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Winter breaks in Yorkshire in self-catering holiday cottages

Showing all properties across the UK. Select a destination from the list to refine your search.
67 rental properties match your search for Winter breaks in Yorkshire in self-catering holiday cottages

50 West Street Edelweiss,

Scarborough, North Yorkshire, England
sleeps  13 sleeps 13
5 bedrooms 5 bedrooms
3 bathrooms 3 bathrooms
 1 dog welcome  1 dog allowed
family friendly family friendly

Experience coastal charm at 50 West Street Edelweiss, a dog-friendly townhouse on Scarborough's South Cliff, North Yorkshire, offering stunning views, spacious living areas, and sleeping up to 12 guests, just steps from the beach and local amenities.

ground floor bedroomensuite bedroom(s)
Facilities, Features & Awards:
microwave in kitchen
7 nights from £1057
Next available: 21 Dec - 7 nights
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Online Booking Available
Viewed 33 times recently.
no booking fee

Granary Cottage,

Pickering near Scarborough, North Yorkshire, England
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
1 bathrooms 1 bathroom
 1 dog welcome  1 dog allowed
family friendly family friendly

Idyllic family-friendly and dog-friendly country cottage (all ground floor accommodation), located next to stunning Yorkshire countryside, well located for taking day trips to the North York Moors National Park and the stunning Yorkshire coastline.

ground floor bedroom countryside views over fields and farmlands
Facilities, Features & Awards:
smart TVdishwasher in kitchenmicrowave in kitchenfree Wifienclosed gardenfireplaceBBQParking
7 nights from £650
Next available: 04 Jan - 7 nights
Special Offer: 14 Feb - 7 nights
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The Old Guard House,

Whitby, North Yorkshire, England
sleeps  10 sleeps 10
5 bedrooms 5 bedrooms
4 bathrooms 4 bathrooms
 2 dogs welcome  2 dogs welcome
family friendly family friendly

Discover The Old Guard House in Whitby, North Yorkshire—a dog-friendly retreat sleeping up to ten, with stunning sea views, a rich WWII history, and an enclosed garden, just moments from pubs and Blue Flag beaches.

ground floor bedroomensuite bedroom(s)
Facilities, Features & Awards:
dishwasher in kitchenindoor hot tub accessfree WifigardenfireplaceParking
7 nights from £1941
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Online Booking Available
Viewed 15 times recently.

In and Out Country Cottage, Yorkshire Dales,

Middleham, North Yorkshire, England
sleeps  2 sleeps 2
1 bedrooms 1 bedroom
1 bathrooms 1 bathroom
no dogs allowed No pets

Utterly charming sleeps 2 romantic retreat in the village of Middleham with exposed stone-work, warming woodburning stove, exposed wooden beams and one double bedroom plus a location conveniently near to the Yorkshire Dales National Park, this is a great place for a couple to get away and spend quality time together.

ensuite bedroom(s) near local pub
Facilities, Features & Awards:
TVmicrowave in kitchenfree Wifiwood burning stoveParking
7 nights from £397
Next available: 12 Jan - 5 nights
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Viewed 22 times recently.

Buck Place,

Filey, East Yorkshire, England
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
1 bathrooms 1 bathroom
 2 dogs welcome  2 dogs welcome

Discover Buck Place, a luxurious dog-friendly retreat in The Bay, Filey, North Yorkshire, boasting stunning countryside views, leisure facilities including pools and a sauna, and spacious accommodation for up to four guests.

ground floor bedroom near local pub
Facilities, Features & Awards:
dishwasher in kitchenonsite poolfree WifigardenParking
7 nights from £498
Next available: 21 Dec - 6 nights
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Online Booking Available
Viewed 16 times recently.

Coldmoor Lodge 6,

Middlesbrough, North Yorkshire, England
sleeps  2 sleeps 2
1 bedrooms 1 bedroom
1 bathrooms 1 bathroom
no dogs allowed No pets
family friendly family friendly

Discover Blackwell Lodge 6 in Swainby, North Yorkshire, a romantic countryside retreat with stunning views, an inviting hot tub, and modern amenities, sleeping two – sorry, no pets.

ground floor bedroom near local pub
Facilities, Features & Awards:
dishwasher in kitchenmicrowave in kitchenindoor hot tub accessfree WifigardenfireplaceParking
7 nights from £606
Next available: 05 Jan - 7 nights
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Viewed 26 times recently.

Dairy Countryside Cottage, North York Moors National Park,

Staintondale, North Yorkshire, England
sleeps  2 sleeps 2
1 bedrooms 1 bedroom
1 bathrooms 1 bathroom
no dogs allowed No pets

Stylish one bedroom holiday barn situated close to Staintondale, with a Whirlpool bath and king-size bed plus a location close to the coast within the North York Moors National Park, this is a great place for a romantic break for two.

historic property
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchenwood burning stovefireplaceParkinggarden
7 nights from £447
Next available: 04 Jan - 5 nights
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Seamer Manor House,

Scarborough, North Yorkshire, England
sleeps  10 sleeps 10
5 bedrooms 5 bedrooms
3 bathrooms 3 bathrooms
 1 dog welcome  1 dog allowed

Experience the ultimate North Yorkshire coastal escape at Manor House, Seamer, with stunning countryside views, luxurious amenities including a hot tub, sleeps 10, sorry no pets, close to Scarborough's beaches and attractions.

ground floor bedroomensuite bedroom(s)
Facilities, Features & Awards:
dishwasher in kitchenmicrowave in kitchenindoor hot tub accessfree WifigardenfireplaceParking
7 nights from £1454
Next available: 04 Jan - 7 nights
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Green Barn,

Sheffield, South Yorkshire, England
sleeps  6 sleeps 6
3 bedrooms 3 bedrooms
3 bathrooms 3 bathrooms
 2 dogs welcome  2 dogs welcome

Escape to Green Barn in the picturesque Sheffield countryside, a dog-friendly retreat in South Yorkshire near the Peak District, offering stunning views, luxurious amenities, and sleeping 6 guests, with easy access to local attractions.

ground floor bedroom near local pub
Facilities, Features & Awards:
dishwasher in kitchenmicrowave in kitchenindoor hot tub accessfree WifigardenParking
7 nights from £1002
Next available: 02 Jan - 7 nights
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Railway House,

Scarborough, North Yorkshire, England
sleeps  22 sleeps 22
10 bedrooms 10 bedrooms
5 bathrooms 5 bathrooms
no dogs allowed No pets
family friendly family friendly

Railway House in Scarborough, North Yorkshire, is a dog-friendly Victorian holiday home sleeping 20, featuring stunning coastal views, two custom hot tubs, and ample parking, perfectly located near beaches and local attractions.

ground floor bedroomensuite bedroom(s)
Facilities, Features & Awards:
dishwasher in kitchenmicrowave in kitchenindoor hot tub accessfree WifigardenParking
7 nights from £3005
Next available: 03 Jan - 6 nights
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Long Ing Farm,

Hade Edge, West Yorkshire, England
sleeps  8 sleeps 8
4 bedrooms 4 bedrooms
4 bathrooms 4 bathrooms
 1 dog welcome  1 dog allowed
family friendly family friendly

Experience a charming, dog-friendly farmhouse in the scenic Peak District, West Yorkshire, with breathtaking countryside views, accommodating up to eight guests, featuring a woodburning stove, conservatory, and electric vehicle charger for an idyllic rural retreat.

ground floor bedroomensuite bedroom(s)
Facilities, Features & Awards:
7 nights from £1258
Next available: 15 Jan - 7 nights
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Online Booking Available
Viewed 15 times recently.

Baysdale Lodge 5,

Middlesbrough, North Yorkshire, England
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
2 bathrooms 2 bathrooms
no dogs allowed No pets
family friendly family friendly

Escape to charming North Yorkshire with our luxurious lodges, nestled in serene Carlton-in-Cleveland; enjoy stunning countryside views, a relaxing hot tub, and accommodation for four—sorry, no pets allowed.

ground floor bedroom near local pub
Facilities, Features & Awards:
dishwasher in kitchenindoor hot tub accessfree WifigardenfireplaceParking
7 nights from £712
Next available: 05 Jan - 7 nights
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Top Hill Farm Cottage,

Sheffield, South Yorkshire, England
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
1 bathrooms 1 bathroom
 2 dogs welcome  2 dogs welcome
family friendly family friendly

Top Hill Farm Cottage in South Yorkshire offers breathtaking panoramic views, a luxurious hot tub, and spacious open-plan living, sleeps four, ideally located for Peak District exploration; sorry, no pets.

ground floor bedroom near local pub
Facilities, Features & Awards:
TVmicrowave in kitchenoutdoor hot tub accessfree WifigardenfireplaceParking
7 nights from £823
Next available: 02 Jan - 7 nights
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The Hay Barn,

Doncaster, East Yorkshire, England
sleeps  9 sleeps 9
4 bedrooms 4 bedrooms
3 bathrooms 3 bathrooms
 2 dogs welcome  2 dogs welcome
family friendly family friendly

Discover The Hay Barn, a stunning pet-friendly barn conversion in Fishlake, South Yorkshire, offering countryside views, luxurious amenities for 10 guests, including a snug, enclosed courtyard with play equipment, and proximity to local attractions and Doncaster.

ground floor bedroomensuite bedroom(s)
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchenoutdoor hot tub accessfree WifigardenParking
7 nights from £1341
Next available: 03 Jan - 7 nights
book online online booking
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Online Booking Available
Viewed 14 times recently.

Lair Close Cottage,

Harrogate, North Yorkshire, England
sleeps  4 sleeps 4
1 bedrooms 1 bedroom
1 bathrooms 1 bathroom
no dogs allowed No pets

Experience serene countryside charm at Lair Close Cottage in Shaw Mills, Yorkshire, just five miles from Harrogate; this detached ground floor property sleeps four, offers stunning rural views, and is sorry, no pets allowed.

ground floor bedroom near local pub
Facilities, Features & Awards:
TVfree WifigardenParking
7 nights from £330
Next available: 09 Jan - 7 nights
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* Price quoted is not inclusive of any applicable booking fees or local charges.

winter breaks in Yorkshire

There's nothing quite like a walk through the snowy hills and dales of Yorkshire on a crisp morning. Book a self-catering holiday cottage for a winter break in Yorkshire and enjoy the fabulous scenery under a dusting of snow.

Click on the cottages below to read about each holiday cottage, the self-catering accommodation and setting. Find a cottage as a comfortable base and contact cottage owners directly for very best prices for a week's holiday or short break.