
Holiday houses in Winkfield Row
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Top-rated holiday rentals in Winkfield Row
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Unique Cottage, Beautiful Views, Ascot, Windsor
This is the perfect hideaway to retreat, unwind and escape from the pressures of life. The cottage is a newly refurbished, converted stable block, set in a unique location. Close to historic towns & villages including Ascot and Windsor with direct trains from London Waterloo and close to the M4, M25 & M3. A plethora of Michelin starred restaurants, wonderful walks in Windsor Great Park, Virginia Water & the neighbouring Chilterns await you! Ideally situated for visiting Lapland UK and Legoland.

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

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.

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.

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.

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.

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

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.

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.

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.

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

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.
Popular amenities for Winkfield Row holiday rentals
Other great holiday rentals in Winkfield Row

Modern Living Near Town Center

Guest annex - own entrance

Town centre, 1 bedroom, parking & patio

3BR Home for Contractors & Families|Wifi + Parking

Central location close to Windsor and Legoland

The White Room

Riverside Log Cabin+Luxury Hot Tub Spa+Copper bath

Garden Lodge – Private Guest Suite in Bracknell
When is the best time to visit Winkfield Row?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $243 NZD | $201 NZD | $213 NZD | $238 NZD | $207 NZD | $408 NZD | $312 NZD | $318 NZD | $348 NZD | $212 NZD | $213 NZD | $282 NZD |
| Avg. temp | 5°C | 5°C | 7°C | 9°C | 13°C | 16°C | 18°C | 17°C | 15°C | 11°C | 8°C | 5°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 400 vacation rentals in Winkfield Row, over 350 vacation rentals in Ascot, and over 250 vacation rentals in Harmans Water.
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 50 homes with free parking, over 60 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 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 house rentals in Winkfield Row have wifi?
Absolutely! We offer over 60 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 50 house rentals with free parking in Winkfield Row. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Winkfield Row have a kitchen?
Absolutely! We offer over 50 house rentals with a kitchen in Winkfield Row. Enjoy a tailored experience with all the comforts you desire.
Quick stats about holiday rentals in Winkfield Row

Total holiday rentals
Explore 130 holiday rentals in Winkfield Row

Nightly prices starting at
Winkfield Row holiday rentals start at $17 NZD per night before taxes and fees

Verified guest reviews
Over 3,700 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
120 of Winkfield Row holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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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- Tower Bridge
- London Bridge
- Big Ben
- Westminster Abbey
- British Museum
- Covent Garden
- Buckingham Palace
- Hampstead Heath
- Trafalgar Square
- The O2
- St Pancras International
- St. Paul's Cathedral
- Wembley Stadium
- Emirates Stadium
- ExCeL London
- Camden Market
- London Stadium
- Clapham Common
- Alexandra Palace
- Goodwood Motor Circuit
- Paultons Park Home of Peppa Pig World
- Oxford University
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- Primrose Hill




