
Family-friendly holiday rentals in Winkfield Row
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Winkfield Row
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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.

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

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.

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

Studio West & Petting Farm-Near Legoland- Lapland
STUDIO WEST is located at Willow Court Farm in Oakley Green and only 5-10 minutes drive away from LEGOLAND, Lapland UK and Windsor town centre so is perfectly located for a great stay. We have private award winning detached open plan modern holiday studios providing unique accommodation with easy access to the all the fantastic places to visit in the surrounding area. Guests can feed the various animals on the farm including the 6 pigs, 9 pygmy goats, 6 sheep, turkey ducks and chicken.

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.

The Coach House
The Coach House is a totally unique property, nestled in the peaceful surroundings of Chobham Common. Spread over two floors, this charming accommodation offers 2 bedrooms, 2 bathrooms, a sitting room, a dining room, a kitchen, & a utility room. There is also an outdoor seating area equipped with barbeque, perfect for unwinding. The quirky design & characterful features of this historic building add to its charm & make it a truly delightful place to stay.

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.

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 family-friendly rentals
Family-friendly home rentals with a hot tub

Oak Tree Retreat

Tinkerbell Retreat

A luxury barn conversion Bramley, near Guildford

Country retreat with extensive leisure facilities

Riverside Log Cabin+Luxury Hot Tub Spa+Copper bath

Unique Dome | Glamping | Hot Tub | Surrey | Adults

Luxury rural thatched cottage with cedar hot tub.

Crestyl Cottage riverside barn for 2 with hot tub
Family- and pet-friendly home rentals

Beautiful 3 bed home with large driveway parking

Elegant new build 2-bed family home with garden

Pet friendly Farm stay in amazing countryside

Restored Pump House on Country Estate

Ground floor studio flat

Ty Bach

Charming terrace in the heart of Bray village

"Koti" Grade II Listed Flat in Wokingham
Family-friendly home rentals with a pool

The Mill House

The Party Barn

Spacious Sunny Apartment

Wellness Escape by River: Sauna, Pool, Hot Tub

Old Wharf Cottage

Bucks Green Place Beautiful Converted Barn

3 miles to Royal Ascot, pool, sleeps 12 in 2 acres

South Wing of Country House
When is the best time to visit Winkfield Row?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $332 SGD | $295 SGD | $294 SGD | $351 SGD | $281 SGD | $478 SGD | $404 SGD | $329 SGD | $317 SGD | $317 SGD | $309 SGD | $312 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 |
Quick stats about holiday rentals that are family-friendly in Winkfield Row

Total holiday rentals
Explore 60 holiday rentals in Winkfield Row

Nightly prices starting at
Winkfield Row holiday rentals start at $38Â SGD per night before taxes and fees

Verified guest reviews
Over 1,390 verified reviews to help you choose

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
60 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!
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- House rentals Winkfield Row
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- Pet-friendly rentals Winkfield Row
- Rentals with outdoor seating Winkfield Row
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- Flat rentals Winkfield Row
- Family-friendly rentals Berkshire
- Family-friendly rentals England
- Family-friendly rentals United Kingdom
- 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





