Choose from 220 vacation rentals located in Cumberland, Maine. Top filters in Cumberland include Internet / Wifi, Kitchen / Kitchenette, and TV. Prices range from $55 to $4,500 per night. Our most popular vacation rental types near Cumberland are Condo and Hotel.

Top vacation rentals in Cumberland

View of the house from the ocean side
4.8
Outstanding(157 Reviews)
House
 in South Freeeport
New Well Built Elegant Home on the Water 2 miles to Freeport, 9 to Portland!
12 guests · 6 bedrooms · 3 baths
Garden · Kitchen / 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 $600 for your next trip.

$$$$
vrbo logo
View deal
Property view
3.6
Good(516 Reviews)
Hotel
 in Freeport
3star
Best Western - Freeport Inn
Pool · Pets allowed · Kitchen / 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.

$$$$
booking logo
View deal
Property view
Hotel
 in Portland
2star
Motel 6-Portland, ME
Pets allowed · Kitchen / Kitchenette · Air conditioner

This attractive Hotel in Cumberland, $70 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

$$$$
booking logo
View deal
Property view
3.5
Average(2,108 Reviews)
Hotel
 in Portland
3star
Ramada Plaza by Wyndham Portland
Pool · Pets allowed · Kitchen / Kitchenette

Are you ready to indulge in a relaxing getaway? Our Hotel in Cumberland has everything you need for a rejuvenating stay. Treat yourself to Ramada Plaza by Wyndham Portland's exceptional amenities, such as Air conditioner, Internet / Wifi and Laundry.

$$$$
booking logo
View deal

Vacation rentals with internet & wifi in Cumberland

Private kitchen
5.0
Outstanding(111 Reviews)
House
 in Portland
5 Star Back Cove Hide-Away<br>1 bedroom Back Cove apartment with water views!
2 guests · 1 bedroom · 1 bath
Garden · Kitchen / Kitchenette · Air conditioner

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Cumberland, at $300 per night for your next great vacation.

$$$$
vrbo logo
View deal
Property view
3.5
Average(356 Reviews)
Hotel
 in Portland
3star
Fireside Inn & Suites Portland
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.

$$$$
booking logo
View deal
Property view
3.9
Good(271 Reviews)
Hotel
 in Freeport
2star
Holiday Inn Express Hotel & Suites Freeport, an IHG Hotel
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.

$$$$
booking logo
View deal
Property view
4.4
Excellent(329 Reviews)
Hotel
 in Freeport
3star
Hampton Inn Freeport/Brunswick
Pool · Kitchen / Kitchenette · Air conditioner

Nestled in Cumberland, this Hotel is perfect for your next vacation. Enjoy Hampton Inn Freeport/Brunswick's top-rated amenities, including Air conditioner, Internet / Wifi and Laundry, and more.

$$$$
booking logo
View deal
city photo
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-$4,500. The average price for rentals in Cumberland is $299 per night.

What are the most popular vacation rental amenities in Cumberland?

  • Internet / Wifi
  • Kitchen / Kitchenette
  • TV

Explore near Cumberland

Rentals near top attractions

Related vacation destinations

Blue Ridge Mountains vacation rentals
Avg. $179 · 88,376 properties
Ozark Mountains vacation rentals
Avg. $156 · 24,523 properties
Jersey Shore vacation rentals
Avg. $303 · 15,488 properties
Long Island vacation rentals
Avg. $310 · 14,803 properties
Maui vacation rentals
Avg. $345 · 13,053 properties
Los Angeles vacation rentals
Avg. $195 · 12,407 properties
Panama City Beach vacation rentals
Avg. $231 · 12,194 properties
Tampa Bay vacation rentals
Avg. $210 · 11,772 properties
Mount Desert Island vacation rentals
Avg. $300 · 1,149 properties
Biddeford vacation rentals
Avg. $314 · 1,092 properties
Scarborough vacation rentals
Avg. $282 · 1,055 properties
Bar Harbor vacation rentals
Avg. $299 · 985 properties

Nearby vacation destinations

Bailey Island vacation rentals
Avg. $286 · 57 properties
Falmouth vacation rentals
Avg. $279 · 111 properties
Freeport vacation rentals
Avg. $205 · 108 properties
Gray vacation rentals
Avg. $305 · 72 properties
New Gloucester vacation rentals
Avg. $242 · 36 properties
Peaks Island vacation rentals
Avg. $425 · 39 properties
Portland vacation rentals
Avg. $299 · 560 properties
Raymond vacation rentals
Avg. $300 · 350 properties
South Portland vacation rentals
Avg. $266 · 338 properties
Westbrook vacation rentals
Avg. $232 · 58 properties
Windham vacation rentals
Avg. $265 · 122 properties
Yarmouth vacation rentals
Avg. $262 · 68 properties

Travel inspiration

Keep exploring