Search results; Over 1,000 homes in Portland

Guest favourite
Boutique hotel in Portland
The Library | Guestroom 6
1 bedroom, 1 bed, 1 bathroom
4–9 Oct
,
4.97 out of 5 average rating, 74 reviews
Guest favourite
Hotel in South Portland
HomeAwhile - Extended Stay Suites
2 beds
2–7 Aug
4.93 out of 5 average rating, 137 reviews
Guest house in Falmouth
Charming Guest House in the heart of Falmouth
2 queen beds
15–20 Jul
New place to stay
Superhost
Home in Windham
Highland Lake Cottage/Waterfront/Dock/Kayaks
On the lake, Kayak
8–13 Aug
Top guest favourite
Flat in Portland
Thompson's Point Studio
1 queen bed
19–24 Oct
5.0 out of 5 average rating, 111 reviews
Top guest favourite
Home in Portland
Top Deck - Portland Property with Views!
10 beds
30 Aug – 4 Sept
4.92 out of 5 average rating, 295 reviews
Guest favourite
Flat in Portland
Modern Studio Loft w/ Parking in Perfect Location
1 queen bed
25–30 Oct
4.95 out of 5 average rating, 770 reviews
Top guest favourite
Flat in Portland
Old Port Penthouse Suite - Amazing Harbor Views
2 queen beds
29 Aug – 3 Sept
4.97 out of 5 average rating, 318 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
Boat in Portland
Stay Aboard Enchanted – Your Dockside Getaway
Waterfront, Boat berth
17–22 Jul
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Flat in Portland
Rooftop Deck | 5 Min to Downtown | Parking
2 beds
30 Sept – 5 Oct
4.92 out of 5 average rating, 64 reviews
Guest favourite
Home in Portland
Near Portland Trails: Walkable Apartment w/ Deck
2 beds
17–22 Aug
5.0 out of 5 average rating, 5 reviews
Flat in Portland
A quintessential Portland getaway.
2 beds
9–14 Aug
Guest favourite
Flat in South Portland
Second floor 3BR/2BA Near Willard Beach & Portland
4 beds
6–11 Sept
4.91 out of 5 average rating, 11 reviews
Top guest favourite
Flat in Portland
Central-Local Studio in Vibrant Portland, Maine!
1 queen bed
23–28 Nov
4.9 out of 5 average rating, 455 reviews
Guest favourite
Flat in Portland
Old Port Loft - 301
2 king beds
26–31 Jul
4.95 out of 5 average rating, 60 reviews
Top guest favourite
Home in Portland
Explore Portland from a 18th-Century Victorian
1 king bed
23–28 Aug
4.95 out of 5 average rating, 372 reviews
Top guest favourite
Flat in Portland
The Yankee Dugout
3 beds
31 Aug – 5 Sept
4.98 out of 5 average rating, 189 reviews
Top guest favourite
Tiny home in Portland
The Garden Cabin Tiny Home
1 double bed
1–6 Dec
4.95 out of 5 average rating, 540 reviews