Vacation rentals in Old Windsor

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Top-rated vacation rentals in Old Windsor

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Top guest favorite
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, 205 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 favorite
The exterior of the property is displayed, featuring a blend of traditional and modern architecture. A courtyard with landscaped greenery is visible at the center, surrounded by the building's stone facade. Tall trees and blue skies add a serene backdrop to the scene.
Home in Englefield Green
4.87 out of 5 average rating, 171 reviews

Charming 5* Hse 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, a beautiful bathroom, abundant art and character; the property looks 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 favorite
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, 169 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 favorite
The entrance to the Garden View Suite is framed by vibrant flower boxes on either side. A clear glass door, with a welcoming sign, invites guests into the private space. A small gate leads to a lush garden area filled with greenery.
Guest suite in Old Windsor
4.97 out of 5 average rating, 296 reviews

Garden View Annex Private Free parking River walks

Take a gentle walk from here along the Thames Path to historic National Trust Runnymede, with its tea shop, many monuments to Magna Carta and beautiful outdoor art works. Less than 2 miles from The Long Walk, explore Windsor and the Castle or visit Saville Garden in the Great Park. We're also close to Legoland. Old Windsor has lots of places to eat (see guidebook) all in walking distance, we're surrounded by beautiful walks and we're also on the direct bus route to Windsor and Heathrow.

Top guest favorite
A cozy studio space is showcased, featuring a king-size bed with light bedding and decorative pillows. Natural light enters through large windows, illuminating the comfortable seating area with a patterned rug. A small bookshelf adorns the wall, adding a touch of warmth to the inviting atmosphere.
Apartment in Datchet
4.98 out of 5 average rating, 217 reviews

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.

Top guest favorite
The yacht Oyster Fun'd is securely moored beside a tranquil river, showcasing its sleek exterior and spacious deck. Surrounding features include a paved pathway leading to the entrance, with views of other moored boats and natural scenery in the background.
Boat in Wraysbury
4.97 out of 5 average rating, 356 reviews

Thames Relaxation Luxury 42ft Heated Yacht Windsor

Your EXCLUSIVE LUXURY EXPERIENCE on our spacious 42ft x15ft YACHT Oyster Fun’d Moored on the MainstreamThames on our PRIVATE Island *HEATING * 2 double bedrooms White cotton bedding WHITE COMPANY products 2 showers 2 electric toilets Galley fridge microwave induction hob 2 smart TVs Netflix Prime WIFI Seating area below and on deck far reaching views under the shadows of historical Runnymede Parking 1 for car. Designated smoking area . Cruises available during your stay .

Top guest favorite
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, 363 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 favorite
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
4.97 out of 5 average rating, 132 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.

Guest favorite
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, 294 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 favorite
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, 810 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.

Top guest favorite
A self-contained studio features a spacious double bed dressed in neutral linens, accented by yellow pillows and a decorative cushion. The kitchenette with modern appliances is visible in the background, complemented by simple shelving and a well-placed pendant light.
Apartment in Windsor and Maidenhead
4.96 out of 5 average rating, 381 reviews

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.

Guest favorite
A red-brick exterior features two separate white doors, leading into the private annexe. Solar panels are installed on the roof, and the surrounding area includes a paved patio with a smooth stone surface, complemented by greenery in the background.
Home in Old Windsor
4.93 out of 5 average rating, 121 reviews

Private annexe in Old Windsor.

A private double bedroom annexe, with its own entrance, separated from main house. Private bathroom and full use of the gymnasium and lovely garden. (which includes a small wood area). The house is situated right on the doorstep of Windsor Great Park, in Old Windsor. Windsor town centre is 3 miles away and we are close to Heathrow and the M25 and M4.

Popular amenities for Old Windsor vacation rentals

When is the best time to visit Old Windsor?

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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 wifi, over 30 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

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

    Four-legged friends are welcome in Old Windsor. Choose from more than 10 house rentals for guests traveling with pets.

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

    Old Windsor has more than 20 family-friendly house rentals. 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 house rentals with a dedicated workspace in Old Windsor?

    Yes! Work meets play with ease at over 10 house 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 vacation rentals in Old Windsor

  • Total vacation rentals

    Explore 60 vacation rentals in Old Windsor

  • Nightly prices starting at

    Old Windsor vacation rentals start at ﺩ.ﺇ147 per night before taxes and fees

  • Verified guest reviews

    Over 2,240 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Old Windsor vacation 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

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