
Holiday houses in Winkfield Row
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Top-rated holiday rentals in Winkfield Row
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Five Star Boutique House near Windsor Castle, Ascot & London
This Grade 11 listed Mews property was built in 1872 and offers contemporary, luxurious living space. Luxurious king size beds, beautiful bathrooms, abundant art and character; the properties look onto an ancient courtyard with fountain, secure behind private gates with parking. The location is exceptional. Windsor Great Park is a 10 min stroll away, and Windsor is 3 miles away, Wentworth Golf Club and Ascot are all within 6 miles. Central London is 35 minutes by train. Heathrow is 6 miles 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.

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

A Hidden Gem
A character cottage, tucked away, in the heart of gastronomic Bray - renowned for its Michelin-starred restaurants: The Waterside, The Fat Duck, the Hind's Head and Caldesi, all within easy walking distance of the cottage. Lych Cottage is a two-bed semi-detached property, completed to a high standard. It provides a stylish place to stay for those wishing to enjoy the comforts of home whilst availing themselves of the local amenities. The first night's stay includes a continental breakfast.

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.

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.

Romantic Cabin w/ Hot Tub & Fire Pit
Escape to this luxury countryside retreat, perfect for couples or families, just 40 minutes from Central London. Sleeping up to four guests, this private farm hideaway blends comfort and style with peaceful surroundings. relax in your own hot tub under the stars, cosy up by the fire pit, or enjoy a slow morning in the roll-top bath - the perfect setting to unwind and reconnect.

Private annexe in Old Windsor.
A private double bedroom annexe, with its own entrance, separated from main house. Private bathroom and full use of the gymnasium and lovely garden. (which includes a small wood area). The house is situated right on the doorstep of Windsor Great Park, in Old Windsor. Windsor town centre is 3 miles away and we are close to Heathrow and the M25 and M4.

Robin’s Rest @ Scotlands House
Enjoy peaceful views of robins and deer across a field towards a stream. This unique space is peaceful and tranquil yet is also walking distance from the hustle and bustle of The Lexicon in Bracknell. Finished to an exceptional standard, Robin’s Rest @ Scotlands House offers luxury and tranquility, ideal for a weekend escape or longer stay.
Popular amenities for Winkfield Row holiday rentals
Other great holiday rentals in Winkfield Row

Unique Cottage, Beautiful Views, Ascot, Windsor

The Potting Shed - boutique countryside hideout

Ascot Spacious 2 bedroom flat Driveway Parking

Calm spacious home w/ large terrace & free parking

Luxury House, Jennett's Park

Comfortable Courtyard Studio in Wokingham

Ascot Annex

The Copper Castle with petting farm near Legoland
When is the best time to visit Winkfield Row?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $231 AUD | $213 AUD | $206 AUD | $192 AUD | $167 AUD | $330 AUD | $252 AUD | $257 AUD | $281 AUD | $278 AUD | $256 AUD | $250 AUD |
| 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 condo rentals in Winkfield Row?
Experience the best of Winkfield Row with our condo 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 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 condo rentals in Winkfield Row have a kitchen?
Absolutely! We offer over 10 condo 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 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 60 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 $42 AUD per night before taxes and fees

Verified guest reviews
Over 3,410 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
110 of Winkfield Row holiday 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!
Destinations to explore
- House rentals Winkfield Row
- Rentals with a patio Winkfield Row
- Family-friendly rentals Winkfield Row
- Rentals with breakfast Winkfield Row
- Rentals with a washing machine and dryer Winkfield Row
- Pet-friendly rentals Winkfield Row
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- Apartment rentals Winkfield Row
- South Downs National Park
- Paddington
- Covent Garden
- St Pancras International
- British Museum
- Hampstead Heath
- Kings Cross
- The O2
- Buckingham Palace
- Marble Arch
- Wembley Stadium
- Tower Bridge
- Tottenham Court Road
- London Bridge
- Big Ben
- Trafalgar Square
- ExCeL London
- Emirates Stadium
- Battersea Power Station (disused)
- Royal Albert Hall
- Russell Square
- Olympia Events
- Borough Market
- Clapham Common





