Vacation rentals in Windsor

5 out of 5 average rating, 114 reviews

A vibrant scene of a horse racing event, featuring horses and jockeys in the foreground. Spectators in formal attire gather around a beautifully landscaped racetrack, with the grandstand of a large venue adorned with British flags in the background under a clear blue sky.

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.

4.78 out of 5 average rating, 188 reviews

The exterior of a Georgian townhouse is depicted, featuring a mix of white and brown brick facades. Bright red doors enhance the building's character, while multiple square windows provide natural light. A low iron railing suggests a welcoming approach to the entrance.

Townhouse in Berkshire

Stunning 3-bedroom castle view Windsor townhouse

Enjoy a stylish experience at this centrally-located 3 storey Georgian townhouse. Recently refurbished to a high standard with a modern twist. This deceptively spacious 3-double bedroom house is spread over 3 floors. It comes with the bonus of Off Street, Private, Secure PARKING and a view of the castle (in winter!) and a patio. It is adjacent to a small park with a childrens' play area and relaxing shaded seating. It's a unique accommodation appointed to make your break special and memorable.

4.98 out of 5 average rating, 268 reviews

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

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.

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, 243 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, 108 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, 154 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.

4.91 out of 5 average rating, 129 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, 193 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.

Cottage in Englefield Green

An entrance gate marked 'Dolphin House' stands surrounded by lush greenery. A gravel driveway leads into the property, framed by trees that create a natural canopy overhead. The brick pillars of the gate feature intricate detailing, enhancing the welcoming ambiance of the entrance.

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.

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, 135 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.

Apartment in Windsor and Maidenhead

The entryway features a bright and airy lobby with natural light streaming in from a skylight. A shower cubicle is visible through an open door at the end of the corridor, and a small chair is placed against the wall. The entrance is framed by a white door and brick exterior.

4.95 out of 5 average rating, 352 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.

Vacation home in Berkshire

An archway frames a bustling street scene, revealing colorful buildings and shops. People can be seen strolling along the cobblestone path, with a lamppost and festive decorations in view. Towering behind the street, church spires punctuate the skyline.

4.96 out of 5 average rating, 126 reviews

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.

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

Houses

A space thats all yours, with room for everyone

Apartments

Convenient locations with everyday essentials

Popular amenities for Windsor vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Other great vacation rentals in Windsor

A view from above captures a bustling street scene in Windsor, featuring a large marching band in formal attire. Historic buildings line the street, showcasing classic architectural details. A flag waves in the foreground, adding a touch of color to the lively atmosphere below.

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

4.93 out of 5 average rating, 28 reviews

A contemporary kitchen is highlighted with sleek cabinetry and a modern backsplash. A round dining table is set for four, featuring elegant dishware and a small vase with fresh flowers. Natural light brightens the space from nearby windows, creating a welcoming atmosphere.

Condo in Berkshire

Smart Living by Lawsons

DivaRating, 5 stars4 weeks ago

Lovely place, spacious and clean, and in a wonderful location. Thank you!

5 out of 5 average rating, 7 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 in Berkshire

Racecourse Marina Lodge | Hot tub | Parking | EV

SarahRating, 5 stars2 weeks 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, 89 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 week 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.

A well-organized kitchen countertop is displayed, featuring a set of dining plates and bowls in soft green and beige tones. Glasses are neatly arranged on a silver rack, complementing two woven placemats beneath the tableware, contributing to an inviting dining setup.

4.92 out of 5 average rating, 25 reviews

Hidden Gem with Free Parking

ChrisRating, 5 stars1 month 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, 37 reviews

Epic Location, Views & Private Terrace

WendyRating, 5 stars1 week ago

I’d recommend James’s place to anyone wanting a few nights in Windsor. We were in Windsor on business but the location is super for sightseeing and the flat is exactly as described. It was a hot summer’s day when we stayed and we could hear the service for the Order of the Garter going on at Windsor Chapel while sitting on the balcony! James had left milk, fresh fruit and all we could possibly need (tea, coffee etc) and the place was spotless. 100% recommend.

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, 780 reviews

The Old School House, Ascot, Berkshire

DavidRating, 5 stars4 days ago

This was our 5th stay in The Old School House, so that should tell you something. The OSH is a little gem of a place in such a lovely village. Very close to Windsor Great Park and all that has to offer. There is a fantastic gastro pub 5 minutes walk away. Hosts Sean and Caroline are not Superhosts for nothing. They are both very welcoming and friendly and always full of advice and suggestions for the surrounding area. Everything within the OSH is spotless and comfy, and you have use of their lovely garden. If you book this you won’t be disappointed. We’ll be back for number 6!