Vacation rentals in Winkfield Row

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Quick stats about vacation rentals in Winkfield Row

  • Total vacation rentals

    Explore 150 vacation rentals in Winkfield Row

  • Nightly prices starting at

    Winkfield Row vacation rentals start at G$6,261 GYD per night before taxes and fees

  • Verified guest reviews

    Over 3,670 verified reviews to help you choose

  • Family-friendly vacation rentals

    80 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wi-Fi availability

    140 of Winkfield Row vacation 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 vacation rentals in Winkfield Row

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

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Superhost
Apartment in Sunninghill
5.0 out of 5 average rating, 3 reviews

Luxury Gated 3BR Stay in Ascot - By Tempstay

Experience refined living in our exclusive gated apartment in Ascot, perfectly suited for guests looking for style, relaxation and a premium stay in one of Ascot's most desirable locations. Thoughtfully designed with elegant interiors, our stunning three-bedroom, first floor apartment offers a blend of modern luxury and homely comfort. Located within a secure gated development, guests can enjoy bright open-plan living spaces, high-quality finishes, and a stylishly designed interior throughout.

Top guest favorite
Place to stay in Chessington
5.0 out of 5 average rating, 7 reviews

Secret Bali Villa | Hot Tub | 30 Mins from London

Little Bamboo Bali is a private, authentic Balinese sanctuary just 30 minutes from London unlike anything else in the UK. Handcrafted over three years using authentic Indonesian materials and refined British craftsmanship its boutique interiors evoke the relaxed luxury of an exclusive private members’ club. Unwind in your private hot tub, enjoy air conditioning throughout, shower beneath handcrafted Balinese limestone and toast your escape with a complimentary bottle of champagne 🥂 on arrival.

Top guest favorite
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, 108 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 favorite
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, 93 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 favorite
The exterior of the lodge is showcased at night, highlighting warm lighting that illuminates the brick and wood paneling. Window shutters are closed, and a pathway leads to the entrance, accompanied by foliage and outdoor elements.
Guesthouse in Bracknell Forest
4.97 out of 5 average rating, 260 reviews

Garden Lodge – Private Guest Suite in Bracknell

Detached guest lodge next to our family home in Bracknell. Lovely quiet location, just 0.7 miles from central Bracknell (The Lexicon). A modern bedroom with an ensuite shower room and a light refreshment area. Guests are welcome to enjoy full access to our family garden. 3 mins walk to Little Waitrose supermarket (open 24h), or KFC 5 mins walk to Harvester pub 7 mins walk to Leisure Centre (swimming pool, gym, spa, racket sports) 15 mins walk/5 mins drive to train station/central Bracknell

Guest favorite
Cottage in Bracknell Forest
5.0 out of 5 average rating, 11 reviews

Delightful Period House with Sauna & Games Tables

Wonderful, spacious, peaceful, unique large Period property. Plenty of parking space. Perfect for families, friends gatherings and business trips and dogs as enclosed garden. Equipped with a large 5-6 person infra red sauna, 4ft Table Football; 5ft Air Hockey and 6 ft Table Tennis tables. Early 1900’s large Cottage, fully refurbished with all mod cons but decor in keeping with the period. Near to all amenities and some marvellous places to visit, but in a peaceful location.

Top guest favorite
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, 53 reviews

Studio 7 in Sunningdale

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 favorite
Home in Ascot
4.96 out of 5 average rating, 161 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 favorite
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
5.0 out of 5 average rating, 47 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 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 Bracknell Forest
4.97 out of 5 average rating, 358 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 favorite
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, 873 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.

Top guest favorite
Condo in Sunninghill
5.0 out of 5 average rating, 13 reviews

Flat 4, Luxury Apartment Near Ascot Racecourse

A Stunning contemporary first floor apartment is the perfect spot for exploring the local area including Ascot Races, it is close to Wentworth, Sunningdale & The Berkshire Golf Courses. Walking distance to the racecourse, restaurants, bars/cafes. The Apartment has access to a beautiful landscaped garden. There is parking at the property for 1 car. The property is also within a 10 minute drive to Windsor & 5 mins to local Polo clubs.

Popular amenities for Winkfield Row vacation rentals

When is the best time to visit Winkfield Row?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$34,644 GYDG$31,931 GYDG$30,887 GYDG$33,183 GYDG$34,853 GYDG$45,079 GYDG$37,774 GYDG$38,609 GYDG$42,157 GYDG$41,740 GYDG$38,400 GYDG$37,566 GYD
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 80 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

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

    Experience the best of Winkfield Row with our house 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 40 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 70 vacation rentals in Winkfield Row featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do apartment rentals in Winkfield Row have a kitchen?

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

  • Do house rentals in Winkfield Row have wifi?

    Absolutely! We offer over 70 house rentals with wifi in Winkfield Row. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Winkfield Row have free parking?

    Absolutely! We offer over 70 house rentals with free parking in Winkfield Row. Enjoy a tailored experience with all the comforts you desire.

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

    Enhance your stay in our House Rentals with the most popular amenities: over 70 homes with free parking, over 60 homes with a kitchen, over 70 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.