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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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Guesthouse in Bennett End

4.86 out of 5 average rating, 434 reviews

Mary's Cabin

Completely peaceful, with fantastic views-totally isolated with its own private entrance. Set in the Chiltern hills- Mary’s Cabin is 2minutes stroll from the Restaurant of the Year- In an Area of Outstanding Natural Beauty;-walking, road & mountain biking- pub 7minutes up through the woods- 35mins from Heathrow and Oxford -Central London-50mins . Couples, solo adventurers, and small families (with 1small child). Sadly, since the advent of Covid, we no longer provide breakfast for our guests

Cottage in Englefield Green

4.87 out of 5 average rating, 174 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.

Guest favourite

Barn in Warfield

4.91 out of 5 average rating, 796 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 favourite

Home in Buckinghamshire

4.91 out of 5 average rating, 159 reviews

The Stables, Little Marlow

A fabulous, converted barn, located in the very desirable village of Little Marlow, Bucks. The property is set within 3/4 acre for your private use and has it's own private driveway + parking. The interior has underfloor heating, a wood burning stove, panelled walls, en-suite bathroom and a family bathroom. Little Marlow has been in numerous Midsomer Murder TV series. The village has two pubs, a cricket ground and a church. The property is a 10 min walk to the river Thames. AONB & cons. area

Guest favourite

Cottage in Baughurst

4.96 out of 5 average rating, 346 reviews

Luxury rural thatched cottage with cedar hot tub.

Beautiful thatched cottage annexe on edge of farmland, with 3 double bedrooms (one adjoining), 2 ensuite bathrooms, beamed living/dining area, well equipped kitchen. King sized beds. Unrestricted access to beautiful large fenced and hedged garden set in 3 acres. Secluded outside dining area under a gazebo. 4 ring gas bbq and fire pit. Exclusive use of cedar hot tub till 10.30pm for a one off payment of £60. Seven path labyrinth sits in our adjacent paddock. A tranquil setting. Chill out time!

Bungalow in Watford

4.73 out of 5 average rating, 437 reviews

Garden bungalow - separate entrance

* Self check in if required * Large open plan living/kitchen/dining area with sliding glass door to decking * Over 400 fantastic reviews - book with confidence * Separate double bedroom * Pull out sofa bed * Fully fitted kitchen * American Fridge Freezer * Fast train service to London (18 mins) - station 4 min walk * Quiet dogs welcome & dog sitting through TheLeadRole. * Dedicated off street parking spot * Fibre-optic Wifi, HD TV * Bath/shower * Washing machine & air-dryer * Quiet location

Condo in Bracknell Forest

4.85 out of 5 average rating, 179 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 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.

Guest favourite

Cottage in Englefield Green

5 out of 5 average rating, 327 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.

Guest favourite

Home in Horton

4.88 out of 5 average rating, 321 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.

Guest favourite

Barn in Woking

4.96 out of 5 average rating, 138 reviews

Luxury Barn

A Barn conversion offering 2 bedrooms (one double) and (one room with a King size bed and bunk beds). There are also 2 single beds in the living area. Unfortunately, no parties allowed. Sky TV, WIFI. A built in BBQ, tennis court, trampoline and a shared outside swimming pool. The swimming pool is open and heated from May 1st to September 30th. The swimming pool remains open for guests without heating until October 15th. Outside patio area with a fantastic day bed.

Apartment in Windsor and Maidenhead

4.77 out of 5 average rating, 163 reviews

Central Windsor Apartment Facing The Castle

A delightful 2 bedroom apartment facing Windsor Castle in the heart of the town center. Ideally placed to take advantage of the excellent range of shops, bars and restaurants that Windsor has to offer. Two train stations provide links to London. Activities include horse racing at both Windsor and Ascot, polo and horse riding in Windsor Great Park, golf at Sunningdale and Wentworth and rowing/boating on the River Thames. Ten minutes from Legoland.

Guest favourite

Condo in Windsor

4.92 out of 5 average rating, 120 reviews

Windsor Central Cozy luxury 2Bed 2Bath + Terrace

Welcome to Central Windsor. Only a 10 min walk to Windsor Castle - The Great Park -Local shops -Restaurants Cafes -Pubs -Arts centre -Royal Windsor theatre local Library -Riverside Boat trips B Excellent transport services to London - Heathrow 20 minutes by Car Super comfy king size bed with en-suite wet room plenty of wardrobe space Bonus second bathroom / shower Fully equipped . Small kitchen . Washing machine . private patio & shared garden

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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

Guest favourite

Apartment in Maida Vale

4.86 out of 5 average rating, 73 reviews

Quiet one-bedroom apartment

Guest favourite

Apartment in West Kensington

5 out of 5 average rating, 17 reviews

Spacious 2BR w/ Jacuzzi and Garden!

Condo in Raynes Park

4.78 out of 5 average rating, 9 reviews

Stunning 3B2Ba Huge entertaining space and hottub!

Condo in Shepherd's Bush

4.87 out of 5 average rating, 15 reviews

Spacious One Bedroom Flat in Central London

Guest favourite

Home in Greater London

4.9 out of 5 average rating, 20 reviews

Charming and colourful family home

Guest favourite

Apartment in Camden

4.97 out of 5 average rating, 69 reviews

Modern Apartment, 2min to Belsize Park Station

Guest favourite

Condo in London

5 out of 5 average rating, 29 reviews

Excellent 2 Bed/1 Bath Flat in Zone 2

Family- and pet-friendly home rentals

Guest favourite

Apartment in Pamber Green

4.91 out of 5 average rating, 140 reviews

Self Contained Annex

Home in Crondall

4.84 out of 5 average rating, 116 reviews

2 Storey Coach House Crondall, 2 KING bed, 2 bath

Guest favourite

Cottage in Ibworth

4.95 out of 5 average rating, 168 reviews

Self contained, rural cottage, 2 double bedrooms

Guesthouse in Buckinghamshire

4.88 out of 5 average rating, 145 reviews

The Old Hay Barn, Ashley Green

Guest favourite

Home in Old Windsor

4.97 out of 5 average rating, 204 reviews

Getaway Cottage Windsor

Guest favourite

Guesthouse in Shalford

4.9 out of 5 average rating, 135 reviews

Charming cottage in Shalford, in the Surrey Hills

Guest favourite

Guesthouse in Shalford

4.88 out of 5 average rating, 145 reviews

Cosy Countryside Cabin

Guest favourite

Townhouse in Henley-on-Thames

4.85 out of 5 average rating, 113 reviews

Victorian terrace house in Henley on Thames

Family-friendly home rentals with a pool

Condo in Marylebone

4.67 out of 5 average rating, 104 reviews

Private apartment - over garden quiet central

Condo in Wandsworth

4.84 out of 5 average rating, 404 reviews

Luxury Battersea studio w open fire, close to Park

Home in Cookham

5 out of 5 average rating, 34 reviews

Country House, 5bed, large garden, heated pool

Guesthouse in Ealing

4.83 out of 5 average rating, 23 reviews

Independent studio sleeps up to 1-4

Home in Oxfordshire

4.88 out of 5 average rating, 221 reviews

Barn conversion, Henley-on-Thames

Home in Wargrave

5 out of 5 average rating, 7 reviews

4 Bedroom Family Home with pool

Apartment in Norland

4.73 out of 5 average rating, 41 reviews

Garden Flat. Great for Transport & Sightseeing

Place to stay in Shere

5 out of 5 average rating, 4 reviews

Romantic Swedish cabin in magical setting

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

Total rentals
400 properties
Nightly prices starting at
$43 CAD before taxes and fees
Total number of reviews
11K reviews
Pet-friendly rentals
70 properties allow pets
Rentals with dedicated workspaces
140 properties have a dedicated workspace
Wifi availability
400 properties include access to wifi

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