Family-friendly vacation rentals in Winkfield Row

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Top-rated family-friendly rentals in Winkfield Row

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Guest favorite

An open-plan living space features a wooden ceiling beam, creating a cozy ambiance. The kitchen is equipped with modern appliances, and a comfortable seating area is arranged with stylish chairs and a sofa, with natural light flowing in through the large windows.

Cottage in Winkfield Row

4.91 out of 5 average rating, 223 reviews

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.

Guest favorite

A charming exterior of the converted barn is framed by lush greenery, featuring a wooden deck and double doors. A cozy outdoor seating area with wicker chairs and a table is surrounded by an assortment of potted plants and flowers, enhancing the tranquil garden setting.

Barn in Warfield

4.91 out of 5 average rating, 833 reviews

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

Guest favorite

A cozy sleeping area features a double bed with a soft green bedspread and an assortment of pillows in various colors. A light pink throw blanket is neatly arranged across the bed. A bedside table holds a notebook, and a wardrobe is visible in the background.

Home in Ascot

4.95 out of 5 average rating, 152 reviews

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.

Top guest favorite

A cozy nook features a single bed situated in the eaves, adorned with a light-colored patterned duvet. A friendly teddy bear rests atop the bed. Warm light filters through a nearby window, illuminating the space with gentle brightness.

Guesthouse in Binfield

4.98 out of 5 average rating, 175 reviews

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.

Guest favorite

A cozy sleeping area features a spacious bed with neutral bedding against a softly colored wall. A small armchair and a light-colored rug complement the wooden flooring. Wall-mounted shelves display framed images, and a small closet provides additional storage.

Guest suite in White Waltham

4.94 out of 5 average rating, 432 reviews

Completely separate self-contained studio flat

Self-contained double room with en-suite shower room and kitchen area. Private access and parking. Completely private stand-alone studio but part of our home. Suitable for professional person/couple for short let periods. Ideal Monday-Friday but good for weekends to visit local area too. Free wi-fi, TV. A car is essential. Located in White Waltham village just outside Maidenhead. Easy access to Junction 8/9 of M4 and Maidenhead station. Also handy for Windsor, Henley, Ascot, Reading

Top guest favorite

A detached house with a brick and stucco exterior is visible. A paved driveway accommodates two vehicles, including a dark sedan and a blue SUV. Landscaping features a short hedge and a gravel area, framed by blue skies and a few scattered clouds.

Guesthouse in Berkshire

4.98 out of 5 average rating, 144 reviews

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.

Top guest favorite

The exterior of the lodge is showcased at night, highlighting warm lighting that illuminates the brick and wood paneling. Window shutters are closed, and a pathway leads to the entrance, accompanied by foliage and outdoor elements.

Guesthouse in Bracknell Forest

4.98 out of 5 average rating, 224 reviews

Self-contained Garden Lodge

A newly refurbished, detached and self-contained lodge next to our family home in Bracknell. Lovely quiet location, 0.7 miles from central Bracknell (Lexicon). A modern bedroom with a snack/drink station and an ensuite shower room. Full access to a 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

Guest favorite

A spacious lounge features a comfortable gray sofa with decorative cushions. A modern black television is mounted on the wall, reflecting natural light from the nearby entrance. A minimalist marble coffee table sits at the center, enhancing the room's contemporary feel.

Apartment in Sunningdale

4.99 out of 5 average rating, 118 reviews

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.

Guest favorite

A modern bedroom is showcased with a spacious bed in the foreground and a large window offering views of the outside. A desk and ergonomic chair are positioned nearby, complemented by minimalistic decor on the walls. Natural light filters into the room, enhancing its inviting atmosphere.

Condo in Bracknell

4.97 out of 5 average rating, 131 reviews

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.

Guest favorite

Cottage in Warfield

4.98 out of 5 average rating, 290 reviews

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

Top guest favorite

A charming self-contained cottage is set within a lush private garden, characterized by brick exterior and a slate roof. A welcoming door leads to the entrance, framed by greenery and flowering plants, with a spacious lawn surrounding the building.

Cottage in Windsor and Maidenhead

4.96 out of 5 average rating, 808 reviews

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.

Top guest favorite

A lounge area features a spacious sectional sofa adorned with decorative pillows. A light-colored coffee table sits in front, complementing the neutral-toned carpet. Natural light enters through a nearby window, and a sleek mirror reflects a modern ambiance.

Barn in Surrey

4.96 out of 5 average rating, 104 reviews

Cosy Garden Cabin

Located in the centre of Bagshot Village this self contained garden building is ideally located as a base to stay whilst visiting surrounding attractions. The cabin has 1 bedroom with a double bed Ensuite shower room. Lounge/kitchen area with sofa, TV, Fridge, Washing Machine, Dishwasher and electric Hob. Windsor is approx 20 mins away by car. Ascot is approx 10 mins away by car. Bagshot Station is a 10 minute walk away