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Search results; Over 1,000 homes in Portland

Top guest favourite
Home in Portland
"Good Vibes" 4 Wonderful Seasons @ Portland Home!
3 bedrooms, 5 beds, 1.5 private bathrooms
12–17 Oct
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4.96 out of 5 average rating, 178 reviews
Top guest favourite
Flat in Portland
Large Sunny Apartment Near Downtown/Arts District
1 bedroom, 1 queen bed, 1 bathroom
20–25 Nov
4.96 out of 5 average rating, 484 reviews
Top guest favourite
Flat in Portland
Quiet Comfy Victorian Escape
2 bedrooms, 2 queen beds, 1 bathroom
2–7 Nov
4.96 out of 5 average rating, 224 reviews
Superhost
Flat in Portland
Prom Queen
2 bedrooms, 2 queen beds, 2 bathrooms
25–30 Oct
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Portland
Fore River Getaway
3 bedrooms, 4 beds, 1 bathroom
13–18 Sept
4.99 out of 5 average rating, 106 reviews
Cottage in Portland
Cozy Renovated Home | Portland, ME
2 bedrooms, 2 beds, 2 bathrooms
1–6 Nov
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Portland
Cheerful, Sunny, 3 Bedroom Island Home
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
4.97 out of 5 average rating, 67 reviews
Top guest favourite
Home in Portland
East End Unit
1 bedroom, 2 beds, 1 bathroom
7–12 Nov
4.94 out of 5 average rating, 190 reviews
Top guest favourite
Flat in South Portland
2 bedroom, 1 bath of coastal comfort & airy charm
2 bedrooms, 3 beds, 1 bathroom
7–12 Nov
5.0 out of 5 average rating, 27 reviews
Top guest favourite
Flat in Portland
Amazing Views! Perfect Location. Loft style feel.
1 bedroom, 1 king bed, 1 bathroom
10–15 Nov
4.98 out of 5 average rating, 654 reviews
Guest favourite
Bed and breakfast in South Portland
Spacious Room in Charming Antique Victorian - SOPO
1 bedroom, 1 queen bed, 1.5 bathrooms
27 Oct – 1 Nov
4.88 out of 5 average rating, 498 reviews
Top guest favourite
Flat in Portland
PortJoy Living
2 bedrooms, 2 queen beds, 1 bathroom
26–31 Oct
5.0 out of 5 average rating, 59 reviews
Guest favourite
Flat in Portland
Historic + Modern, Sun Filled West End 1BR Apt.
1 bedroom, 1 queen bed, 1 bathroom
14–19 Nov
4.88 out of 5 average rating, 373 reviews
Top guest favourite
Flat in Portland
Luxury Retreat In Back Cove | 10 Min to Downtown
2 bedrooms, 3 beds, 1 bathroom
14–19 Sept
5.0 out of 5 average rating, 114 reviews
Top guest favourite
Flat in Portland
Small cozy downtown loft
1 bedroom, 1 queen bed, 1 bathroom
31 Oct – 5 Nov
4.92 out of 5 average rating, 379 reviews
Guest favourite
Flat in Portland
Back Cove Retreat | Walk, Relax, Explore
2 bedrooms, 2 beds, 1 bathroom
26–31 Oct
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Flat in Portland
Stylish Condo in Downtown Portland w/ Private Yard
1 bedroom, 1 queen bed, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 31 reviews
Top guest favourite
Flat in Portland
Old Port Loft -400
4 bedrooms, 5 beds, 3 bathrooms
3–8 Oct
4.96 out of 5 average rating, 57 reviews
Guest favourite
Flat in South Portland
1BD/1BA in Knightville South Portland
1 bedroom, 1 bed, 1 bathroom
3–8 Nov
4.93 out of 5 average rating, 99 reviews