
Home in Portland
Top Deck - Portland Property with Views!
3 bedrooms, 10 beds, 2.5 bathrooms
27 Aug – 1 Sept
4.92 out of 5 average rating, 293 reviews
Top guest favourite
Home in Portland
"Good Vibes" 4 Wonderful Seasons @ Portland Home!
3 bedrooms, 5 beds, 1.5 bathrooms
14–19 Sept
4.96 out of 5 average rating, 167 reviews
Guest favourite
Flat in Portland
🏵️ Renovated Owner's Unit 🏵️
2 bedrooms, 2 queen beds, 1 bathroom
19–24 Jul
4.87 out of 5 average rating, 134 reviews
Superhost
Hotel room in Portland
Steps to Old Port | Hostel Bed in 8-Bed Coed Dorm
1 bedroom, 4 bunk beds, 3.5 bathrooms
5–10 Jul
4.92 out of 5 average rating, 213 reviews
Top guest favourite
Tiny home in Portland
The Garden Cabin Tiny Home
1 bedroom, 1 double bed, 1.5 bathrooms
17–22 Sept
4.95 out of 5 average rating, 537 reviews
Top guest favourite
Guest suite in Portland
Sunset Suite 42
2 bedrooms, 2 queen beds, 1 bathroom
12–17 Sept
5.0 out of 5 average rating, 225 reviews
Top guest favourite
Flat in Portland
Bright and cozy Munjoy Hill neighborhood apartment
2 bedrooms, 2 queen beds, 1 bathroom
29 Oct – 3 Nov
4.96 out of 5 average rating, 509 reviews
Top guest favourite
Flat in Portland
Historic + Modern, Sun Filled West End 1BR Apt.
1 bedroom, 1 queen bed, 1 bathroom
4–9 Nov
4.88 out of 5 average rating, 357 reviews