Cottage holiday rentals in Cumberland
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Top-rated cottage rentals in Cumberland
Guests agree: these cottages 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 cottage rentals in Cumberland
Cottage rentals with a hot tub
Cottage in Berkeley Springs
4.93 out of 5 average rating, 80 reviewsCozy Cottage in the heart of Berkeley Springs WV
4–11 Apr
Cottage in Oakland
5.0 out of 5 average rating, 10 reviewsThe Rustic Cottage
10–17 Jun
Cottage in Swanton
4.8 out of 5 average rating, 5 reviewsDeep Creek Lake - Adorable Lake Access Cottage!
12–19 Sept
Cottage in Springfield
4.72 out of 5 average rating, 29 reviewsPotomac River Retreat
14–21 Dec
Cottage in McHenry
4.75 out of 5 average rating, 36 reviewsHouse, 2 Bedrooms, 2 queen sofa bed
20–27 Apr
Cottage in Oakland
4.55 out of 5 average rating, 49 reviewsScenic Deep Creek Getaway Cabin- RICKY'S RETREAT
24–31 Jan
Cottage in Oakland
4.89 out of 5 average rating, 79 reviewsDock Holiday-Lake access with a boat slip
15–22 Aug
Cottage in Oakland
4.61 out of 5 average rating, 88 reviewsDeep Creek Lake Cottage w/ Hot Tub & Billiards!
16–23 Apr
Pet-friendly cottage rentals
Cottage in Oakland
5.0 out of 5 average rating, 91 reviewsDeep Creek Lake Cozy Cottage (Dog Friendly)
18–25 Sept
Cottage in Winchester
5.0 out of 5 average rating, 20 reviewsModern 3BR country farmhouse
4–11 Jan
Cottage in Meyersdale
4.96 out of 5 average rating, 27 reviewsCountry farmhouse with 50 acres and private pond
31 Jul – 7 Aug
Cottage in McHenry
5.0 out of 5 average rating, 4 reviewsSteps from lake, dock & fun!
23–30 Oct
Cottage in Swanton
4.65 out of 5 average rating, 48 reviewsSky Valley Lake access home/fire pit/Jacuzzi
9–16 Jun
Cottage in McHenry
4.96 out of 5 average rating, 56 reviewsMaking Memories at the Lake
13–20 Aug
Cottage in Hedgesville
5.0 out of 5 average rating, 14 reviewsYour Winter Getaway at Dragonfly Cottage
1–8 Jan
Cottage in Berkeley Springs
4.5 out of 5 average rating, 14 reviewsCacapon Cottage-Pet Friendly
14–21 Nov
Private cottage rentals
Cottage in Rockwood
5.0 out of 5 average rating, 25 reviewsNo Cleaning Fee • Modern Home in central location!
3–10 Dec
Cottage in Oakland
4.91 out of 5 average rating, 35 reviewsClose to WISP - Cabin 3BR 1.5 BA, King Bed, Games
16–23 Nov
Cottage in Berkeley Springs
4.73 out of 5 average rating, 52 reviewsBlue Skies Ahead: Charming 3 bdrm Cottage w/patio
27 Oct – 3 Nov
Cottage in Swanton
4.91 out of 5 average rating, 69 reviewsBrookie Cottage on the Savage River
10–17 Feb
Cottage in Swanton
4.89 out of 5 average rating, 19 reviewsLakefront Cottage with Spectacular Views
18–23 Aug
Cottage in Oakland
4.62 out of 5 average rating, 13 reviewsDeep Creek Lake A Country Life Chateau
6–13 May
Cottage in Cumberland
5.0 out of 5 average rating, 50 reviewsThe Hillside Hideaway
23–30 Jul
Cottage in Cumberland
4.25 out of 5 average rating, 4 reviewsCumberland Cottage w/ Screened Porch + Fire Pit!
12–19 Sept
Destinations to explore
- Pittsburgh Holiday rentals
- Cabins Holiday rentals
- Fairfax Holiday rentals
- State College Holiday rentals
- Shenandoah Holiday rentals
- Washington Holiday rentals
- Deep Creek Lake Holiday rentals
- Philadelphia Holiday rentals
- Jersey City Holiday rentals
- New York Holiday rentals
- London Holiday rentals
- Mississauga Holiday rentals
- Yurt Rentals United States
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- 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
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- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
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- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
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- 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
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- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom