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Find Vacation Homes in Cumberland County, ME from $390

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Top Cities in Cumberland County

Vacation Homes in Cumberland County

Sunny Modern Oasis in Portland’s Trendy East End

Munjoy Hill
10.0 out of 10, Exceptional, (62)
"Cozy, clean and quiet, within short walking distance to restaurants, coffee shops, breweries, distilleries and shopping. "
United States
Jane
Sunny Modern Oasis in Portland’s Trendy East End

Large, light filled 4 bedroom house - walk to ocean and ferry

Peaks Island
9.8 out of 10, Exceptional, (36)
"Lovely home with comfortable porch and bonfire area to enjoy outside. "
United States
Patti M.
Large, light filled 4 bedroom house - walk to ocean and ferry

Beautiful house on the Harpswell Peninsula over looking Casco Bay

Harpswell
9.6 out of 10, Exceptional, (74)
"Perfect location overlooking the bay. Plenty of sleeping accommodations and areas to relax and socialize. The wrap around deck and furnishings were perfect to enjoy the outdoors. Thank you for your hospitality. "
United States
Charlene S.
Beautiful house on the Harpswell Peninsula over looking Casco Bay

Private 3BR waterfront home, hot tub, pool table, sandy beach, BBQ, w/d, wifi

Scarborough
10.0 out of 10, Exceptional, (27)
"Beautiful house in a secluded spot by a lake. Loved every minute of it, our experience there was great."
United States
Jim M.
Private 3BR waterfront home, hot tub, pool table, sandy beach, BBQ, w/d, wifi

Spectacular Oceanfront Estate with Beautiful Sunsets on 8 acres

Harpswell
10.0 out of 10, Exceptional, (51)
"Susan and Ned's property in Harpswell is incredible, from outside to inside. Our two families of four (4 adults, 4 kids) had plenty of space and were very comfortable. The Big House has everything you need and is spacious, functional, and pleasant. The cliffs, field, and shared dock are magical for spending lots of time outside. We have stayed in three properties in Harpswell and other properties further north in Maine on the coast, and the Big House was the best by a long shot. We loved it and...
United States
Alison P.
Spectacular Oceanfront Estate with Beautiful Sunsets on 8 acres

Chic 3-bedroom house in Munjoy Hill with off-street parking.

2.0 star property
Munjoy Hill
10.0 out of 10, Exceptional, (1)
"I loved spending time in this thoughtfully put together home. It is indeed chic, very personal, and our cat was comfortable here. The downstairs shower was my favorite bathroom, the shower is beautiful and cozy. The beds are wonderfully comfortable, and there were featherdown pillows in each room. My kids did argue over who got the small cute though "
United States
Penelope L.
$358 nightly
The price is $390
Dec 28 - Dec 29
Total with taxes and fees
Chic 3-bedroom house in Munjoy Hill with off-street parking.

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

Bailey Island
10.0 out of 10, Exceptional, (234)
"Tremendous stay, great property and host."
United States
Curtis G.
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach

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

2.0 star property
Grand Beach
9.0 out of 10, Wonderful, (17)
"Incredibly wonderful beach house. Plenty of room for 8 adults, 6 children. Would recommend for any group with lots of ages and preferences. Helped to create wonderful family reunion."
United States
Ina-Lee B.
Spacious 7-bedroom house with WiFi and AC in fabulous Pine Point Scarborough

Beautiful Oceanfront House- Stunning Water Views

Harpswell
9.4 out of 10, Exceptional, (23)
"We loved our stay! Gorgeous view, lots of thoughtful little amenities. The home was extremely clean and the host was just lovely. "
United States
Catherine O.
Beautiful Oceanfront House- Stunning Water Views

The Globe House on Munjoy Hill - Walk to Breweries

Munjoy Hill
10.0 out of 10, Exceptional, (93)
"Beautiful house in great area."
United States
Amber W.
The Globe House on Munjoy Hill - Walk to Breweries

New Well Built Elegant Home on the Water 2 miles to Freeport, 9 to Portland!

South Freeeport
9.8 out of 10, Exceptional, (197)
"My family had a wonderful time! The house was perfect for us. It was comfy and so well equipped.The location was absolutely perfect. The neighborhood was quiet and friendly. "
United States
Maryann A.
New Well Built Elegant Home on the Water 2 miles to Freeport, 9 to Portland!

Spacious Sebago Lake waterfront house with game room, hot tub, and covered deck.

Naples
9.8 out of 10, Exceptional, (89)
"Place was amazing and absolutely beautiful. It was in a great location. It had everything that you possibly needed. Definitely could have stayed here a lot longer than we did."
United States
Brad J.
Spacious Sebago Lake waterfront house with game room, hot tub, and covered deck.

Spacious 4-bedroom house located in the heart of Portland, ME.

Munjoy Hill
9.8 out of 10, Exceptional, (6)
"Great place great location. "
United States
Chris f.
$777 nightly
The price is $846
Dec 9 - Dec 10
Total with taxes and fees
Spacious 4-bedroom house located in the heart of Portland, ME.

Beautifully landscaped, Spacious home, conveniently located in Harpswell

Bailey Island
9.8 out of 10, Exceptional, (18)
"A fabulous rental for 5 adults over 65 years of age. Close to great hiking and a great fish market. A well-equipped kitchen for people who love to cook. Lovely bathrooms. Would love to stay again."
United States
Diane E.
Beautifully landscaped, Spacious home, conveniently located in Harpswell

Rise & Shine - Breathtaking Sebago Lake view

Windham
9.8 out of 10, Exceptional, (20)
"This property is amazing in every way! It is clean, very well stocked, and the owners are super helpful and great to communicate with. We had a very special time here."
United States
David K.
Rise & Shine - Breathtaking Sebago Lake view

5 Star Back Cove Apartment with water view!

Back Cove
10.0 out of 10, Exceptional, (152)
"Just a great place to spend time and very convenient for all the sites of Portland"
United States
Robert H.
5 Star Back Cove Apartment with water view!

Five miles from the beach, newly remodeled home with lots of privacy.

Scarborough
10.0 out of 10, Exceptional, (68)
"Great location. So close to the Old Port and many beaches. Home was cozy, clean and private. It was a wonderful getaway."
United States
Stacey D.
Five miles from the beach, newly remodeled home with lots of privacy.

Beautifully built Cape Elizabeth home nestled in the woods on 2.5 acres

Cape Elizabeth
10.0 out of 10, Exceptional, (25)
"This clean and modern house was great for my family. Easy check in and very accommodating. "
United States
Matt B.
Beautifully built Cape Elizabeth home nestled in the woods on 2.5 acres

Enchanting 3BR Farmhouse Retreat Nature Getaway

Gorham
10.0 out of 10, Exceptional, (14)
"Really a wonderful place to stay. This farmhouse was perfect location for trip around the Portland area. "
United States
Christine M.
Enchanting 3BR Farmhouse Retreat Nature Getaway

Waterfront, Luxury, Spacious home in Freeport!

Freeport
10.0 out of 10, Exceptional, (29)
"Very comfortable and close to everything you could possibly need. beautiful setting"
United States
Kristen T.
Waterfront, Luxury, Spacious home in Freeport!
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

Booking Tips to Find the Best Cumberland County Vacation Homes


How much does it cost to rent a vacation home in Cumberland County?

You can find incredible Cumberland County vacation homes for all types of budgets: between $390 and $846 per night. The more amenities the rental has, and its proximity to popular places, the higher the price.


What is the best time to stay in a vacation home in Cumberland County?

If you are looking for a great deal on your vacation home in Cumberland County, consider visiting in , when prices are usually cheaper.


How many vacation homes are available for rent in Cumberland County?

There are 642 rental houses to choose from for your trip. You’ll find holiday homes located throughout the city, near sightseeing spots, and close to local nature areas.


How do I find the best deal for a vacation home in Cumberland County?

Begin by entering your trip dates to see what type of Cumberland County rental houses are available. Use the map to zoom closer into the areas or zoom out to include more locations. Use the filters on the left side of your search results to narrow down by star rating, price, number of bedrooms, amenities, and more—Expedia makes it easy to score the best deal for your budget.


Why should I rent a vacation home in Cumberland County?

Booking Cumberland County vacation home rentals is the perfect way to spend a vacation because of the privacy, variety of amenities, and comfort you’ll have in your own space.


What amenities are available in a private vacation home?

When thinking about what you want in your Cumberland County rental house, dream big! Depending on your budget and the area, you’ll find amenities like a private pool, hot tub, free parking, fully-equipped kitchen, in-home washer and dryer, Wi-Fi, and a beautiful view or easy access to local sightseeing spots. You can even filter your search results by accessibility to ensure that everyone in your party will be comfortable.


Why should I book a vacation home with Expedia?

Expedia has some of the best selection and deals on available vacation homes in the area—and all in one place. We reward you with members points back on every booking and ensure you get the right accommodation for the best price. And you’ll save big when you bundle your travel together, like booking a car rental in Cumberland County along with your vacation property, into a Cumberland County vacation package.


Can I cancel my vacation home with Expedia?

Some accommodations are free to cancel and refundable if done so by a specific date, while others may be non-refundable. To make sure that you can get your money back on cancellations, use the “free cancellation” filter during your search. Contact our customer service portal if you need help.

Cumberland County Vacation Homes information

Number of reviews
1,182
Accommodation
642 Vacation Homes
Lowest Price
$390
Highest Price
$846

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