Vacation Rentals in Cumberland County

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Top cities in Cumberland County

Check prices for these dates

Our top choices for Cumberland County vacation rentals

1. The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (131 reviews)
"It was so spacious, kitchen area was well kept and they have QR codes to help travels understand how to use certain things"
United States
Branden
$252 nightly
The price is $268
Dec 1 - Dec 2
Total with taxes and fees
The Weldon Hotel

2. Great suburban location close to town!

Great suburban location close to town!
Deering Center
9.4 out of 10, Exceptional, (6 reviews)
"We were staying here for the sake of being able to see a show at Good Theater. The theater itself ended up being within walking distance, and same for a few different places to eat! This worked out great for our plans :)"
United States
Kaley
$68 nightly
The price is $68
Nov 16 - Nov 17
Total with taxes and fees
Great suburban location close to town!

3. 1-bedroom hotel suites in Scarborough with essentially stocked kitchens.

1-bedroom hotel suites in Scarborough with essentially stocked kitchens.
South Portland
9.4 out of 10, Exceptional, (23 reviews)
"We really appreciated our stay!"
United States
Anonymous traveler
$102 nightly
The price is $111
Nov 16 - Nov 17
Total with taxes and fees
1-bedroom hotel suites in Scarborough with essentially stocked kitchens.

4. Sunny Spot with Private Parking

Sunny Spot with Private Parking
Knightville
9.8 out of 10, Exceptional, (38 reviews)
"Great property. Cute place. Note that there are very steep steps to get into the place, which is a conveyed attic."
United States
Greg Z.
$181 nightly
The price is $198
Nov 15 - Nov 16
Total with taxes and fees
Sunny Spot with Private Parking

5. Evalina Hotel

Evalina Hotel
2.5 star property
Downtown Portland
10.0 out of 10, Exceptional, (19 reviews)
"Truly a wonderful place with an unbeatable location. Highly recommend for a visit to Portland."
United States
Eric
$358 nightly
The price is $390
Dec 14 - Dec 15
Total with taxes and fees
Evalina Hotel

6. Large suite/private bath/private entrance on quiet street near Thomas Bay

Large suite/private bath/private entrance on quiet street near Thomas Bay
Brunswick
10.0 out of 10, Exceptional, (176 reviews)
"This is a really lovely place to stay. Clean and very comfortable with lovely hosts."
United Kingdom
Lucinda
$107 nightly
The price is $117
Nov 22 - Nov 23
Total with taxes and fees
Large suite/private bath/private entrance on quiet street near Thomas Bay

7. Studio Apartment near downtown Walkable!

Studio Apartment near downtown Walkable!
West Bayside
8.2 out of 10, Very good, (27 reviews)
"Location was convenient to everything and building was super secure."
United States
Rose
$121 nightly
The price is $122
Nov 19 - Nov 20
Total with taxes and fees
Studio Apartment near downtown Walkable!

8. Beautiful 1st Floor Apartment & Amazing Shower

Beautiful 1st Floor Apartment & Amazing Shower
Parkside
8.6 out of 10, Excellent, (35 reviews)
"Good price, decent location, clean, and affordable"
United States
Chloe C.
$128 nightly
The price is $139
Nov 18 - Nov 19
Total with taxes and fees
Beautiful 1st Floor Apartment & Amazing Shower

9. Peaceful & minutes from Old Port w/private parking

Peaceful & minutes from Old Port w/private parking
Knightville
9.8 out of 10, Exceptional, (14 reviews)
"Cute, convenient spot!"
United States
Kelly S.
$215 nightly
The price is $235
Nov 15 - Nov 16
Total with taxes and fees
Peaceful & minutes from Old Port w/private parking

10. Bright & Spacious Apartment with Amazing Shower

Bright & Spacious Apartment with Amazing Shower
Parkside
8.6 out of 10, Excellent, (29 reviews)
"Lovely apartment, in a pristine location. Very spacious and comfortable all around. Highly recommended this place for your next stay in Portland, Maine!"
United States
Gintare V.
$126 nightly
The price is $137
Nov 17 - Nov 18
Total with taxes and fees
Bright & Spacious Apartment with Amazing Shower

11. Cabin w/ bath + kitchenette | Hot tub add-on - 03

Cabin w/ bath + kitchenette | Hot tub add-on - 03
Freeport
9.8 out of 10, Exceptional, (10 reviews)
"A lovely glamping facility with several different types of structure in a quiet, wooded area just a couple miles from downtown Freeport. They've built a beautiful spa with sauna, cold plunge, hot tub, and soaking pool, the unit we stayed in was bright and airy, had an outdoor fire pit. We stayed three nights, will definitely stop here again!"
United States
Kirt v.
$235 nightly
The price is $256
Nov 15 - Nov 16
Total with taxes and fees
Cabin w/ bath + kitchenette | Hot tub add-on - 03

12. Portland 1-bedroom with enclosed porch & parking

Portland 1-bedroom with enclosed porch & parking
Deering Center
7.8 out of 10, Good, (19 reviews)
"Easy to get to, and a great night's sleep.Want to stay in Portland but in a quiet neighborhood?-Grab this spot!"
United States
Cricket C.
$71 nightly
The price is $72
Nov 15 - Nov 16
Total with taxes and fees
Portland 1-bedroom with enclosed porch & parking

13. Charming Studio Retreat with Queen bed, WiFi, and AC in welcoming Portland

Charming Studio Retreat with Queen bed, WiFi, and AC in welcoming Portland
Munjoy Hill
9.4 out of 10, Exceptional, (32 reviews)
"Everything you need, very clean, close to the water and easily walkable to many things. Would definitely stay again!"
United States
Ryan B.
$192 nightly
The price is $209
Nov 16 - Nov 17
Total with taxes and fees
Charming Studio Retreat with Queen bed, WiFi, and AC in welcoming Portland

14. Historic Home in the West End. Private Parking.

Historic Home in the West End. Private Parking.
West End
9.8 out of 10, Exceptional, (79 reviews)
"The location is excellent. We were very happy to have onsite parking. The apartment is lovely, nice touches all around. The hosts were easy to work with and quite pleasant. I would definitely recommend the stay."
United States
Linda
$254 nightly
The price is $280
Nov 15 - Nov 16
Total with taxes and fees
Historic Home in the West End. Private Parking.

15. Studio Apartment in Freeport

Studio Apartment in Freeport
Freeport
10.0 out of 10, Exceptional, (4 reviews)
"The bed was the most comfortable I have ever slept on! Lovely large warm open room. I appreciated the coffee/tea options, and the condiments in the fridge. There was a white noise machine in the room though we did not use it."
United States
Susan S.
$134 nightly
The price is $141
Nov 16 - Nov 17
Total with taxes and fees
Studio Apartment in Freeport

16. King Size Bed ♦ West End Studio ♦ Walk to Old Port

King Size Bed ♦ West End Studio ♦ Walk to Old Port
West End
9.6 out of 10, Exceptional, (4 reviews)
"Super clean. Exactly as advertised. Perfect location in a quiet neighborhood on the West End."
United States
Maureen R.
$204 nightly
The price is $222
Nov 17 - Nov 18
Total with taxes and fees
King Size Bed ♦ West End Studio ♦ Walk to Old Port

17. 1200 sq ft ♦ West End Townhouse ♦ Walk to Old Port

1200 sq ft ♦ West End Townhouse ♦ Walk to Old Port
West End
8.6 out of 10, Excellent, (64 reviews)
"Nice place, good location and very responsive host. I would definitely stay again when in Portland."
United States
Susan d.
$306 nightly
The price is $333
Nov 16 - Nov 17
Total with taxes and fees
1200 sq ft ♦ West End Townhouse ♦ Walk to Old Port

18. 1200 sq ft ♦ West End Gem ♦ Steps from Old Port

1200 sq ft ♦ West End Gem ♦ Steps from Old Port
West End
9.2 out of 10, Wonderful, (111 reviews)
"Very nice place, clean, good location. On-street parking was available. Second floor kitchen & bath, so not for those with issues with stairs, but fine for us. Would stay again!"
United States
Gary
$232 nightly
The price is $252
Nov 16 - Nov 17
Total with taxes and fees
1200 sq ft ♦ West End Gem ♦ Steps from Old Port

19. Walk to Old Port ♦ West End Condo ♦ Parking

Walk to Old Port ♦ West End Condo ♦ Parking
West End
9.4 out of 10, Exceptional, (98 reviews)
"Was great for our few days in Portland! Having a designated parking space was great and the location was convenient for everything we wanted to do."
United States
Britney G.
$308 nightly
The price is $336
Nov 16 - Nov 17
Total with taxes and fees
Walk to Old Port ♦ West End Condo ♦ Parking

20. Pine Point Beach private, quaint, charming studio.

Pine Point Beach private, quaint, charming studio.
Blue Point
10.0 out of 10, Exceptional, (46 reviews)
"The place was even better in person! Perfect stay for a short work trip. Very clean and comfortable with everything you could want or need. Would definitely stay again."
United States
Carrie W.
$266 nightly
The price is $290
Dec 1 - Dec 2
Total with taxes and fees
Pine Point Beach private, quaint, charming studio.
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.

Find vacation rentals that suit your style

Top Cumberland County Hotel Reviews

Frequently Asked Questions

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 $68 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.