Cumberland Vacation Rentals

Check prices for these dates

In two weeks
Feb 13 - Feb 15
In two months
Mar 27 - Mar 29
In three months
Apr 24 - Apr 26
In four months
May 22 - May 24

Our top choices for Cumberland vacation rentals

Honeymoon Studio | Egyptian cotton sheets, premium bedding, down comforters, bed sheets

Camping in Portland

Fortland Island Campground
1.0 star property
10.0 out of 10, Exceptional, (3 reviews)
"It was very quiet and liked the experience of staying in a camp like setting."
United States
leela srinivas
$23,275 nightly
The price is $25,370
Feb 2 - Feb 3
Total with taxes and fees
Fortland Island Campground
Exterior

Apartment in Brunswick

Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach
10.0 out of 10, Exceptional, (145 reviews)
"Great location to access the area especially route 1 n and s. Room totally met our needs and Susan and Jeff were super nice. This place will make our trip most memorable!"
United States
Don E.
$110 nightly
The price is $120
Feb 1 - Feb 2
Total with taxes and fees
Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach
TV

Apartment in Brunswick

Brunswick Downtown Sugar Cube next to Bowdoin
8.4 out of 10, Very Good, (7 reviews)
"Stayed for one night. Very convenient to campus"
United States
Lin-Lin R.
$231 nightly
The price is $252
Feb 3 - Feb 4
Total with taxes and fees
Brunswick Downtown Sugar Cube next to Bowdoin
Interior

Apartment in Freeport

Studio Apartment in Freeport
10.0 out of 10, Exceptional, (1 review)
"I could not have ask for a better place to stay for my winter holiday trip in Freeport, Maine. This studio apartment went above my expectations. The entire space was much larger than I thought it would be. From the entry downstairs & throughout the entire apartment, it was clean & well-kept. Kitchen is fully equipped, has adequate space for meal prep, and there is plenty of room around the table & kitchen counter for dining. The living room is a welcoming pleasant area, and there is ample space...
United States
Di W.
$143 nightly
The price is $150
Feb 3 - Feb 4
Total with taxes and fees
Studio Apartment in Freeport
Smart TV

Apartment in Blue Point

Pine Point Beach private, quaint, charming studio.
10.0 out of 10, Exceptional, (26 reviews)
"A great location to see Portland and surroundings. A very clean and nice place to stay. "
United States
Pam B.
$192 nightly
The price is $209
Jan 30 - Jan 31
Total with taxes and fees
Pine Point Beach private, quaint, charming studio.
Interior

Apartment in Brunswick

Little Lincoln beautiful home
9.2 out of 10, Wonderful, (15 reviews)
"Simon was very easy to communicate with, the place was clean, the bed was quite comfortable, and we were right by Main Street in Brunswick which made for easy access to food and things to do. Wonderful place to stay!"
United States
Jessica B.
$225 nightly
The price is $245
Feb 1 - Feb 2
Total with taxes and fees
Little Lincoln beautiful home
Interior

Apartment in Brunswick

2King Bed BR Private Apt Downtown Brunswick
8.4 out of 10, Very Good, (10 reviews)
"Small place in a great location. Easily walk to several shops and restaurants. "
United States
Jillian B.
$212 nightly
The price is $231
Jan 30 - Jan 31
Total with taxes and fees
2King Bed BR Private Apt Downtown Brunswick
WiFi, bed sheets

Apartment in Brunswick

Little Downtown Apt with Beautiful Window View
$180 nightly
The price is $196
Feb 4 - Feb 5
Total with taxes and fees
Little Downtown Apt with Beautiful Window View
Outdoor dining

Cabin in Freeport

Modern, Luxurious, Cabin in the Woods - 17
10.0 out of 10, Exceptional, (3 reviews)
"Awesome camping in a great, quiet campground. The staff is very responsive and all the little details make this place special."
United States
Miranda K.
$261 nightly
The price is $284
Feb 1 - Feb 2
Total with taxes and fees
Modern, Luxurious, Cabin in the Woods - 17
TV

Apartment in Brunswick

Classic New England 1st Floor 3 BR Downtown Brunswick
9.6 out of 10, Exceptional, (9 reviews)
"We had a good time in Brunswick.... great location and jumping off point to explore."
United States
Karin S.
$303 nightly
The price is $330
Feb 1 - Feb 2
Total with taxes and fees
Classic New England 1st Floor 3 BR Downtown Brunswick
Interior

Apartment in Brunswick

Vacation Creation Downtown Brunswick 2King Beds
9.6 out of 10, Exceptional, (18 reviews)
"Stayed here while visiting Bowdoin. Great place!"
United States
Deborah B.
$270 nightly
The price is $294
Feb 9 - Feb 10
Total with taxes and fees
Vacation Creation Downtown Brunswick 2King Beds
Interior

Vacation Home in Brunswick

Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard
10.0 out of 10, Exceptional, (1 review)
"This house was clean and just as described! Close to campus and downtown. Our host was responsive and very helpful!"
United States
Erin B.
$400 nightly
The price is $436
Feb 1 - Feb 2
Total with taxes and fees
Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard
Smart TV

Apartment in Topsham

Lovely 2-bedroom apartment with AC in charming Topsham. Close to everything!
10.0 out of 10, Exceptional, (2 reviews)
"Pet friendly place and good spot! Would stay again "
United States
Shiloh F.
$241 nightly
The price is $263
Jan 30 - Jan 31
Total with taxes and fees
Lovely 2-bedroom apartment with AC in charming Topsham. Close to everything!
Fridge, microwave, oven, stovetop

Apartment in Brunswick

Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)
9.8 out of 10, Exceptional, (28 reviews)
"This property is newly renovated and is in a great location--right across from the Brunswick Hotel and next to campus. Parking is easy (in the driveway) and the apartment is really spacious!"
United States
Jill C.
$305 nightly
The price is $332
Feb 4 - Feb 5
Total with taxes and fees
Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)
Smart TV

Vacation Home in Brunswick

Beautiful 3BR Home with Office in Town of Brunswick with King beds
9.2 out of 10, Wonderful, (5 reviews)
"Great place for our family to stay while visiting the Maine coast."
United States
Craig C.
$310 nightly
The price is $338
Jan 30 - Jan 31
Total with taxes and fees
Beautiful 3BR Home with Office in Town of Brunswick with King beds
Private kitchen

Apartment in Harpswell

Bird Watching Paradise @ Waterfront Harpswell with Private Deck
10.0 out of 10, Exceptional, (2 reviews)
"Super location, very private, responsive host, lovely, clean. Very lucky to have been able to stay here!"
United States
Kate K.
$275 nightly
The price is $300
Jan 30 - Jan 31
Total with taxes and fees
Bird Watching Paradise @ Waterfront Harpswell with Private Deck
Outdoor dining

Apartment in Knightville

Peaceful & minutes from the Old Port with private parking
9.8 out of 10, Exceptional, (7 reviews)
"This well- appointed apartment was perfect for our stay in the Portland area. Jennifer was always quick to answer any questions. We would definitely recommend this listing."
United States
Lynn E.
$195 nightly
The price is $213
Feb 1 - Feb 2
Total with taxes and fees
Peaceful & minutes from the Old Port with private parking
Interior

Apartment in Knightville

Sunny Spot with Private Parking.
9.8 out of 10, Exceptional, (25 reviews)
"Cute property.. also really suitable for long stay as the amenities were complete and near groceries and some restaurants and cafes.. convenient!"
United States
Giana
$183 nightly
The price is $199
Feb 1 - Feb 2
Total with taxes and fees
Sunny Spot with Private Parking.
Terrace/patio

Vacation Home in Harpswell

Full sized home
9.8 out of 10, Exceptional, (50 reviews)
"Super clean and lovely place to stay! Highly recommend!"
United States
Evan B.
$313 nightly
The price is $341
Feb 2 - Feb 3
Total with taxes and fees
Full sized home
Outdoor dining

Apartment in Parkside

Port City Nest: Beautiful 2bd w/ Balcony & Parking
10.0 out of 10, Exceptional, (1 review)
"Loved staying at your Nest! All was great but maybe a couple of cozy blanks in living room for lounging? Thanks again-Ruth"
United States
Ruth R.
$203 nightly
The price is $221
Feb 1 - Feb 2
Total with taxes and fees
Port City Nest: Beautiful 2bd w/ Balcony & Parking
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 Hotel Reviews

Tru by Hilton Portland Airport Area

Tru by Hilton Portland Airport Area

10/10 Excellent
"Great staff, clean room."
Meghan 2-night trip
Posted 1 day ago
Tru by Hilton Portland Airport Area

Find out more about Cumberland

Everything you need to know about Cumberland 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 vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Cumberland vacation rentals: An excellent choice for every season

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

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $124 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Cumberland rentals

At Expedia, we put the best Cumberland 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 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 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. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Cumberland?

Yes, there are vacation rentals close to well known attractions in Cumberland, or you can select a more remote option if you'd like a relaxing place to stay.

What's the top vacation rental that Cumberland has to offer?

Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port: This vacation home rental near Cumberland is located on a river and has a fireplace, a furnished patio, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a private yard, a selection of games, and a hot tub so you can immerse yourself in your vacation.

What’s there to see and do in Cumberland?

Explore the area and family-friendly sights such as Portland Observatory, or get out into nature at a spot like Casco Bay. Desert of Maine and University of New England are a couple of places you'll find in the larger area.

What’s a vacation rental in Cumberland like?

Vacation rentals are private properties you can book for several days or longer in Cumberland. Vacation rentals offer extras such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a clean environment, vacation rentals can offer a sense of safety away from public hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for family gatherings.