Vacation rentals in Winkfield Row

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Top-rated vacation rentals in Winkfield Row

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

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Top guest favorite
Barn in Warfield
4.91 out of 5 average rating, 856 reviews

Delightful small converted barn

Unique newly converted small barn, bright, light and self contained. Sleeps 3 adults or 2 adults and 2 children (or 2 small adults) due to restricted height space in loft. Large gravel drive behind big, wooden gates for safe and easy parking. An assortment of Teas, coffee & biscuits. Breakfast is not provided. Situated down a country lane, within the garden of the house, walking distance to pubs and restaurants. Near Lapland UK, Legoland, Ascot, Windsor, Train stations to London and Reading

Guest favorite
A cozy sleeping area features a double bed with a soft green bedspread and an assortment of pillows in various colors. A light pink throw blanket is neatly arranged across the bed. A bedside table holds a notebook, and a wardrobe is visible in the background.
Home in Ascot
4.95 out of 5 average rating, 154 reviews

Cosy private detached from main house large room

Private entrance,dressing room, large corner shower , making the area totally self sufficient and private. The living room area is the same room as the sleeping area. With a Divan bed, 1 double Sofa bed. 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. 3.2 miles to Bracknell. Wifi, Sky and Smart TV. Fridge, kettle and microwave. For a family visit please message me to discuss a discount.

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 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, 234 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

Top guest favorite
A cozy sleeping area features a spacious bed with neutral bedding against a softly colored wall. A small armchair and a light-colored rug complement the wooden flooring. Wall-mounted shelves display framed images, and a small closet provides additional storage.
Guest suite in White Waltham
4.94 out of 5 average rating, 449 reviews

Completely separate self-contained studio flat

Self-contained double room with en-suite shower room and kitchen area. Private access and parking. Completely private stand-alone studio but part of our home. Suitable for professional person/couple for short let periods. Ideal Monday-Friday but good for weekends to visit local area too. Free wi-fi, TV. A car is essential. Located in White Waltham village just outside Maidenhead. Easy access to Junction 8/9 of M4 and Maidenhead station. Also handy for Windsor, Henley, Ascot, Reading

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.

Guest favorite
A modern living area features large floor-to-ceiling windows, providing abundant natural light and showcasing expansive views. A plush sofa complements a sleek dining table set for six. Light wooden floors enhance the spaciousness, while greenery adds a touch of nature.
Condo in Bracknell
4.96 out of 5 average rating, 142 reviews

Luxury Penthouse with Huge Balcony

Take a break in our luxurious penthouse. The enormous south-west facing balcony offers panoramic views of the sunset each evening, making it the perfect spot to relax after a day. The interior is bright and modern, with floor-to-ceiling windows and sliding doors that fill the space with natural light. The fully-equipped kitchen has everything you need to prepare meals, and the living room is outfitted with premium audio (Sonos) and TV for your entertainment.

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

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 Windsor and Maidenhead
4.96 out of 5 average rating, 827 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.

Guest favorite
A well-lit studio featuring a comfortable bed adorned with crisp linens and decorative pillows. A mounted television is positioned above the headboard, while a wardrobe provides ample storage. A cozy armchair adds a pop of color, completing the inviting ambiance of this modern space.
Apartment in Berkshire
4.9 out of 5 average rating, 134 reviews

Luxury studio apartment

STUDIO FLAT 25m2-PERFECT FOR CONTRACTORS/BUSINESS TRAVELERS Our studio flat offers a cosy living space, fully furnished with modern décor and all essential amenities in a single open space, making it ideal for both short- term or longer stays. Whether you are staying for a week or a year, you will enjoy the convenience of a combined living and sleeping area complemented by separate kitchen and bathroom.

Top guest favorite
The studio's open layout features a well-equipped kitchen with modern appliances, a dining table for two, and two comfortable sofas adorned with decorative cushions. Natural light enters through multiple windows, brightening the inviting living and sleeping areas.
Guest suite in Reading
4.99 out of 5 average rating, 227 reviews

Caversham Studio

Self-Contained, Large, light and airy Studio in a quiet residential area with own entrance, kitchen and bathroom. Parking. 5-8 min walk to bus stop which is on direct route to Reading Train Station and Town Centre. Local shops and pub 15 min walk. Henley town centre is 6.5 miles away and via bus, (bus stop is 5 minute walk from studio) takes 20-25mins.

Popular amenities for Winkfield Row vacation rentals

When is the best time to visit Winkfield Row?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$29,461 GYDG$24,446 GYDG$25,909 GYDG$28,834 GYDG$25,073 GYDG$49,519 GYDG$37,819 GYDG$38,654 GYDG$42,206 GYDG$25,700 GYDG$25,909 GYDG$34,267 GYD
Avg. temp5°C5°C7°C9°C13°C16°C18°C17°C15°C11°C8°C5°C

Frequently Asked Questions

  • Where should I stay in Winkfield Row?

    Make yourself at home in Winkfield Row by choosing from our most frequently booked neighborhoods. We have over 350 vacation rentals in Ascot, over 250 vacation rentals in Harmans Water, and over 400 vacation rentals in Winkfield Row.

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

    Yes! Work meets play with ease at over 20 house rentals in Winkfield Row featuring dedicated workspaces. Stay connected and productive in your home away from home.

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

    Winkfield Row has more than 10 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • 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 50 homes with a kitchen, over 60 homes with wifi, over 50 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • 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.

  • 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 house rentals in Winkfield Row have free parking?

    Absolutely! We offer over 50 house rentals with free parking in Winkfield Row. Enjoy a tailored experience with all the comforts you desire.

  • 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.

Quick stats about vacation rentals in Winkfield Row

  • Total vacation rentals

    Explore 120 vacation rentals in Winkfield Row

  • Nightly prices starting at

    Winkfield Row vacation rentals start at G$6,268 GYD per night before taxes and fees

  • Verified guest reviews

    Over 3,550 verified reviews to help you choose

  • Family-friendly vacation rentals

    60 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    120 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!

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