
Holiday rentals in Cumberland County
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Cumberland County
Guests agree: these stays are highly rated for location, cleanliness and more.
0 of 0 items showing
1 of 3 pages
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Cumberland County holiday rentals
Other great holiday rentals in Cumberland County
Top guest favourite

Private room in Scarborough
4.95 out of 5 average rating, 244 reviewsDog friendly quiet room and full bath.
Top guest favourite

Private room in Freeport
4.96 out of 5 average rating, 246 reviewsFreeport, Maine
Top guest favourite

Barn in Yarmouth
5 out of 5 average rating, 9 reviewsMaine Barn Studio

Home in Windham
5 out of 5 average rating, 4 reviewsMagical Lakefront Getaway- 20 Min from Portland
Top guest favourite

Private room in Portland
5 out of 5 average rating, 125 reviewsCarrabassett Lodge
Top guest favourite

Private room in Casco
4.98 out of 5 average rating, 120 reviewsPIC ME: Perfectly Imperfect Camp, Maine
Top guest favourite

Home in Gray
5 out of 5 average rating, 6 reviewsCoveside on Little Sebago
Top guest favourite

Home in Raymond
5 out of 5 average rating, 8 reviewsLake front home on Little Sebago
Destinations to explore
- Rentals with lake access Cumberland County
- Ski-in/ski-out rentals Cumberland County
- Tiny house rentals Cumberland County
- Rentals with a patio Cumberland County
- Guest house rentals Cumberland County
- Pet-friendly rentals Cumberland County
- Rentals with pools Cumberland County
- Fitness-friendly rentals Cumberland County
- Bed and breakfasts Cumberland County
- Rentals with breakfast Cumberland County
- Rentals with a washing machine and dryer Cumberland County
- Rentals with beach access Cumberland County
- Family-friendly rentals Cumberland County
- Rentals with a firepit Cumberland County
- Cottage rentals Cumberland County
- Villa rentals Cumberland County
- Beachfront rentals Cumberland County
- Apartment rentals Cumberland County
- Private suite rentals Cumberland County
- Rentals with a hot tub Cumberland County
- Cabin rentals Cumberland County
- Family-friendly rentals Cumberland County
- Rentals with a fireplace Cumberland County
- Townhouse rentals Cumberland County
- House rentals Cumberland County
- Yurt rentals Cumberland County
- Flat rentals Cumberland County
- Rentals with an EV charger Cumberland County
- Rentals with outdoor seating Cumberland County
- Rentals with a kayak Cumberland County
- Waterfront rentals Cumberland County
- Smoking-friendly rentals Cumberland County
- Rentals with an accessible-height toilet Cumberland County
- Farm stay rentals Cumberland County
- Rentals with a sauna Cumberland County
- Cabins United States
- Treehouses United States
- Tiny Houses United States
- Beach Houses United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Scarborough Beach
- Story Land
- York Harbor Beach
- Popham Beach State Park
- Long Sands Beach
- Surfside Beach
- Pemaquid Beach
- Diana's Baths
- Funtown Splashtown USA
- Attitash Mountain Resort
- Ferry Beach
- East End Beach
- Pemaquid Point Lighthouse
- Dunegrass Golf Club
- Coastal Maine Botanical Gardens
- Palace Playland
- Bald Peak Colony Club
- Fox Ridge Golf Club
- Parsons Beach
- Crescent Beach State Park
- Cliff House Beach
- Things to do Cumberland County
- Sightseeing Cumberland County
- Tours Cumberland County
- Art and culture Cumberland County
- Things to do Maine
- Food and drink Maine
- Sports activities Maine
- Nature and outdoors Maine
- Art and culture Maine
- Sightseeing Maine
- Tours Maine
- Things to do United States
- Entertainment United States
- Sports activities United States
- Art and culture United States
- Wellness United States
- Food and drink United States
- Nature and outdoors United States
- Tours United States
- Sightseeing United States