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

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Cumberland County Accommodation: Most Popular Cities to Stay

A lighthouse, a white house with a red roof, and rocky coastline at sunset.
Holiday RentalsHoliday Rentals

Portland

Portland
A crowded beach with people sunbathing and swimming, surrounded by houses and lush green hills.
Holiday RentalsHoliday Rentals

Scarborough

Scarborough

Our top choices for Cumberland County holiday 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 £222
includes taxes & fees
2 Nov - 3 Nov
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, (14 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 £376
includes taxes & fees
3 Nov - 4 Nov
Evalina Hotel
A grand room with ornate chandeliers, a fireplace, and classical furniture.

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

Historic Home in the West End. Private Parking.
West End
10.0 out of 10, Exceptional, (73 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
The price is £287
includes taxes & fees
2 Nov - 3 Nov
Historic Home in the West End. Private Parking.
A beach with a wooden chair and a small building in the background.

4. 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 £345
includes taxes & fees
2 Nov - 3 Nov
Arlie`s Digs! - One Block To Willard Beach!
A kitchen with a wooden countertop, a black kettle, a vase with flowers, and a small wire basket.

5. 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
9.6 out of 10, Exceptional, (31 reviews)
"Had a wonderful stay. Very clean and great location."
United States
Aimee S.
The price is £178
includes taxes & fees
3 Nov - 4 Nov
Charming Studio Retreat with Queen bed, WiFi, and AC in welcoming Portland
A theater with a marquee reading "STATE" and a classic architectural design.

6. 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 £274
includes taxes & fees
2 Nov - 3 Nov
Luxury Condo Downtown Portland Old Port
A modern bar area with a counter, stools, and hanging lights.

7. West End Bright Spot with Parking.

West End Bright Spot with Parking.
West End
10.0 out of 10, Exceptional, (26 reviews)
"The space was pristine, comfortable, homey with an excellent location situated to shops and restaurants. Jennifer was a welcoming and warm host and we had no issues at all during our stay!"
United States
Luke E.
The price is £244
includes taxes & fees
8 Nov - 9 Nov
West End Bright Spot with Parking.
Exterior

8. Ocean View East End Studio in a Historic Victorian

Ocean View East End Studio in a Historic Victorian
Portland
9.8 out of 10, Exceptional, (114 reviews)
"Fantastic host, fantastic place, fantastic location. 30 second walk out to a massive green lawned park overlooking the water. Easy stroll downtown. Dan was a very friendly, welcoming, and accommodating host. We had a great stay and would return again."
United States
Ryan S.
The price is £344
includes taxes & fees
19 Oct - 20 Oct
Ocean View East End Studio in a Historic Victorian
A bedroom with a bed, a nightstand, a lamp, a door, and a staircase.

9. Great suburban location close to town!

Great suburban location close to town!
Deering Center
10.0 out of 10, Exceptional, (1 review)
"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 £76
includes taxes & fees
25 Oct - 26 Oct
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.

10. 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 £117
includes taxes & fees
3 Nov - 4 Nov
Studio Apartment near downtown Walkable!
A deck with wicker furniture and a view of the water.

11. Portland’s Best Ocean Views from a 40-Foot Private Deck

Portland’s Best Ocean Views from a 40-Foot Private Deck
Munjoy Hill
9.6 out of 10, Exceptional, (33 reviews)
"Truly wonderful view. Lovely apartment. Nice walks along the shore. Nice Munjoy Hill neighborhood."
United States
M Therese F.
The price is £548
includes taxes & fees
12 Oct - 13 Oct
Portland’s Best Ocean Views from a 40-Foot Private Deck
A two-story house with a covered porch, a garage, and a front yard with potted plants.

12. 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 £98
includes taxes & fees
3 Nov - 4 Nov
Large suite/private bath/private entrance on quiet street near Thomas Bay
A spacious living room with large windows, a sofa, a coffee table, and a view of the city.

13. Spectacular Views & Comforts of Home in Portland s Most Desirable Neighborhood

Spectacular Views & Comforts of Home in Portland s Most Desirable Neighborhood
Munjoy Hill
10.0 out of 10, Exceptional, (21 reviews)
"Great host and very clean, comfortable stay! We all wished we would have had more time here and loved every bit of our stay. Sunrise on the rooftop deck, city lights up there at night. It was wonderful! We hope to return someday! "
United States
JESSICA S.
The price is £486
includes taxes & fees
25 Oct - 26 Oct
Spectacular Views & Comforts of Home in Portland s Most Desirable Neighborhood
A garden with a stone bridge over a small stream, surrounded by various plants and flowers.

14. Peaceful Oasis on Munjoy Hill 2nd flr 3BR parking

Peaceful Oasis on Munjoy Hill 2nd flr 3BR parking
Munjoy Hill
9.8 out of 10, Exceptional, (7 reviews)
"10/10 would stay again Close to nice bars,restaurants, gas stations. Clean apartment. Host was very nice! "
United States
Mary C.
The price is £306
includes taxes & fees
3 Nov - 4 Nov
Peaceful Oasis on Munjoy Hill 2nd flr 3BR parking
A house with a wooden staircase leading to a door marked with the number 50.

15. 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 £201
includes taxes & fees
3 Nov - 4 Nov
1200 Sq Ft ♦ West End Gem ♦ Perfect Location
A living room with a sofa, armchairs, a coffee table, and a potted plant.

16. 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 £135
includes taxes & fees
4 Nov - 5 Nov
Beautiful 1st Floor Apartment & Amazing Shower
A room with a wooden bench, a red guitar, and a plant on a table.

17. Prime Old Port 3BR • Free Parking • Sleeps 8

Prime Old Port 3BR • Free Parking • Sleeps 8
Downtown Portland
9.8 out of 10, Exceptional, (164 reviews)
"Clean and comfortable stay in great location! "
United States
Juliet S.
The price is £611
includes taxes & fees
12 Oct - 13 Oct
Prime Old Port 3BR • Free Parking • Sleeps 8
A gray house with a black front door, white trim, and a number 70 sign.

18. Vintage Maine & Modern Convenience in Portlands Exclusive East End

Vintage Maine & Modern Convenience in Portlands Exclusive East End
Munjoy Hill
9.8 out of 10, Exceptional, (60 reviews)
"The apartment is very comfortable with everything we needed We loved the quiet neighborhood and the location was really great within walking distance to both the beach area and downtown shops & restaurants."
United States
maureen
The price is £371
includes taxes & fees
15 Oct - 16 Oct
Vintage Maine & Modern Convenience in Portlands Exclusive East End
A black console table with a mirror above it, a lamp, and a potted plant beside it.

19. 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 £255
includes taxes & fees
5 Nov - 6 Nov
Peaceful & minutes from the Old Port with private parking
A garden with a stone wall, a small pond, and various plants.

20. 4br2ba House parking A Peaceful Oasis on Munjoy Hill

4br2ba House parking A Peaceful Oasis on Munjoy Hill
Munjoy Hill
10.0 out of 10, Exceptional, (22 reviews)
"Great place with beautiful interiors Impeccably clean!"
United States
Janet S.
The price is £502
includes taxes & fees
25 Oct - 26 Oct
4br2ba House parking A Peaceful Oasis on Munjoy Hill
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

10/10 Excellent
"Clean rooms, helpful staff; have stayed before and will book again"
Kin Mong 1-night trip
Posted 4 hours ago
AC Hotel Portland Downtown/Waterfront, ME

Find out more about Cumberland County

Everything you need to know about Cumberland County holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Cumberland County holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Cumberland County holiday 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 holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cumberland County holiday rentals we have selected for you start as low as £76 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 holiday 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 holiday.

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. 

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