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Search results; Over 1,000 homes in Portland

Guest favourite
Hotel room in Portland
The Inn on Peaks Jewell Apartment Suite
4 bedrooms, 10 beds, 2 shared bathrooms
30 Aug – 4 Sept
,
4.88 out of 5 average rating, 24 reviews
Superhost
Room in South Portland
HomeAwhile - Extended Stay Suites
2 beds
20–25 Aug
4.91 out of 5 average rating, 177 reviews
Top guest favourite
Room in Freeport
Freeport, Maine
1 queen bed
24–29 Oct
4.96 out of 5 average rating, 280 reviews
Guest favourite
Flat in South Portland
The Wild Yard Home
1 bedroom, 1 king bed
2–7 Nov
4.89 out of 5 average rating, 46 reviews
Top guest favourite
Room in Freeport
Aynsley-A short walk to shops and has Wifi
1 queen bed
17–22 Aug
4.99 out of 5 average rating, 69 reviews
Top guest favourite
Barn in Portland
Garrison Cove Studio
1 bed
29 Oct – 3 Nov
5.0 out of 5 average rating, 488 reviews
Top guest favourite
Home in South Portland
The Garden House - Studio w/private entrance
1 bedroom, 1 bed
7–12 Sept
5.0 out of 5 average rating, 42 reviews
Top guest favourite
Flat in Portland
Quiet Comfy Victorian Escape
2 bedrooms, 2 queen beds
2–7 Nov
4.97 out of 5 average rating, 217 reviews
Top guest favourite
Room in Biddeford
King Bedroom at Thistle Pond. Close to UNE & Beach
1 king bed
31 Aug – 5 Sept
4.99 out of 5 average rating, 74 reviews
Guest favourite
Guest house in Falmouth
Garden Guesthouse in Falmouth, 5 mins to Portland
1 bedroom, 2 king beds
17–22 Aug
5.0 out of 5 average rating, 7 reviews
Guest favourite
Room in Falmouth
Green Room at Foreside Farmhouse
1 bed
30 Aug – 4 Sept
4.96 out of 5 average rating, 92 reviews
Top guest favourite
Guest suite in Scarborough
Completely Private Guest Suite Near Higgins Beach
1 bedroom, 1 queen bed
13–18 Sept
4.94 out of 5 average rating, 203 reviews
Top guest favourite
Room in Portland
Aerie 2 reg:STHR-007375-2025 Peaks Island, Me
1 bed
30 Aug – 4 Sept
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Room in Maine
By the Sea Willard Beach
1 queen bed
14–19 Sept
4.97 out of 5 average rating, 464 reviews
Top guest favourite
Tiny home in Scarborough
Cozy Tiny Cottage • 9mi Portland • 6mi Beach
1 bedroom, 2 beds
3–8 Nov
4.98 out of 5 average rating, 130 reviews
Top guest favourite
Guest house in Saco
Brand-New Private Studio with Large Balcony – Saco
1 bedroom, 2 beds
26–31 Oct
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Apartment in Portland
Charming 2-Bedroom Back Cove Retreat
2 bedrooms, 2 queen beds
29 Aug – 3 Sept
4.98 out of 5 average rating, 98 reviews
Top guest favourite
Guest suite in Yarmouth
Ash + Timber | Forest Sauna Suite Near Portland
1 bedroom, 2 beds
20–25 Oct
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Flat in Portland
The Yankee Dugout
2 bedrooms, 3 beds
30 Aug – 4 Sept
4.99 out of 5 average rating, 202 reviews