
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 G$12,554 GYD 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.

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

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!

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.

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.

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.

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.

Royal Windsor Castle 5 min 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.

Cosy Private Garden Cabin | Windsor & Castle
Escape to your own cosy, private garden cabin in Windsor. Just a 15–20 minute walk from Windsor Castle and the town centre, with your own enclosed garden and separate entrance. Perfect for couples, weekend breaks, Windsor walks, restaurants and exploring the area. We’re also ideally located for Legoland, Lapland UK, Windsor Great Park, Eton and Ascot. The Cabin sleeps 2-4 guests. Double Bed & Sofa Bed. Lounge/Dining Area, Kitchenette, Bedroom & Shower Room/Macerator WC.

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

Windsor Great * Snug * Private Annexe with Parking
*stylish private annexe with off street parking for one car. * self contained studio attached to our family home. * suitable for up to 2 people only. * ideal for both work travellers (key box ) and tourists. * approx 21 m2 *quiet, leafy "Boltons" area. * 15\20 mins stroll to town centre and Castle. * 10 mins stroll to Long Walk and Great Park. * 5 mins cycle to Windsor Great Park cycle path. * local shop and pub 5-10 mins walk.

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.
Popular amenities for Windsor family-friendly rentals
Family-friendly home rentals with a hot tub

Hilly Hideaway. Luxury Glamping Retreat + Hot Tub

Dorney/Windsor Family Getaway with Hot Tub

Riverside Log Cabin+Luxury Hot Tub Spa+Copper bath

Unique Dome | Glamping | Hot Tub | Surrey | Adults

Crestyl Cottage riverside barn for 2 with hot tub

Lavish Retreat & Champagne 30mins Taxi from London

Tinkerbell Retreat

Luxury self-contained Annexe with balcony Jacuzzi
Family- and pet-friendly home rentals

2 bed house, close to Town Centre

River Thames near Windsor, Heathrow & London

Oak Bray Coach House

Gardener's Bothy loft apartment, peaceful location

The Brickmaker’s Loft

Stunning 3-bedroom castle view Windsor townhouse

Cozy modern cottage near Legoland, Windsor & Ascot

Charming terrace in the heart of Bray village
Family-friendly home rentals with a pool

The Coach House

The Luxury Cottage – Surrey Countryside Retreat

Family friendly - rural, detached, home from home

Surrey Cottage with indoor heated swimming pool

Delightful Cottage 15 Acre Estate + Pool + Hottub

2 Bedroom Pool House in Surrey UK Pool and Hotub

Island Hideaway on the Thames

South Wing of Country House
When is the best time to visit Windsor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$39,754 GYD | G$40,382 GYD | G$41,847 GYD | G$45,613 GYD | G$48,961 GYD | G$55,447 GYD | G$54,401 GYD | G$51,681 GYD | G$47,287 GYD | G$44,148 GYD | G$42,265 GYD | G$46,450 GYD |
| Avg. temp | 6°C | 6°C | 8°C | 11°C | 14°C | 17°C | 19°C | 19°C | 16°C | 12°C | 8°C | 6°C |
Destinations to explore
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- Family-friendly rentals United Kingdom
- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- London Bridge
- St Pancras International
- ExCeL London
- The O2
- Tottenham Hotspur Stadium
- Silverstone Circuit
- Emirates Stadium
- Tower Bridge
- Goodwood Motor Circuit
- Clapham Common
- University of Oxford
- South Downs National Park
- Thorpe Park Resort
- Chessington World of Adventures Resort
- Victoria Park
- Blenheim Palace
- LEGOLAND® Windsor Resort
- Buckingham Palace
- Big Ben
- Things to do Windsor
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- Things to do United Kingdom
- Shopping and fashion United Kingdom
- Food and drink United Kingdom
- Entertainment United Kingdom
- Dining United Kingdom
- Sports activities United Kingdom
- Art workshops United Kingdom
- Tastings United Kingdom
- Museums United Kingdom
- Wellness United Kingdom
- Nature and outdoors United Kingdom
- Tours United Kingdom
- Food tours United Kingdom
- Cooking United Kingdom
- Wildlife United Kingdom
- Galleries United Kingdom
- Performances United Kingdom
- Outdoors United Kingdom
- Architecture United Kingdom
- Cultural tours United Kingdom
- Sightseeing United Kingdom
- Workouts United Kingdom
- Water sports United Kingdom
- Art and culture United Kingdom
- Landmarks United Kingdom







