Cumberland County Holiday Rentals

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Top Holiday Rentals Destinations in Cumberland County

The Weldon Hotel

4.5 star property
9.8 out of 10, Exceptional, (80)
"Absolutely beautiful place to stay. "
The price is AU$600
includes taxes & fees
1 Oct - 2 Oct
The Weldon Hotel

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

2.0 star property
9.2 out of 10, Wonderful, (13)
"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

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

10.0 out of 10, Exceptional, (228)
"Beautiful views, very clean and enjoyed the oceanside vibe both inside and out! Easy walk to general store and walkable to Giant Stairs trail and Cedar Beach."
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach

Cozy and Quiet Home One Bedroom Private Bathroom in Portland Maine. NOT KITCHEN.

2.0 star property
10.0 out of 10, Exceptional, (3)
"Very smooth and easy check-in. Very nice room and bathroom. Thank you so much for letting us stay! "
Cozy and Quiet Home One Bedroom Private Bathroom in Portland Maine. NOT KITCHEN.

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

10.0 out of 10, Exceptional, (311)
"Place is beautiful and well crafted with a perfect nature setting"
Romantic getaway for 2 couple date's in July just opened up

Full sized home

9.8 out of 10, Exceptional, (42)
"The house was lovely. Very comfortable place. Within 15- 20 mins to a store or restaurants."
The price is AU$558
includes taxes & fees
15 Oct - 16 Oct
Full sized home

Sebago Lake Cottage on Raymond Cape

10.0 out of 10, Exceptional, (47)
"Our family was up for a wedding so we came up to visit. This is a beautiful place. We will keep this in mind for the future. "
Sebago Lake Cottage on Raymond Cape

Private Entrance Residential Portland

9.0 out of 10, Wonderful, (4)
"Check in was simple. Quaint place. "
The price is AU$275
includes taxes & fees
28 Sept - 29 Sept
Private Entrance Residential Portland

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

10.0 out of 10, Exceptional, (64)
"We stayed for a group trip to Portland and this was the perfect spot. Location is fantastic, lots of comfortable sleeping options, and great communication from the host. Highly recommend! "
The price is AU$1,667
includes taxes & fees
6 Oct - 7 Oct
Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port

In-town no frills 2 bedroom apt

7.8 out of 10, Good, (9)
"The Apt is very old but nice. Wasn’t aware of stairs as we were on the 3rd floor and had to go up very narrow stairs with no hand rails. The outdoors had bums sitting around and people across the street partying and coming up to us . Didn’t feel safe and would never have kids here. The place was nice to lay your head down but that’s it"
The price is AU$275
includes taxes & fees
6 Oct - 7 Oct
In-town no frills 2 bedroom apt

Studio Unit Walkable Everywhere

5.2 out of 10, (5)
"We didn't stay there at all. Canceled reservation "
The price is AU$257
includes taxes & fees
21 Oct - 22 Oct
Studio Unit Walkable Everywhere

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

Luxury on Back Cove - Three Gables

10.0 out of 10, Exceptional, (5)
"Three Gables was the a great location for our visit in Portland. The house was very clean, well equipped and quite comfortable.Communications with the host were prompt and seamless.We highly recommend Three Gables for your visit to Portland!"
The price is AU$775
includes taxes & fees
22 Oct - 23 Oct
Luxury on Back Cove - Three Gables

Serenity - Stunning Sebago Lake scenery

10.0 out of 10, Exceptional, (47)
"Nice house , nice host , everything was great!"
Serenity - Stunning Sebago Lake scenery

Spacious Historic Home | 7BR West End for Groups

10.0 out of 10, Exceptional, (6)
"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 AU$2,457
includes taxes & fees
28 Sept - 29 Sept
Spacious Historic Home | 7BR West End for Groups

Knock on Wood | Airy Charm in Heart of Downtown

8.8 out of 10, Excellent, (23)
"This apartment is so well situated to walk to parks, restaurants and shopping. It’s a very large space and quite comfortable. "
The price is AU$705
includes taxes & fees
21 Oct - 22 Oct
Knock on Wood | Airy Charm in Heart of Downtown

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

Adorable Portland getaway on the Eastern Promenade

9.8 out of 10, Exceptional, (117)
"So clean! Loved all the little notes, very helpful. Such a great location close to the water and would definitely recommend this place in the future."
The price is AU$443
includes taxes & fees
2 Oct - 3 Oct
Adorable Portland getaway on the Eastern Promenade

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."
The price is AU$791
includes taxes & fees
22 Oct - 23 Oct
State of Charm | Historic West End Haven

Beautiful Oceanfront Apartment, scenic views and water access

9.8 out of 10, Exceptional, (93)
"Great location"
Beautiful Oceanfront Apartment, scenic views and water access
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

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, 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 depend 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 chosen for you start as low as AU$257 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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