
Holiday rentals in Cumberland County
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Top-rated holiday rentals in Cumberland County
Guests agree: these stays are highly rated for location, cleanliness and more.
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Popular amenities for Cumberland County holiday rentals
Other great holiday rentals in Cumberland County
Top guest favourite

Private room in Saco
4.88 out of 5 average rating, 329 reviewsWayStation One - Wheelchair Accessible
Superhost

Private room in Portland
4.83 out of 5 average rating, 196 reviewsWhite Oak Villa - Bay Room
Top guest favourite

Guest house in Portland
5 out of 5 average rating, 9 reviewsPretty Portland ADU
Top guest favourite

Private room in Freeport
4.96 out of 5 average rating, 252 reviewsFreeport, Maine
Top guest favourite

Guest house in Freeport
5 out of 5 average rating, 75 reviewsMast Landing Cottage
Top guest favourite

Private room in Portland
4.9 out of 5 average rating, 663 reviewsLarge, spacious, and eclectic Room, Private Bath
Guest favourite

Home in Windham
4.91 out of 5 average rating, 11 reviewsSebago Lake House
Superhost

Hotel room in Portland
4.85 out of 5 average rating, 570 reviewsEateries, nightlife, galleries – walk to it all
Destinations to explore
- Beachfront rentals Cumberland County
- Rentals with beach access Cumberland County
- Rentals with a washing machine and dryer Cumberland County
- Rentals with pools Cumberland County
- Private suite rentals Cumberland County
- Rentals with a firepit Cumberland County
- Cottage rentals Cumberland County
- Fitness-friendly rentals Cumberland County
- Yurt rentals Cumberland County
- Lakehouse rentals Cumberland County
- Rentals with a hot tub Cumberland County
- House rentals Cumberland County
- Motorhome rentals Cumberland County
- Rentals with a fireplace Cumberland County
- Flat rentals Cumberland County
- Farm stay rentals Cumberland County
- Pet-friendly rentals Cumberland County
- Rentals with breakfast Cumberland County
- Bed and breakfasts Cumberland County
- Villa rentals Cumberland County
- Family-friendly rentals Cumberland County
- Rentals with outdoor seating Cumberland County
- Tiny house rentals Cumberland County
- Rentals with a sauna Cumberland County
- Rentals with a kayak Cumberland County
- Waterfront rentals Cumberland County
- Apartment rentals Cumberland County
- Rentals with an EV charger Cumberland County
- Cabin rentals Cumberland County
- Rentals with a patio Cumberland County
- Smoking-friendly rentals Cumberland County
- Townhouse rentals Cumberland County
- Rentals with lake access Cumberland County
- Ski-in/ski-out rentals Cumberland County
- Guest house rentals Cumberland County
- Rentals with an accessible-height toilet Cumberland County
- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Story Land
- Scarborough Beach
- Long Sands Beach
- York Harbor Beach
- Short Sands Beach
- Popham Beach State Park
- Attitash Mountain Resort
- Pemaquid Beach
- Diana's Baths
- Popham Beach, Phippsburg
- Pemaquid Point Lighthouse
- Funtown Splashtown USA
- East End Beach
- Dunegrass Golf Club
- Laudholm Beach
- Crescent Beach State Park
- Parsons Beach
- Ferry Beach
- Cliff House Beach
- Palace Playland
- Wolfe's Neck Woods State Park
- Things to do Cumberland County
- Tours Cumberland County
- Art and culture Cumberland County
- Sports activities Cumberland County
- Sightseeing Cumberland County
- Things to do Maine
- Food and drink Maine
- Nature and outdoors Maine
- Tours Maine
- Sports activities Maine
- Art and culture Maine
- Sightseeing Maine
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