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Holiday houses in Winkfield Row

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Quick stats about holiday rentals in Winkfield Row

  • Total holiday rentals

    Explore 120 holiday rentals in Winkfield Row

  • Nightly prices starting at

    Winkfield Row holiday rentals start at $53 NZD per night before taxes and fees

  • Verified guest reviews

    Over 3,410 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    110 of Winkfield Row holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Winkfield Row rentals

  • 4.8 Average rating

    Winkfield Row stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated holiday rentals in Winkfield Row

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

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Guest favourite
An outdoor hot tub is situated on a wooden deck, surrounded by lush greenery. A seating area with a light-colored chair offers a comfortable spot to relax. Large sliding glass doors lead into the retreat, allowing for seamless indoor-outdoor access.
Shepherd’s hut in Chessington
4.99 out of 5 average rating, 191 reviews

Lavish Retreat & Champagne 30mins Taxi from London

The Little Touch of Grey, provides an electric ambiance and the perfect setting for the elite of mind, who wants to reward both themselves and their partner. We are proud to share the latest addition to our portfolio with those who appreciate of all things bespoke. Included are; a complimentary bottle of Champagne, indoor & outdoor Jacuzzi, underfloor heating, sound system and salacious yet tasteful surprises throughout. For special occasions, use our secret compartment to add to your surprise.

Guest favourite
The exterior of the garden room is shown, featuring a white brick façade complemented by a modern door and a large window. A wooden pergola with climbing plants is visible alongside the pathway, creating an inviting entrance to the space.
Guesthouse in Winkfield Row
4.89 out of 5 average rating, 89 reviews

The White Room

Welcome to our charming garden room a stone's throw away from the world-renowned Ascot Racecourse! Our cozy and comfortable garden room is the perfect place for those looking for a peaceful retreat in a beautiful setting. Our location is unbeatable - between Ascot Racecourse and the popular Royal Foresters pub, making it the perfect place to stay for those attending the races. We are close to many other local amenities including Windsor Castle, Legoland and the beautiful Virginia Water Lake.

Top Guest favourite
The exterior of the Brickmaker’s Loft displays a charming white facade with brown accents and multiple arched windows. A spiral staircase leads to the entrance, and a well-maintained garden is visible, featuring lush green grass and flower beds along the edge.
Guesthouse in Binfield
4.99 out of 5 average rating, 202 reviews

The Brickmaker’s Loft

A newly fitted one bedroom apartment, with living area, full kitchen, large bedroom with king size bed, a full size single bed in the eaves, and an extra single bed if needed. We’ve kitted the Brickmaker’s Loft out with everything you would need. The kitchen has an oven, fridge, dishwasher, kettle, toaster, microwave and all the normal cooking bits, crockery etc. The bathroom has a walk-in shower, loo, and sink, and a washing machine if you need it. The bedroom is a lovely relaxing space.

Guest favourite
A detached structure, set against a backdrop of trees with autumn foliage, features a double garage below and a private entrance. The brick facade is complemented by a roller shutter door and a pathway leading to the entrance, conveying a sense of privacy and space.
Guest suite in Sunninghill
5 out of 5 average rating, 11 reviews

Ascot Annex

A self-contained, 2 bedroom, 3 bed, 1 bathroom Annexe, next to our main house, in an idyllic hamlet in Ascot. The property has its own private entrance. The space is self-catering with a kitchen and has a dining space to seat 3 comfortably, along with a sofa and a smart TV Netflix included. 5 minute drive to Legoland 7 minute drive to Ascot Station 4 minute drive to Ascot Racecourse 10 minute drive to Windsor Castle 15 minutes to Bray and Longcross Studios. 25 minutes to Pinewood Studios

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, 48 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
Home in Ascot
4.96 out of 5 average rating, 160 reviews

Cosy private detached from main house large room

Private self-contained garden room with double bed, double sofa bed, WC and shower and separate dressing room. Access to quiet rear garden with seating. On-street parking on quiet residential side road. Kettle, microwave, airfryer, toaster, fridge. Wifi, Sky and Smart TV with Netflix. 1.7 miles to Ascot Racecourse, 2 miles to Ascot Station, 4.5 miles to Legoland, 7 miles to Windsor, 9 miles to Thorpe Park. A 5 minute drive to Lapland UK. Please message to discuss children’s discount.

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.

Top Guest favourite
A modern kitchen features sleek cabinetry and stainless steel appliances, including a refrigerator and double ovens. A wooden dining table occupies the center, accompanied by four beige chairs. Natural light enters through a window, illuminating the space.
Home in Berkshire
5 out of 5 average rating, 37 reviews

Luxury House, Jennett's Park

Situated inside the wonderfully green and quiet Jennett's Park, this 3-bedroom semi-detached house is perfect for families – or even just yourself. 5 minutes is all it takes for you to drive to the town centre – and 20 minutes away by train is Reading, from which you can get to London in another 20 minutes. Nearby, Windsor and the wider Thames Valley offer possibilities for tourism – with places like LEGOLAND less than half an hour away – or business, like in Reading's Green Park.

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

Top Guest favourite
A charming self-contained cottage is set within a lush private garden, characterized by brick exterior and a slate roof. A welcoming door leads to the entrance, framed by greenery and flowering plants, with a spacious lawn surrounding the building.
Cottage in Sunninghill
4.96 out of 5 average rating, 862 reviews

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.

Superhost
Home in Sunninghill
5 out of 5 average rating, 4 reviews

The Royal Paddock

A beautiful townhouse on the edge of Royal Ascot Racecourse. Experience the elegance and excitement of Royal Ascot from your own private haven. The Royal Paddock is a three-bedroom, three-bathroom townhouse that quite literally backs onto the world-famous Royal Ascot Racecourse, offering a unique blend of luxury, comfort and British charm.

Popular amenities for Winkfield Row holiday rentals

When is the best time to visit Winkfield Row?

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Avg. price$292 NZD$269 NZD$260 NZD$242 NZD$211 NZD$416 NZD$318 NZD$325 NZD$355 NZD$351 NZD$323 NZD$316 NZD
Avg. temp5°C5°C7°C9°C13°C16°C18°C17°C15°C11°C8°C5°C

Frequently Asked Questions

  • Are there family-friendly vacation rentals in Winkfield Row?

    Winkfield Row has more than 60 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in condo rentals in Winkfield Row?

    Experience the best of Winkfield Row with our condo rentals, starting at about $30 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 Winkfield Row?

    Four-legged friends are welcome in Winkfield Row. Choose from more than 30 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Winkfield Row?

    Yes! Work meets play with ease at over 50 vacation rentals in Winkfield Row featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do condo rentals in Winkfield Row have a kitchen?

    Absolutely! We offer over 10 condo rentals with a kitchen in Winkfield Row. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Winkfield Row have wifi?

    Absolutely! We offer over 20 apartment rentals with wifi in Winkfield Row. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Winkfield Row have free parking?

    Absolutely! We offer over 20 apartment rentals with free parking in Winkfield Row. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Apartment Rentals in Winkfield Row?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 20 homes with wifi, over 20 homes with free parking, over 20 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

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  5. Winkfield Row