
Holiday rentals in Winkfield Row
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Top-rated holiday rentals in Winkfield Row
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The Hayloft Suite, St Michaels Grange
The hayloft is a self contained and beautiful quirky addition to a private family home within a courtyard, secure in a gated environment, close to Bracknell centre but giving the feel of being in the country. A lovely place to relax, and enjoy the pub down the road after a days work. Perfect for anyone working in Bracknell from time to time or on a weekly basis who wants to feel more at home when away. Tea, coffee, milk, porridge pots and welcome treats included. Easy parking outside your door.

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.

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

Relaxing home near Legoland, Ascot, LaplandUK
This cosy cottage is situated in Windlesham, a pretty village in the Surrey Heath borough. Situated between Chobham Common and Swinley Forest, it is on the doorstep to some fantastic country walking and cycling routes; not to mention the famous golf courses in the area. Ideal location to visit Legoland, Thorpe Park, Ascot racing and Windsor castle. Heathrow Airport is only 15 miles away. Windlesham is known for the Boxing Day pram race and also a location to amazing gastro pubs.

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 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

Unique Dome | Glamping | Hot Tub | Surrey | Adults
Olive Pod is the ultimate cosy, private and picturesque geo dome retreat. Set on a fruit farm in Surrey, in its own secluded field behind tall fir trees, with no other pods or tents nearby. A firm favourite adults-only escape for proposals, anniversaries, birthdays and honeymoons - we can also decorate for your arrival ✨ The perfect place to unwind and recharge in a peaceful natural setting. Ideal for couples or friends. No infants, children or pets.

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

Delightful small converted barn

The Coach House

Ascot Spacious 2 bedroom flat Driveway Parking

A Hidden Gem

The Little White House at 28B

Magnolia Lodge - 4 Beds, Fabulous Garden, Parking

The Coach House

Lynwood Lodge
When is the best time to visit Winkfield Row?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $181 SGD | $150 SGD | $159 SGD | $177 SGD | $154 SGD | $304 SGD | $232 SGD | $237 SGD | $259 SGD | $256 SGD | $236 SGD | $231 SGD |
| 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
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 house rentals in Winkfield Row?
Experience the best of Winkfield Row with our house rentals, starting at about $40 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.
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.
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 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.
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 $38 SGD per night before taxes and fees

Verified guest reviews
Over 3,550 verified reviews to help you choose

Family-friendly holiday rentals
60 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
120 of Winkfield Row holiday rentals include wifi 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!
Destinations to explore
- Family-friendly rentals Winkfield Row
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- Flat rentals Winkfield Row
- House rentals Winkfield Row
- Rentals with outdoor seating Winkfield Row
- Rentals with a fireplace Winkfield Row
- Pet-friendly rentals Winkfield Row
- Rentals with a washing machine and dryer Winkfield Row
- South Downs National Park
- Tower Bridge
- Paddington
- Big Ben
- British Museum
- Covent Garden
- London Bridge
- Hampstead Heath
- St Pancras International
- Marble Arch
- Buckingham Palace
- Wembley Stadium
- Kings Cross
- Tottenham Court Road
- The O2
- Natural History Museum
- Trafalgar Square
- Piccadilly Theatre
- ExCeL London
- Battersea Power Station (disused)
- Emirates Stadium
- Royal Albert Hall
- Russell Square
- Olympia Events




