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Search results; Over 1,000 homes in Portland

Top guest favourite
Apartment in Portland
Walk to Top Dining • Boutique Stay • Parking
2 bedrooms, 1 bed, 1.5 private bathrooms
11–16 Sept
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4.99 out of 5 average rating, 164 reviews
Guest favourite
Flat in South Portland
Peaceful & minutes from Old Port w/private parking
4.9 out of 5 average rating, 82 reviews, 1 bedroom, 2 beds, 1 bathroom
27 Sept – 2 Oct
Top guest favourite
Flat in Yarmouth
Sweet 1-Bedroom Apartment in Vintage Village Cape
4.97 out of 5 average rating, 185 reviews, 1 bedroom, 1 bed, 1 bathroom
21–26 Sept
Guest favourite
Flat in Portland
🏵️ Renovated Owner's Unit 🏵️
4.88 out of 5 average rating, 138 reviews, 2 bedrooms, 2 beds, 1 bathroom
3–8 Aug
Top guest favourite
Room in South Portland
Serene Wooded Oasis Near Portland & Beaches
4.98 out of 5 average rating, 120 reviews, 1 king bed, 1.5 bathrooms
1–6 Sept
Top guest favourite
Home in Portland
Stylish Home in the Heart of the East End
4.97 out of 5 average rating, 62 reviews, 3 bedrooms, 3 beds, 2 bathrooms
15–20 Nov
Top guest favourite
Flat in Portland
RETRO BnB in the Heart of East End Portland
4.96 out of 5 average rating, 559 reviews, 1 bedroom, 1 bed, 1 bathroom
28 Oct – 2 Nov
Top guest favourite
Guest suite in Portland
Joyful Munjoy Hill Garden Suite
4.96 out of 5 average rating, 224 reviews, 1 bedroom, 2 beds, 1 bathroom
11–16 Nov
Guest favourite
Flat in Portland
Lovely studio in downtown Portland
4.89 out of 5 average rating, 297 reviews, 1 bed, 1 bathroom
1–6 Nov
Top guest favourite
Flat in Portland
Stylish Condo in Downtown Portland w/ Private Yard
5.0 out of 5 average rating, 24 reviews, 1 bedroom, 1 bed, 1 bathroom
7–12 Oct
Top guest favourite
Cottage in Yarmouth
Buoys on Bates | Couples' Cottage near Portland
4.96 out of 5 average rating, 175 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Aug
Top guest favourite
Home in Freeport
Mermaid's Chair | Private Beach | Hot Tub
5.0 out of 5 average rating, 15 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
27 Oct – 1 Nov
Top guest favourite
Flat in Portland
Compact & Complete in residential neighborhood
4.97 out of 5 average rating, 236 reviews, 1 bedroom, 4 beds, 1 bathroom
1–6 Jan
Top guest favourite
Flat in South Portland
Willard Square - The View
4.91 out of 5 average rating, 244 reviews, 1 bedroom, 1 bed, 1 bathroom
15–20 Sept
Top guest favourite
Flat in Portland
Lovely 1 Bedroom West End Flat
4.97 out of 5 average rating, 95 reviews, 1 bedroom, 1 bed, 1 bathroom
13–18 Oct
Top guest favourite
Flat in Portland
The Howard on Munjoy Hill
4.98 out of 5 average rating, 214 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Oct
Top guest favourite
Guest house in Portland
Tiny Cottage Hideaway, close to everything
4.97 out of 5 average rating, 172 reviews, 1 bedroom, 1 bed, 1 bathroom
14–19 Sept
Top guest favourite
Flat in Portland
*Serene* West End 2BR w/ Balcony: The Mermaid Cove
4.99 out of 5 average rating, 708 reviews, 2 bedrooms, 2 beds, 1 bathroom
13–18 Sept
Superhost
Room in Portland
Aerie 2 reg:STHR-007375-2025 Peaks Island, Me
5.0 out of 5 average rating, 4 reviews, 1 bed, 1 bathroom
30 Aug – 4 Sept