
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.

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.

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.

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

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.

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.

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

Stay central, stay cosy, stay private.

Welcoming 1 bedroom with lovely en-suite shower

Delightful Double Bedroom In Quiet Country Lane

Spacious and comfortable double room.

Large, stylish for 5, town 5 min walk, parking

Lovely light room in charming and quiet home

Modern Townhouse with Garden and Parking in Ascot

Modern, town centre, top floor apartment
When is the best time to visit Winkfield Row?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $244 NZD | $203 NZD | $215 NZD | $239 NZD | $208 NZD | $411 NZD | $314 NZD | $321 NZD | $350 NZD | $213 NZD | $215 NZD | $284 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 Apartment Rentals in Winkfield Row?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 20 homes with free parking, over 20 homes with wifi, over 20 homes with a kitchen, 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 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!
Destinations to explore
- Rentals with breakfast Winkfield Row
- Rentals with outdoor seating Winkfield Row
- Rentals with a patio Winkfield Row
- House rentals Winkfield Row
- Pet-friendly rentals Winkfield Row
- Rentals with a washing machine and dryer Winkfield Row
- Apartment rentals Winkfield Row
- Family-friendly rentals Winkfield Row
- Rentals with a fireplace Winkfield Row
- Tower Bridge
- Big Ben
- London Bridge
- Westminster Abbey
- British Museum
- Covent Garden
- Buckingham Palace
- Hampstead Heath
- The O2
- Trafalgar Square
- St Pancras International
- Emirates Stadium
- Wembley Stadium
- St Paul's Cathedral
- ExCeL London
- Camden Market
- London Stadium
- Clapham Common
- Alexandra Palace
- Paultons Park Home of Peppa Pig World
- University of Oxford
- Blenheim Palace
- Goodwood Motor Circuit
- Primrose Hill




