
Holiday houses in Sunningdale
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Top-rated holiday rentals in Sunningdale
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Five Star Boutique House near Windsor Castle, Ascot & London
This Grade 11 listed Mews property was built in 1872 and offers contemporary, luxurious living space. Luxurious king size beds, beautiful bathrooms, abundant art and character; the properties look onto an ancient courtyard with fountain, secure behind private gates with parking. The location is exceptional. Windsor Great Park is a 10 min stroll away, and Windsor is 3 miles away, Wentworth Golf Club and Ascot are all within 6 miles. Central London is 35 minutes by train. Heathrow is 6 miles away.

Gorgeous CountryCottage overlooking Windsor Castle
The Victorian Lodge (1876) is a charming & quintessentially English country cottage on a private estate once owned by King Henry 8th. It sits right beside Windsor Great Park, at the entrance of a long driveway to Little Dower House, where the owners of the Lodge live. The private gardens and stunning view at the Victorian Lodge provide the perfect setting for a small intimate wedding. Whilst the romantic gardens within the Little Dower House estate provide an ideal venue for larger weddings.

Beautiful oak barn in peaceful countryside setting
Delightful detached barn crafted from French oak in a peaceful private lane on a gated country estate. Luxuriously appointed with full facilities for a short break or longer stay. Air Con. Free EV charging point. Many public footpaths close by. Local shops are only a 10 minutes stroll. Gastro pubs, restaurants and independent shops within easy walking distance. A short drive from M25 (J11). Fast rail links to London from Woking. LGBTQ+ friendly. Friendly Spaniel and Siamese cat on site.

A Hidden Gem
A character cottage, tucked away, in the heart of gastronomic Bray - renowned for its Michelin-starred restaurants: The Waterside, The Fat Duck, the Hind's Head and Caldesi, all within easy walking distance of the cottage. Lych Cottage is a two-bed semi-detached property, completed to a high standard. It provides a stylish place to stay for those wishing to enjoy the comforts of home whilst availing themselves of the local amenities. The first night's stay includes a continental breakfast.

Virginia Water Family Getaway
Lambly Hill House – Holiday Rental in Virginia Water, Surrey Welcome to Lambly Hill House, a stylish and spacious 4-bedroom holiday rental in Virginia Water, Surrey. Perfect for families, golf visitors and business travellers, this beautifully renovated home offers modern comfort, peaceful surroundings and a private garden in one of Surrey’s most desirable locations. Located just a short walk from Virginia Water train station, Lambly Hill House provides easy connections to central London.

Stylish Studio-Walk to Windsor/Eton/Thames/Parking
Welcome to Crail Cottage in Datchet. Surrounded by beautiful greenery, there is plenty of wildlife and the River Thames is just behind the house. Take a walk to Windsor and Eton via the home park or the riverside. You can even walk to Eton through the school grounds from here. Our little studio is freshly decorated and welcomes you to stay. There is a new addition which is a King size bed with Hypnos mattress that will guarantee you a good night sleep. Perfect to relax after a busy day.

Guest House in Wentworth, Virginia Water
Welcome to our cozy studio flat in the annex at our home! The space features a king-size bed, a sofa bed for 2 kids or 1 adult, a private bathroom, kitchenette, desk & Freeview TV. Perfectly located: - 5 min walk to Wentworth Golf Club - 5 min drive to Longcross Studios and Windsor Great Park - 15 min drive to Ascot Racecourse, Lapland LEGOLAND, Thorpe Park, Windsor Castle, Heathrow Pls confirm if you require both the King Size bed & Sofa Bed - £25 surcharge for 2 person bookings

2 Bedroom Luxury Cottage (Secure & Quiet)
This charming Cottage is located in the picturesque Village of Englefield Green. Just four miles from Windsor Castle, three miles from Wentworth Golf Course and six miles from Ascot Race Course. Heathrow Airport if just six miles away. 300 metres further down the lane is The Royal Air Force Memorial and below that, on National Trust grounds that skirts the River Thames is the Magna Carta Memorial. The Royal Holloway University is a ten minute stroll across the Village.

The Coach House
The Coach House is a totally unique property, nestled in the peaceful surroundings of Chobham Common. Spread over two floors, this charming accommodation offers 2 bedrooms, 2 bathrooms, a sitting room, a dining room, a kitchen, & a utility room. There is also an outdoor seating area equipped with barbeque, perfect for unwinding. The quirky design & characterful features of this historic building add to its charm & make it a truly delightful place to stay.

Luxury 2 bedroom cottage
Luxury Cottage at Hayley Green A charming, character-filled retreat for up to 4 guests in a peaceful semi-rural setting. Designed for comfort and relaxation, it’s ideal for couples, families, or friends. Enjoy a well-stocked library if you prefer to stay in. Perfectly located: 6 mins to Lapland Ascot 9 mins to Legoland 11 mins to Ascot 16 mins to Windsor & Wentworth 30 mins to Henley-on-Thames Under 1 hour by train to London via nearby Bracknell station

Unique Dome | Glamping | Hot Tub | Surrey | Adults
Olive Pod is the ultimate cosy, private and picturesque geo dome retreat. Set on a fruit farm in Surrey, in its own secluded field behind tall fir trees, with no other pods or tents nearby. A firm favourite adults-only escape for proposals, anniversaries, birthdays and honeymoons - we can also decorate for your arrival ✨ The perfect place to unwind and recharge in a peaceful natural setting. Ideal for couples or friends. No infants, children or pets.

The Old School House, Ascot, Berkshire
Beautiful small self-contained character cottage set within private garden, one mile from Ascot. Open plan studio room with sitting area, kitchenette and bedroom area; en suite shower room/WC. Perfect for 1-2 adult guests looking for a comfortable and relaxing place to stay, whether for business or pleasure. It is ideal for visitors to Ascot Races, Windsor, close to Heathrow and a lovely rural retreat less than one hour from central London.
Popular amenities for Sunningdale holiday rentals
Stay near Sunningdale's top sights
Other great holiday rentals in Sunningdale

Charming Stylish Cottage at Windsor Great Park

The Potting Shed - boutique countryside hideout

Racecourse Marina Lodge | Hot tub | Parking | EV

The White Room

1 bed flat in Englefield Green with garden.

Character studio apartment in the heart of Chobham

Modern Townhouse with Garden and Parking in Ascot

The Copper Castle with petting farm near Legoland
When is the best time to visit Sunningdale?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $306 NZD | $308 NZD | $303 NZD | $232 NZD | $251 NZD | $308 NZD | $306 NZD | $304 NZD | $296 NZD | $278 NZD | $296 NZD | $318 NZD |
| Avg. temp | 6°C | 6°C | 8°C | 11°C | 14°C | 17°C | 19°C | 19°C | 16°C | 12°C | 8°C | 6°C |
Frequently Asked Questions
Are there family-friendly vacation rentals in Sunningdale?
Sunningdale has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in apartment rentals in Sunningdale?
Experience the best of Sunningdale with our apartment rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Sunningdale?
Four-legged friends are welcome in Sunningdale. Choose from more than 10 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Sunningdale?
Yes! Work meets play with ease at over 20 vacation rentals in Sunningdale featuring dedicated workspaces. Stay connected and productive in your home away from home.
Where should I stay in Sunningdale?
Make yourself at home in Sunningdale by choosing from our most frequently booked neighborhoods. We have over 350 vacation rentals in Sunningdale, and over 350 vacation rentals in Sunninghill and Ascot.
Do house rentals in Sunningdale have a kitchen?
Absolutely! We offer over 30 house rentals with a kitchen in Sunningdale. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Sunningdale have wifi?
Absolutely! We offer over 10 apartment rentals with wifi in Sunningdale. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Sunningdale have free parking?
Absolutely! We offer over 10 apartment rentals with free parking in Sunningdale. Enjoy a tailored experience with all the comforts you desire.
Quick stats about holiday rentals in Sunningdale

Total holiday rentals
Explore 60 holiday rentals in Sunningdale

Nightly prices starting at
Sunningdale holiday rentals start at $50 NZD per night before taxes and fees

Verified guest reviews
Over 2,060 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
60 of Sunningdale holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Sunningdale rentals

4.8 Average rating
Sunningdale stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- South Downs National Park
- Paddington
- Covent Garden
- St Pancras International
- British Museum
- Hampstead Heath
- Kings Cross
- The O2
- Buckingham Palace
- Marble Arch
- Wembley Stadium
- Tower Bridge
- Tottenham Court Road
- London Bridge
- Big Ben
- Trafalgar Square
- ExCeL London
- Emirates Stadium
- Battersea Power Station (disused)
- Royal Albert Hall
- Russell Square
- Olympia Events
- Borough Market
- Clapham Common





