Holiday rentals in Portland
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Top-rated holiday rentals in Portland
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Flat in Portland
4.82 out of 5 average rating, 347 reviewsSpacious and Comfortable Private Apartment
Third floor (i.e. a few stairs) spacious apartment with a private entrance. Walking distance to Thompson’s Point, Maine Med and many other trails and attractions. The Old Port is a 5 minute drive (1.5 mi.). There is plenty of free street parking available. Space heaters warm the space in the winter, and a/c is provided in the summer. The house is shared by first floor tenants while our family occupies the second floor. Again, several stairs to navigate, but quite comfortable once you settle in!
9–16 Mar
Guest house in Portland
4.95 out of 5 average rating, 278 reviewsBeautiful large studio on the ocean.
Our large, light, 2nd floor studio is airy and modern with a deck overlooking the garden, ocean and sunrise. We love to welcome guests to share our beautiful property so if you'd like to book please introduce yourselves and let us know about who is coming and some hopes for your trip. We are caring, unobtrusive hosts who value getting to know our guests a little beforehand. We think we have the best of both worlds here - the peace and beauty of Casco Bay, yet 5 minutes to the center of town.
25–30 Apr
Flat in Portland
4.97 out of 5 average rating, 475 reviewsAmazing Views! Perfect Location. Loft style feel.
Oh the VIEW! City views and a beautiful park like old cemetery. Cozy, sunny private apartment in a quiet, Owner Occupied building. Perfect East End location for exploring all of Portland Just 2 blocks from Duckfat, Eventide and many restaurants, breweries and distilleries Comfy living room with a 55" TV and seating to take in the view. Fully equipped eat in kitchen, tile shower and a wonderful King size bed to watch the sun rise Includes Reserved Off street parking. License #STHR-000980
4–11 Apr
Holiday rentals for every style
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Popular amenities for Portland holiday rentals
Other great holiday rentals in Portland
Flat in Scarborough
4.85 out of 5 average rating, 433 reviewsTiny Pine Point Beach Pad - comfy, cozy surf shed
13–20 Apr
Loft in South Portland
5.0 out of 5 average rating, 105 reviewsSerene studio apartment, close to everything.
21–26 Apr
Flat in Portland
4.88 out of 5 average rating, 374 reviewsModern East End studio, perfect Portland home base
31 Oct – 7 Nov
Flat in Portland
4.85 out of 5 average rating, 437 reviewsCozy, Private Apartment
11–18 Nov
Guest suite in Portland
4.95 out of 5 average rating, 150 reviewsJoyful Munjoy Hill Garden Suite
Guest suite in Freeport
4.96 out of 5 average rating, 114 reviewsSolar Suite surrounded by Nature
23–30 Nov
Cabin in Lovell
4.98 out of 5 average rating, 246 reviewsSecluded, cozy cabin nestled in the Maine woods
13–20 Sep
Cottage in Scarborough
4.85 out of 5 average rating, 279 reviewsCharming beach cottage
22–29 Apr
Flat in Portland
4.82 out of 5 average rating, 191 reviewsBeachy 1BR Atop Munjoy Hill+Steps to Eastern Prom
29 Nov – 6 Dec
Apartment in Portland
4.96 out of 5 average rating, 159 reviews"Cornelia" Penthouse Waterfront Suite
12–19 Jan
Flat in Gorham
4.96 out of 5 average rating, 194 reviewsCozy Private 1 Bedroom Apartment - Gorham Village
17–24 Apr
Flat in Arundel
4.91 out of 5 average rating, 125 reviewsGinger Hilltop
4–11 Mar
Quick stats about holiday rentals in Portland
Total rentals | 1.5K properties |
---|---|
Rentals with dedicated workspaces | 770 properties have a dedicated workspace |
Rentals with a pool | 50 properties have a pool |
Pet-friendly rentals | 390 properties allow pets |
Family-friendly rentals | 780 properties are a good fit for families |
Total number of reviews | 151K reviews |
Destinations to explore
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