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Vacation rentals in Cumberland

Vacation rentals in Cumberland

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Cumberland

Guests agree: these stays are highly rated for location, cleanliness, and more.

  • AIRY, LOFT-LIKE SPACE IN HISTORICAL BUILDING
    SUPERHOSTEntire loft · 2 guests · 2 beds · 1 bath
    AIRY, LOFT-LIKE SPACE IN HISTORICAL BUILDING

    The Walker House was built in the mid-1800s as a private home by Henry B. Walker who was wise enough to capitalize on all the clay in the soil in Maine and owned 3 brickyards. Now on The National Register of Historic Places, the house is located just over Portland townline so you’ll enjoy the space, quiet and safety of a family-oriented area with just minutes to the center of town.

    What guests are saying:

    “My husband and I were looking for a quiet place to spend the weekend and we got that and so much more! The space is beautifully decorated with antiques and art pieces, but is still cozy and functional. Communication with Pete was a breeze and our dog had the time of her life in the big fenced in yard. Absolutely would recommend to anyone!”

  • Weather's Edge, Freeport
    SUPERHOSTEntire guest suite · 2 guests · 1 bed · 1 bath
    Weather's Edge, Freeport

    Come enjoy the historic charm of South Freeport. This antique home and cozy accommodation await you, featuring a private entrance, private room, private full bath, t.v. with cable, and wi-fi. This is a second-floor room, accessed from a dramatic original (steep) staircase, and is conveniently located in an area of lovely homes, with Freeport Village just five minutes away.

    What guests are saying:

    “I loved my stay at Sandy and Jerry’s. This was my first time using air bnb and it was a great experience. I am used to staying at hotels and this was better! They provided so many nice touches, like coffee creamer and breakfast bars, that made it extra convenient. I was on a solo get away so I really appreciate how their setup allows 100% privacy. I did not hear them once! The location is great - a very quite and seemingly safe neighborhood with people out walking and enjoying their day. Sandy and Jerry offered to let me check-in early to avoid driving in a snow storm and also shoveled out my entrance walkway and put salt to melt the ice. Very thoughtful and kind. Very comfortable bed and awesome pillows. 10/10 and will be staying again!”

  • The "No"tel - near Deering Center
    SUPERHOSTEntire apartment · 4 guests · 1 bed · 1 bath
    The "No"tel - near Deering Center

    A mix of cozy with modern touches, this just-renovated space is what you've been searching for! Come couples and small families, it's much more spacious than a hotel room and has far more character. We are located near quaint Deering Center, right outside the hustle and bustle of the city; a short walk to UNE graduate campus. We are on the bus line with close walking and biking paths. We've set this space up for you! So, whatever reason brings you to Portland, be our guests!

    What guests are saying:

    “We had a wonderful trip to Portland and made even better by this wonderful Air BnB! It’s in a great location, about 10 minutes to downtown Portland, very clean, and many amenities including lots of blankets and toiletries. The apartment is great for a couple, friends, or family. It’s very nice to have a full kitchen as well! There was coffee for the Kureig machine, water bottles in the fridge and even candies around the apartment! Thank you for a great trip-would definitely stay here again :)”

Vacation rentals for every style

Get the amount of space that is right for you.

  • Homes
  • Hotels
  • Unique stays

Popular amenities for Cumberland vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Cumberland

Boho Lounge Falmouth seaside
SUPERHOSTEntire guest suite
Boho Lounge Falmouth seaside
Price:$93 CAD/night
Rustic charm close to Portland
SUPERHOSTEntire house
Rustic charm close to Portland
Price:$155 CAD/night
Essential workers til 7/1 - Near EVERYthing Ptld
SUPERHOSTPrivate room
Essential workers til 7/1 - Near EVERYthing Ptld
Price:$73 CAD/night
Sunny, Stylish & Spacious Apt on Back Cove
SUPERHOSTEntire apartment
Sunny, Stylish & Spacious Apt on Back Cove
Price:$243 CAD/night
Ocean Views, 7 Person Hot Tub, 5 min to Old Port!
SUPERHOSTEntire bungalow
Ocean Views, 7 Person Hot Tub, 5 min to Old Port!
Price:$216 CAD/night
Spacious one-bedroom in quiet neighborhood
SUPERHOSTEntire guest suite
Spacious one-bedroom in quiet neighborhood
Price:$135 CAD/night
Tree Yurt
SUPERHOSTYurt
Tree Yurt
Price:$120 CAD/night
Bright Portland 2 BR, Close to Downtown
SUPERHOSTEntire apartment
Bright Portland 2 BR, Close to Downtown
Price:$162 CAD/night
Loft Apartment on Tree-Lined Street in Falmouth
PlusEntire loft
Loft Apartment on Tree-Lined Street in Falmouth
Price:$174 CAD/night
Charming Ship Captain's Home
Entire guest suite
Charming Ship Captain's Home
Price:$100 CAD/night
Unique Setting on the Point
SUPERHOSTPrivate room
Unique Setting on the Point
Price:$109 CAD/night
Beachside Cottage-5min to Portland (Private Suite)
SUPERHOSTEntire guest suite
Beachside Cottage-5min to Portland (Private Suite)
Price:$88 CAD/night
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