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
Stay near Cumberland's top sights
Other great vacation rentals in Cumberland
Tiny home in Portland
4.97 out of 5 average rating, 397 reviewsThe Garden Cabin Tiny Home
May 30 – Jun 6
Home in Freeport
4.94 out of 5 average rating, 206 reviewsThe Outlet House, Comfortable Cottage
Oct 3 – 10
Guest suite in Freeport
4.96 out of 5 average rating, 186 reviewsWaterfront Private Apartment just 5 min to LL Bean
Jan 12 – 19
Guest suite in South Portland
5.0 out of 5 average rating, 170 reviewsBright Guest Studio Near Lighthouses and Beach
Dec 6 – 13
Apartment in Portland
4.96 out of 5 average rating, 152 reviewsCompact & Complete in residential neighborhood
Oct 23 – 30
Farm stay in Gray
4.94 out of 5 average rating, 248 reviewsGreat Goat Get-away in Southern Maine!
Nov 24 – Dec 1
Guesthouse in Cumberland
4.94 out of 5 average rating, 82 reviewsCozy & Convenient Cumberland Guest Cottage
Jul 8 – 15
Apartment in Yarmouth
4.96 out of 5 average rating, 94 reviewsSweet 1-Bedroom Apartment in Vintage Village Cape
Sep 8 – 15
Quick stats about vacation rentals in Cumberland
Total rentals
730 properties
Rentals with dedicated workspaces
360 properties have a dedicated workspace
Rentals with a pool
40 properties have a pool
Pet-friendly rentals
220 properties allow pets
Family-friendly rentals
450 properties are a good fit for families
Total number of reviews
56K reviews
Frequently Asked Questions
What are the most popular amenities for Private Suite Rentals in Cumberland?
Enhance your stay in our Private Suite Rentals with the most popular amenities: over 10 homes with a kitchen, over 20 homes with free parking, over 30 homes with wifi, over 20 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do house rentals in Cumberland have a kitchen?
Absolutely! We offer over 290 house 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 220 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 450 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 230 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 1,760 vacation rentals in Falmouth, over 1,470 vacation rentals in North Deering, over 1,430 vacation rentals in Back Cove, and over 1,070 vacation rentals in Saint George.
Are there pet-friendly vacation rentals in Cumberland?
Four-legged friends are welcome in Cumberland. Choose from more than 220 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 360 vacation rentals in Cumberland featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do guesthouse rentals in Cumberland have free parking?
Absolutely! We offer over 10 guesthouse rentals with free parking in Cumberland. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in condo rentals in Cumberland?
Experience the best of Cumberland with our condo rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Destinations to explore
- Portland Vacation rentals
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- Rentals with pools Cumberland
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- Monthly Rentals Cumberland
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