Holiday Rentals in Cumberland County

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Featured Holiday Rentals in Cumberland County

The Weldon Hotel
Relax in a spacious living area with a sofa, dining table, and flat-screen TV.

The Weldon Hotel

4.5 star property
9.8 out of 10, Exceptional, (65)
"Absolutely beautiful place to stay. "
The price is €424
includes taxes & fees
22 Jul - 23 Jul
The Weldon Hotel
Studio Unit Walkable Everywhere
1 bedroom, bed sheets

Studio Unit Walkable Everywhere

The price is €181
includes taxes & fees
22 Jul - 23 Jul
Studio Unit Walkable Everywhere
Cozy and Quiet Beautiful Home One Bedroom Private Bathroom in Portland Maine.
Relax in a comfortable bedroom with a plush sofa, decorative headboard, and a cozy rug.

Cozy and Quiet Beautiful Home One Bedroom Private Bathroom in Portland Maine.

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 Beautiful Home One Bedroom Private Bathroom in Portland Maine.
Refurbished waterfront 1950s cabin with sauna, firepit, grill & kayaks - dogs ok
Escape to a serene forest retreat, surrounded by tall trees and a body of water.

Refurbished waterfront 1950s cabin with sauna, firepit, grill & kayaks - dogs ok

8.0 out of 10, Very good, (11)
"We had a very nice stay cabin met all our needs"
Refurbished waterfront 1950s cabin with sauna, firepit, grill & kayaks - dogs ok
Escape to Serenity: Your Private Maine Lakefront Awaits at Little Sebago Lookout
Relax on the deck with a view of the calm lake, featuring comfortable seating and a barbecue grill.

Escape to Serenity: Your Private Maine Lakefront Awaits at Little Sebago Lookout

9.6 out of 10, Exceptional, (85)
"The setting was absolutely beautiful. Shawn was extremely responsive and went out of his away to be accommodating. Would highly recommend!"
Escape to Serenity: Your Private Maine Lakefront Awaits at Little Sebago Lookout
Charming 2-bedroom house with AC, WiFi in lovely Falmouth
Enjoy the serene forest views from this deck with a bench and table.

Charming 2-bedroom house with AC, WiFi in lovely Falmouth

Charming 2-bedroom house with AC, WiFi in lovely Falmouth
In-town no frills 2 bedroom apt
Relax in this inviting living room with a sofa, armchair, and framed artwork.

In-town no frills 2 bedroom apt

6.0 out of 10, (2)
"The frills of the neighborhood carried into the apartment. Floors and bathrooms seemed clean. Dishes and Keurig filthy - broken window a/c on floor. Broken chairs. No tlc for the property. Neighborhood beyond the stated description- would not recommend . Best to say is that rental car made it out with all windows and tires. Very disappointed "
The price is €179
includes taxes & fees
10 Aug - 11 Aug
In-town no frills 2 bedroom apt
Adorable Portland getaway on the Eastern Promenade
Enjoy a panoramic view of the city from this corner room with large windows and a high ceiling.

Adorable Portland getaway on the Eastern Promenade

9.8 out of 10, Exceptional, (104)
"Lovely place in the top floor of a multi property house. Everything you need in a cozy space. It is a walk up so pack up light. Clean, charming and comfy. Highly recommend. "
The price is €331
includes taxes & fees
4 Aug - 5 Aug
Adorable Portland getaway on the Eastern Promenade
East end. Walk to food, beer and downtown fun.
Relax in this inviting living room with a sofa, coffee table, and comfortable chair, offering a view of lush greenery.

East end. Walk to food, beer and downtown fun.

9.8 out of 10, Exceptional, (23)
"Great spot in Portland. Close to dozens of food options, breweries, and sites. Clean, comfortable, and spacious."
The price is €344
includes taxes & fees
11 Aug - 12 Aug
East end. Walk to food, beer and downtown fun.
Waterfront Maine cottage! Next to Sebago Lake State Park!
Enjoy waterfront views and serene atmosphere, perfect for boating and relaxation.

Waterfront Maine cottage! Next to Sebago Lake State Park!

9.8 out of 10, Exceptional, (19)
"We had a great stay! Thank you very much for a great vacation!"
Waterfront Maine cottage! Next to Sebago Lake State Park!
Great Place for a Family Retreat! Sleeps 10
Relax in a serene setting with a patio featuring a glass-top table and four chairs, surrounded by a white picket fence and a pergola.

Great Place for a Family Retreat! Sleeps 10

9.6 out of 10, Exceptional, (11)
"Nice clean property close to everything."
Great Place for a Family Retreat! Sleeps 10
Private Contemporary Artist's Tree House on two acres with perennial gardens.
Relax in a hot tub surrounded by a serene backyard setting.

Private Contemporary Artist's Tree House on two acres with perennial gardens.

10.0 out of 10, Exceptional, (38)
"Great stay. Unique place with lots of character. Clean and pleasant. Loved the geese that greeted us each time we walked in/out (fenced not loose) !"
Private Contemporary Artist's Tree House on two acres with perennial gardens.
Professionally styled waterfront cottage on Sebago. Cozy and Serene.
Enjoy cooking and entertaining in this well-equipped kitchen with modern appliances, a dishwasher, and ample kitchenware.

Professionally styled waterfront cottage on Sebago. Cozy and Serene.

10.0 out of 10, Exceptional, (8)
"Good location, good fishing"
Professionally styled waterfront cottage on Sebago. Cozy and Serene.
Private Entrance Residential Portland
Kitchen area with stove, refrigerator, sink, and wooden cabinetry.

Private Entrance Residential Portland

8.0 out of 10, Very good, (1)
"Great location for seeing the Portland Head Lighthouse. Comfortable bed."
The price is €147
includes taxes & fees
21 Jul - 22 Jul
Private Entrance Residential Portland
Ocean view Victorian
Stunning two-story home with a central entrance and porch, set amidst a beautifully manicured lawn.

Ocean view Victorian

9.8 out of 10, Exceptional, (91)
"Everything about the stay was fantastic. Great location and responsive host. "
Ocean view Victorian
Luxury on Back Cove - Three Gables
Enjoy the neighborhood view from this cozy porch with a bathtub and comfortable seating for two.

Luxury on Back Cove - Three Gables

10.0 out of 10, Exceptional, (2)
"GoodLocation, very clean. Would stay again "
Luxury on Back Cove - Three Gables
Beautiful Oceanfront House- Stunning Water Views
Enjoy serene views of the lake from this room's large window, featuring a tranquil forest and a dock in the distance.

Beautiful Oceanfront House- Stunning Water Views

9.6 out of 10, Exceptional, (5)
"The Host and his wife were so pleasant and accommodating. We enjoyed watching seals, fish and birds during our visit. Highly recommend."
Beautiful Oceanfront House- Stunning Water Views
Studio Apartment near downtown Walkable!
Cozy retreat with a bed, nightstand, and comfortable chair, offering a peaceful atmosphere.

Studio Apartment near downtown Walkable!

6.0 out of 10, (1)
"The listing said "Studio Apartment," but it is really just a bedroom with a bath. A mini-fridge, coffeemaker and microwave oven do not make this a "Studio" in the sense that I understand that word (i.e., a one-room apartment with kitchen and bath). When I went back and looked at the photos in the listing, that should have been obvious to me, but I got hung up on the word "Studio."That said, it was a comfortable room, although the bathroom was stingy on towels (no face cloths, only one hand...
The price is €167
includes taxes & fees
27 Jul - 28 Jul
Studio Apartment near downtown Walkable!
Skyline 138: Charming West End Mansard Penthouse
Guests can enjoy a quiet moment on the covered porch with a round table and two chairs.

Skyline 138: Charming West End Mansard Penthouse

9.2 out of 10, Wonderful, (16)
"Myself and a few friends stayed one night and the apartment was clean and comfortable and just what we needed."
The price is €557
includes taxes & fees
21 Jul - 22 Jul
Skyline 138: Charming West End Mansard Penthouse
City Amenities, Casco Bay Sunrises and Natural Beauty
Enjoy a serene view of the snow-covered landscape and distant shoreline from the comfort of your room.

City Amenities, Casco Bay Sunrises and Natural Beauty

9.8 out of 10, Exceptional, (109)
"While minutes away from the Old Port, our stay on Casco Bay allowed us to relax and unwind."
City Amenities, Casco Bay Sunrises and Natural Beauty
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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