Vacation rentals in Sunningdale

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Top-rated vacation rentals in Sunningdale

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

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Guest favorite
A modern living area is depicted with a stylish sofa and armchair arrangement. Natural light enters through large windows, highlighting the wooden flooring. A flat-screen TV is mounted on the wall, while potted plants and decorative vases add a touch of greenery to the space.
Cottage in Englefield Green
4.89 out of 5 average rating, 196 reviews

Luxury 5* 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.

Superhost
Apartment in Sunninghill
4.88 out of 5 average rating, 25 reviews

Spacious, Newly Renovated Flat in Charming Village

Welcome to our bright and airy, newly refurbished apartment, nestled in the charming village of Sunninghill, and only a short distance from the bustle of Ascot. With two generously sized bedrooms (and two beautiful bathrooms), an open-plan living area, and fully equipped kitchen, finished to a high spec. Whether you're visiting Ascot racecourse, playing golf at one of the world class local courses, or spending a long weekend sight seeing in Windsor - this apartment provides the perfect base.

Top guest favorite
A cozy living area features a plush blue sofa adorned with colorful patterned cushions and a wooden coffee table at its center. A modern entertainment unit stands against a textured stone wall, while large patio doors open to a shared garden, allowing natural light to fill the space.
Guest suite in Whitley
4.97 out of 5 average rating, 309 reviews

Peaceful stay in Frimley village

Welcome to our Annex. Located down a restricted road it is both very safe and quiet. You will find the accommodation tastefully decorated with a comfortable bed, modern shower room and general work/dining area. The living area opens out through patio doors onto our shared garden. Ideally located for all transport links i.e. M3, A3, Main line trains to London and close to Heathrow (25 mins) and Gatwick (45mins). There is a hourly direct bus service to Heathrow (730/731 ) with the stop 200m away.

Top guest favorite
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, 111 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.

Guest favorite
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.
Apartment in Berkshire
4.88 out of 5 average rating, 89 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 favorite
A cozy studio interior is shown, featuring a king-size bed against the wall with a light blue duvet and decorative pillows. A sofa bed in pastel tones is positioned nearby. Shelving contains framed photographs and decor items. A small desk and chair, along with a lamp, complete the space.
Condo in Surrey
4.91 out of 5 average rating, 132 reviews

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

Guest favorite
A modern open-plan kitchen features dark cabinetry with warm lighting. A white countertop provides contrast, while a small dining table and two chairs are visible. A decorative fireplace adds charm to the space, complemented by a cozy seating area with a coffee table.
Cottage in Surrey
4.81 out of 5 average rating, 112 reviews

Relaxing home near Legoland, Ascot, LaplandUK

This cosy cottage is situated in Windlesham, a pretty village in the Surrey Heath borough. Situated between Chobham Common and Swinley Forest, it is on the doorstep to some fantastic country walking and cycling routes; not to mention the famous golf courses in the area. Ideal location to visit Legoland, Thorpe Park, Ascot racing and Windsor castle. Heathrow Airport is only 15 miles away. Windlesham is known for the Boxing Day pram race and also a location to amazing gastro pubs.

Top guest favorite
A spacious lounge features a comfortable gray sofa with decorative cushions. A modern black television is mounted on the wall, reflecting natural light from the nearby entrance. A minimalist marble coffee table sits at the center, enhancing the room's contemporary feel.
Apartment in Sunningdale
4.98 out of 5 average rating, 139 reviews

Luxury contemporary Apartment

This stylish place to stay is perfect for golf/racing breaks. Sunningdale GC is 5 minutes walk away, Wentworth GC & Ascot Race Course a 5 mins drive. Whilst Windsor Great Park is only 10 mins in the car. All modern appliances including an air fryer. Private barrier parking. Coffee shops and places to eat & drink on your doorstep. Central London is only 40 mins by train from Sunningdale station which will only take you 5 mins to walk to. All in the heart of beautiful Sunningdale.

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.
Apartment in Sunninghill
4.91 out of 5 average rating, 43 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 favorite
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, 370 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 favorite
A serene bedroom is presented with a spacious bed covered in light bedding. A desk with a comfortable chair is positioned nearby, accompanied by a lamp. Natural light streams through the large window, which offers views of greenery, enhancing the tranquil environment.
Apartment in Sunningdale
4.91 out of 5 average rating, 44 reviews

Elegant homestay in Sunningdale

Escape to our charming Airbnb amidst a picturesque garden. This one-bedroom retreat offers breathtaking views and modern amenities including a dedicated work space and a spacious dressing room ensuring an organized stay. Enjoy the en-suite bathroom and well-equipped kitchen for delightful meals. Relax in the cozy living room with a book or your favorite shows. Outside, stroll through vibrant garden and bask in the sunlight. Perfect for a romantic getaway or solo retreat.

Top guest favorite
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
4.98 out of 5 average rating, 315 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 vacation rentals

When is the best time to visit Sunningdale?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$25,928 GYDG$24,883 GYDG$26,765 GYDG$28,856 GYDG$31,156 GYDG$38,265 GYDG$38,056 GYDG$37,847 GYDG$36,802 GYDG$29,901 GYDG$29,274 GYDG$34,292 GYD
Avg. temp6°C6°C8°C11°C14°C17°C19°C19°C16°C12°C8°C6°C

Frequently Asked Questions

  • 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 free parking, over 30 homes with a kitchen, over 40 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • How much does it cost to stay in house rentals in Sunningdale?

    Experience the best of Sunningdale with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Sunningdale have wifi?

    Absolutely! We offer over 40 house rentals with wifi in Sunningdale. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly vacation rentals in Sunningdale?

    Four-legged friends are welcome in Sunningdale. Choose from more than 20 vacation rentals for guests traveling with pets.

  • Do house rentals in Sunningdale have free parking?

    Absolutely! We offer over 30 house rentals with free parking in Sunningdale. Enjoy a tailored experience with all the comforts you desire.

  • 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.

  • 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 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.

Quick stats about vacation rentals in Sunningdale

  • Total vacation rentals

    Explore 70 vacation rentals in Sunningdale

  • Nightly prices starting at

    Sunningdale vacation rentals start at G$6,273 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,100 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Sunningdale vacation 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!

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