Holiday houses in Old Windsor

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Top-rated holiday rentals in Old Windsor

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Top Guest favourite
A cozy bedroom is depicted with a double bed featuring decorative pillows. The walls are adorned with various framed artworks and photographs, contributing to a personalized aesthetic. A small nightstand is visible beside the bed, and an open door leads to a well-lit hallway.
Guest suite in Egham
4.93 out of 5 average rating, 212 reviews

Self-contained Annex Studio Flat

The accommodation consists of a double bedroom with French doors opening onto a nice big garden. There is a fully fitted kitchen and a small bathroom with walk-in shower. Broadband, TV, fridge, washing machine and drier are all included. It is about 50 yards from Egham station which has regular trains to London, the journey taking about 40 minutes. The train goes to Waterloo Station which is very close to the London Eye and Westminster, with Buckingham Palace, St James Park, Trafalgar Square a short walk away. Heathrow Airport is 5 or 6 miles away. Egham is a small town, but it has some historic interest in that the Magna Carta was signed at Runnymede down the road by the river in 1215. Not far away is Windsor castle and Eton (where princes William and Harry, and David Cameron went to school). There is also some lovely countryside around and lovely walks.

Guest favourite
A modern living area is depicted with a stylish sofa and armchair arrangement. Natural light enters through large windows, highlighting the wooden flooring. A flat-screen TV is mounted on the wall, while potted plants and decorative vases add a touch of greenery to the space.
Cottage in Englefield Green
4.89 out of 5 average rating, 196 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.

Top Guest favourite
Cabin in Old Windsor
4.93 out of 5 average rating, 194 reviews

Gorgeous Self-Contained Wooden Cabin - Old Windsor

Beautiful and spacious self-contained log cabin comfortably sleeps 2-4. 1 king size bed, 1 small double sofa bed & 1 king size day bed (lounge). Shower/toilet, lounge and kitchenette. Close to Heathrow (7.4 miles / 15 mins) Great access to Windsor (2.4 miles). Close to a bus stop if needed. 2.5 miles to Runneymede where the Magna Carta was signed. Easy access to Ascot and Legoland The cabin is in the owner's garden. Friendly labrador included so please only book if comfortable around dogs!

Top Guest favourite
The charming Victorian Lodge features a classic brick exterior with white trim, framed by lush greenery. Two inviting front windows and a central doorway are surrounded by decorative flower pots. A gravel pathway leads to the entrance, highlighted by an expansive tree nearby.
Cottage in Windsor
4.99 out of 5 average rating, 102 reviews

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.

Guest favourite
A bright living area features two large sofas in green tones and a stylish glass coffee table. A dining table with four chairs is set for a meal, complemented by wall art and natural light from a window with curtains.
Apartment in Berkshire
4.95 out of 5 average rating, 174 reviews

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.

Top Guest favourite
A cozy corner showcases a rattan chair with a soft pillow next to a potted plant. A table lamp illuminates a side table, while artwork is displayed on the walls. Natural light enters through the glass doors, enhancing the intimate atmosphere.
Chalet in Old Windsor
4.97 out of 5 average rating, 58 reviews

The Potting Shed

The Potting Shed, is a characterful & cosy self contained annex that can sleep 1-4 people. Benefiting from a private sheltered courtyard garden for dining or just a morning coffee. Ample off street parking on a gated drive. Overlooking horse fields, the property is close to Windsor Castle, Legoland, river walks, Windsor Great Park, Saville Gardens, Runnymede & easy access into London & Heathrow by train, bus or car. Within 40 mins to central London, Oxford or Warner Bros. Harry Potter world.

Superhost
The living room features a combination of comfortable seating, including a plush gray sofa and a vibrant yellow armchair. A smart TV is placed on a modern media console, while a patterned area rug adds warmth to the space. Natural light enters through large windows, enhancing the inviting atmosphere.
Home in Colnbrook
4.83 out of 5 average rating, 117 reviews

Shal Inn@ Heathrow -pick & Drop + free Parking

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

Top Guest favourite
A cozy living area features a comfortable white sofa adorned with striped cushions. Natural light filters through two windows with shades, highlighting a wooden coffee table and side table displaying a small vase of flowers. A mirror reflects the space, adding depth.
Cottage in Englefield Green
5 out of 5 average rating, 367 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
A spacious terrace is furnished with wicker seating and a wooden table, providing a comfortable area for relaxation. The serene view of the river Thames is framed by lush greenery and a bright blue sky, creating a peaceful outdoor setting.
Home in Wraysbury
4.96 out of 5 average rating, 138 reviews

River Thames near Windsor, Heathrow & London

Our home sits on the beautiful river Thames in Wraysbury near Windsor. The river runs past the end of the garden. There is a large west facing terrace, from the master bedroom. There is a large living room, kitchen and dinning room. 3 double bedrooms. There's parking for 2 cars in the garden. Windsor, Windsor castle and Lego land are about 20mins away my car. From Wraysbury station you can get into London Waterloo in 42mins. Heathrow is only 15mins drive away.

Top Guest favourite
A cozy sitting room is featured, showcasing a comfortable armchair and a large coffee table adorned with various books and decorative items. A warm fire burns in the fireplace, and built-in shelving lines one wall, filled with a diverse selection of books.
Cottage in Warfield
4.98 out of 5 average rating, 309 reviews

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

Top Guest favourite
A charming self-contained cottage is set within a lush private garden, characterized by brick exterior and a slate roof. A welcoming door leads to the entrance, framed by greenery and flowering plants, with a spacious lawn surrounding the building.
Cottage in Windsor and Maidenhead
4.96 out of 5 average rating, 820 reviews

The Old School House, Ascot, Berkshire

Beautiful small self-contained character cottage set within private garden, one mile from Ascot. Open plan studio room with sitting area, kitchenette and bedroom area; en suite shower room/WC. Perfect for 1-2 adult guests looking for a comfortable and relaxing place to stay, whether for business or pleasure. It is ideal for visitors to Ascot Races, Windsor, close to Heathrow and a lovely rural retreat less than one hour from central London.

Guest favourite
A stylish living area features a darkly painted wall contrasted by large stained glass windows. Comfortable blue armchairs and a decorative coffee table are arranged around a plush rug, complemented by lush green plants and a modern light fixture.
Home in Old Windsor
5 out of 5 average rating, 61 reviews

Windsor home w/ hot tub & dog friendly

Welcome to a character-filled home near Windsor, where history and comfort come together for a relaxed stay with family or friends. - Sleeps 9 | 4 bedrooms | 5 beds | 2.5 baths - Historic Grade II listed home near Windsor Castle - Private courtyard garden & optional hot tub (£150 per stay) - Spacious lounge, dining for 10 & full kitchen - Family-ready with crib & high chair - Two private parking spaces & self check-in - Dog friendly

Popular amenities for Old Windsor holiday rentals

When is the best time to visit Old Windsor?

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Avg. price$301 NZD$325 NZD$379 NZD$384 NZD$441 NZD$519 NZD$519 NZD$514 NZD$478 NZD$405 NZD$419 NZD$431 NZD
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Frequently Asked Questions

  • How much does it cost to stay in house rentals in Old Windsor?

    Experience the best of Old Windsor with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • What are the most popular amenities for House Rentals in Old Windsor?

    Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with free parking, over 30 homes with a kitchen, over 30 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there pet-friendly vacation rentals in Old Windsor?

    Four-legged friends are welcome in Old Windsor. Choose from more than 20 vacation rentals for guests traveling with pets.

  • Are there family-friendly vacation rentals in Old Windsor?

    Old Windsor has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Old Windsor have wifi?

    Absolutely! We offer over 30 house rentals with wifi in Old Windsor. Enjoy a tailored experience with all the comforts you desire.

  • Are there vacation rentals with a dedicated workspace in Old Windsor?

    Yes! Work meets play with ease at over 20 vacation rentals in Old Windsor featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Old Windsor have free parking?

    Absolutely! We offer over 30 house rentals with free parking in Old Windsor. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Old Windsor have a kitchen?

    Absolutely! We offer over 30 house rentals with a kitchen in Old Windsor. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Old Windsor

  • Total holiday rentals

    Explore 60 holiday rentals in Old Windsor

  • Nightly prices starting at

    Old Windsor holiday rentals start at $69 NZD per night before taxes and fees

  • Verified guest reviews

    Over 2,240 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Old Windsor holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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

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