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Search results; Over 1,000 homes in Portland

Descriptions are based on details hosts provide
Top guest favourite
Apartment in Portland
Mary J. Eastburn House - Baxter Suite
1 bedroom, 2 beds, 1 private bathroom
18–23 Jul
,
5.0 out of 5 average rating, 144 reviews
Top guest favourite
Apartment in Portland
Light-filled with local Maine art
3 bedrooms, 3 beds, 2 bathrooms
15–20 Aug
4.96 out of 5 average rating, 355 reviews
Home in Falmouth
Private beach a 3-minute walk away
2 beds, 1 bathroom
26–31 Aug
5.0 out of 5 average rating, 4 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
Guest favourite
Hotel in South Portland
Extended-stay suite with kitchen and workspace
1 bedroom, 2 beds, No bathroom
26–31 Jul
4.93 out of 5 average rating, 137 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, 32 reviews
Guest favourite
Flat in Portland
Renovated unit, 10 minutes from downtown
1 bedroom, 3 beds, 1 bathroom
17–22 Sept
4.96 out of 5 average rating, 142 reviews
Superhost
Hotel room in Portland
One block from the Old Port
1 bedroom, 4 bunk beds, 3.5 bathrooms
19–24 Jul
4.92 out of 5 average rating, 215 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
4.91 out of 5 average rating, 11 reviews
Guest favourite
Flat in Portland
🏵️ Renovated Owner's Unit 🏵️
2 bedrooms, 2 queen beds, 1 bathroom
3–8 Aug
4.87 out of 5 average rating, 135 reviews
Flat in South Portland
Walk to Willard Beach, private backyard
2 bedrooms, 3 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 3 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, 41 reviews
Guest favourite
Home in Poland
Hillside Hideaway at Blackcat Mountain
2 bedrooms, 3 beds, 2 bathrooms
1–6 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Flat in Portland
Peaks Island Master Bedroom Suite
1 bedroom, 2 beds, 1 bathroom
19–24 Oct
4.99 out of 5 average rating, 221 reviews
Top guest favourite
Home in Portland
Top Deck - Portland Property with Views!
3 bedrooms, 10 beds, 2.5 bathrooms
30 Aug – 4 Sept
4.92 out of 5 average rating, 295 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, 212 reviews
Guest favourite
Guest house in Portland
Quiet neighborhood, walkable to Thompson’s Point
2 bedrooms, 3 beds, 1 bathroom
26–31 Aug
4.96 out of 5 average rating, 517 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
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