
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)

Peaceful retreat in Yarmouth

Quiet, Comfy & Spacious Studio & Private BA

Forest Lake Cottage

Parkside Pied-à-terre

Large, luxurious geodesic dome - 07

Water views, privacy, decks, minutes to Portland

The River Loft at The Mill
Quick stats about vacation rentals in Cumberland
Total rentals
160 properties
Total number of reviews
6.6K reviews
Family-friendly rentals
100 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 House Rentals in Cumberland?
Enhance your stay in our House Rentals with the most popular amenities: over 80 homes with a kitchen, over 90 homes with wifi, over 90 homes with free parking, over 70 homes with air conditioning, 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 house rentals in Cumberland have wifi?
Absolutely! We offer over 90 house 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 100 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 1,070 vacation rentals in Saint George, over 1,410 vacation rentals in Back Cove, over 1,470 vacation rentals in North Deering, and over 1,750 vacation rentals in Falmouth.
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 house rentals in Cumberland have free parking?
Absolutely! We offer over 90 house 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
- Popham Beach State Park
- Long Sands Beach
- Surfside Beach
- Pemaquid Beach
- Diana's Baths
- Funtown Splashtown USA
- Ferry Beach
- East End Beach
- Pemaquid Point Lighthouse
- Dunegrass Golf Club
- Coastal Maine Botanical Gardens
- Palace Playland
- Fox Ridge Golf Club
- Parsons Beach
- Crescent Beach State Park
- Cliff House Beach
- Brunswick Golf Club
- King Pine Ski Area
- Laudholm Beach