
Vacation rentals in Cumberland
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Top-rated vacation rentals in Cumberland
Guests agree: these stays are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Cumberland vacation rentals
Other great vacation rentals in Cumberland

Cozy Private Lake Getaway (Seasonal)

Forest Lake Cottage

Water views, privacy, decks, minutes to Portland

Modern space w private entrance, garage & laundry

Breathtaking Bay Views!

The Inn on Bridge Street

Sunny guesthouse in coastal Maine

Cozy King bed apt near Portland with free parking
Quick stats about vacation rentals in Cumberland
Total rentals
170 properties
Total number of reviews
7.2K reviews
Family-friendly rentals
110 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with a pool
20 properties have a pool
Rentals with dedicated workspaces
80 properties have a dedicated workspace
Frequently Asked Questions
What are the most popular amenities for Guesthouse Rentals in Cumberland?
Enhance your stay in our Guesthouse Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with air conditioning, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do apartment rentals in Cumberland have a kitchen?
Absolutely! We offer over 20 apartment rentals with a kitchen in Cumberland. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Cumberland have wifi?
Absolutely! We offer over 20 apartment rentals with wifi in Cumberland. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Cumberland?
Cumberland has more than 110 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Cumberland have air conditioning?
Absolutely! We offer over 70 house rentals with air conditioning in Cumberland. Enjoy a tailored experience with all the comforts you desire.
Where should I stay in Cumberland?
Make yourself at home in Cumberland by choosing from our most frequently booked neighborhoods. We have over 1,360 vacation rentals in Back Cove, over 1,030 vacation rentals in Saint George, over 1,700 vacation rentals in Falmouth, and over 1,410 vacation rentals in North Deering.
Are there pet-friendly vacation rentals in Cumberland?
Four-legged friends are welcome in Cumberland. Choose from more than 50 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Cumberland?
Yes! Work meets play with ease at over 80 vacation rentals in Cumberland featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do apartment rentals in Cumberland have free parking?
Absolutely! We offer over 20 apartment rentals with free parking in Cumberland. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in apartment rentals in Cumberland?
Experience the best of Cumberland with our apartment rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Destinations to explore
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- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Scarborough Beach
- York Harbor Beach
- Long Beach
- Popham Beach State Park
- Surfside Beach
- Long Sands Beach
- Pemaquid Beach
- Brunswick Golf Club
- Fox Ridge Golf Club
- Coastal Maine Botanical Gardens
- East End Beach
- Cranmore Mountain Resort
- Palace Playland
- Ferry Beach
- Cliff House Beach
- Pemaquid Point Lighthouse
- King Pine Ski Area
- Purity Spring Resort
- Diana's Baths
- Ogunquit Playhouse
- Dunegrass Golf Club