Family-friendly vacation rentals in Sunningdale

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Top-rated family-friendly rentals in Sunningdale

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

Barn in Warfield

4.91 out of 5 average rating, 735 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. A few miles from Ascot and Royal Windsor, Train stations to London and Reading.

Mar 1 – 8

R2,048 ZAR per night

Superhost

Cottage in Windsor

4.79 out of 5 average rating, 281 reviews

Gale Cottage

Gale Cottage combines classic country charm with modern styling. The Cottage looks out over a landscaped courtyard affording privacy and a stunning view including a medieval church and Grade 1 Listed surroundings. Part of the Dorney Court Estate, the Cottage is a stone's throw from Dorney Lake (2012 Olympic Venue) and a short walk to Dorney's wonderful Walled Garden Centre with its delightful cafe perfect for breakfast or lunch during your stay. Two village pubs are also conveniently close by.

Oct 17 – 24

R3,344 ZAR per night

Guest favorite

Guest suite in Nr Bracknell

4.96 out of 5 average rating, 116 reviews

4 people, beautiful views, near Legoland & Lapland

Lovely, 2-bed modern apartment, fantastic views over the gardens. Spacious apartment for 4 people in a quiet countryside setting, 1.5 miles to the Lexicon town centre & excellent shops, entertainment, eating, cinema. 5 miles to Legoland, 3 miles to Ascot (the races). 50 minutes into London Waterloo or Paddington from Maidenhead in 18 minutes. *NEW* Meta Quest 2 available to rent Great fun for all the family! £ 15 per stay 2 x 4k TV's, Disney, Netflix and SNES mini Bikes available to hire

Jan 22 – 29

R3,023 ZAR per night

Guest favorite

Home in Englefield Green

4.94 out of 5 average rating, 140 reviews

Charming Mews House near Windsor Castle, London and Ascot

This Grade 11 listed Mews property was built in 1872 and offers contemporary, luxurious living space. Luxurious beds, a beautiful bathroom, 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.

Mar 20 – 27

R3,741 ZAR per night

Guest favorite

Cottage in Surrey

4.99 out of 5 average rating, 195 reviews

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.

Sep 21 – 28

R5,825 ZAR per night

Guest favorite

Cottage in Englefield Green

5.0 out of 5 average rating, 278 reviews

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.

Mar 1 – 8

R3,786 ZAR per night

Guest favorite

Guesthouse in Virginia Water

4.85 out of 5 average rating, 316 reviews

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)

Jan 16 – 23

R1,495 ZAR per night

Guest favorite

Home in Horton

4.87 out of 5 average rating, 297 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.

May 12 – 19

R2,797 ZAR per night

Guest favorite

Tiny home in Winkfield Row

4.8 out of 5 average rating, 247 reviews

Forest Lodge retreat for work, couple or family

A large Lodge beautifully situated overlooking the tropical garden no pool available at this time , comfortably accommodating 2 adults or a family of 4. Self-contained with ensuite, kitchenette and bedroom living area. Smart Flatscreen TV. Free WiFi throughout. Large executive desk to work at if on work staycation. Enjoy the wonderful sunsets whilst seated on the balcony surrounded by the beautiful garden and seasonal pool. Continental breakfast provided.

Mar 18 – 25

R1,874 ZAR per night

Guest favorite

Home in Billingshurst

4.99 out of 5 average rating, 132 reviews

Country Retreat, The Old Cowshed - Sussex

Unwind and relax at The Old Cowshed, a cosy sanctuary "away from it all". Situated on a farm down a long drive, the property is close to London but set in beautiful countryside on the edge of the South Downs National Park. A quiet retreat for those who like the country; wildlife abounds and you can walk for miles straight from the front door. Great place for a couple (& young child). There is scope to do as little or as much as you want!

Aug 27 – Sep 3

R2,857 ZAR per night

Guest favorite

Apartment in Cookham

4.94 out of 5 average rating, 517 reviews

Old Butchers Wine Cellar 15th Century Apartment

Our restored 15th century apartment is in a unique position on Cookham High Street, located within 500 meters to 7 different restaurants and pubs and four Michelin Star restaurants within 3 miles. Situated above our beautiful wine shop with a pop up wine bar on Thursday, Friday and Saturday nights. We have very comfortable beds, 100% cotton sheets and towels. The perfect choice for couples, business travellers and families.

Feb 11 – 18

R3,084 ZAR per night

Superhost

Home in Woking

4.91 out of 5 average rating, 181 reviews

Country House Woking S/C 2 person Annex

The Annexe is a comfortable, light & airy, completely s/c furnished building suitable for 2 people & built from oaks felled in our garden. The Annexe has a double bedroom, bathroom + bath & shower, living room, kitchenette & 2 sleeping platforms. Central heating & wifi, TV & secure parking. We are a 30 min walk from the station and buses and taxis are easily available.

Mar 31 – Apr 7

R2,043 ZAR per night