Vacation Rentals in Cumberland County

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Top Cities in Cumberland County

Top Vacation Rentals in Cumberland County

The Weldon Hotel

4.5 star property
9.8 out of 10, Exceptional, (82)
"Great spot, large space, cool design, clean, easy to walk all over town. "
$280 nightly
The price is $298
Nov 2 - Nov 3
Total with taxes and fees
The Weldon Hotel

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

10.0 out of 10, Exceptional, (229)
"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, (4)
"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.

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

2.0 star property
9.2 out of 10, Wonderful, (13)
"Very responsive host, even got us a pack and play for our youngest! Perfect house for a beach stay! Would stay again! "
Spacious 7-bedroom house with WiFi and AC in fabulous Pine Point Scarborough

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, (43)
"The house was lovely. Very comfortable place. Within 15- 20 mins to a store or restaurants."
Full sized home

In-town no frills 2 bedroom apt

7.8 out of 10, Good, (10)
"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"
$177 nightly
The price is $179
Oct 6 - Oct 7
Total with taxes and fees
In-town no frills 2 bedroom apt

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! "
$986 nightly
The price is $1,074
Oct 6 - Oct 7
Total with taxes and fees
Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port

Studio Unit Walkable Everywhere

5.2 out of 10, (5)
"We didn't stay there at all. Canceled reservation "
$165 nightly
The price is $166
Oct 19 - Oct 20
Total with taxes and fees
Studio Unit Walkable Everywhere

Private Entrance Residential Portland

9.2 out of 10, Wonderful, (5)
"Great location for seeing the Portland Head Lighthouse. Comfortable bed."
Private Entrance Residential Portland

Updated Long Island Maine Cottage

10.0 out of 10, Exceptional, (7)
"Great location. Comfortable living room. Well stocked kitchen. Great communication with owner."
Updated Long Island Maine Cottage

Serenity - Stunning Sebago Lake scenery

10.0 out of 10, Exceptional, (48)
"Great location, great house, great communication and beautiful area."
Serenity - Stunning Sebago Lake scenery

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. "
$362 nightly
The price is $395
Nov 2 - Nov 3
Total with taxes and fees
Knock on Wood | Airy Charm in Heart of Downtown

Back yard paradise

9.8 out of 10, Exceptional, (21)
"We had a wonderful weekend with family at this nicely appointed space that is close to downtown Portland. We all enjoyed swimming in the pool and hanging out on the deck."
Back yard paradise

Charming 2-bedroom house with AC, WiFi in lovely Falmouth

8.8 out of 10, Excellent, (6)
Charming 2-bedroom house with AC, WiFi in lovely Falmouth

Adorable Portland getaway on the Eastern Promenade

9.8 out of 10, Exceptional, (118)
"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."
$230 nightly
The price is $251
Nov 2 - Nov 3
Total with taxes and fees
Adorable Portland getaway on the Eastern Promenade

Dog-Friendly Lakefront Cottage w/Lake Access, Deck, Gas Grill, A/C

8.6 out of 10, Excellent, (21)
"Beautiful view, easy access for boating, a great location! The house is small but the 2 levels allowed us to fit 4 family members comfortably. Will plan to visit again!"
Dog-Friendly Lakefront Cottage w/Lake Access, Deck, Gas Grill, A/C

Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo

10.0 out of 10, Exceptional, (18)
"We loved the walkable neighborhood & had a great, comfortable stay!"
$583 nightly
The price is $635
Oct 5 - Oct 6
Total with taxes and fees
Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo

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."
$386 nightly
The price is $420
Oct 28 - Oct 29
Total with taxes and fees
State of Charm | Historic West End Haven

Luxury on Back Cove - Three Gables

10.0 out of 10, Exceptional, (5)
"GoodLocation, very clean. Would stay again "
$419 nightly
The price is $457
Oct 29 - Oct 30
Total with taxes and fees
Luxury on Back Cove - Three Gables
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

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 $166 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.