Self catering holiday cottages in Winterborne Whitechurch, Dorset, England

21 rental properties

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Price from £500
Next available 15/12 to 22/12/22
sleeps 3 - 6 guests 3 - 6
3 bedrooms 3
2 bathrooms 2
dog-friendly cottage, 1 dog(s) welcome1
5 star

3 bedroom Barn Conversion

Family-friendly and dog-friendly barn conversion with modern interior, situated within a small development on a working farm, ideal for rural retreat breaks and within reach of the Jurassic Coast.

Facilities & Features: TVGames room
1 of 400 listed cottages. See more properties from Sykes Cottages
Price from £430
Next available 12/12 to 16/12/22
sleeps 1 - 4 guests 1 - 4
2 bedrooms 2
2 bathrooms 2
dog-friendly cottage, 2 dog(s) welcome2
5 star

2 bedroom Barn Conversion

This 2 bedroom pet-friendly barn conversion is located within a development of six holiday barns in a tranquil rural setting close to the Purbeck Heritage Coast and the Jurassic Coast, shared facilities on site include a games room with pool table, table football and air hockey, whether for a family holiday or a getaway with friends, there is plenty to keep you entertained here.

Facilities & Features: TVGames room
1 of 400 listed cottages. See more properties from Sykes Cottages
Price from £499
Next available 05/12 to 19/12/22
no booking fee
sleeps 4 - 6 guests 4 - 6
2 bedrooms 2
2 bathrooms 2
no dogs allowed
4 star

2 bedroom Rural Retreat

High quality 2 ensuite bedroom holiday rental with private hot tub and access to a shared swimming pool, on a family run farm in rural Dorset.

Facilities & Features: Gold Award Winning CottageDigital TVFree WifiGames roomOutdoor Hot TubSaunaHeated pool
1 of 3 listed cottages. See more properties from The Victorian Barn
Total maximum capacity across all listed cottages: 28 people.
Viewed 15 times recently.
Price from £567
Next available 05/12 to 09/12/22
sleeps 2 - 6 guests 2 - 6
3 bedrooms 3
2 bathrooms 2
dog-friendly cottage, 2 dog(s) welcome2
5 star

3 bedroom Holiday Barn

Want to stay somewhere with tranquil rural views over fields and pastures where you can relax and unwind in Dorset? This 3 bedroom family-friendly and dog-friendly ban could be perfect, close to Thomas Hardy's Country and within reach of Dorset's Jurassic Coast for day trips.

Facilities & Features: TV
1 of 400 listed cottages. See more properties from Sykes Cottages
Price from £582
Next available -
sleeps 2 - 4 guests 2 - 4
2 bedrooms 2
1 bathrooms 1
no dogs allowed
4 star

2 bedroom Farmstay Lodge

Modern stylish 2 bedroom holiday lodge with warm bubbly outdoor private hot tub in a rural setting on a dairy farm, within around 30 minutes' drive of Salisbury and the New Forest National Park.

Facilities & Features: TVOutdoor Hot Tub
1 of 400 listed cottages. See more properties from Sykes Cottages
Price from £1200
Next available 05/12 to 22/12/22
sleeps 1 - 8 guests 1 - 8
4 bedrooms 4
4 bathrooms 4
no dogs allowed
5 star

4 bedroom Barn Conversion

Newly available is this stunning 4 bedroom barn conversion set by the unspoilt Dorset Downs, enjoy a luxury country holiday, just half an hour's drive from the beautiful Jurassic coastline.

Facilities & Features: Gold Award Winning CottageTVFree WifiGames room
Price from £1800
Next available 05/12 to 23/12/22
no booking fee
sleeps 8 - 16 guests 8 - 16
5 bedrooms 5
6 bathrooms 6
no dogs allowed
4 star

5 bedroom Rural Retreat

Sleeps 16 no pets holiday home in Dorset AONB, just half an hour’s drive from the Jurassic coast, with private hot tub and access to excellent onsite leisure facilities included a heated indoor pool, a sauna, games room, kids play areas and coarse fishing lakes.

Facilities & Features: Gold Award Winning CottageDigital TVFree WifiGames roomOutdoor Hot TubSaunaHeated pool
1 of 3 listed cottages. See more properties from The Victorian Barn
Total maximum capacity across all listed cottages: 28 people.
Price from £574
Next available -
sleeps 2 - 4 guests 2 - 4
2 bedrooms 2
2 bathrooms 2
no dogs allowed
4 star

2 bedroom Holiday Apartment

Smartly Presented 2 Bedroom Holiday Apartment in Weymouth with Harbour Views.

Facilities & Features: TV
1 of 400 listed cottages. See more properties from Sykes Cottages
Price from £499
Next available 05/12 to 19/12/22
no booking fee
sleeps 2 - 6 guests 2 - 6
2 bedrooms 2
2 bathrooms 2
no dogs allowed
4 star

2 bedroom Cottage Complex

Luxurious 2 bedroom holiday rental on a farm in rural Dorset, with country views, a private bubbly hot tub and access to excellent onsite leisure facilities including a swimming pool, a sauna, a children's play area and a games room.

Facilities & Features: Gold Award Winning CottageDigital TVFree WifiGames roomOutdoor Hot TubSaunaHeated pool
1 of 3 listed cottages. See more properties from The Victorian Barn
Total maximum capacity across all listed cottages: 28 people.
Price from £3480
Next available 05/12 to 08/12/22
sleeps 16 - 18 guests 16 - 18
7 bedrooms 7
5 bathrooms 5
no dogs allowed

7 bedroom Large Country House

Stylish and impressive 7 bedroom manor house with stunning country views, private outdoor hot tub and spacious elegant accommodation, half an hour's drive from Yeovil.

Facilities & Features: TVFree WifiOutdoor Hot Tub
1 of 10 listed cottages. See more properties from Woodlands Retreats
Total maximum capacity across all listed cottages: 131 people.
Winterborne Whitechurch 16 miles away

Picardy Cottage, Weymouth, Dorset, West Country, England

Price from £830
Next available 05/12 to 03/03/23
sleeps 4 - 8 guests 4 - 8
4 bedrooms 4
2 bathrooms 2
no dogs allowed
3 star

4 bedroom Cottage

Positioned in the heart of the popular seaside resort of Weymouth rests this remarkable whitewashed holiday home, Picardy Cottage.

Facilities & Features: TV
1 of 400 listed cottages. See more properties from Sykes Cottages
Winterborne Whitechurch 17 miles away

High Tide, Weymouth, Dorset, West Country, England

Price from £1753
Next available 05/12 to 28/04/23
sleeps 5 - 10 guests 5 - 10
5 bedrooms 5
6 bathrooms 6
no dogs allowed
5 star

5 bedroom Townhouse

Elegant 5 bedroom holiday rental in Weymouth, all ensuite bedrooms, stunning sea views and excellent location opposite the beach.

Facilities & Features: TV
1 of 400 listed cottages. See more properties from Sykes Cottages
Price from £995
Next available 05/12 to 22/12/22
sleeps 1 - 6 guests 1 - 6
3 bedrooms 3
3 bathrooms 3
no dogs allowed

3 bedroom Barn Conversion

Langford Valley Stables has recently be converted from a flint and brick barn to create a luxury 3 bed self catering property.

Facilities & Features: TVFree Wifi
Viewed 17 times recently.
Price from £351
Next available 02/01 to 06/01/23
sleeps 1 - 2 guests 1 - 2
1 bedrooms 1
1 bathrooms 1
dog-friendly cottage, 1 dog(s) welcome1
5 star

1 bedroom Romantic Retreat

Idyllic rural retreat which with its king-size bed is ideal for two, this studio property is complete with a beautiful interior and a lovely countryside location and is situated near to the West Wiltshire Downlands.

Facilities & Features: TV
1 of 400 listed cottages. See more properties from Sykes Cottages
Price from £1151
Next available 05/12 to 09/12/22
sleeps 6 - 10 guests 6 - 10
5 bedrooms 5
3 bathrooms 3
no dogs allowed
5 star

5 bedroom Thatched Cottage

Pretty 5 bedroom thatched country cottage, near Blandford Forum, with warm bubbly outdoor hot tub in garden.

Facilities & Features: TVOutdoor Hot Tub
1 of 400 listed cottages. See more properties from Sykes Cottages
* Price quoted is not inclusive of any applicable booking fees or local charges.

Choose Winterborne Whitechurch as the destination for your cottage holiday and look forward to a stay on the edge of the Dorset Area of Outstanding Natural Beauty (AONB).


Hints and Tips on Cottage Holidays in Winterborne Whitechurch

With its pretty thatched cottages and country cottages, Winterborne Whitechurch is surrounded by the beautiful green countryside of the Winterborne Valley and lies by the Dorset Downs.

There are three pubs within Winterborne Whitechurch, as well as a farm shop.  

Recommended Things to See and Do on a Cottage Break in Winterborne Whitechurch


•    Enjoy some fantastic walks, cycling or horse riding in the nearby Dorset AONB or Dorset Downs.

•    For fun days out by the seaside, Poole with its choice of blue-flag award winning beaches is just half an hour’s drive away and the ever popular seaside resort of Bournemouth with its golden sandy beach is just 45 minutes’ drive away.

•    For more time by the coast, the fascinating Dorset Jurassic coast is within an hour’s drive and is renowned for its impressive cliff faces, pebble beaches and fossils.

For a great combination of coast and countryside on a self-catering holiday, Winterborne Whitechurch has plenty to recommend it.  Whether you opt to rent a good value holiday lodge, a high quality country house or a romantic retreat for two, we hope you find the perfect place for your holiday in or near to Winterborne Whitechurch in Dorset on Country Cottages Online.

Book a Winterborne Whitechurch cottage and look forward to discovering some of the best of Dorset on holiday.

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