Vacation Rentals in Cumberland County

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Our top choices for Cumberland County vacation rentals

Fitness facility

HomeAwhile

HomeAwhile
4.0 star property
Scarborough
9.6 out of 10, Exceptional, (27 reviews)
"It was a perfect stay!"
United States
Armando
The price is ￥18,508
￥20,174 total
includes taxes & fees
May 21 - May 22
HomeAwhile
Living area

Evalina Hotel

Evalina Hotel
2.5 star property
Downtown Portland
The price is ￥31,872
￥58,653 total
includes taxes & fees
May 3 - May 4
Evalina Hotel
Deluxe Suite, 1 King Bed | Private kitchen | Full-size fridge, microwave, oven, stovetop

The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (101 reviews)
"Lovely suite! Comfy king bed, everything spotless, Great location. Would stay here again"
United States
Roberta
The price is ￥31,153
￥45,913 total
includes taxes & fees
May 25 - May 26
The Weldon Hotel
Exterior

Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach

Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach
Brunswick
10.0 out of 10, Exceptional, (148 reviews)
"Lovely space, comfortable bed, very convenient to downtown Brunswick."
United States
Kimberly G.
The price is ￥14,347
￥19,113 total
includes taxes & fees
Apr 30 - May 1
Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach
Outdoor dining

The Globe House on Munjoy Hill - Walk to Breweries

The Globe House on Munjoy Hill - Walk to Breweries
Munjoy Hill
10.0 out of 10, Exceptional, (95 reviews)
"Cozy and clean great location "
United States
Michele F.
The price is ￥49,417
￥93,307 total
includes taxes & fees
May 12 - May 13
The Globe House on Munjoy Hill - Walk to Breweries
Fridge, microwave, oven, stovetop

Harborview - Curated East End Escape w/ Parking

Harborview - Curated East End Escape w/ Parking
Munjoy Hill
10.0 out of 10, Exceptional, (9 reviews)
"What a wonderful weekend in Portland Maine. The property was exceptional and in a great area. We felt comfortable and safe for our stay. We had a great time!"
United States
Kristyn E.
The price is ￥47,018
￥83,222 total
includes taxes & fees
Apr 29 - Apr 30
Harborview - Curated East End Escape w/ Parking
1 bedroom, iron/ironing board, travel crib, free WiFi

Barn on Pleasant-walk to Highland beach & town

Barn on Pleasant-walk to Highland beach & town
Bridgton
10.0 out of 10, Exceptional, (22 reviews)
"Absolutely beautiful place to stay! The room was very welcoming and cozy. "
United States
Robyn N.
The price is ￥25,102
￥30,836 total
includes taxes & fees
May 4 - May 5
Barn on Pleasant-walk to Highland beach & town
Outdoor dining

THE LILLIPAD.Off-grid A frame. Sebago lake region!

THE LILLIPAD.Off-grid A frame. Sebago lake region!
Standish
9.8 out of 10, Exceptional, (9 reviews)
"Great view of the pond and nice accommodations for a single guest."
United States
Brian M.
The price is ￥37,295
￥45,863 total
includes taxes & fees
May 3 - May 4
THE LILLIPAD.Off-grid A frame. Sebago lake region!
Interior

Charming Studio apartment with WiFi, AC in welcoming Portland

Charming Studio apartment with WiFi, AC in welcoming Portland
Munjoy Hill
9.6 out of 10, Exceptional, (11 reviews)
"A great location and a comfortable place to stay!"
United States
Andrew K.
The price is ￥19,926
￥36,315 total
includes taxes & fees
May 3 - May 4
Charming Studio apartment with WiFi, AC in welcoming Portland
Dining

Downtown Penthouse Suite - Stunning Harbor Views

Downtown Penthouse Suite - Stunning Harbor Views
Downtown Portland
10.0 out of 10, Exceptional, (229 reviews)
"Beautiful penthouse! Close to the harbor and all the shopping and restaurants. "
United States
Jessi F.
The price is ￥87,500
￥138,814 total
includes taxes & fees
May 12 - May 13
Downtown Penthouse Suite - Stunning Harbor Views
Exterior detail

Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port

Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port
East Deering
10.0 out of 10, Exceptional, (73 reviews)
"Had a really nice stay. "
United States
John F.
The price is ￥120,334
￥179,642 total
includes taxes & fees
Apr 29 - Apr 30
Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port
Dining

Prime Old Port 3BR • Free Parking • Sleeps 8

Prime Old Port 3BR • Free Parking • Sleeps 8
Downtown Portland
9.8 out of 10, Exceptional, (163 reviews)
"Loved the apartment - clean, great location, easy to find, spacious and comfortable! This will be my go-to place to stay next time I’m in Portland."
United States
Mara
The price is ￥65,250
￥130,884 total
includes taxes & fees
May 6 - May 7
Prime Old Port 3BR • Free Parking • Sleeps 8
Exterior detail

Glorious getaway on Portland's Eastern Promenade.

Glorious getaway on Portland's Eastern Promenade.
Munjoy Hill
9.8 out of 10, Exceptional, (174 reviews)
"Very cute and comfy. We would definitely stay here again. "
United States
Marie s.
The price is ￥23,983
￥44,038 total
includes taxes & fees
Apr 29 - Apr 30
Glorious getaway on Portland's Eastern Promenade.
Exterior detail

Adorable Portland getaway on the Eastern Promenade

Adorable Portland getaway on the Eastern Promenade
Munjoy Hill
9.6 out of 10, Exceptional, (131 reviews)
"Tidy place in a great location! "
United States
Mary M.
The price is ￥15,989
￥30,460 total
includes taxes & fees
Apr 29 - Apr 30
Adorable Portland getaway on the Eastern Promenade
Outdoor dining

Modern & Sunny House Steps from the Promenade. Private Parking!

Modern & Sunny House Steps from the Promenade. Private Parking!
Munjoy Hill
10.0 out of 10, Exceptional, (39 reviews)
"Great home, great location, very accommodating, clear communication."
United States
Kristi H.
The price is ￥26,693
￥53,943 total
includes taxes & fees
Apr 29 - Apr 30
Modern & Sunny House Steps from the Promenade. Private Parking!
Exterior detail

Elegant condo - walk to Portland's best restaurants & Old Port

Elegant condo - walk to Portland's best restaurants & Old Port
East Bayside
9.2 out of 10, Wonderful, (77 reviews)
"We will certainly be back! Came here for an anniversary trip and had the best time. House was very clean and beautiful! Loved the fireplace and the reading options! "
United States
Emily L.
The price is ￥25,506
￥79,302 total
includes taxes & fees
Apr 29 - Apr 30
Elegant condo - walk to Portland's best restaurants & Old Port
4 bedrooms, desk, iron/ironing board, travel crib

Industrial Farmhouse Chic in Portland`s Most Desirable Neighborhood

Industrial Farmhouse Chic in Portland`s Most Desirable Neighborhood
Munjoy Hill
9.8 out of 10, Exceptional, (35 reviews)
"We were four couples who enjoyed our weekend stay. Easy walk to downtown to delicious restaurants and shopping. "
United States
Kristin M.
The price is ￥52,430
￥95,896 total
includes taxes & fees
Apr 29 - Apr 30
Industrial Farmhouse Chic in Portland`s Most Desirable Neighborhood
Property grounds

Modern, Luxurious Cabin in the Woods - 03

Modern, Luxurious Cabin in the Woods - 03
Freeport
10.0 out of 10, Exceptional, (6 reviews)
"This was a perfect little cabin. It was clean, well equipped with a nice kitchen and bathroom, quiet and wooded location, and comfy bed. "
United States
Chris B.
The price is ￥31,270
￥52,847 total
includes taxes & fees
May 3 - May 4
Modern, Luxurious Cabin in the Woods - 03
Smart TV

Pine Point Beach private, quaint, charming studio.

Pine Point Beach private, quaint, charming studio.
Blue Point
10.0 out of 10, Exceptional, (29 reviews)
"A great location to see Portland and surroundings. A very clean and nice place to stay. "
United States
Pam B.
The price is ￥18,651
￥38,748 total
includes taxes & fees
Apr 29 - Apr 30
Pine Point Beach private, quaint, charming studio.
Terrace/patio

Camp Forever cottage

Camp Forever cottage
Harpswell
9.6 out of 10, Exceptional, (58 reviews)
"Everything was great, fantastic location!"
United States
Dennis H.
The price is ￥30,128
￥53,169 total
includes taxes & fees
Apr 29 - Apr 30
Camp Forever cottage
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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Top Cumberland County Hotel Reviews

AC Hotel Portland Downtown/Waterfront, ME

AC Hotel Portland Downtown/Waterfront, ME

6/10 Okay
"One of the elevator was down the entire time we were there. You were waiting a minute to get back up to your room and down back to the lobby,"
Hon 3-night trip
Posted 3 hours ago
AC Hotel Portland Downtown/Waterfront, ME

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Vacation Apartments in Cumberland County

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