Search results; Over 1,000 homes in Portland

Top guest favourite
Apartment in Portland
Charming, newly remodeled space atop Munjoy Hill.
1 bedroom, 1 bed, 1 private bathroom
1–6 Oct
,
4.99 out of 5 average rating, 118 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 house in Falmouth
Charming Guest House in the heart of Falmouth
2 queen beds
14–19 Jul
New place to stay
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
Apartment in Portland
First Floor Portland Condo 3 Bed 2 Bath + Parking
3 beds
15–20 Aug
4.96 out of 5 average rating, 355 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
Guest favourite
Home in Portland
Portland Pool House - Minutes to the Old Port!
3 beds
27 Aug – 1 Sept
5.0 out of 5 average rating, 9 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
Hotel in South Portland
HomeAwhile - Extended Stay Suites
2 beds
2–7 Aug
4.93 out of 5 average rating, 137 reviews
Top guest favourite
Flat in Portland
Old Port Loft - 302
2 beds
19–24 Jul
5.0 out of 5 average rating, 23 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
Top guest favourite
Loft in Portland
Spacious Arts District Studio with Free Parking
1 queen bed
29 Oct – 3 Nov
4.95 out of 5 average rating, 837 reviews
Flat in Portland
A quintessential Portland getaway.
2 beds
9–14 Aug
Guest favourite
Guest house in Portland
Spacious & Convenient 2 Bd/1 bath w/ Free Parking
3 beds
26–31 Aug
4.96 out of 5 average rating, 517 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
Boat in Portland
Stay Aboard Enchanted – Your Dockside Getaway
Waterfront, Boat berth
16–21 Jul
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Room in Portland
Stay with Laura
Dog-friendly East End room w/private entrance
18–23 Sept
4.97 out of 5 average rating, 394 reviews
Top guest favourite
Flat in Portland
Bright and cozy Munjoy Hill neighborhood apartment
2 queen beds
29 Oct – 3 Nov
4.96 out of 5 average rating, 510 reviews