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Search results; Over 1,000 homes in Portland

Top guest favourite
Apartment in Portland
Walk to Top Dining • Boutique Stay • Parking
2 bedrooms, 1 bed, 1.5 private bathrooms
23–28 Sept
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4.99 out of 5 average rating, 173 reviews
Top guest favourite
Home in Portland
Waterfront-Beach Sunrise/Sunset Peaks Portland
2 bedrooms, 3 beds, 1.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 86 reviews
Top guest favourite
Home in Portland
Top Deck - Portland Property with Views!
3 bedrooms, 10 beds, 2.5 bathrooms
25–30 Oct
4.92 out of 5 average rating, 304 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, 23 reviews
Top guest favourite
Home in Cape Elizabeth
"Periwinkle" ~ a Charming Oceanfront Cottage
3 bedrooms, 3 beds, 1.5 bathrooms
8–14 Nov
5.0 out of 5 average rating, 38 reviews
Top guest favourite
Home in Portland
Home in Portland
4 bedrooms, 9 beds, 1.5 bathrooms
30 Oct – 4 Nov
5.0 out of 5 average rating, 34 reviews
Top guest favourite
Flat in Portland
Old Port Loft -400
4 bedrooms, 5 beds, 3 bathrooms
13–18 Sept
4.96 out of 5 average rating, 56 reviews
Top guest favourite
Home in Portland
Historic Carriage House just steps from Casco Bay!
1 bedroom, 1 king bed, 2 bathrooms
30 Oct – 4 Nov
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Guest house in Portland
Spacious & Convenient 2 Bd/1 bath w/ Free Parking
2 bedrooms, 3 beds, 1 bathroom
30 Oct – 4 Nov
4.96 out of 5 average rating, 521 reviews
Top guest favourite
Home in Portland
"Good Vibes" 4 Wonderful Seasons @ Portland Home!
3 bedrooms, 5 beds, 1.5 bathrooms
18–23 Oct
4.97 out of 5 average rating, 174 reviews
Superhost
Rooms in Portland
c1800 Loft Downtown/Walk to Old Port
4 bedrooms, 6 beds, 1 bathroom
25–30 Oct
New place to stay
Luxe
Apartment in Portland
Waterfront Two Master Suite Penthouse with Rooftop
2 bedrooms, 2 king beds, 2.5 bathrooms
1–6 Nov
4.96 out of 5 average rating, 254 reviews
Top guest favourite
Flat in Portland
The Howard on Munjoy Hill
1 bedroom, 1 queen bed, 1 bathroom
25–30 Oct
4.97 out of 5 average rating, 225 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, 57 reviews
Top guest favourite
Flat in Portland
1-bedroom unit (3 beds) with free parking
1 bedroom, 3 beds, 1 bathroom
1–6 Nov
4.96 out of 5 average rating, 149 reviews
Top guest favourite
Flat in Portland
Private Hill Top Apartment/w One Car Driveway
2 bedrooms, 2 beds, 1 bathroom
22–27 Aug
4.88 out of 5 average rating, 1149 reviews
Top guest favourite
Flat in Portland
Boutique BnB in The Heart of East End Portland!
2 bedrooms, 3 beds, 1 bathroom
30 Oct – 4 Nov
4.98 out of 5 average rating, 482 reviews
Top guest favourite
Flat in Portland
Quiet Comfy Victorian Escape
2 bedrooms, 2 queen beds, 1 bathroom
14–19 Sept
4.96 out of 5 average rating, 222 reviews
Top guest favourite
Home in Portland
Wall St. Retreat: Family-Ready Portland Home
3 bedrooms, 4 beds, 2 bathrooms
31 Oct – 5 Nov
5.0 out of 5 average rating, 28 reviews