We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Airbnb your place

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.

0 of 0 items showing

1 of 3 pages

1 of 3 pages

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

$333 CAD per night

Guest favourite

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.

Nov. 7 – 14

$156 CAD per night

Guest favourite

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.

Apr. 22 – 29

$158 CAD per night

Cottage in Windsor

4.79 out of 5 average rating, 280 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. 12 – 19

$256 CAD per night

Guest favourite

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. 27 – Mar. 6

$260 CAD per night

Guest favourite

Cabin in Reading

4.92 out of 5 average rating, 125 reviews

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

Located behind the owner's house, set in own grounds of 0.5 acre close to Mapledurham Lock on the River Thames, 200 yards from the Thames Path. Perfect for walkers, cyclists, canoeists, and families with kids happy to pitch a tent in the grounds. Ideal R & R place. S/C only. Outdoor 4-burner gas grill and microwave provided. Basic cooking essentials with tea & coffee supplied. Convenience store open 8am - 9:30pm is a 5 minute walk. Hot tub and large grounds. Laundry available on request.

Apr. 18 – 23

$157 CAD per night

Guest favourite

Apartment in London

4.98 out of 5 average rating, 352 reviews

Swifts Yard *ENTIRE* 1 bed flat Vintage Industrial

Entire 1 bed flat, styled on Vintage Industrial, set in a private Victorian gated yard. Stunning city views from the street. A quiet, fully equipped space, right next to Crystal Palace Triangle which has 50+ bars, restaurants & shops with luxury Everyman Cinema & bar. 9mins walk to Over Ground Tube & Rail. A Dinosaur Park, Sports Centre & Horniman Museum are minutes away. Luxury UK King size bed. Great for fun or work. Please ask if you require a longer stay than days visible on the calendar.

Feb. 21 – 28

$194 CAD per night

Guest favourite

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.

Oct. 2 – 9

$292 CAD per night

Guest favourite

Guesthouse in Virginia Water

4.85 out of 5 average rating, 313 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. 23 – 30

$111 CAD per night

Guest favourite

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.

Sep. 16 – 23

$219 CAD per night

Guest favourite

Tiny homes 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. 14 – 21

$150 CAD per night

Guest favourite

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

$239 CAD per night

Vacation rentals for every style

Get the amount of space that is right for you.

Cottages

Quaint homes, peaceful surroundings

Houses

A space that's all yours, with room for everyone

Apartments

Convenient locations with everyday essentials

Popular amenities for Windsor family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Guest favourite

Cottage in Baughurst

4.96 out of 5 average rating, 301 reviews

Luxury rural thatched cottage with cedar hot tub.

Dec. 13 – 20

$445 CAD per night

Apartment in London

4.77 out of 5 average rating, 136 reviews

Lovely 2 bedroom penthouse, Kings Cross St Pancras

Dec. 28 – Jan. 4

$468 CAD per night

Guest favourite

Apartment in London

4.85 out of 5 average rating, 41 reviews

Large 2-Bedroom Apartment in Chelsea

Aug. 31 – Sep. 7

$482 CAD per night

Apartment in London

4.84 out of 5 average rating, 51 reviews

Quiet one-bedroom apartment

Dec. 22 – 29

$310 CAD per night

Condo in London

4.83 out of 5 average rating, 12 reviews

Spacious One Bedroom Flat in Central London

Oct. 9 – 16

$254 CAD per night

Guest favourite

Condo in London

5.0 out of 5 average rating, 22 reviews

Excellent 2 Bed/1 Bath Flat in Zone 2

Mar. 18 – 25

$247 CAD per night

Apartment in London

4.88 out of 5 average rating, 74 reviews

Flat near Big Ben and Trafalgar Square

Oct. 19 – 26

$1,145 CAD per night

Guest favourite

Apartment in London

4.97 out of 5 average rating, 68 reviews

Modern Apartment

Apr. 24 – May 1

$516 CAD per night

Family- and pet-friendly home rentals

Guest favourite

Chalet in Benson

4.91 out of 5 average rating, 258 reviews

Mizpah Ecolodge

Sep. 1 – 8

$153 CAD per night

Guest favourite

Home in Buckinghamshire

4.92 out of 5 average rating, 143 reviews

The Stables, Little Marlow

Mar. 18 – 25

$733 CAD per night

Guest favourite

Apartment in London

4.96 out of 5 average rating, 135 reviews

Classic and Cosy Central London pad

Feb. 13 – 20

$294 CAD per night

Guesthouse in Bennett End

4.87 out of 5 average rating, 405 reviews

Mary's Cabin

Jun. 8 – 15

$97 CAD per night

Apartment in Gerrards Cross

4.79 out of 5 average rating, 226 reviews

Central Apartment | Fast Train | Allocated Parking

May 22 – 29

$192 CAD per night

Home in Woking

4.91 out of 5 average rating, 180 reviews

Country House Woking S/C 2 person Annex

Sep. 13 – 20

$155 CAD per night

Guest favourite

Place to stay in Hindhead

4.92 out of 5 average rating, 339 reviews

Bright, spacious, cosy cabin. Great view.

Aug. 10 – 17

$223 CAD per night

Guest favourite

Bungalow in Tutts Clump

4.96 out of 5 average rating, 237 reviews

Garden Cottage..pretty countryside location

Apr. 18 – 25

$233 CAD per night

Family-friendly home rentals with a pool

Guest favourite

Farm stay in Guildford

4.98 out of 5 average rating, 104 reviews

The Luxury Cottage

Mar. 3 – 10

$346 CAD per night

Guest favourite

Cottage in Buckinghamshire

4.97 out of 5 average rating, 289 reviews

Family friendly - rural, detached, home from home

Oct. 27 – Nov. 3

$278 CAD per night

Guest favourite

Farm stay in Chinnor

4.91 out of 5 average rating, 116 reviews

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

Oct. 13 – 20

$469 CAD per night

Apartment in London

4.79 out of 5 average rating, 130 reviews

Spacious Designer Garden Flat in Hackney

Sep. 30 – Oct. 7

$266 CAD per night

Cottage in Wraysbury

4.82 out of 5 average rating, 153 reviews

Old Wharf Cottage - Riverside Living with Pool

Oct. 23 – 30

$1,408 CAD per night

Guest favourite

Guesthouse in Godalming

4.93 out of 5 average rating, 72 reviews

Bright spacious barn conversion.

Sep. 12 – 19

$141 CAD per night

Townhouse in London

4.75 out of 5 average rating, 96 reviews

2 BR Victorian House w/ Fireplace & Garden

Jan. 16 – 23

$642 CAD per night

Guest favourite

Home in Buckinghamshire

4.95 out of 5 average rating, 57 reviews

Major part of idyllic home

Jun. 10 – 17

$751 CAD 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
$41 CAD before taxes and fees

Destinations to explore