A coastal lighthouse with red-roofed houses, rocky shoreline, and the ocean.

Cumberland County Vacation Rentals

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Top Cities in Cumberland County

A crowded beach with people sunbathing and swimming, surrounded by houses and lush green hills.
Vacation RentalsVacation Rentals

Scarborough

Scarborough

Our top choices for Cumberland County vacation rentals

A modern kitchen with a central island, bar stools, a dining table, and a built-in oven.

1. The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (125 reviews)
"Really nice room and location"
United States
Victoria
The price is CA $279
CA $411 total
includes taxes & fees
Nov 2 - Nov 3
The Weldon Hotel
A multi-story building with a stone facade, large windows, and a corner entrance.

2. Evalina Hotel

Evalina Hotel
2.5 star property
Downtown Portland
10.0 out of 10, Exceptional, (15 reviews)
"This is a very nice hotel in a great location. It’s new and wonderfully appointed. Everything about it is first class."
United States
Rick
The price is CA $468
CA $724 total
includes taxes & fees
Nov 9 - Nov 10
Evalina Hotel
A two-story house with a covered porch, a garage, and a front yard with potted plants.

3. 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, (174 reviews)
"What a beautiful place to stay. Jeff and Susan made your stay a very special experience."
United States
DENESE
The price is CA $135
CA $179 total
includes taxes & fees
Nov 3 - Nov 4
Large suite/private bath/private entrance on quiet street near Thomas Bay
A bedroom with a bed, a nightstand, a lamp, a door, and a staircase.

4. Great suburban location close to town!

Great suburban location close to town!
Deering Center
10.0 out of 10, Exceptional, (2 reviews)
"Small but cozy space, well kept, good value for the price and has all the amenities you could expect. Would be happy to stay here again."
United States
Peter H.
The price is CA $107
CA $138 total
includes taxes & fees
Oct 25 - Oct 26
Great suburban location close to town!
A bedroom with a wooden bed, a nightstand, a bench, a chair, and a ceiling with a light fixture.

5. Studio Apartment near downtown Walkable!

Studio Apartment near downtown Walkable!
West Bayside
8.4 out of 10, Very good, (21 reviews)
"We had a great stay in Portland! The place was just as described and the hosts were easy to communicate with. A good place for a couple nights within walking distance of all Portland has to offer."
United States
Lucy T.
The price is CA $112
CA $215 total
includes taxes & fees
Nov 1 - Nov 2
Studio Apartment near downtown Walkable!
A kitchen with a wooden countertop, a black kettle, a vase with flowers, and a small wire basket.

6. 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)
"Had a wonderful stay. Very clean and great location."
United States
Aimee S.
The price is CA $178
CA $326 total
includes taxes & fees
Nov 1 - Nov 2
Charming Studio Retreat with Queen bed, WiFi, and AC in welcoming Portland
A living room with a sofa, armchairs, a coffee table, and a potted plant.

7. Beautiful 1st Floor Apartment & Amazing Shower

Beautiful 1st Floor Apartment & Amazing Shower
Parkside
9.0 out of 10, Wonderful, (32 reviews)
"This was a clean and good location for our stay. "
United States
Jocelyn R.
The price is CA $132
CA $260 total
includes taxes & fees
Nov 9 - Nov 10
Beautiful 1st Floor Apartment & Amazing Shower
A kitchen with wooden cabinets, a stainless steel sink, and a potted plant.

8. 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.
The price is CA $135
CA $264 total
includes taxes & fees
Nov 9 - Nov 10
Bright & Spacious Apartment with Amazing Shower
A living room with a sofa, armchair, and glass coffee table. There are two lamps on side tables and a window with curtains.

9. Portland 1-bedroom with enclosed porch & parking

Portland 1-bedroom with enclosed porch & parking
Deering Center
8.2 out of 10, Very good, (15 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.
The price is CA $127
CA $158 total
includes taxes & fees
Oct 13 - Oct 14
Portland 1-bedroom with enclosed porch & parking
A dining table with chairs, a potted plant, and decorative items.

10. Willard Beach–Apartment Near Portland & Parks

Willard Beach–Apartment Near Portland & Parks
Willard Beach
10.0 out of 10, Exceptional, (9 reviews)
"Location and parking were perfect for our first visit to Portland"
United States
Linda
The price is CA $202
CA $447 total
includes taxes & fees
Oct 25 - Oct 26
Willard Beach–Apartment Near Portland & Parks
A modern house with a wooden exterior, a small garden, and a visible window.

11. Spacious and Contemporary Condo in the Heart of Portland - Close to Beach

Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
East Bayside
8.8 out of 10, Excellent, (40 reviews)
"Overall a pleasing stay."
United States
Mallory D.
The price is CA $199
CA $674 total
includes taxes & fees
Oct 18 - Oct 19
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
A gym with treadmills, elliptical machines, and exercise balls.

12. 1-bedroom hotel suites in Scarborough with essentially stocked kitchens.

1-bedroom hotel suites in Scarborough with essentially stocked kitchens.
South Portland
9.2 out of 10, Wonderful, (21 reviews)
"We really appreciated our stay!"
United States
Anonymous traveller
The price is CA $164
CA $210 total
includes taxes & fees
Nov 5 - Nov 6
1-bedroom hotel suites in Scarborough with essentially stocked kitchens.
A black console table with a mirror above it, a lamp, and a potted plant beside it.

13. Peaceful & minutes from the Old Port with private parking

Peaceful & minutes from the Old Port with private parking
Knightville
9.8 out of 10, Exceptional, (13 reviews)
"Cute, convenient spot!"
United States
Kelly S.
The price is CA $275
CA $477 total
includes taxes & fees
Nov 1 - Nov 2
Peaceful & minutes from the Old Port with private parking
A house with a wooden staircase leading to a door marked with the number 50.

14. 1200 Sq Ft ♦ West End Gem ♦ Perfect Location

1200 Sq Ft ♦ West End Gem ♦ Perfect Location
West End
9.2 out of 10, Wonderful, (107 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
The price is CA $162
CA $384 total
includes taxes & fees
Nov 3 - Nov 4
1200 Sq Ft ♦ West End Gem ♦ Perfect Location
A modern living room with a sofa, a coffee table, a TV, and a window with blinds.

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

Pine Point Beach private, quaint, charming studio.
Blue Point
10.0 out of 10, Exceptional, (45 reviews)
"Great vacation rental. Convenient to all we wanted to do in the area. Very clean and very livable property!"
United States
Thomas M.
The price is CA $250
CA $454 total
includes taxes & fees
Nov 1 - Nov 2
Pine Point Beach private, quaint, charming studio.
A street lined with buildings, one with a red door and a sign that reads "MINATO".

16. Adorable Portland getaway on the Eastern Promenade

Adorable Portland getaway on the Eastern Promenade
Munjoy Hill
9.6 out of 10, Exceptional, (153 reviews)
"Owner was so accommodating!"
United States
Kiernan
The price is CA $252
CA $412 total
includes taxes & fees
Oct 20 - Oct 21
Adorable Portland getaway on the Eastern Promenade
A modern kitchen with a wooden countertop, a glass coffee table, and a built-in shelf with kitchenware.

17. Sunny Spot with Private Parking.

Sunny Spot with Private Parking.
Knightville
9.8 out of 10, Exceptional, (36 reviews)
"This is a perfect location. 6 minutes from downtown Portland. Secure, Clean and Jen was a Perfect and attentive host. It is a hidden Gem!"
United States
Irish D.
The price is CA $281
CA $466 total
includes taxes & fees
Oct 18 - Oct 19
Sunny Spot with Private Parking.
A narrow pathway leading to a wooden house with a porch, surrounded by lush greenery and trees.

18. King Size Bed - West End Studio - Walk to Old Port

King Size Bed - West End Studio - Walk to Old Port
West End
The price is CA $121
CA $323 total
includes taxes & fees
Nov 2 - Nov 3
King Size Bed - West End Studio - Walk to Old Port
A theater with a marquee reading "STATE" and a classic architectural design.

19. Luxury Condo Downtown Portland Old Port

Luxury Condo Downtown Portland Old Port
Downtown Portland
9.4 out of 10, Exceptional, (23 reviews)
"Portland is awesome, the house was in a great location, nice neighborhood and really conveniently located to an abundance of restaurants"
United States
Doug T.
The price is CA $272
CA $508 total
includes taxes & fees
Nov 2 - Nov 3
Luxury Condo Downtown Portland Old Port
A beach with a wooden chair and a small building in the background.

20. Arlie`s Digs! - One Block To Willard Beach!

Arlie`s Digs! - One Block To Willard Beach!
Willard Beach
10.0 out of 10, Exceptional, (70 reviews)
"Beautiful place, perfect location! "
United States
Melissa M.
The price is CA $259
CA $633 total
includes taxes & fees
Nov 9 - Nov 10
Arlie`s Digs! - One Block To Willard Beach!
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

Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

10/10 Excellent
"Very convenient to the airport for an early morning flight."
Kristin 1-night trip
Posted 1 hour ago
Clarion Hotel Portland Airport ME

Find out more about Cumberland County

Everything you need to know about Cumberland County vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Cumberland County vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cumberland County vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Cumberland County vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cumberland County. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. 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.  The selection of Cumberland County vacation rentals we have selected for you start as low as CA $138 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Cumberland County rentals

At Expedia, we put the best Cumberland County vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Cumberland County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cumberland County vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cumberland County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.