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Search results; Over 1,000 homes in Portland

Guest favorite
Townhouse in Portland
Summer in Beautiful Downtown Portland!
2 bedrooms, 2 beds, 3.5 private baths
Nov 4 – 9
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4.92 out of 5 average rating, 37 reviews
Top guest favorite
Apartment in Portland
Adorable getaway on the Eastern Promenade
1 bedroom, 2 beds, 1 bath
Nov 13 – 18
4.93 out of 5 average rating, 698 reviews
Top guest favorite
Loft in Portland
Central Arts District Studio with Free Parking
1 queen bed, 1 bath
Nov 15 – 20
4.94 out of 5 average rating, 765 reviews
Top guest favorite
Place to stay in Portland
Top of Portland's Munjoy Hill
2 bedrooms, 2 beds, 1 bath
Nov 16 – 21
4.92 out of 5 average rating, 1240 reviews
Top guest favorite
Apartment in Portland
Luxury Retreat In Back Cove | 10 Min to Downtown
2 bedrooms, 3 beds, 1 bath
Sep 13 – 18
5.0 out of 5 average rating, 111 reviews
Top guest favorite
Tiny home in Scarborough
Cozy Tiny Cottage • 9mi Portland • 6mi Beach
1 bedroom, 2 beds, 1 bath
Nov 3 – 8
4.98 out of 5 average rating, 130 reviews
Guest favorite
Room in Falmouth
Master bedroom and private bath in Falmouth house
1 queen bed, 1 bath
Aug 16 – 21
4.83 out of 5 average rating, 166 reviews
Top guest favorite
Apartment in Portland
Quiet Comfy Victorian Escape
2 bedrooms, 2 queen beds, 1 bath
Nov 2 – 7
4.97 out of 5 average rating, 217 reviews
Top guest favorite
Apartment in South Portland
2 bedroom, 1 bath of coastal comfort & airy charm
2 bedrooms, 3 beds, 1 bath
Oct 28 – Nov 2
5.0 out of 5 average rating, 15 reviews
Top guest favorite
Guest suite in Scarborough
Completely Private Guest Suite Near Higgins Beach
1 bedroom, 1 queen bed, 1 bath
Sep 13 – 18
4.94 out of 5 average rating, 202 reviews
Top guest favorite
Yurt in Chebeague Island
Mongolian Yurt on Chebeague Island
1 bedroom, 1 bed, Half-bath
Sep 7 – 12
4.98 out of 5 average rating, 119 reviews
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Tiny home in Portland
The Garden Cabin Tiny Home
1 bedroom, 1 double bed, 1.5 baths
Dec 1 – 6
4.95 out of 5 average rating, 552 reviews
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Room in Freeport
Limoges - A short walk to shops and has Wifi
1 queen bed, 1.5 baths
Aug 16 – 21
4.99 out of 5 average rating, 223 reviews
Guest favorite
Apartment in South Portland
The Wild Yard Home
1 bedroom, 1 king bed, 1 bath
Nov 2 – 7
4.89 out of 5 average rating, 46 reviews
Top guest favorite
Guest suite in Portland
Joyful Munjoy Hill Garden Suite
1 bedroom, 2 beds, 1 bath
Nov 11 – 16
4.96 out of 5 average rating, 227 reviews
Top guest favorite
Guesthouse in Saco
Brand-New Private Studio with Large Balcony – Saco
1 bedroom, 2 beds, 1 bath
Oct 26 – 31
5.0 out of 5 average rating, 17 reviews
Top guest favorite
Apartment in Portland
Rooftop Deck | 5 Min to Downtown | Parking
1 bedroom, 2 beds, 1 bath
Oct 26 – 31
4.92 out of 5 average rating, 72 reviews
Top guest favorite
Home in Portland
East End Unit
1 bedroom, 2 beds, 1 bath
Nov 7 – 12
4.94 out of 5 average rating, 183 reviews
Top guest favorite
Home in South Portland
The Garden House - Studio w/private entrance
1 bedroom, 1 bed, 1 bath
Sep 7 – 12
5.0 out of 5 average rating, 42 reviews