Holiday Rentals in Cumberland County

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Featured Holiday Rentals in Cumberland County

Our top choices for Cumberland County holiday rentals

The Weldon Hotel
Deluxe Suite, 1 King Bed | Living area

The Weldon Hotel

4.5 star property
9.8 out of 10, Exceptional, (76)
"Absolutely beautiful place to stay. "
The price is €456
includes taxes & fees
9 Sept - 10 Sept
The Weldon Hotel
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach
On the beach

New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach

10.0 out of 10, Exceptional, (225)
"We had a wonderful stay at this cottage. Great location to explore the surrounding areas."
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach
Romantic getaway for 2 couple date's in July just opened up
Exterior

Romantic getaway for 2 couple date's in July just opened up

10.0 out of 10, Exceptional, (307)
"Place is beautiful and well crafted with a perfect nature setting"
Romantic getaway for 2 couple date's in July just opened up
Cozy and Quiet Home One Bedroom Private Bathroom in Portland Maine. NOT KITCHEN.
1 bedroom, in-room safe, free WiFi, bed sheets

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.
Spacious 7-bedroom house with WiFi and AC in fabulous Pine Point Scarborough
Private kitchen

Spacious 7-bedroom house with WiFi and AC in fabulous Pine Point Scarborough

2.0 star property
9.0 out of 10, Wonderful, (9)
"Host was very receptive and responsive while on the property. We had a great time. "
Spacious 7-bedroom house with WiFi and AC in fabulous Pine Point Scarborough
Studio Unit Walkable Everywhere
1 bedroom, bed sheets

Studio Unit Walkable Everywhere

8.0 out of 10, Very good, (2)
"Great, comfortable place to stay. The location is super walkable. There are several bars/restaurants very close, and other areas are close enlighten to walk to as well (I.e. Congress Street). Commercial is a bit of a walk, but if you’re like us and love to walk a new area. It’s not that far. The bed is comfortable and the place was very clean. Communication was great. We would stay here again!"
The price is €155
includes taxes & fees
3 Sept - 4 Sept
Studio Unit Walkable Everywhere
In-town no frills 2 bedroom apt
TV

In-town no frills 2 bedroom apt

8.0 out of 10, Very good, (8)
"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 €183
includes taxes & fees
7 Sept - 8 Sept
In-town no frills 2 bedroom apt
Refurbished waterfront 1950s cabin with sauna, firepit, grill & kayaks - dogs ok
Exterior

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

7.8 out of 10, Good, (13)
"We had a very nice stay cabin met all our needs"
Refurbished waterfront 1950s cabin with sauna, firepit, grill & kayaks - dogs ok
Camp Forever cottage
Outdoor dining

Camp Forever cottage

9.6 out of 10, Exceptional, (52)
"Great stay. My husband and I were there for 4 days. Peaceful and quiet. Lovely views. Just perfect for the two of us. Short drive to area sites, businesses and restaurants."
The price is €238
includes taxes & fees
15 Sept - 16 Sept
Camp Forever cottage
Elegant and efficient Island home 4 miles from downtown Portland
Outdoor dining

Elegant and efficient Island home 4 miles from downtown Portland

9.0 out of 10, Wonderful, (2)
"An ideal home away from home at our most favorite place in Maine. Plenty of extra touches to make guests feel welcome and comfortable. Owner is quick to respond to any questions, and went well above-and-beyond to help us out when we experienced an unforeseen situation. I am so very grateful! I hope we can book this wonderful home again next summer. Thank you!"
Elegant and efficient Island home 4 miles from downtown Portland
Serenity - Stunning Sebago Lake scenery
Interior

Serenity - Stunning Sebago Lake scenery

10.0 out of 10, Exceptional, (44)
"Nice house , nice host , everything was great!"
Serenity - Stunning Sebago Lake scenery
Private Entrance Residential Portland
Fridge, microwave, oven, stovetop

Private Entrance Residential Portland

9.0 out of 10, Wonderful, (4)
"Check in was simple. Quaint place. "
The price is €155
includes taxes & fees
3 Sept - 4 Sept
Private Entrance Residential Portland
Charming Studio apartment with WiFi, AC in welcoming Portland
Interior

Charming Studio apartment with WiFi, AC in welcoming Portland

9.6 out of 10, Exceptional, (5)
"This was a great stay through and through. Excellent condition, very responsive before and during the stay, and a great location. 10/10 will recommend to anyone staying in Portland! "
The price is €199
includes taxes & fees
3 Sept - 4 Sept
Charming Studio apartment with WiFi, AC in welcoming Portland
Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (61)
"Very clean, lots of room for gathering. Perfect location on a quiet street with great views of the lake. Plenty of towels, bedding, water, etc. Would come back!"
Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port
Spacious Historic Home | 7BR West End for Groups
Marina

Spacious Historic Home | 7BR West End for Groups

10.0 out of 10, Exceptional, (5)
"Seven of us stayed at this beautiful home in a perfect location by the Western Promenade. Everyone had a comfortable bed, bathrooms and showers were plentiful, and the kitchen was perfectly appointed. Both cars we had fit into the garage (an added luxury). The beds were very comfortable and had soft sheets and fluffy towels. We loved every minute of our stay and made great use of the family room. Can't thank our hosts enough...very easy to work with and I would certainly rent from them again...
The price is €1,403
includes taxes & fees
28 Sept - 29 Sept
Spacious Historic Home | 7BR West End for Groups
Private Contemporary Artist's Tree House on two acres with perennial gardens.
Outdoor spa tub

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

10.0 out of 10, Exceptional, (45)
"Beautiful, fun space. Very comfortable, and accommodating. Great location and hosts!"
Private Contemporary Artist's Tree House on two acres with perennial gardens.
State of Charm | Historic West End Haven
Property grounds

State of Charm | Historic West End Haven

9.6 out of 10, Exceptional, (4)
"Had a wonderful stay in Portland at State of Charm! Perfect stay- incredibly comfortable beds, fun to sit in the backyard, great location for walking around town. Would love to come back and stay here again. Thanks to the host for great communication and a wonderful, comfortable stay."
State of Charm | Historic West End Haven
Walkable near downtown 1 Bedroom
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils

Walkable near downtown 1 Bedroom

6.0 out of 10, (1)
Walkable near downtown 1 Bedroom
Updated Long Island Maine Cottage
Fridge, oven, stovetop, coffee/tea maker

Updated Long Island Maine Cottage

10.0 out of 10, Exceptional, (6)
"Great location. Comfortable living room. Well stocked kitchen. Great communication with owner."
Updated Long Island Maine Cottage
Ocean view Victorian
Exterior

Ocean view Victorian

9.8 out of 10, Exceptional, (93)
"Great space and awesome location!!! Would highly recommend! "
Ocean view Victorian
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

Find out more about Cumberland County

Find out more about Cumberland County

Holiday Homes in Cumberland County

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