Family-friendly holiday rentals in Ascot

4.92 out of 5 average rating, 397 reviews

Place to stay

Tree Space ~ Surrey summer break heaven

Tree Space is a tranquil haven tucked beneath majestic beech trees where peace and nature co-exist in harmony. The moment you arrive, there’s a sense of release—a chance to exhale deeply and step away from the pace of daily life. Surrounded by natural beauty, Tree Space offers an atmosphere of gentle sanctuary where you can reconnect with yourself and the natural world around you. It is a low impact log cabin inspired by African lodges- cosy and snug in winter and light and bright in summer.

4.91 out of 5 average rating, 820 reviews

Barn

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

4.93 out of 5 average rating, 109 reviews

5* Boutique House Nr Windsor Castle, Ascot, London

This Grade 11 listed Mews property was built in 1872 and offers contemporary, five star living space. Luxurious king size beds, beautiful bathrooms, abundant art and character; the property 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 within 6 miles. Central London is 35 minutes by train. Heathrow is 6 miles away.

Superhost

Apartment

4.86 out of 5 average rating, 188 reviews

Awesome 3 bed with parking & WIFI, town 5 min walk

Fantastic location for business or holiday. 10 min walk from Bracknell train & bus stations. Very close to Ascot for races, 7 miles to Windsor Castle and 6 miles to Legoland! Sleeps 6, plus the flat downstairs is available separately which sleeps 2- 3. 100mb WiFi Driveway for up to 2 cars (pls ask if in a van) Parking on the left side of drive takes 2 cars one behind the other. Close to London, M4 and M3 5 mins walk to The Lexicon town centre, for restaurants, bars and shopping.

4.99 out of 5 average rating, 223 reviews

Cottage

Luxury 4 bedroom cottage near Guildford, sleeps 6

A self-contained cottage situated in a quiet position surrounded by woodland within 4 miles of Guildford town centre and refurbished to a high standard with fully equipped kitchen and a utility room with washing machine, tumble drier and downstairs toilet. There are four bedrooms , one ensuite and family bathroom. Parking for 3 cars. Large garden with patio and seating and large netted trampoline for use at your own risk. People from all backgrounds are welcome in our home.

5 out of 5 average rating, 347 reviews

Cottage

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.

4.86 out of 5 average rating, 445 reviews

Guest house

Cosy Cabin Virginia Water/Longcross

A separate, detached self contained cabin with private access, situated next to our home . Our cosy cabin has a cosy living area with sofa, a fully equipped kitchen area, separate bathroom with shower and a double bedroom with a 4ft double bed, wardrobe and drawers. Heating/air conditioning. Tea, coffee, sugar and milk provided. Driveway parking space available on request (driveway may not be suitable for large vehicles, however there is plenty of free on street parking)

4.87 out of 5 average rating, 336 reviews

Modern, spacious 2 bedroom and secure parking

Modern and spacious 2 double bedroom bungalow is located 5 mins from Heathrow. Bus service to and from Heathrow T5. Windsor, Legoland with close proximity car. Liquid Leisure is merely 2 minutes drive and British Rail Wraysbury train station is within 5mins car or 20mins walk from the property and it goes to Windsor and Waterloo London. Secure gated parking, close to local travel amenities. Comfortably fits 4 and being a bungalow it is suitable for the elderly too.

4.97 out of 5 average rating, 120 reviews

River Thames near Windsor, Heathrow & London

Our home sits on the beautiful river Thames in Wraysbury near Windsor. The river runs past the end of the garden. There is a large west facing terrace, from the master bedroom. There is a large living room, kitchen and dinning room. 3 double bedrooms. There's parking for 2 cars in the garden. Windsor, Windsor castle and Lego land are about 20mins away my car. From Wraysbury station you can get into London Waterloo in 42mins. Heathrow is only 15mins drive away.

4.99 out of 5 average rating, 162 reviews

Country Retreat, The Old Cowshed - Sussex

Rural retreat near the South Downs – escape to The Old Cowshed, a cosy, private hideaway just over an hour from London. Tucked away at the end of a long farm drive, on the edge of the South Downs National Park, it offers a true “get away from it all” experience. Surrounded by nature and wildlife, with miles of walking trails on your doorstep, it’s ideal for couples (and a young child) looking to unwind. There’s scope to do as little or as much as you like!

Superhost

Barn

4.92 out of 5 average rating, 156 reviews

Stylish Lodge in rural setting near Guildford

Light and airy renovated Guest House with separate entrance in a rural setting, between villages of Pirbright, Worplesdon and Normandy with views of field/garden. Located 8 minutes drive outside Guildford, 6 miles from Woking, close to Surrey Sports Park, great train service to London. Beautiful surrounding countryside for walks/cycling - walk from property to local pub. Great spot to visit friends, Surrey, Hampshire and west/south west side of London.