Vacation rentals in Windsor

5 out of 5 average rating, 116 reviews

A marching band of guards in red uniforms and tall black hats moves down a street lined with historic buildings. The scene captures the vibrant atmosphere of Windsor, as onlookers watch from above, framed by the charming architecture.

Condo

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.

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.

4.98 out of 5 average rating, 275 reviews

Newly refurbished luxury 2 bedroom cottage

Luxury cottage at Hayley Green that accommodates up to 4 people. Newly refurbished in semi-rural setting. Full of character with all the amenities you need for a luxurious comfortable stay. The perfect relaxing getaway for couples, family and friends. The cottage is located 16 minutes to Windsor, 30 minutes to Henley on Thames, 11 minutes to Ascot, 9 minutes to Legoland, 6 minutes drive to Lapland Ascot.We are also close to Bracknell train station where you take a train to London under 1 hour.

4.96 out of 5 average rating, 114 reviews

An open-plan kitchen and living area features a wooden countertop with bar seating. The room is illuminated by natural light from the skylight, highlighting the contrasting blue and white walls. A cozy sofa and decorative artwork create a welcoming space.

Guesthouse

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!

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.

4.96 out of 5 average rating, 157 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.

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.

4.98 out of 5 average rating, 197 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.

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.

5 out of 5 average rating, 347 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.

Superhost

The living area features a cozy seating arrangement with a light-colored sofa and a classic leather couch. A brick fireplace serves as a focal point, complemented by a vintage rug underfoot. Exposed wooden beams and soft lighting enhance the atmosphere of the space.

4.83 out of 5 average rating, 107 reviews

Perfect Location Windsor Cottage + Parking Option

Welcome to your stay at our Lovely Central Windsor Cottage. The cottage is full of character with a mix of traditional and a modern cozy feel. Perfect for a staycation, for the whole family or a quick break in Windsor. A stone throws away from all of Windsors attractions: take a stroll around the corner past the Diamond Jubilee Water Fountains and find yourself in front of the River Thames. Take a peak out of the King Bedrooms window to see the Windsor Castle!

An open plan kitchen and living area is illuminated by natural light from the windows. Features include modern cabinetry, a tiled backsplash, and a dining area with two stools. A comfortable sofa with patterned cushions adds to the inviting atmosphere.

4.87 out of 5 average rating, 142 reviews

2 Bedroom Flat, walking distance to town centre

Modern flat a short 10-15 minute walk into Windsor centre. The long walk is round the corner with beautiful views of Windsor Castle. Modern open plan kitchen living area with all working facilities available for use during your stay - oven, induction hob, fridge/freezer, dishwasher and washing machine. Wifi is available throughout the flat. The bedrooms have double beds; all sheets and towels provided. One bathroom with bath and shower facilities.

4.96 out of 5 average rating, 784 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.

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.

4.96 out of 5 average rating, 356 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.

4.96 out of 5 average rating, 130 reviews

An inviting living area features a combination of a cozy gray sofa and a vibrant blue chair. A round dining table is set for four, complemented by a wooden sideboard and decorative artworks on the walls. Natural light filters through the windows, adorned with green curtains.

Vacation home

3 bedroom sleeps 5 central Windsor with parking

‘The Burrow' is located on a quiet residential street in central Windsor, just a short walk from all the amenities & highlights including the High Street, River Thames & Windsor Castle. off-street parking for 1 car is also available. Our refurbished 3 bedroom property (2 king, 1 single) is set over 3 floors & sleeps 5. It is the perfect stay for visitors who want to explore what Windsor & the surrounding area has to offer.

4.93 out of 5 average rating, 128 reviews

A spacious bedroom features a large bed with a grey quilt and decorative cushions. Two artworks of deer heads are displayed above the bed. Natural light enters through large windows, and a full-length mirror stands against the wall, complementing the light-colored decor.

Condo

Hampden Apartments - The Louis

A stunning and unique apartment located in the very heart of Eton, an 8 minute walk from the gates of Windsor Castle. A fresh and modern apartment in a quiet residential setting. Perfect for families or business guests looking to explore all Windsor & Eton has to offer. It is also only a 15 minute drive from Legoland.

Vacation rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Cottages

Quaint homes, peaceful surroundings

Villas

Luxurious estates for the ultimate escape

Popular amenities for Windsor vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Other great vacation rentals in Windsor

Superhost

A modern dining area features a large, rectangular table surrounded by simple dishes and cutlery. A green upholstered banquette provides ample seating alongside a light brown cushioned bench. Natural light filters through two windows, illuminating the artwork adorned on the wall.

Home

4.83 out of 5 average rating, 6 reviews

Windsor Castle 4-Bed + Garden

A cozy living area features a large window with views of Windsor Castle and the bustling street below. Elegant curtains frame the window, while a textured wall covering adds character. A wooden coffee table and a green sofa invite relaxation, complemented by decorative accents.

4.92 out of 5 average rating, 36 reviews

Castle View: Lux Apartment, Spa!Walk to River/Pubs

5 out of 5 average rating, 9 reviews

A modern lodge is surrounded by a glass balustrade, offering a clear view of the outdoor terrace furnished with a dining table and chairs. The well-maintained lawn provides a vibrant green space, and large windows reflect the bright sky with scattered clouds.

Home

Racecourse Marina Lodge | Hot tub | Parking | EV

4.98 out of 5 average rating, 90 reviews

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

Charming cottage in the heart of Windsor

A well-furnished bedroom features a spacious bed with crisp white linens and accent pillows. A vibrant yellow throw blanket adds a pop of color. A decorative mirror and soft lighting complete the inviting space, with a window allowing natural light to fill the room.

4.93 out of 5 average rating, 28 reviews

Hidden Gem with Free Parking

The image displays the majestic stone architecture of Windsor Castle, featuring tall towers and an arched entrance. A warm sunset casts a soft glow over the walls. Surrounding benches and lamp posts are visible, adding to the historic atmosphere of the scene.

5 out of 5 average rating, 39 reviews

Epic Location, Views & Private Terrace

4.78 out of 5 average rating, 193 reviews

Townhouse

Stunning 3-bedroom castle view Windsor townhouse