
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.

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.

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

Self-contained studio Wokingham
A self-contained newly build 20 m2 studio with separate entrance and parking. The studio is comprised of an en-suite bathroom, a super-king bed, a tall boy and a work desk. A kitchenette just next to the room with fridge freezer, microwave, kettle, toaster, coffee machine, washing machine and a tumble dryer. “The kitchenette doesn’t have a stove or an oven.” The studio is brand new and built to high standards. The studio is a 15 minutes walk to Wokingham train station and town centre.

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.

Modern studio apartment in Warfield, Bracknell
Self-contained studio annexe in a quiet cul-de-sac with comfortable double bed, kitchen area, shower room, lounge area and private entrance. Plenty of street parking available. Free WiFi access Breakfast: tea/coffee/milk/cereals/bread and preserves provided to set you up for your day :-) Iron/ironing board/airer provided
Popular amenities for Winkfield Row family-friendly rentals
Family-friendly home rentals with a hot tub

The Pool House

Oak Tree Retreat

Hot tub, luxury shepherd's hut, private & secluded

Tinkerbell Retreat

A luxury barn conversion Bramley, near Guildford

Luxury self-contained Annexe with balcony Jacuzzi

Hot Tub Retreat – Romantic Glamping Escape

Private Unique Dome | Glamping | Hot Tub | Surrey
Family- and pet-friendly home rentals

Beautiful 3 bed home with large driveway parking

Gardener's Bothy loft apartment, peaceful location

The Orchard

Gorgeous CountryCottage overlooking Windsor Castle

Lovely house, beautiful kitchen with FREE parking!

Self contained Barn, Idyllic location, Binfield

Lovely annex, courtyard garden and private access

Woodland Hideaway
Family-friendly home rentals with a pool

Family friendly - rural, detached, home from home

Two Bed Large Countryside Barn with Indoor Pool

Romantic Swedish cabin in magical setting

Island Hideaway on the Thames

Martyr Worthy Home with a View

Lodge Farm Country Residence

Bucks Green Place Beautiful Converted Barn

South Wing of Country House
When is the best time to visit Winkfield Row?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £148 | £259 | £168 | £209 | £168 | £285 | £206 | £232 | £247 | £250 | £228 | £180 |
| 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 £15 per night before taxes and fees

Verified guest reviews
Over 1,320 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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