Vacation rentals in Windsor

5 out of 5 average rating, 113 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 in Berkshire

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.

Home in Windsor and Maidenhead

The exterior of a renovated Coach House is displayed, featuring a combination of red brick and modern black accents. Two dark doors provide entrance, with a small outdoor seating area visible. A large window above allows natural light to enter, framed by the greenery of nearby trees.

4.95 out of 5 average rating, 241 reviews

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.

4.96 out of 5 average rating, 107 reviews

A bright bathroom is presented with a small vanity and mirror above a modern sink. A stylish shower is equipped with liquid soap dispensers, while a potted orchid adds a touch of greenery. The space is complemented by a tiled backsplash in shades of gray and white.

Guesthouse in Berkshire

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!

Three glass jars are filled with various items on a countertop. One jar contains colorful coffee capsules in gold and silver hues, while another holds wooden utensils. The third jar features cookies, providing a glimpse into the well-equipped kitchen.

4.96 out of 5 average rating, 150 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 suite in Old Windsor

A tranquil riverside scene is depicted, featuring calm water reflecting the sky and surrounding greenery. Moored boats are visible along the bank, with trees and pathways lining the river. Gentle clouds drift overhead, contributing to a peaceful atmosphere.

4.97 out of 5 average rating, 257 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.

4.91 out of 5 average rating, 128 reviews

Windsor Castle is prominently featured in the image, set against a backdrop of lush greenery. A well-maintained pathway leads towards the castle, flanked by manicured lawns and tall trees. The architectural details of the castle create a striking contrast with the vibrant landscape.

Condo in Windsor

Windsor - Castle 5 min walk lux 2bed 2 bath+Garden

Welcome to Central Windsor. Only a 10 min walk to Windsor Castle - The long walk / Great Park -Local shops -Restaurants Cafes -Pubs -Arts centre -Theatre -Boat trips Good transport services to London - Heathrow 20 minutes by Car Also Green-line buses to bottom of Grove road . Super comfy king size bed with en-suite wet room plenty of wardrobe space Bonus second bathroom / shower & smaller double bedroom extra nightly charge Kitchenette . Microwave Washing machine . Patio & Upper garden

4.98 out of 5 average rating, 190 reviews

A serene landscape along the River Thames features lush green trees lining the bank. Morning mist reflects on the water, with a stone pathway leading to benches. Ducks and other wildlife can be seen near the water's edge, creating a peaceful atmosphere.

Apartment in Datchet

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.

4.96 out of 5 average rating, 286 reviews

A private wooden terrace features outdoor seating arrangements, including a table with chairs and a potted plant. The cabin's double doors, framed by soft lighting, open onto the lounge area, allowing natural light to fill the space.

Cabin in Windsor

Cabin With Private Garden Near Legoland & Castle

Cosy Self-Contained Cabin with It’s own private garden space & separate entrance. Free on-street parking. Only 15-20 minutes walk to Windsor Town Centre, Bars, Restaurants, Windsor Castle & Train Stations. Perfectly located for visitors to Legoland, Lapland and Ascot Races. Close to lovely walks & cycling along Thames Path & Windsor Great Park. Near Heathrow. The Cabin sleeps 2-4 guests. Double Bed & Sofa Bed. Lounge/Dining Area, Kitchenette, Bedroom & Shower Room/Macerator WC.

4.95 out of 5 average rating, 182 reviews

A sunlit garden features a variety of lush green plants and flowering shrubs. A wooden table displays potted plants, while the rustic exterior of a barn can be seen in the background, framed by mature trees and vibrant foliage.

Condo in Buckinghamshire

Gardener's Bothy loft apartment, peaceful location

Loft apartment, Gardeners Bothy, completely newly refurbished, in converted barn in unique rural location. Minutes walk from the Thames towpath and Dorney Rowing lake. 10 minutes drive to the M4, close to Windsor town centre and handy for Slough Trading Estate, difficult to believe this is all so close to this unique and peaceful location overlooking fields and Dorney Common. Lovely place for walkers and great base for many local attractions. Ideal spot to work or just relax.

Superhost

Boats are lined along a concrete dock beside a serene river. Colorful rowboats occupy the water, while a gentle breeze ripples the surface. A pathway leads to a nearby building, framed by lush trees and vibrant clouds in the blue sky.

Cottage in Windsor

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!

Apartment in Windsor and Maidenhead

A fort-like structure stands majestically, characterized by round towers and thick stone walls. Surrounding landscaped greenery adds a touch of nature, with well-kept grass and a few trees positioned nearby. The sky above hints at overcast weather, creating a serene atmosphere.

4.86 out of 5 average rating, 134 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.

Cottage in Windsor and Maidenhead

A charming cottage surrounded by a lush private garden is depicted. The brick exterior features large windows and a welcoming entrance. The grassy garden is interspersed with flowering shrubs and trees, offering a serene outdoor space for relaxation.

4.96 out of 5 average rating, 776 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.

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Cabins

Kick off your hiking boots at these rustic lodgings

Apartments

Convenient locations with everyday essentials

Popular amenities for Windsor vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Windsor

A spacious bedroom features a large, plush bed with decorative pillows and a cozy throw. Soft beige carpet invites comfort, while a subtle floral accent wall and stylish wooden doors enhance the inviting ambiance. Natural light filters in through well-placed lighting fixtures.

4.91 out of 5 average rating, 34 reviews

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

NicolaRating, 5 stars3 months ago

A joyous stay in Windsor , great help full tips , and of course the stunning apartment , nothing is left wanting , immaculate inside and of course the unique view of the castle , this is a great location five stars from us

5 out of 5 average rating, 7 reviews

Home in Berkshire

Racecourse Marina Lodge | Hot tub | Parking | EV

SarahRating, 5 stars1 week ago

Absolutely loved our stay here, the views are stunning, the master bedroom was very comfortable and the hot tub was brilliant! The lodge had everything we needed and Gogos restaurant is phenomenal right on the doorstep 🙂 just ensure you mention the lodge no so your discount comes off the bill because we didn’t, and booking is essential at weekends for breakfast or dinner, it gets very busy.

4.99 out of 5 average rating, 87 reviews

A small conservatory is visible, featuring glass doors that lead to a south-facing garden. A woven chair rests on a light wood floor. A small table stands beside the chair, and potted plants are visible outside, creating a connection to the garden.

Townhouse in Berkshire

Charming cottage in the heart of Windsor

HenrikeRating, 5 stars1 day ago

We enjoyed our stay very much and would rent Rebecca’s place again in a heartbeat. It is a lovely little semidetached house in a great location, just at the end of the main pedestrian road that leads to the Castle. We had enough space for our family of 5 and our boys (ages 7-12) appreciated the board games and puzzles. The kitchen had everything we needed and was clean and without clutter. Rebecca was a great communicator, proactively asking us for parking needs, organizing the parking permit and quickly responding to messages. There’s no parking right in front of the house but we had no trouble finding plenty of available street parking right around the corner.

4.92 out of 5 average rating, 25 reviews

Hidden Gem with Free Parking

ChrisRating, 5 stars2 weeks ago

This is the second time we have stayed at Jack’s apartment and once again we wasn’t disappointed. It was spotlessly clean and has everything you need for a great stay. After long days out walking around visiting Windsor it’s the perfect place to come back to in the evening and relax. Jack is the perfect host, providing lots of info before you arrive and is always quick to respond if you need to contact him.

5 out of 5 average rating, 34 reviews

Epic Location, Views & Private Terrace

AleksandraRating, 5 stars1 month ago

This has become my second home, and both the apartment and James are consistently perfect at each visit!! There are luxury hotels that could take a leaf from James’s book in terms of thoughtfulness, consistency, style and decor, warmth, personalised attentiveness to each guest and consideration. There is nowhere better in Windsor, and I have complete confidence that every guest will feel as relaxed, and at home in this beautiful space as I do.

4.85 out of 5 average rating, 20 reviews

A group of deer is seen grazing in an expansive grassy area. Surrounding trees provide shade, and the deer are positioned in various postures, with some facing away while others look towards the viewer. The natural setting is tranquil and rustic.

Condo in Berkshire

Stylish Spacious Apartment in Central Windsor

GloriaRating, 5 stars1 day ago

I had a wonderful stay at this lovely one bedroom flat and would highly recommend it! The location is fantastic, close to all amenities, well connected to transport links, and with a bus that takes you to Heathrow in just about 20 minutes. Rachel, is incredibly caring and ensures you have everything you need for a comfortable stay, even following up to make sure everything is okay. A truly exceptional experience, would rate it 10 out of 10!

4.98 out of 5 average rating, 40 reviews

A bright and inviting room features large windows with white blinds, allowing natural light to fill the space. A wooden desk with a mirror sits beside two white chairs. A kettle on a countertop adds convenience, while light-colored flooring enhances the room's airy feel.

Guesthouse in Berkshire

Self contained annex in Windsor with parking

GondalRating, 5 stars1 day ago

An absolute gem of a find Perfect for my work trip to Windsor Super friendly and helpful hosts I really couldn't have asked for me I will be back!

Superhost

A spacious living area features arched windows that allow light to fill the room. Traditional furniture, including a large sectional sofa and a coffee table, is arranged around a decorative rug. A piano and seating area are visible, contributing to the elegant ambiance.