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Holiday rentals in Sunningdale

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Top-rated holiday rentals in Sunningdale

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
The charming Victorian Lodge features a classic brick exterior with white trim, framed by lush greenery. Two inviting front windows and a central doorway are surrounded by decorative flower pots. A gravel pathway leads to the entrance, highlighted by an expansive tree nearby.
Cottage in Old Windsor
4.99 out of 5 average rating, 105 reviews

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.

Top guest favourite
The living area features high wooden beams and a large window allowing natural light. A comfortable sofa is placed alongside classic armchairs. A kitchen area with cabinetry is visible, complemented by a decorative lamp and houseplants. Soft textures enhance the cozy environment.
Cottage in Chobham
4.99 out of 5 average rating, 124 reviews

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.

Top guest favourite
A light-filled living area is furnished with a plush sofa and decorative pillows. A stylish coffee table sits centrally on a patterned rug. Lush plants add a touch of greenery, while a large television rests against a sleek media console, enhancing the inviting ambiance.
Home in Surrey
4.93 out of 5 average rating, 162 reviews

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.

Guest favourite
The open-plan living and dining area features a spacious gray sofa paired with a glass coffee table and a wooden dining table with two benches. A TV is mounted on the wall, complemented by elegant decor and natural light from large windows.
Flat in Sunninghill
4.88 out of 5 average rating, 91 reviews

Modern home in Sunninghill

Modern open-plan home-from-home in the heart of Sunninghill Village. Welcome to your home-from-home in the heart of Sunninghill, Ascot. This modern, recently refurbished 2-bedroom home is perfect for professionals, couples, and small families needing a comfortable & convenient short stay. There is also space for you to bring a cot bed. The property is just a 2 minute walk from all the amenities that the beautiful village of Sunninghill offers; and closeby is Sunningdale, Ascot & Windsor.

Guest favourite
Flat in Sunninghill
4.92 out of 5 average rating, 38 reviews

Large, Newly Renovated Flat in Charming Village

Welcome to our newly refurbished apartment, nestled in the charming village of Sunninghill, and only a short distance from the bustle of Ascot. A 1000 sq feet of living space, including two generously sized bedrooms (and two beautiful bathrooms) with king size beds, open-plan living area, and fully equipped kitchen, finished to a very high spec. Whether visiting Ascot, playing golf at one of the world class local courses, or sight seeing in Windsor - this apartment is the perfect base.

Top guest favourite
An open-plan living area is highlighted by large glass doors that provide a view of the private patio garden. A comfortable blue chair and a light sofa are arranged around a decorative table, with soft textiles and greenery enhancing the serene atmosphere.
Guest suite in Sunningdale
4.98 out of 5 average rating, 47 reviews

Studio 7 in Sunningdale, England

Horses for courses? Does a day at Royal Ascot or a Polo match at the Guards Polo Club in Windsor Great Park tickle your fancy? Or, if history and heritage are your bag, perhaps a visit to the historic Windsor Castle and a gander at the shops might hold some allure? Studio 7 is perfectly placed for you to do all this and more! This newly appointed self-contained studio in Sunningdale is light and bright, providing a tranquil and elegant setting for you to retreat from the hubbub of life.

Guest favourite
Guest house in Sunninghill
4.96 out of 5 average rating, 74 reviews

The Coach House

Set just minutes from Windsor Great Park, The Coach House is a quiet peaceful studio apartment that will allow you to relax and unwind. Accessed via its own front door, you'll enjoy the large king-sized double bed, loft-style single bedroom, kitchen, en-suite shower room, and ample parking. We’re a few minutes’ drive from Ascot High St and Racecourse, St Michael’s church in Sunninghill, Wentworth, Legoland, Guards Polo, and Lapland UK. The Thatched Tavern pub is a 5-minute walk away.

Guest favourite
The living room features a pair of light-colored sofas adorned with blue cushions. A large television sits opposite a decorative fireplace, framed by subtle stone accents. Natural light filters through plantation shutters over multiple windows, creating a bright and airy feel in the space.
Cottage in Sunninghill
4.96 out of 5 average rating, 47 reviews

3 Bed, 2 bath Cottage Private Parking & Storage

Situated on a charming quiet residential road Berwick cottage is situated just one mile from Ascot Racecourse in the lovely village of Sunninghill where you can find an array of boutique shops, cafes and restaurants. The house is perfect for families and professionals, looking for a well-equipped property which is a home from home, whilst also including a pleasant garden and undercover, off road parking. We have ample storage in the garage for your bicycles, motorbikes or golf clubs.

Top guest favourite
The sleeping area features a stylish metal bed frame with a spacious white comforter. Black accent pillows are arranged on the bed. A bedside table holds a lamp, and sunlight streams in through a window, highlighting the room's soothing atmosphere.
Place to stay in Sunninghill
5 out of 5 average rating, 45 reviews

Ascot Coach House

Newly converted coach house situated on a private road walking distance from Ascot high street. Tastefully renovated to create a peaceful and comfortable ambiance. Self contained with king size bed, large walk-in shower, open plan lounge and kitchenette. Close proximity to M3/M4 motorways. Ascot train station with trains running to Waterloo and Reading. Ascot high street has supermarkets, coffee shops and the racecourse. Situated close to Ascot Lapland, Longcross and Bray studios.

Superhost
A bright living space features a large brown leather sofa and a vibrant, patchwork accent chair. A low coffee table sits in the center, while sliding glass doors open to a private garden view, enhanced by natural light from the skylight above.
Flat in Sunninghill
4.88 out of 5 average rating, 51 reviews

Bright & Airy Apartment in Charming Sunninghill

Welcome to our chic and cosy 4-sleeper apartment, nestled in the charming village of Sunninghill, Ascot perfect location for the Royal Ascot event. With two stylish bedrooms, an open-plan living area, a fully equipped kitchen, and private outdoor spaces, this is the perfect home away from home for both business and leisure travellers. Whether you’re visiting for Ascot Racecourse, a weekend retreat, or work, you’ll love the comfort, convenience, and thoughtful touches throughout.

Top guest favourite
A cozy living area features a comfortable white sofa adorned with striped cushions. Natural light filters through two windows with shades, highlighting a wooden coffee table and side table displaying a small vase of flowers. A mirror reflects the space, adding depth.
Cottage in Englefield Green
5 out of 5 average rating, 385 reviews

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.

Guest favourite
A cozy sitting room is featured, showcasing a comfortable armchair and a large coffee table adorned with various books and decorative items. A warm fire burns in the fireplace, and built-in shelving lines one wall, filled with a diverse selection of books.
Cottage in Warfield
4.97 out of 5 average rating, 347 reviews

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

Popular amenities for Sunningdale holiday rentals

When is the best time to visit Sunningdale?

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Avg. price$235 SGD$237 SGD$233 SGD$178 SGD$193 SGD$237 SGD$235 SGD$234 SGD$227 SGD$213 SGD$227 SGD$244 SGD
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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.

  • Do apartment rentals in Sunningdale have a kitchen?

    Absolutely! We offer over 10 apartment 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.

  • What are the most popular amenities for House Rentals in Sunningdale?

    Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with wifi, over 30 homes with a kitchen, over 30 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

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 $39 SGD 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    60 of Sunningdale holiday rentals include wifi 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!

  1. Airbnb
  2. United Kingdom
  3. England
  4. Berkshire
  5. Sunningdale