Vacation rentals in Old Windsor

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Old Windsor

Guests agree: these stays are highly rated for location, cleanliness, and more.

1 of 1 pages1 / 1
Top guest favorite
A spacious living area features a comfortable sectional sofa adorned with colorful throw pillows. A light rug defines the seating space, while natural light filters through large windows. Minimalist decor elements, including a mounted antler and lanterns, add character to the neutral-toned walls.
Home in Englefield Green
4.97 out of 5 average rating, 138 reviews

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.

Guest favorite
Cabin in Old Windsor
4.94 out of 5 average rating, 243 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!

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 Windsor
4.95 out of 5 average rating, 185 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.

Guest favorite
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
4.95 out of 5 average rating, 80 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.

Guest favorite
A bright and airy living space features high ceilings with decorative beams. Large windows open to the landscaped gardens, allowing natural light to fill the room. A modern television rests on a light-colored cabinet, while a dining table with wooden chairs invites relaxation.
Guest suite in Staines-upon-Thames
4.87 out of 5 average rating, 168 reviews

Garden Apartment close to Heathrow & Windsor

The Annexe is a self-contained interior designed studio apartment, adjacent to a Victorian mill house and set in beautiful gardens. We are perfectly positioned for visits to London, Windsor and Eton, as well as being a five minute taxi ride from Heathrow T4/5. Parking is free in our gated car park whilst you are staying with us. And if you are flying from Heathrow and need somewhere for your car whilst you are away you can leave it with us for a small daily charge (by prior arrangement).

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
4.97 out of 5 average rating, 266 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
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, 385 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, 150 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
4.97 out of 5 average rating, 347 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 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
4.96 out of 5 average rating, 428 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 spacious garden is presented, featuring a neatly manicured lawn with patches of greenery. The exterior of the apartment is visible, showcasing a white façade with multiple gabled roofs. A patio area is seen on the left with outdoor furniture, while trees provide a natural backdrop.
Guest suite in Bracknell
4.96 out of 5 average rating, 136 reviews

4 people, beautiful views, near Legoland & Lapland

Lovely, 2-bed modern apartment, fantastic views over the gardens. Spacious apartment for 4 people in a quiet countryside setting, 1.5 miles to the Lexicon town centre & excellent shops, entertainment, eating, cinema. 5 miles to Legoland, 3 miles to Ascot (the races). 50 minutes into London Waterloo or Paddington from Maidenhead in 18 minutes. 2 x 4k TV's, Disney, Netflix and SNES mini Bikes available

Top guest favorite
The living area features a leather sofa adorned with orange cushions, complemented by a comfortable blue chair. A wooden coffee table is centered, with a television mounted on the wall. Light filters through a large window, enhancing the bright, inviting space.
Townhouse in Windsor
4.97 out of 5 average rating, 111 reviews

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 Old Windsor vacation rentals

When is the best time to visit Old Windsor?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ 654ﺩ.ﺇ 760ﺩ.ﺇ 962ﺩ.ﺇ 812ﺩ.ﺇ 933ﺩ.ﺇ 1,098ﺩ.ﺇ 1,098ﺩ.ﺇ 1,087ﺩ.ﺇ 1,010ﺩ.ﺇ 973ﺩ.ﺇ 786ﺩ.ﺇ 988
Avg. temp6°C6°C8°C11°C14°C17°C19°C19°C16°C12°C8°C6°C

Frequently Asked Questions

  • 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.

  • 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 $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • 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 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 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.

  • 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.

  • 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.

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

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.ﺇ 184 per night before taxes and fees

  • Verified guest reviews

    Over 2,720 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

    60 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

  1. Airbnb
  2. United Kingdom
  3. England
  4. Old Windsor