Choose from 229 vacation rentals located in Cumberland, Maine. Top filters in Cumberland include Internet / Wifi, Kitchen or Kitchenette, and TV. Prices range from $55 to $5,571 per night. Our most popular vacation rental types near Cumberland are Apartment and Hotel.

Top vacation rentals in Cumberland

Outdoor dining
4.8
Outstanding(167 Reviews)
New Well Built Elegant Home on the Water 2 miles to Freeport, 9 to Portland!
House
 in South Freeeport
12 guests · 6 bedrooms · 3 baths
Garden · Kitchen or Kitchenette · Internet / Wifi

Business stays, family stays, couples stay, getaway vacation, and rental in Cumberland at New Well Built Elegant Home on the Water 2 miles to Freeport, 9 to Portland! for $699 for your next trip.

$$$$
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Bedroom
3.5
Average(412 Reviews)
Fireside Inn & Suites Portland
Hotel
 in Portland
3star
2 full beds
Garden · Pool · Pets allowed

Soak up the beauty of Cumberland in our Hotel, Fireside Inn & Suites Portland. With a range of amenities such as Air conditioner, Fireplace and Internet / Wifi, you'll feel right at home.

$$$$
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Photo of the whole room
3.9
Good(271 Reviews)
Holiday Inn Express Hotel & Suites Freeport, an IHG Hotel
Hotel
 in Freeport
2star
2 queen beds
Pool · Air conditioner · Internet / Wifi

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Cumberland, at $56 per night for your next great vacation.

$$$$
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Property building
3.8
Good(414 Reviews)
Best Western - Freeport Inn
Hotel
 in Freeport
3star
2 full beds
Pool · Pets allowed · Kitchen or Kitchenette

When traveling to Cumberland, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $55 per night.

$$$$
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Vacation rentals with internet & wifi in Cumberland

View from property
5.0
Outstanding(111 Reviews)
Spacious 4 bedroom waterfront home on Casco Bay
House
 in Freeport
10 guests · 4 bedrooms · 4 baths
Garden · Pets allowed · Kitchen or Kitchenette

Enjoy the best of Cumberland in our House, Spacious 4 bedroom waterfront home on Casco Bay. A stunning property with amenities including Air conditioner, Dishwasher and Fireplace, and more.

$$$$
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Fridge, microwave, oven, stovetop
5.0
Outstanding(127 Reviews)
5 Star Back Cove Hide-Away<br>1 bedroom Back Cove apartment with water views!
House
 in Portland
2 guests · 1 bedroom · 1 bath
Garden · Kitchen or Kitchenette · Air conditioner

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Cumberland, at $335 per night for your next great vacation.

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On the beach, sun loungers, beach towels
4.9
Outstanding(116 Reviews)
Oceanside Cottage On A Beautiful Private Beach - Enjoy Your Maine Vacation!
Cottage
 in Falmouth
5 guests · 2 bedrooms · 1 bath
Garden · Kitchen or Kitchenette · Air conditioner

This Cottage in Cumberland, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

$$$$
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Property view
3.4
Average(629 Reviews)
SpringHill Suites by Marriott Freeport Brunswick
Hotel
 in Freeport
3star
2 queen beds
Air conditioner · Internet / Wifi · Parking

Looking to create some memories in Cumberland? Look no further than our Hotel, SpringHill Suites by Marriott Freeport Brunswick. Enjoy top-rated amenities including Air conditioner, Internet / Wifi and Parking, and more.

$$$$
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Cumberland

Cumberland travel guide

Let us help you plan your perfect Cumberland vacation. Our travel guide highlights things to do, places to see, favorite vacation rental amenities in Cumberland, and more.

Frequently asked questions

What is the price range for rentals in Cumberland?

Vacation rentals in Cumberland have a price range between $55-$5,571. The average price for rentals in Cumberland is $332 per night.

What are the most popular vacation rental amenities in Cumberland?

  • Internet / Wifi
  • Kitchen or Kitchenette
  • TV

Explore near Cumberland

Rentals near top attractions

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