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Search results; Over 1,000 homes in Portland

Top guest favourite
Home in Portland
Explore Portland from a 18th-Century Victorian
1 bedroom, 1 bed, 1 private bathroom
13–18 Jul
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4.95 out of 5 average rating, 371 reviews
Guest favourite
Apartment in Portland
First Floor Portland Condo 3 Bed 2 Bath + Parking
3 bedrooms, 3 beds, 2 bathrooms
15–20 Aug
4.96 out of 5 average rating, 354 reviews
Guest favourite
Flat in South Portland
Second floor 3BR/2BA Near Willard Beach & Portland
3 bedrooms, 4 beds, 1.5 bathrooms
12–17 Oct
4.9 out of 5 average rating, 10 reviews
Guest favourite
Hotel in South Portland
HomeAwhile - Extended Stay Suites
1 bedroom, 2 beds, No bathroom
12–17 Jul
4.93 out of 5 average rating, 137 reviews
Flat in South Portland
2 bedroom, 1 bath of coastal comfort & airy charm
2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
New place to stay
Top guest favourite
Home in Portland
East End Unit
1 bedroom, 2 beds, 1 bathroom
1–6 Nov
4.94 out of 5 average rating, 174 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
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
RETRO BnB in the Heart of East End Portland
1 bedroom, 1 queen bed, 1 bathroom
25–30 Oct
4.96 out of 5 average rating, 555 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
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 Cape Elizabeth
Pastoral Tranquil Walk to Trails Dining Shopping
3 bedrooms, 4 beds, 1 bathroom
6–11 Sept
5.0 out of 5 average rating, 30 reviews
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, 468 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, 168 reviews
Guest favourite
Home in Poland
Hillside Hideaway at Blackcat Mountain
2 bedrooms, 3 beds, 2 bathrooms
15–20 Jul
5.0 out of 5 average rating, 5 reviews
Superhost
Flat in Portland
Funky and Eclectic Parkside Apartment
1 bedroom, 1 king bed, 1 bathroom
27 Jul – 1 Aug
5.0 out of 5 average rating, 4 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, 358 reviews
Superhost
Bed and breakfast in Portland
Aerie 2 reg:STHR-007375-2025 Peaks Island, Me
1 bedroom, 1 bed, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Cape Elizabeth
"Periwinkle" ~ a Charming Oceanfront Cottage
3 bedrooms, 3 beds, 1.5 bathrooms
1–7 Nov
5.0 out of 5 average rating, 35 reviews