
Family-friendly vacation rentals in Windsor
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Windsor

Total vacation rentals
Explore 400 vacation rentals in Windsor

Nightly prices starting at
Windsor vacation rentals start at $60 per night before taxes and fees

Verified guest reviews
Over 14,120 verified reviews to help you choose

Pet-friendly vacation rentals
Find 80 rentals that welcome pets

Rentals with dedicated workspaces
180 properties have a dedicated workspace

Wi-Fi availability
400 of Windsor vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Windsor rentals

4.8 Average rating
Windsor stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated family-friendly rentals in Windsor
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Spacious & light 2bd, 2ba in the heart of Windsor
This beautiful 2bed, 2bath apartment, with parking, in the heart of Windsor, is an exceptional find. With Windsor Castle (watch the marching bands for the Changing of the Guard pass right outside your front door!), Windsor Great Park, The Guildhall, beautiful Eton and its own historic town centre with fabulous shops, restaurants, bars and clubs all only minutes away on foot, you couldn't be better placed for your stay. Windsor is also a very short drive from both Ascot Racecourse and Legoland.
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Sleep in the Trees - Hot Tub, Sauna and Slide
The Owls treehouse is a fun filled family unit with a fantastic slide including a hot tub and sauna. With unusual tunnel shaped rooms looking out to beautiful woodland country side, this unique getaway is exciting to share with loved ones. Attractions include Harry Potter studios, 35min Trains to London, Legoland Windsor to name a few. Also Featured on 'Amazing small spaces' and 'This Morning' Why not book out of the ordinary and stay with us, we look forward to your stay at North Hill Farm
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Windsor Home with Free Parking
Welcome to our 1-bedroom, skylit, guest house with off-road parking & private patio. Located in a quiet cul-de-sac close to Legoland, Windsor Racecourse, and Windsor Castle, our home is the perfect retreat after a long day of sightseeing. The bedroom can be set up with either a kingsize bed or 2 singles on request, while the sofa bed can comfortably fit 2 people. Our family run Airbnb is a great fit for families with kids, a couple or a small group of friends. Any questions, please just ask!
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Gorgeous CountryCottage overlooking Windsor Castle
The Victorian Lodge (1876) is a charming & quintessentially English country cottage on a private estate once owned by King Henry 8th. It sits right beside Windsor Great Park, at the entrance of a long driveway to Little Dower House, where the owners of the Lodge live. The private gardens and stunning view at the Victorian Lodge provide the perfect setting for a small intimate wedding. Whilst the romantic gardens within the Little Dower House estate provide an ideal venue for larger weddings.
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Windsor Cottage: Traditional English Charm
Only 20 minutes from London Heathrow Airport and ideally located in one of the most central terraces in Windsor, our cosy cottage is full of character and charm, with all the modern conveniences you'd expect. Perfect for a romantic get-away or a family sight-seeing trip. Windsor Cottage is an 1890's two bedroom terrace house that comfortably sleeps a family or 4 (+ travel cot). A home away from home, you will find all of the luxury and convenience expected of a traditional English cottage.
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Apartment in Windsor
Newly refurbished apartment located 10 minutes walk from Windsor Castle and the town centre with all of its great shops, bars, restaurants and tourist attractions. Benefits from its own private entrance, double bedroom, wet room, kitchen and separate living room with 2 large sofas and dining area. Easy access to the M4 and only a 10 minute walk to the train station with direct links into London, it is ideally located for a business stay or as a base to explore Windsor and the surrounding area.
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Studio West & Petting Farm-Near Legoland- Lapland
STUDIO WEST is located at Willow Court Farm in Oakley Green and only 5-10 minutes drive away from LEGOLAND, Lapland UK and Windsor town centre so is perfectly located for a great stay. We have private award winning detached open plan modern holiday studios providing unique accommodation with easy access to the all the fantastic places to visit in the surrounding area. Guests can feed the various animals on the farm including the 6 pigs, 9 pygmy goats, 6 sheep, turkey ducks and chicken.
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Stylish Studio-Walk to Windsor/Eton/Thames/Parking
Welcome to Crail Cottage in Datchet. Surrounded by beautiful greenery, there is plenty of wildlife and the River Thames is just behind the house. Take a walk to Windsor and Eton via the home park or the riverside. You can even walk to Eton through the school grounds from here. Our little studio is freshly decorated and welcomes you to stay. There is a new addition which is a King size bed with Hypnos mattress that will guarantee you a good night sleep. Perfect to relax after a busy day.
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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.
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Windsor Weekend Getaway lux 2 Bed 2bath+Garden
Welcome to Central Windsor. Only a 10 -15 min walk to Windsor Castle - The long walk / Great Park -Local shops -Restaurants Cafes -Pubs -Arts centre -Theatre •Good transport links to London - Heathrow 20 minutes by taxi -702/703 buses to bottom of Grove road . Super comfy king size bed with en-suite wet room plenty of wardrobe space Small double bedroom & larger second shower /bathroom Kitchenette Microwave Washing machine . Private Patio No smoking/ Vaping please.
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Luxury 2 bedroom cottage
Luxury Cottage at Hayley Green A charming, character-filled retreat for up to 4 guests in a peaceful semi-rural setting. Designed for comfort and relaxation, it’s ideal for couples, families, or friends. Enjoy a well-stocked library if you prefer to stay in. Perfectly located: 6 mins to Lapland Ascot 9 mins to Legoland 11 mins to Ascot 16 mins to Windsor & Wentworth 30 mins to Henley-on-Thames Under 1 hour by train to London via nearby Bracknell station
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Charming cottage in the heart of Windsor
Rose Cottage is a cosy, terraced Victorian house sleeping up to 5 people in the centre of Windsor. It's on a quiet side street close to independent shops and restaurants and just a few minutes walk from the castle. There are two railway stations in Windsor, Central and Riverside, both within walking distance of the cottage. The cottage is an ideal base for visiting Windsor and its many attractions.
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Popular amenities for Windsor family-friendly rentals
Family-friendly home rentals with a hot tub

Dorney/Windsor Family Getaway with Hot Tub
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Hilly Hideaway. Luxury Glamping Retreat + Hot Tub
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Riverside Log Cabin+Luxury Hot Tub Spa+Copper bath
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Unique Dome | Glamping | Hot Tub | Surrey | Adults
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Crestyl Cottage riverside barn for 2 with hot tub
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Slade Farmhouse with secluded Hot Tub
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Lavish Retreat & Champagne 30mins Taxi from London
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Tinkerbell Retreat
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Family- and pet-friendly home rentals

Oak Bray Coach House
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River Thames near Windsor, Heathrow & London
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2 bed house, close to Town Centre
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Gardener's Bothy loft apartment, peaceful location
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The Brickmaker’s Loft
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Stunning 3-bedroom castle view Windsor townhouse
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Cozy modern cottage near Legoland, Windsor & Ascot
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Charming terrace in the heart of Bray village
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Family-friendly home rentals with a pool

The Coach House
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Family friendly - rural, detached, home from home
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The Luxury Cottage – Surrey Countryside Retreat
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Surrey Cottage with indoor heated swimming pool
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Delightful Cottage 15 Acre Estate + Pool + Hottub
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The Pool House at Upper Farm (near Thame/Oxford)
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2 Bedroom Pool House in Surrey UK Pool and Hotub
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Island Hideaway on the Thames
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When is the best time to visit Windsor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $190 | $193 | $200 | $218 | $234 | $265 | $260 | $247 | $226 | $211 | $202 | $222 |
| Avg. temp | 42°F | 42°F | 46°F | 51°F | 57°F | 62°F | 66°F | 66°F | 61°F | 54°F | 47°F | 43°F |
Destinations to explore
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