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Family-friendly vacation rentals in Windsor

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Windsor

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

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Cottage in Englefield Green

4.9 out of 5 average rating, 159 reviews

Luxury 5* 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.

Nov 2 – 9

G$47,656 GYD per night

Guest suite in Amersham

4.96 out of 5 average rating, 308 reviews

Peaceful, self-contained apartment on two levels

Overlooking private garden, situated in historic old town of Amersham, the apartment, once lived in by Roald Dahl, is close to restaurants, pubs, coffee shops plus fashion boutiques. Own entrance, fitted kitchen with electric hob, oven, microwave, fridge, washing machine. Also sitting room with sofa-bed, TV & DVD player, double bedroom with TV, bathroom with bath and separate shower unit. Full central heating, free Wi-Fi. Secluded outside seating area. Unlimited free parking in High Street.

Feb 26 – Mar 5

G$23,601 GYD per night

Barn in Warfield

4.91 out of 5 average rating, 732 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.

Jan 20 – 27

G$23,375 GYD per night

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 10 – 17

G$37,681 GYD per night

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

Feb 11 – 18

G$34,069 GYD per night

Cottage in Englefield Green

5.0 out of 5 average rating, 277 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.

Nov 26 – Dec 3

G$43,516 GYD per night

Guesthouse in Virginia Water

4.85 out of 5 average rating, 314 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)

May 8 – 15

G$16,847 GYD per night

Home in Horton

4.87 out of 5 average rating, 296 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.

Dec 7 – 14

G$31,513 GYD per night

Tiny home in Winkfield Row

4.8 out of 5 average rating, 247 reviews

Forest Lodge retreat for a work, couple or family

A large Lodge beautifully situated overlooking the tropical garden and pool, 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.

Jan 22 – 29

G$21,111 GYD per night

Apartment in Cookham

4.94 out of 5 average rating, 513 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 14 – 21

G$34,749 GYD per night

Home in Hampshire

4.98 out of 5 average rating, 331 reviews

Cozy 17th Century Cottage in Jane Austen's Chawton

A 17th century, beautiful cottage set in Chawton village, and a minute's walk from Jane Austen's house & museum. It has good access to London via train or car and is the perfect escape to a quintessential English village and countryside experience. We love the cottage for its unique charm and warmth, and we hope to extend that to you during your stay!

Oct 28 – Nov 4

G$27,097 GYD per night

Guest suite in Datchet

4.96 out of 5 average rating, 205 reviews

Self Contained Annex, Datchet

The flat at Littlecroft is a comfortable self-contained 1 bedroom annex to the main house that can sleep 4 ( one king bed and one double sofa bed). It's within 10 - 15 mins walking distance of Datchet village/station with both Windsor and London connections and a short drive from Heathrow and the motorway network.

Oct 15 – 22

G$18,936 GYD per night

Vacation rentals for every style

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Cottages

Quaint homes, peaceful surroundings

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Apartments

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Popular amenities for Windsor family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Cabin in Reading

4.92 out of 5 average rating, 125 reviews

Summer cabin (S/C) with outdoor bbq & hot-tub

Jan 1 – 6

G$23,878 GYD per night

Cottage in Baughurst

4.96 out of 5 average rating, 302 reviews

Luxury rural thatched cottage with cedar hot tub.

Dec 13 – 20

G$67,497 GYD per night

Apartment in London

4.85 out of 5 average rating, 41 reviews

Large 2-Bedroom Apartment in Chelsea

Aug 31 – Sep 7

G$70,311 GYD per night

Condo in London

4.83 out of 5 average rating, 12 reviews

Spacious One Bedroom Flat in Central London

Oct 9 – 16

G$37,553 GYD per night

Condo in London

5.0 out of 5 average rating, 22 reviews

Excellent 2 Bed/1 Bath Flat in Zone 2

Mar 18 – 25

G$35,270 GYD per night

Apartment in London

4.97 out of 5 average rating, 68 reviews

Modern Apartment

Mar 28 – Apr 4

G$68,239 GYD per night

Apartment in London

4.88 out of 5 average rating, 74 reviews

Flat near Big Ben and Trafalgar Square

Oct 19 – 26

G$164,360 GYD per night

Condo in London

4.81 out of 5 average rating, 158 reviews

Modern & bright flat near Portobello market

Jul 28 – Aug 4

G$43,542 GYD per night

Family- and pet-friendly home rentals

Chalet in Benson

4.91 out of 5 average rating, 258 reviews

Mizpah Ecolodge

Jun 10 – 17

G$22,160 GYD per night

Home in Buckinghamshire

4.92 out of 5 average rating, 143 reviews

The Stables, Little Marlow

Jan 20 – 27

G$108,171 GYD per night

Apartment in Gerrards Cross

4.79 out of 5 average rating, 225 reviews

Central Apartment | Fast Train | Allocated Parking

May 22 – 29

G$29,825 GYD per night

Home in Woking

4.91 out of 5 average rating, 180 reviews

Country House Woking S/C 2 person Annex

Mar 17 – 24

G$23,016 GYD per night

Guesthouse in Bennett End

4.87 out of 5 average rating, 405 reviews

Mary's Cabin

Nov 18 – 25

G$21,404 GYD per night

Bungalow in Tutts Clump

4.96 out of 5 average rating, 237 reviews

Garden Cottage..pretty countryside location

Dec 13 – 20

G$34,382 GYD per night

Bungalow in Tidmarsh

4.93 out of 5 average rating, 179 reviews

Self Contained Detached Property on the River Pang

Nov 29 – Dec 6

G$44,982 GYD per night

Apartment in Hampton Wick

4.8 out of 5 average rating, 132 reviews

2 bed flat - SW London with parking

Oct 29 – Nov 5

G$37,369 GYD per night

Family-friendly home rentals with a pool

Cottage in Buckinghamshire

4.97 out of 5 average rating, 289 reviews

Family friendly - rural, detached, home from home

Oct 27 – Nov 3

G$41,424 GYD per night

Farm stay in Guildford

4.98 out of 5 average rating, 104 reviews

The Luxury Cottage

Feb 1 – 8

G$51,002 GYD per night

Farm stay in Chinnor

4.91 out of 5 average rating, 116 reviews

The Pool House at Upper Farm (near Thame/Oxford)

May 31 – Jun 7

G$87,619 GYD per night

Cottage in Wraysbury

4.82 out of 5 average rating, 153 reviews

Old Wharf Cottage - Riverside Living with Pool

Oct 23 – 30

G$206,055 GYD per night

Guesthouse in Godalming

4.93 out of 5 average rating, 72 reviews

Bright spacious barn conversion.

Aug 30 – Sep 6

G$20,583 GYD per night

Townhouse in London

4.75 out of 5 average rating, 96 reviews

2 BR Victorian House w/ Fireplace & Garden

Jul 16 – 23

G$104,914 GYD per night

Home in Buckinghamshire

4.95 out of 5 average rating, 57 reviews

Major part of idyllic home

Jul 19 – 26

G$129,732 GYD per night

Apartment in London

4.87 out of 5 average rating, 61 reviews

Wimbledon studio 350 m from Tennis

Nov 10 – 17

G$38,490 GYD per night

Quick stats about vacation rentals that are family-friendly in Windsor

Total rentals
380 properties
Wifi availability
380 properties include access to wifi
Rentals with dedicated workspaces
130 properties have a dedicated workspace
Pet-friendly rentals
60 properties allow pets
Total number of reviews
8.6K reviews
Nightly prices starting at
G$6,272 GYD before taxes and fees

Destinations to explore