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187 Holiday Cottages in Berkshire, the South of England

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Gleneagles

Sunningdale, Berkshire

14

This property can be booked without the annex so sleeping 11, Please call Sykes to discuss pricing. A grand and spectacular mansion, lying in the Berkshire village of Sunningdale, offering luxury accommodation and featuring an amazing outdoor heated swimming pool, Gleneagles is…

  • Swimming Pool
  • Internet
  • Pub Nearby
Weekly from £7758

The Apple Tree House

Maidenhead, Berkshire

14

The Apple Tree House is a large elegant Edwardian house totally refurbished in 2014 to a very high specification. The house, nestled in the heart of this quintessentially English country village, provides spacious luxury rental accommodation over three floors with 6 large…

  • Hot Tub / Jacuzzi
  • Internet
Weekly from £5488

Cottage In Wantage, Berkshire

Wantage, Berkshire

10

The cottage is located in Upper Lambourn, in the heart of the Valley of the Racehorse, with some 1,500 horses being trained in the valley. The town itself is a 1 mile walk along some lovely country lanes keep an eye out for some of the racehorses being taken out for some…

  • Internet
  • Pub Nearby
  • Open Fire
Weekly from £2028

Magnolia House

Caversham, Berkshire

10

Magnolia House is a traditional, mid-century, three-storey semi-detached in Caversham, Berkshire. Extended and refurbished to accommodate families, couples or friends, this pet-friendly holiday home boasts many home comforts, while being within easy reach of amenities, the city…

  • Pets Allowed
  • Pub Nearby
Weekly from £1298

House In Windsor, Berkshire

Windsor, Berkshire

5

This property is situated in a fantastic central location to make the most of your stay away in Windsor. Visit Windsor Castle (0.5 miles), the largest and oldest occupied castle in the world. Windsor is steeped in history and best explored by foot to be able to experience all…

  • Internet
  • Pub Nearby
  • Sky TV
Weekly from £1194

2A Kent Cottages

Swallowfield, Berkshire

5

2A Kent Cottages is a charming, three-bedroom cottage located in the quaint village of Swallowfield in Berkshire. Situated near Reading and Chiltern Hills AONB, this property offers the best of a rural retreat and lively town escape. It sleeps five and is perfect for families…

  • Internet
  • Pub Nearby
Weekly from £488

Lower Farm Barn

Hungerford, Berkshire

2

Boasting far reaching countryside views, Lower Farm Barn is the ideal Rural Retreat for guests wanting to escape the hustle and bustle of city life to enjoy peace and quiet.

Weekly from £479

Little Barber

Upper Bucklebury, Berkshire

2

This sweet and cosy cottage is situated next door to the owners’ house which is approached along a gated driveway and is surrounded by beautiful extensive woodland which is part of the stunning landscape of Bucklebury common that stretches to 800 square miles. From the cottage…

  • Internet
  • Pub Nearby
Weekly from £398

Manor Farm Cabin

Wantage, Berkshire

4

Manor Farm Cabin, a single-storey lodge enveloped with countryside, is an ideal base for families or a group of friends seeking to escape the hustle and bustle of city life. This charming stay boasts interiors and living spaces finished to the highest of standards, with warm…

  • Internet
Weekly from £384

Gleneagles, Family Friendly, Luxury Holiday Cottage in …

Ascot, Berkshire

14

This mansion house rests in Sunningdale, Berkshire and can sleep fourteen people in seven bedrooms.Gleneagles is a fabulous mansion house rests in the charming village of Sunningdale in Berkshire. Hosting seven bedrooms; a super-king-size, a king-size with en-suite bathroom, a…

  • Swimming Pool
  • Baby Friendly
  • Internet
Weekly from £15638

Stunning Designer's Residence in Ascot with Jacuzzi …

Ascot, Berkshire

18

Stunning Designer's Residence in Ascot.6 bedroomed property with superb entertainment space.Character but modern facilities. It is like your own boutique hotel which you wont want to leave with jacuzzi and Cinema room. All the beds are wonderful and comfortable with gorgeous…

  • Pets Allowed
  • Hot Tub / Jacuzzi
  • Baby Friendly
  • Internet
  • Open Fire
Weekly from £11480

Gorgeous Holiday Home, Heated Pool, Jacuzzi and …

Ascot, Berkshire

14

Relax with the whole family at this peaceful place to stay.The spaceGleneagles is a fabulous mansion house rests in the charming village of Sunningdale in Berkshire. Hosting seven bedrooms; a super-king-size, a king-size with en-suite bathroom, a ground-floor king-size with…

  • Swimming Pool
  • Baby Friendly
  • Internet
Weekly from £11396

Pretty, Country House for 12 with Pool …

Warfield, Berkshire

12

Brand new Spa as from June 2021! Now includes Annex so total of 6 bedrooms and up to 12 guests.The house is deceptively large set in the rural green belt and country side yet minutes from close to towns like Bracknell, Ascot and Windsor and major attractions like Legoland,…

  • Swimming Pool
  • Hot Tub / Jacuzzi
  • Baby Friendly
  • Internet
  • Open Fire
Weekly from £5621

Events, Group Bookings, Luxury Iver Property, Buckinghamshire

Iver, Berkshire

14

This luxury propery is the ideal place for groups to get together for family celebrations, friends reunions, christenings, birthdays, school reunions etc! Includes cinema room, hottub and pool table!!** However we do have a strict ‘no noise’ policy after 9pm. We are in a…

  • Pets Allowed
  • Hot Tub / Jacuzzi
  • Internet
Weekly from £5250

Pass the Keys Outstanding 6 Bedroom …

Slough, Berkshire

12

About this spaceThis stylish place to stay is perfect for group trips.A beautiful modern home in Slough with free parking. This bright, bold house has been newly refurbished and offers comfortable and flexible accommodation for guests.The property is perfect for those wanting to…

  • Internet
Weekly from £5082

Stunning Views Quiet Location, Hot Tub, Sky …

Reading, Berkshire

12

When you enter the property the first thing that hits you are the gorgeous views across the fields directly in front of you. The house is entered directly into a spacious, fully equipped kitchen/ diner which can seat 12 comfortably although at a push we have had up to 16.…

  • Hot Tub / Jacuzzi
  • Internet
Weekly from £4872

Unique Windsor Castle View Property: Reopen Briefly …

Windsor, Berkshire

6

Re-opening during the 15-21 September time frame by special exception; please contact us to discuss your requirements and interest. This unique and well-equipped 3 bedroom property has been enjoyed and featured during previous Royal events. People magazine, the top US celebrity…

  • Internet
Weekly from £4494

Country House, Sleeps 10, Swimming …

Inkpen, Berkshire

10

Beautiful country farm house at the end of a peaceful lane, with a large garden, swimming pool and tennis court. Excellent cycling area. Great location, very close to three lovely country pubs with gardens and good food, and a one hour train journey from London Paddington.…

  • Swimming Pool
  • Baby Friendly
  • Open Fire
Weekly from £4375

The Old Mill House, Windsor Riverside Hidden …

Berkshire

12

Summary:A true hidden gem of a property, bursting with character and history. Previous owners include celebrities Michael Caine and Jimmy page of Led Zeppelin, you can imagine the stories these walls could tell! You are spoilt for choice with views of the river and countryside,…

  • Internet
Weekly from £4235

Luxury Country Estate with Concierge and Staff …

Winkfield, Berkshire

8

Relax and unwind in a beautifully designed mini country estate, with stunning interiors and never-ending views. It is perfectly positioned for trips to London, Windsor, Ascot, Henley and Marlow allowing you to choose your activities, mixing peaceful relaxation with trips out.…

  • Internet
  • Open Fire
Weekly from £4095

We've found 187 properties

Explore the South of England

Home to Windsor Castle and some glorious English countryside from ancient woodlands to tranquil canal routes, Berkshire offers some spectacular stately homes such a Ashdown House, Basildon Park and Cliveden. Good places to walk and plenty to see and do.

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