Vacation rentals in Windsor

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Top-rated vacation rentals in Windsor

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Guest favourite

Guest suite in Egham

4.92 out of 5 average rating, 117 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.

Jan. 26 – Feb. 2

$110 CAD per night

Guest favourite

Home in Windsor and Maidenhead

4.96 out of 5 average rating, 186 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.

Sep. 1 – 8

$254 CAD per night

Guest favourite

Guesthouse in Datchet

4.94 out of 5 average rating, 382 reviews

Luxury ♥️ 1 bed apartment Windsor Legoland Heathrow

Brand new, self contained bungalow situated close to Windsor town centre. One-bedroom boutique style property, with a double pullout sofa bed, equipped with fully-fitted kitchen , lounge and bathroom with washing machine. Ideal for families visiting Legoland or historic Windsor, with excellent transport links, travel to central London takes just under an hour from Datchet station. Luxury features including a 'rain' shower, 400 thread count Egyptian cotton bedsheets Dolce gusto coffee machine

Feb. 24 – Mar. 3

$185 CAD per night

Guest favourite

Barn in Warfield

4.91 out of 5 average rating, 730 reviews

Delightful small converted barn

Unique newly converted small barn, bright, light and self contained. Sleeps 3 adults or 2 adults and 2 children (or 2 small adults) due to restricted height space in loft. Large gravel drive behind big, wooden gates for safe and easy parking. An assortment of Teas, coffee & biscuits. Breakfast is not provided. Situated down a country lane, within the garden of the house, walking distance to pubs and restaurants. A few miles from Ascot and Royal Windsor, Train stations to London and Reading.

Sep. 4 – 11

$142 CAD per night

Superhost

Guest suite in Maidenhead

4.83 out of 5 average rating, 693 reviews

Oak Barn - 1st Floor self contained Studio

Light and spacious apartment in a stand-alone annexe in the grounds of our house, 250m from the River Thames. Modern furniture, TV, wifi, full kitchen, washing machine, freezer. Great location for eating out and for access to countryside. Close to Windsor, Eton, Marlow, Cliveden National Trust and lovely river walks. 5 minutes from Maidenhead station. 10 minutes from The Fat Duck and the Waterside Inn. We are near a railway line. It doesn't bother us at all but you can hear the trains.

Sep. 10 – 17

$152 CAD per night

Guest favourite

Apartment in Windsor and Maidenhead

4.98 out of 5 average rating, 201 reviews

The Studio in Maidenhead Riverside, Berkshire, UK.

This is a large self-contained quiet double bedroom studio with en-suite bathroom and kitchenette with it's own private entrance. Attached to our house. There is off-street parking for one car. Convenient for the A4, M4, M40 M25 London is 25 miles. Heathrow Airport is 15 minutes away by car.. Direct trains into London. The Elizabeth Line train will run from Maidenhead station direct to London and the West End. (New Zone 6) Good for Windsor, River Thames, Pinewood Studios Smae Institute.

Oct. 23 – 30

$123 CAD per night

Guest favourite

Cabin in Windsor

4.98 out of 5 average rating, 227 reviews

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.

Aug. 20 – 27

$185 CAD per night

Guest favourite

Cabin in Old Windsor

4.95 out of 5 average rating, 112 reviews

Gorgeous Self-Contained Wooden Cabin - Old Windsor

Beautiful and spacious self-contained log cabin with 1 king size bed & 1 folding double bed. Shower/toilet, lounge and kitchenette. Work Station 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. A dog (Labrador) lives on site, so please only book if comfortable around dogs.

Sep. 22 – 29

$141 CAD per night

Guest favourite

Guest suite in Old Windsor

4.97 out of 5 average rating, 181 reviews

Self Contained Garden View Suite, Old Windsor.

Ideal for walkers wanting to explore historic Runnymede, or for walking, running or cycling along the Thames Path. Close to Windsor Great Park, Windsor Castle and Legoland. The closest entrances to Windsor Great Park are, Bears Rail for walkers only & Bishopsgate for runners, cyclists & walkers. Old Windsor has plenty of places to eat (see guidebook) all within walking distance, or visit Windsor town centre for shops, the castle and Legoland.

Jun. 30 – Jul. 5

$129 CAD per night

Guest favourite

Cottage in Windsor and Maidenhead

4.96 out of 5 average rating, 683 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.

Dec. 22 – 29

$215 CAD per night

Guest favourite

Apartment in Windsor and Maidenhead

4.96 out of 5 average rating, 260 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.

Oct. 4 – 11

$163 CAD per night

Guest favourite

Condo in Eton

4.97 out of 5 average rating, 229 reviews

Entire Studio Apartment, Old Bakery, Eton, Windsor

This beautiful and luxurious Studio Suite on the first floor of The Old Bakery on Eton High Street opened for bookings in July, 2019. Lovingly restored, it retains its stunning original features whilst introducing modern luxuries to ensure a comfortable and memorable stay. The property is owned and professionally run by our interior design and build company which means we maintain it to a very high standard.

Sep. 14 – 21

$222 CAD per night