Holiday Homes in Portland

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Check prices for these dates

Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug
In one month
29 Aug - 31 Aug
In two months
26 Sept - 28 Sept

Featured Holiday Homes in Portland

Sunny Modern Oasis in Portland’s Trendy East End
Relax on the spacious deck with a table and chairs, taking in views of the surrounding greenery.

Sunny Modern Oasis in Portland’s Trendy East End

10.0 out of 10, Exceptional, (53)
"This apartment was very clean, modern, and fairly private, located on a quite street, but still close enough to walk to shops, cafes, breweries. Only about half a mile from downtown. Would definitely stay again!"
Sunny Modern Oasis in Portland’s Trendy East End
Elegant and efficient Island home 4 miles from downtown Portland
Outdoor dining

Elegant and efficient Island home 4 miles from downtown Portland

Elegant and efficient Island home 4 miles from downtown Portland
Cozy and Quiet Home One Bedroom Private Bathroom in Portland Maine. NOT KITCHEN.
Relax in a comfortable bedroom with a plush sofa, decorative headboard, and a cozy rug.

Cozy and Quiet Home One Bedroom Private Bathroom in Portland Maine. NOT KITCHEN.

2.0 star property
10.0 out of 10, Exceptional, (1)
"The property was as described, clean, and in a quiet neighborhood. Conveniently located to many local attractions. Check in and check out process was smooth. Overall enjoyed my stay very much. "
Cozy and Quiet Home One Bedroom Private Bathroom in Portland Maine. NOT KITCHEN.
Charming 110-year former Inn 10' from the Ocean!
Relax on the waterfront deck with Adirondack chairs and a small table, taking in the view of the nearby cruise ship.

Charming 110-year former Inn 10' from the Ocean!

9.8 out of 10, Exceptional, (128)
"We loved our stay here. Everything was clean. My kids loved the toy blocks and running out on the beach. There is a playground nearby on the beach. Views are amazing and the area is very quiet. Great vacation!"
Charming 110-year former Inn 10' from the Ocean!
Luxurious Penthouse with Modern Design in Downtown
Enjoy meals in the kitchen with a dining table and benches, and access to a staircase leading to the upper level.

Luxurious Penthouse with Modern Design in Downtown

9.8 out of 10, Exceptional, (12)
"Just as advertised, would definitely stay here again. Great location!"
Luxurious Penthouse with Modern Design in Downtown
Huge Historic Downtown Townhome
Enjoy cooking in this well-equipped kitchen with a central island, oven, and stainless steel range hood.

Huge Historic Downtown Townhome

9.8 out of 10, Exceptional, (7)
"From California, I put together a 21st birthday weekend in Portland for my daughter and five of her friends from Bates College. Tim, the manager, was communicative, helpful, and always available. The townhome is adorable, and the location is fantastic."
Huge Historic Downtown Townhome
Convenient Portland home 3 miles from Downtown
Enjoy cooking in this well-lit kitchen with a dishwasher, sink, and modern appliances.

Convenient Portland home 3 miles from Downtown

10.0 out of 10, Exceptional, (31)
"The home was in a great neighborhood and the place was very clean. My family and I enjoyed staying here."
Convenient Portland home 3 miles from Downtown
Munjoy Hill hideaway with AC - walk to dining & Eastern Promenade
Enjoy the serene views from this outdoor deck, surrounded by lush trees and foliage, with comfortable seating for two.

Munjoy Hill hideaway with AC - walk to dining & Eastern Promenade

9.0 out of 10, Wonderful, (24)
"We really enjoyed our stay. Everything was very clean and check in was flawless. We would definitely stay again!"
Munjoy Hill hideaway with AC - walk to dining & Eastern Promenade
Spacious Portland Home: Walk Downtown!
Enjoy cooking in this kitchen with an oven, stainless steel range hood, and large island.

Spacious Portland Home: Walk Downtown!

10.0 out of 10, Exceptional, (22)
"Wonderfully appointed property. Immaculate. Extreme attention to details. Hosts were very communicative & helpful. A spectacular gem in the heart of Portland!"
Spacious Portland Home: Walk Downtown!
Coastal Dream · Firepit · Hot Tub · Chef's Kitchen
Relax in the outdoor hot tub surrounded by a serene natural setting with trees and a tranquil atmosphere.

Coastal Dream · Firepit · Hot Tub · Chef's Kitchen

9.0 out of 10, Wonderful, (2)
"We were in Portland for my parents anniversary. We left the area in 1986 and moved to NC but we love to come visit. Our stay here was absolutely perfect. There were 6 adults and 1 teen in the group. We were all very comfortable. Our hosts kept in touch, were informative, and handled any questions I had. We would love to stay again! "
Coastal Dream · Firepit · Hot Tub · Chef's Kitchen
Art Filled East End Home a short walk to waterfront, restaurants and shops
Enjoy cooking in this well-equipped kitchen with a gas stove, oven, and stainless steel sink.

Art Filled East End Home a short walk to waterfront, restaurants and shops

9.8 out of 10, Exceptional, (28)
"Gorgeous property, responsive host, excellent location! All around a great experience. We would not hesitate to stay here again."
Art Filled East End Home a short walk to waterfront, restaurants and shops
The Globe House on Munjoy Hill - Walk to Breweries
Enjoy cooking in this well-equipped kitchen with a refrigerator, oven, and dishwasher.

The Globe House on Munjoy Hill - Walk to Breweries

10.0 out of 10, Exceptional, (80)
"Perfect location to take advantage of all the foodie places!! Place was clean and hosts were wonderful. "
The Globe House on Munjoy Hill - Walk to Breweries
Rent a room in the gorgeous Holt House
Stunning two-story building with a symmetrical facade, featuring a grand entrance and beautifully maintained gardens.

Rent a room in the gorgeous Holt House

7.8 out of 10, Good, (27)
"This was a perfect place, close to everything in Portland! "
Rent a room in the gorgeous Holt House
Beautiful, Spacious Home, minutes to the Old Port!
Relax in the serene backyard with a fire pit and Adirondack chairs.

Beautiful, Spacious Home, minutes to the Old Port!

10.0 out of 10, Exceptional, (3)
"We stayed for night with couples and friends. We had an amazing time and the place was so clean and exactly as described. "
Beautiful, Spacious Home, minutes to the Old Port!
Near Portland Trails: Walkable Apartment w/ Deck
Terrace/patio

Near Portland Trails: Walkable Apartment w/ Deck

10.0 out of 10, Exceptional, (47)
"We enjoyed our stay. Quiet neighborhood but close to grocery stores, restaurants and downtown Portland. "
Near Portland Trails: Walkable Apartment w/ Deck
Rent a room in the gorgeous Holt House
Traditional architecture meets classic charm at this two-story building with a central entrance and decorative details above the windows.

Rent a room in the gorgeous Holt House

8.2 out of 10, Very good, (18)
"Really cool room and in a great location only a short walk from restaurants and sights. "
Rent a room in the gorgeous Holt House
Two Beautiful apartment
Enjoy cooking in this well-equipped kitchen with a microwave, oven, and refrigerator. Dine at the adjacent table with a vase of fresh flowers.

Two Beautiful apartment

10.0 out of 10, Exceptional, (20)
"Lovely place and well appointed!"
Two Beautiful apartment
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
Relax in a serene, garden oasis with a wicker bench and lush greenery.

1200 sq ft ♦ West End Townhouse ♦ Perfect Location

8.6 out of 10, Excellent, (56)
"Quiet neighborhood. Nice place"
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
5 Star Back Cove Hide-Away 1 bedroom Back Cove apartment with water views!
Fully equipped kitchen with dishwasher, oven, refrigerator, sink, and kettle.

5 Star Back Cove Hide-Away 1 bedroom Back Cove apartment with water views!

10.0 out of 10, Exceptional, (142)
"This was our second stay at Beth’s home, and it certainly won’t be the last (as long as she’s willing to have us!) Everything is absolutely perfect. Beth is a thoughtful host, the location is perfect and the home is beautiful - you can’t go wrong!"
5 Star Back Cove Hide-Away 1 bedroom Back Cove apartment with water views!
Spacious 4-bedroom house located in the heart of Portland, ME.
Interior

Spacious 4-bedroom house located in the heart of Portland, ME.

The price is AU$1,557
includes taxes & fees
1 Sept - 2 Sept
Spacious 4-bedroom house located in the heart of Portland, ME.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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