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Vacation Rentals in Cumberland County

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Top Cities in Cumberland County

Top Vacation Rentals in Cumberland County

Aparthotel in Downtown Portland

4.5 star property
9.8 out of 10, Exceptional, (88)
"Loved this place and would definitely stay here next time we go back."
United States
Eleni
$246 nightly
The price is $262
Dec 14 - Dec 15
Total with taxes and fees
The Weldon Hotel

Vacation Home in Gray

3.0 star property
$735 nightly
The price is $814
Dec 11 - Dec 12
Total with taxes and fees
Gray Woodland Escape Golf, Pool & Cinema 5 Bedroom Home

Camping in Freedom

2.0 star property
8.2 out of 10, Very Good, (14)
"Family- friendly Beautiful all around Soo many things to do you can never get bored Enjoyed every minute of it "
United States
Roxanna
$99 nightly
The price is $107
Jan 4 - Jan 5, 2026
Total with taxes and fees
Danforth Bay Camping and RV Resort

Aparthotel in Bartlett

3.0 star property
8.6 out of 10, Excellent, (543)
"Very nice room and location"
United States
john
$129 nightly
The price is $140
Dec 8 - Dec 9
Total with taxes and fees
Attitash Mountain Village

Aparthotel in Intervale

2.5 star property
10.0 out of 10, Exceptional, (11)
"Stayed in Alpine Suite. Super clean and lovely sitting area with armchairs and fireplace. Just perfect 😊 "
Australia
Diane
$138 nightly
The price is $149
Dec 8 - Dec 9
Total with taxes and fees
TuckAway Suites at East Branch

Aparthotel in Jackson

3.0 star property
8.6 out of 10, Excellent, (1795)
"It is nice place to stay. "
United States
Wen
$110 nightly
The price is $119
Dec 8 - Dec 9
Total with taxes and fees
Nordic Village Resort

Cabin in North Conway

3.0 star property
7.6 out of 10, Good, (106)
"Beautiful views and great price! Simple but met all our needs. "
United States
Alex
$80 nightly
The price is $87
Dec 10 - Dec 11
Total with taxes and fees
White Mountain Cottages

Vacation Home in Bethel

3.5 star property
$508 nightly
The price is $554
Dec 8 - Dec 9
Total with taxes and fees
Chandler Hill Base Camp - Enjoy A Nature Getaway In This Rustic Home In The Mountains, 10 Minutes From Sunday River Ski Mountain! 4 Bedroom Home by RedAwning

Vacation Home in North Conway

3.5 star property
8.6 out of 10, Excellent, (8)
"It was a pleasure to stay here"
United States
mary
$224 nightly
The price is $243
Dec 8 - Dec 9
Total with taxes and fees
Birchmont Townhouses
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

Discover your perfect Cumberland County vacation rental with Expedia

How many vacation rentals are available in Cumberland County?


Expedia has plenty of vacation rentals to choose from in and around  Cumberland County, so you’re guaranteed to find the right one for you. 


How much is a vacation rental in Cumberland County?


The selection of Cumberland County vacation rentals we have selected for you start as low as $135 per night. Entering your travel dates in the search wizard you might find even better deals!


What type of vacation rental can I get in Cumberland County?


Vacation rentals in Cumberland County come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Cumberland County vacation rentals to suit everyone. 


Why should I choose a vacation rental in Cumberland County?


Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. A Cumberland County vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in. 


How do I find the best deal on a vacation rental in Cumberland County?


Find vacation rentals in Cumberland County by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Cumberland County.  


What amenities are available in a vacation rental in Cumberland County?


The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in Cumberland County vacation rentals designed to suit every budget and trip type.


When is the best time to stay in a vacation rental in Cumberland County?   


Everytime is a great time to head to Cumberland County! Staying in a Cumberland County vacation rentals you will always find lots going on to keep you entertained. 


Why book a vacation rental with Expedia?


Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Cumberland County. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Cumberland County vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Cumberland County, you can save even more.


Can I cancel my vacation rental through Expedia?  


Yes, you can cancel or change your Cumberland County vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.