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Search results; Over 1,000 homes in Portland

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Guest favourite
Hotel room in Portland
Two Bedroom Loft for Luxury Traveler in Old Port
2 bedrooms, 2 beds, 1 private bathroom
1–6 Sept
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4.93 out of 5 average rating, 59 reviews
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Top guest favourite
Flat in Portland
Peaceful Oasis on Munjoy Hill -2nd flr/3BR+parking
3 bedrooms, 4 beds
22–27 Nov
4.96 out of 5 average rating, 684 reviews
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Top guest favourite
Flat in Portland
Peaks Island Master Bedroom Suite
1 bedroom, 2 beds
22–27 Oct
4.99 out of 5 average rating, 226 reviews
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Top guest favourite
Flat in Portland
The Howard on Munjoy Hill
1 bedroom, 1 queen bed
25–30 Oct
4.97 out of 5 average rating, 224 reviews
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Top guest favourite
Home in Cape Elizabeth
"Periwinkle" ~ a Charming Oceanfront Cottage
3 bedrooms, 3 beds
8–14 Nov
5.0 out of 5 average rating, 36 reviews
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Top guest favourite
Flat in Portland
Old Port Loft -400
4 bedrooms, 5 beds
6–11 Sept
4.96 out of 5 average rating, 55 reviews
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Top guest favourite
Guest house in Portland
Spacious & Convenient 2 Bd/1 bath w/ Free Parking
2 bedrooms, 3 beds
30 Oct – 4 Nov
4.96 out of 5 average rating, 520 reviews
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Top guest favourite
Home in Portland
Home in Portland
4 bedrooms, 9 beds
30 Oct – 4 Nov
5.0 out of 5 average rating, 34 reviews
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Home in Cape Elizabeth
Crescent Meadows
3 bedrooms, 5 beds
7–12 Sept
New place to stay
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Top guest favourite
Home in Portland
Top Deck - Portland Property with Views!
3 bedrooms, 10 beds
12–17 Oct
4.92 out of 5 average rating, 303 reviews
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Guest favourite
Flat in Portland
Clean and Bright, Two Blocks to the Prom!
3 bedrooms, 3 queen beds
13–18 Sept
4.89 out of 5 average rating, 276 reviews
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Superhost
Rooms in Portland
c1800 Loft Downtown/Walk to Old Port
4 bedrooms, 6 beds
17–22 Oct
New place to stay
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Guest favourite
Flat in Portland
1-bedroom unit (3 beds) with free parking
1 bedroom, 3 beds
1–6 Nov
4.96 out of 5 average rating, 148 reviews
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Top guest favourite
Home in Portland
Modern Portland House - Minutes to the Old Port!
3 bedrooms, 3 beds
6–11 Sept
5.0 out of 5 average rating, 16 reviews
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Top guest favourite
Flat in Portland
Boutique BnB in The Heart of East End Portland!
2 bedrooms, 3 beds
30 Oct – 4 Nov
4.98 out of 5 average rating, 482 reviews
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Top guest favourite
Flat in South Portland
2 bedroom, 1 bath of coastal comfort & airy charm
2 bedrooms, 3 beds
7–12 Nov
5.0 out of 5 average rating, 23 reviews
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Top guest favourite
Guest suite in Portland
Sunflower Retreat in North Back Cove
1 bedroom, 1 queen bed
25–30 Oct
4.97 out of 5 average rating, 321 reviews
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Top guest favourite
Home in Portland
"Good Vibes" 4 Wonderful Seasons @ Portland Home!
3 bedrooms, 5 beds
18–23 Sept
4.97 out of 5 average rating, 174 reviews
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Guest favourite
Holiday home in Portland
Heron's Perch on Peaks' Island
4 bedrooms, 8 beds
20–25 Sept
4.95 out of 5 average rating, 41 reviews