House holiday rentals in Cumberland
Find and book unique houses on Airbnb
Top-rated house rentals in Cumberland
Guests agree: These houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Cumberland house rentals
House rentals with a pool
Home in Scarborough
4.98 out of 5 average rating, 229 reviewsSwim spa under the starry night pool/hot tub/sauna
17–24 Feb
Home in Bridgton
4.89 out of 5 average rating, 152 reviewsMoose Pond Mountain Escape
2–9 Oct
Home in Kennebunk
4.81 out of 5 average rating, 114 reviewsKennebunk/Kennebunkport Beach House w/Pool!
14–21 Oct
Home in Portland
4.94 out of 5 average rating, 70 reviews"Good Vibes" 4 Wonderful Seasons @ Portland Home!
13–20 Nov
Home in Gorham
4.68 out of 5 average rating, 25 reviewsLarge Private Maine Home with Pool in Gorham
3–10 Sep
Home in Portland
4.82 out of 5 average rating, 98 reviewsThere's No Place Like Home
1–8 Jun
Home in Wells
4.9 out of 5 average rating, 10 reviewsCottage in Wells Maine
29 Sep – 6 Oct
Home in Old Orchard Beach
5.0 out of 5 average rating, 56 reviewsOOB Oasis - 5BR private Retreat w/ Pool
16–23 Feb
Weekly house rentals
Home in Portland
4.91 out of 5 average rating, 131 reviewsGreat Modern Space and House
25 Oct – 1 Nov
Home in Freeport
4.87 out of 5 average rating, 116 reviewsFully Updated Airy Historic Home in South Freeport
2–9 Oct
Home in Falmouth
4.86 out of 5 average rating, 181 reviewsAmazing Bay View Home with Hot Tub
17–24 Feb
Home in West Paris
4.99 out of 5 average rating, 114 reviewsFour Season Western Maine Adventure Base
10–17 Jan
Home in Biddeford
4.97 out of 5 average rating, 381 reviewsPrivate, spacious, colorful, fun & unique space
2–9 Nov
Home in Portland
4.88 out of 5 average rating, 138 reviewsCharming Portland home near Back Cove
21–28 Feb
Home in Buckfield
4.91 out of 5 average rating, 153 reviewsThe Nifty Village House
14–21 Apr
Home in Edgecomb
4.95 out of 5 average rating, 405 reviewsSheepscot Harbour Cottage/waterview
27 Oct – 3 Nov
Private house rentals
Home in Portland
4.95 out of 5 average rating, 129 reviewsEastern Promenade on Casco Bay, Portland, ME
30 Aug – 6 Sep
Home in Yarmouth
4.79 out of 5 average rating, 120 reviewsKelley's Ocean View Cottage
1–8 Oct
Home in Cornish
4.97 out of 5 average rating, 115 reviewsThe Watson House
9–16 Sep
Home in Cumberland
4.94 out of 5 average rating, 17 reviewsForest Lake Cottage
3–10 Oct
Home in Cumberland
5.0 out of 5 average rating, 20 reviewsTranquil Home on Nature Preserve
24 Apr – 1 May
Home in Cumberland
4.95 out of 5 average rating, 20 reviewsQuiet retreat, Center of Cumberland.
1–8 Feb
Home in Yarmouth
4.95 out of 5 average rating, 98 reviewsHistoric, pastoral home in charming Yarmouth, ME!
7–14 Dec
Home in Cumberland
5.0 out of 5 average rating, 29 reviewsWater views, privacy, decks, minutes to Portland
3–10 Sep
Quick stats about house rentals in Cumberland
Total rentals
330 properties
Rentals with dedicated workspaces
150 properties have a dedicated workspace
Rentals with a pool
20 properties have a pool
Pet-friendly rentals
90 properties allow pets
Family-friendly rentals
240 properties are a good fit for families
Total number of reviews
18K reviews
Destinations to explore
- Portland Holiday rentals
- Salem Holiday rentals
- Chebacco Lake Holiday rentals
- Old Orchard Beach Holiday rentals
- Lake Winnipesaukee Holiday rentals
- Jersey City Holiday rentals
- New York Holiday rentals
- The Hamptons Holiday rentals
- Boston Holiday rentals
- Montreal Holiday rentals
- Québec City Holiday rentals
- Québec Holiday rentals
- Lighthouse rentals United States
- House rentals United States
- Guesthouse rentals United States
- Townhouse rentals United States
- Earth house rentals United States
- House rentals Maine
- Townhouse rentals Maine
- Lakehouse rentals Maine
- Tree house rentals Maine
- Guesthouse rentals Maine
- Tiny house rentals Maine
- Beach house rentals Maine
- Guesthouse rentals New Hampshire
- House rentals New Hampshire
- Tiny house rentals New Hampshire
- Townhouse rentals New Hampshire
- Lakehouse rentals New Hampshire
- Beach house rentals New Hampshire
- Townhouse rentals Portland
- House rentals Portland
- House rentals Salem
- Rentals with beach access Cumberland
- Rentals with a patio Cumberland
- Rentals with a hot tub Cumberland
- Apartment rentals Cumberland
- Rentals with a fire pit Cumberland
- Family-friendly rentals Cumberland
- Cottage rentals Cumberland
- Rentals with outdoor seating Cumberland
- Rentals with a kayak Cumberland
- Waterfront rentals Cumberland
- Fitness-friendly rentals Cumberland
- Rentals with a fireplace Cumberland
- Condo rentals Cumberland
- Kid-friendly rentals Cumberland
- Monthly Rentals Cumberland
- Rentals with an EV charger Cumberland
- Pet-friendly rentals Cumberland
- Rentals with breakfast Cumberland
- Rentals with a washing machine and dryer Cumberland
- Private suite rentals Cumberland
- Rentals with pools Cumberland
- Beachfront rentals Cumberland
- Guesthouse rentals Cumberland County
- Tiny house rentals Cumberland County
- Townhouse rentals Cumberland County
- House rentals Cumberland County
- 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