Cumberland Vacation Rentals

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Our top choices for Cumberland vacation rentals

Little Lincoln beautiful home

Little Lincoln beautiful home
Brunswick
9.0 out of 10, Wonderful, (16 reviews)
"The host was very welcoming and responsive when we had a question. We would stay here again when we come back to Brunswick. "
United States
Michael S.
The price is CA $118
CA $351 total
includes taxes & fees
Apr 20 - Apr 21
Little Lincoln beautiful home

Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach

Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach
Brunswick
10.0 out of 10, Exceptional, (147 reviews)
"Lovely space, comfortable bed, very convenient to downtown Brunswick."
United States
Kimberly G.
The price is CA $123
CA $164 total
includes taxes & fees
Apr 26 - Apr 27
Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach

Private Entrance Residential Portland

Private Entrance Residential Portland
Deering Center
8.8 out of 10, Excellent, (6 reviews)
"This was a great place to stay. Easy to get to all of our destinations. Place was clean and comfortable. Would stay here again. "
United States
Ameleah B.
The price is CA $86
CA $185 total
includes taxes & fees
Apr 21 - Apr 22
Private Entrance Residential Portland

HomeAwhile

HomeAwhile
4.0 star property
Scarborough
9.4 out of 10, Exceptional, (22 reviews)
"The room was spotless. The hotel was very clean and the staff was very friendly and helpful."
United States
Monique
The price is CA $157
CA $172 total
includes taxes & fees
Apr 21 - Apr 22
HomeAwhile

Bright & Spacious Apartment with Amazing Shower

Bright & Spacious Apartment with Amazing Shower
Parkside
8.6 out of 10, Excellent, (19 reviews)
"Wonderful stay! Place was amazing and host is very responsive. Thank you so much "
United States
Logan R.
The price is CA $117
CA $240 total
includes taxes & fees
Apr 20 - Apr 21
Bright & Spacious Apartment with Amazing Shower

1-bedroom hotel suites in Scarborough with essentially stocked kitchens.

1-bedroom hotel suites in Scarborough with essentially stocked kitchens.
South Portland
The price is CA $150
CA $193 total
includes taxes & fees
Apr 20 - Apr 21
1-bedroom hotel suites in Scarborough with essentially stocked kitchens.

Beautiful 1st Floor Apartment & Amazing Shower

Beautiful 1st Floor Apartment & Amazing Shower
Parkside
9.0 out of 10, Wonderful, (27 reviews)
"This was a clean and good location for our stay. "
United States
Jocelyn R.
The price is CA $125
CA $250 total
includes taxes & fees
Apr 21 - Apr 22
Beautiful 1st Floor Apartment & Amazing Shower

Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)

Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)
Brunswick
9.6 out of 10, Exceptional, (32 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.
The price is CA $185
CA $485 total
includes taxes & fees
Apr 20 - Apr 21
Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)

Serene Pine Point Escape — 1 Block to Beach, Marsh Views & Portland

Serene Pine Point Escape — 1 Block to Beach, Marsh Views & Portland
Pine Point
9.6 out of 10, Exceptional, (35 reviews)
"Cute place; clean and inviting. Would happily stay again!"
United States
Kelly M.
The price is CA $139
CA $425 total
includes taxes & fees
Apr 20 - Apr 21
Serene Pine Point Escape — 1 Block to Beach, Marsh Views & Portland

1200 sq ft ♦ West End Townhouse ♦ Perfect Location

1200 sq ft ♦ West End Townhouse ♦ Perfect Location
West End
8.4 out of 10, Very good, (59 reviews)
"Nice place. Good location."
United States
Rob M.
The price is CA $127
CA $499 total
includes taxes & fees
Apr 21 - Apr 22
1200 sq ft ♦ West End Townhouse ♦ Perfect Location

Classic New England 1st Floor 3 BR Downtown Brunswick

Classic New England 1st Floor 3 BR Downtown Brunswick
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.
The price is CA $171
CA $467 total
includes taxes & fees
Apr 20 - Apr 21
Classic New England 1st Floor 3 BR Downtown Brunswick

Pine Point Beach private, quaint, charming studio.

Pine Point Beach private, quaint, charming studio.
Blue Point
10.0 out of 10, Exceptional, (28 reviews)
"The place was extremely clean."
United States
Matthew D.
The price is CA $160
CA $333 total
includes taxes & fees
Apr 20 - Apr 21
Pine Point Beach private, quaint, charming studio.

Charming Studio apartment with WiFi, AC in welcoming Portland

Charming Studio apartment with WiFi, AC in welcoming Portland
Munjoy Hill
9.6 out of 10, Exceptional, (11 reviews)
"A great location and a comfortable place to stay!"
United States
Andrew K.
The price is CA $154
CA $295 total
includes taxes & fees
Apr 20 - Apr 21
Charming Studio apartment with WiFi, AC in welcoming Portland

Beautiful Delightful 3BR Downtown Brunswick All King Beds

Beautiful Delightful 3BR Downtown Brunswick All King Beds
Brunswick
10.0 out of 10, Exceptional, (22 reviews)
"Great place, super convenient to downtown."
United States
Heather C.
The price is CA $185
CA $527 total
includes taxes & fees
Apr 21 - Apr 22
Beautiful Delightful 3BR Downtown Brunswick All King Beds

Peaceful & minutes from the Old Port with private parking

Peaceful & minutes from the Old Port with private parking
Knightville
9.6 out of 10, Exceptional, (8 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.
The price is CA $174
CA $345 total
includes taxes & fees
Apr 21 - Apr 22
Peaceful & minutes from the Old Port with private parking

Walk to Old Port ♦ West End Condo ♦ Parking

Walk to Old Port ♦ West End Condo ♦ Parking
West End
9.6 out of 10, Exceptional, (81 reviews)
"Great location and very spacious! Easy commutation - must stay! "
United States
Courtney H.
The price is CA $127
CA $499 total
includes taxes & fees
Apr 20 - Apr 21
Walk to Old Port ♦ West End Condo ♦ Parking

Camp Forever cottage

Camp Forever cottage
Harpswell
9.6 out of 10, Exceptional, (58 reviews)
"Everything was great, fantastic location!"
United States
Dennis H.
The price is CA $259
CA $466 total
includes taxes & fees
Apr 20 - Apr 21
Camp Forever cottage

Evalina Hotel

Evalina Hotel
2.5 star property
Downtown Portland
The price is CA $370
CA $609 total
includes taxes & fees
May 3 - May 4
Evalina Hotel

Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (51 reviews)
"Super clean and lovely place to stay! Highly recommend!"
United States
Evan B.
The price is CA $342
CA $588 total
includes taxes & fees
May 14 - May 15
Full sized home

Centerview cottage

Centerview cottage
Harpswell
9.6 out of 10, Exceptional, (59 reviews)
"Great spot to relax and enjoy the beautiful outdoors. Very quiet and amazing views of the water. Everything needed for a comfortable and relaxing getaway. Highly recommend if coming to the area! "
United States
Erin
The price is CA $404
CA $654 total
includes taxes & fees
Apr 20 - Apr 21
Centerview cottage
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

Find out more about Cumberland

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Cumberland. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there vacation rentals in Cumberland?

Yes, there are vacation rentals in Cumberland close to Greely Center for the Arts, or you can choose a more secluded option if you want a relaxing stay.

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

Full sized home: This vacation home rental near Cumberland offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

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. Greely Center for the Arts and Desert of Maine 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.