
House holiday rentals in Old Windsor
Find and book unique houses on Airbnb
Quick stats about house rentals in Old Windsor

Total holiday rentals
Explore 30 holiday rentals in Old Windsor

Nightly prices starting at
Old Windsor holiday rentals start at $88 NZD per night before taxes and fees

Verified guest reviews
Over 1,600 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Old Windsor holiday rentals include Wi-Fi access

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

4.7 Average rating
Old Windsor stays receive an average rating of 4.7 out of 5 from guests
Top-rated house rentals in Old Windsor
Guests agree: These houses are highly rated for location, cleanliness and more.

Five Star Boutique 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.

Historic building in the centre of Windsor.
Beautifully renovated 1850's Coach House. This is part of a building that housed Queen Victoria's Equerries at Windsor Castle. Based in central Windsor with private parking, the property is an ideal place for a staycation. Mess about on the river (boating, paddle boarding, swimming) or visit the many beauty spots in the area. Legoland, Windsor Great Park, Windsor Castle and Swinley mountain bike trails are all within easy reach. A unique property that we hope that you will love as much as us.

Pool House at Mill Cottage
The Pool House at Mill Cottage offers a unique riverside escape with exclusive access to a private pool (Mar 1st - Oct 1st 2025 & Apr 1st - Oct 1st 2026). Nestled on the Thames, enjoy easy access to riverside cafes and restaurants by foot or boat. The charming one-bedroom retreat features blackout blinds for restful nights, plus a small sofa bed for extra guests. Just minutes from Goring on Thames village and the train station, it also boasts a BBQ and outdoor seating area for relaxing evenings.

Cottage in Hartley Wintney/Wi-Fi/Netflix/Parking
A 19th Century updated character cottage with many beams and a vaulted ceiling to the main bedroom. Ideally located, it is only a one minute walk to local shops and restaurants. Legoland and Windsor are only a 30 minute drive away. Also available (on request) is a third cosy separate twin bedroom occupying a converted building in the garden providing two single beds and WC. With the log burner, comfortable beds and off-road parking this is the perfect getaway! Dogs welcome (£30 fee payable).

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.

Dee and Steve's ❤ A special place for your family!
Charming Victorian house with plenty of character and maintained to a high standard. We are within an easy walk of the Castle, river and all that the bustle of Windsor offers day and night. Steve and I have run this property as a B & B for the past 33 years and have great pride in the feedback we have received from our guests over the years. We would now like to step back a little, so are offering the whole property out for your enjoyment; though we are easily contactable during your stay.

Virginia Water Family Getaway
Lambly Hill House – Holiday Rental in Virginia Water, Surrey Welcome to Lambly Hill House, a stylish and spacious 4-bedroom holiday rental in Virginia Water, Surrey. Perfect for families, golf visitors and business travellers, this beautifully renovated home offers modern comfort, peaceful surroundings and a private garden in one of Surrey’s most desirable locations. Located just a short walk from Virginia Water train station, Lambly Hill House provides easy connections to central London.

Shal Inn@ Heathrow Apt+ Pick&Drop+park for free
Book this family &bussiness friendly,well connected to London and only 10 mins away from Heathrow airport. You are welcome to bring your car as free parking available on premises. Pick and drop to airport is also available on request. Public transport is only couple of mins walk away. Elizabeth line to central London from Langley station, which is 2 miles away. 20 mins by bus to Langley station Attractions Windsor Castle Legoland Windsor resort Thorpe park Chessington world of adventure

A Perfect Pad in Pangbourne!
The house was 'created' in 2020 having originally been part of the village pub - it’s now part of a redeveloped property which also includes the owners home and a fabulous cafe called Artichoke Cafe. The property is right in the heart of the picturesque riverside village of Pangbourne with its fabulous specialist shops, cafes, restaurants and pubs. Yet only ten minutes walk gets you to the countryside! The village also boasts a mainline station with direct trains to London Paddington.

The Truly Incredible Windsor Home, Free Parking
Welcome to your stay at this incredible and unique Grade II listed building- a stunning 3 bedroom house. Absolutely NO Parties and NO Events. I live close by and guests will be asked to leave immediately. No loud sounds after 10pm. We have to be very respectful of our neighbours. Walk to town in around 20 minutes where you will be able to visit all of the shops and sights. Alternatively hop in the car and drive to Legoland in around 5 minutes or Ascot Racecourse in just over 10.

Luxury self-contained Annexe with balcony Jacuzzi
Luxury self-contained annexe on the edge of the Chilterns, situated in the peaceful countryside which can be enjoyed from the hot tub, yet only 5 mins to the M40, 15 mins to Oxford Park & Ride & 15 mins to the station with trains to London taking 45 mins. It is the perfect place to relax with cosy lounge, wood burning stove, bespoke kitchen & underfloor heating. Upstairs features a super-king sized bed, seating area, luxury wet-room with underfloor heating, balcony and Jacuzzi.

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.
Popular amenities for Old Windsor house rentals
House rentals with a pool

The Mill House

Spacious Home Heated Pool(April-Sep) in Tilehurst

Bright spacious home with natural swimming pond

Kensington Pool & Piano | Unique 3BR w/ AC, Garden

Wellness Escape by River: Sauna, Pool, Hot Tub

Large Island Home with Pool on the River Thames

Old Wharf Cottage

Private house set in beautiful countryside
Weekly house rentals

The Royal Paddock

The Windsor Courtyard

Racecourse Marina Lodge | Hot tub | Parking | EV

Calm spacious home w/ large terrace & free parking

Modern Quiet 2BD Family Home W/C 4K Tv Netflix

4-bed dog-friendly retreat w/ hot tub & garden

The Writers Retreat - 5 beds, parking & much more

The Crafty Fox Beaconsfield
Private house rentals

Beautiful 3 Bed Cottage • Garden • Free Parking

Corner Hall 1620's Georgian Townhouse in Staines

Central Windsor, Large Garden, Games Room & Office

Luxury House, Jennett's Park

5* Charming 1-Bed Hideout, Comfort - Close to LHR

The Heights

Spacious 3BR Home in West London with Parking

15th-Century Thatched Cottage on 2.5 Acres
When is the best time to visit Old Windsor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $381 NZD | $431 NZD | $466 NZD | $510 NZD | $519 NZD | $777 NZD | $775 NZD | $690 NZD | $510 NZD | $507 NZD | $401 NZD | $498 NZD |
| 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
- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- St Pancras International
- London Bridge
- ExCeL London
- The O2
- Brighton Seafront
- Emirates Stadium
- Tower Bridge
- West Wittering Beach
- Silverstone Circuit
- Clapham Common
- University of Oxford
- Goodwood Motor Circuit
- Buckingham Palace
- South Downs National Park
- Blenheim Palace
- Thorpe Park Resort
- Alexandra Palace
- Chessington World of Adventures Resort
- Big Ben





