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Search results; Over 1,000 homes in Portland

Guest favourite
Room in South Portland
HomeAwhile - Extended Stay Suites
2 beds
16–21 Aug
4.92 out of 5 average rating, 165 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, 15 reviews
Top guest favourite
Home in Freeport
Mermaid's Chair | Private Beach | Hot Tub
2 bedrooms, 2 beds
27 Oct – 1 Nov
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Cabin in Freeport
The Maine Frame | Modern A-Frame Cabin in Freeport
2 bedrooms, 2 beds
14–19 Nov
5.0 out of 5 average rating, 144 reviews
Top guest favourite
Loft in Portland
Sunny Arts Dist. Studio- Queen Bed & FREE Parking
2 beds
25–30 Oct
4.94 out of 5 average rating, 795 reviews
Top guest favourite
Treehouse in Pownal
The Copper Fox Treehouse
1 bedroom, 3 beds
28 Aug – 2 Sept
4.99 out of 5 average rating, 185 reviews
Top guest favourite
Loft in Portland
Downtown Penthouse Suite - Stunning Harbor Views
2 bedrooms, 2 queen beds
13–18 Sept
4.97 out of 5 average rating, 317 reviews
Top guest favourite
Guest suite in Saco
Private studio located 2 miles from the beach.
1 king bed
19–24 Oct
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Tiny home in Scarborough
Cozy Tiny Cottage • 9mi Portland • 6mi Beach
1 bedroom, 2 beds
25–30 Aug
4.98 out of 5 average rating, 128 reviews
Camper van/Motorhome in Portland
Modern Camper Retreat Near Portland Jetport (PWM)
1 bed
7–12 Aug
New place to stay
Top guest favourite
Flat in Portland
The Yankee Dugout
2 bedrooms, 3 beds
30 Aug – 4 Sept
4.98 out of 5 average rating, 196 reviews
Guest favourite
Cabin in Gray
Chickadee Cottage
2 bedrooms, 4 beds
12–17 Jun
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Tiny home in Portland
The Garden Cabin Tiny Home
1 bedroom, 1 double bed
1–6 Dec
4.95 out of 5 average rating, 551 reviews
Top guest favourite
Guest house in Portland
Spacious & Convenient 2 Bd/1 bath w/ Free Parking
2 bedrooms, 3 beds
20–25 Sept
4.96 out of 5 average rating, 520 reviews
Top guest favourite
Flat in Portland
Old Port Loft -400
4 bedrooms, 5 beds
30 Aug – 4 Sept
4.96 out of 5 average rating, 52 reviews
Top guest favourite
Loft in Portland
Spacious Arts District Studio with Free Parking
1 queen bed
25–30 Oct
4.95 out of 5 average rating, 844 reviews
Top guest favourite
Cabin in Freeport
Chickadee A-Frame
3 bedrooms, 3 beds
18–23 Oct
4.98 out of 5 average rating, 81 reviews
Top guest favourite
Home in Cape Elizabeth
"Periwinkle" ~ a Charming Oceanfront Cottage
3 bedrooms, 3 beds
1–7 Nov
5.0 out of 5 average rating, 35 reviews