Holiday houses in Old Windsor

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Top-rated holiday rentals in Old Windsor

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Guest favourite

Guest suite in Egham

4.92 out of 5 average rating, 120 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.

23–30 Mar

$132 NZD per night

Guest favourite

Home in Englefield Green

4.94 out of 5 average rating, 140 reviews

Charming Mews House near Windsor Castle, London and Ascot

This Grade 11 listed Mews property was built in 1872 and offers contemporary, luxurious living space. Luxurious beds, a beautiful bathroom, 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.

14–21 Nov

$359 NZD per night

Guest favourite

Cabin in Windsor

4.98 out of 5 average rating, 228 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.

31 Jul – 7 Aug

$227 NZD per night

Guest favourite

Cottage in Englefield Green

5.0 out of 5 average rating, 277 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.

9–16 Dec

$362 NZD per night

Guest favourite

Guesthouse in Virginia Water

4.85 out of 5 average rating, 313 reviews

Cosy Cabin Virginia Water/Longcross

A separate, detached self contained cabin with private access, situated next to our home . Our cosy cabin has a cosy living area with sofa, a fully equipped kitchen area, separate bathroom with shower and a double bedroom with a 4ft double bed, wardrobe and drawers. Heating/air conditioning. Tea, coffee, sugar and milk provided. Driveway parking space available on request (driveway may not be suitable for large vehicles, however there is plenty of free on street parking)

16–23 Jan

$135 NZD per night

Guest favourite

Cabin in Old Windsor

4.95 out of 5 average rating, 117 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.

23–30 Aug

$240 NZD per night

Guest favourite

Guest suite in Old Windsor

4.97 out of 5 average rating, 182 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.

16–23 Jul

$158 NZD per night

Guest favourite

Cottage in Windsor and Maidenhead

4.97 out of 5 average rating, 686 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.

18–25 Feb

$221 NZD per night

Guest favourite

Apartment in Windsor and Maidenhead

4.96 out of 5 average rating, 262 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.

28 Jun – 5 Jul

$209 NZD per night

Guest favourite

Condo in Eton

4.97 out of 5 average rating, 230 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.

27 Sep – 4 Oct

$280 NZD per night

Guest favourite

Guest suite in Datchet

4.96 out of 5 average rating, 205 reviews

Self Contained Annex, Datchet

The flat at Littlecroft is a comfortable self-contained 1 bedroom annex to the main house that can sleep 4 ( one king bed and one double sofa bed). It's within 10 - 15 mins walking distance of Datchet village/station with both Windsor and London connections and a short drive from Heathrow and the motorway network.

8–15 May

$159 NZD per night

Guest favourite

Guest suite in Windsor and Maidenhead

4.91 out of 5 average rating, 367 reviews

Literary Annexe in the Golden Triangle

A town centre location in Windsor's residential "Golden Triangle". One minute from the famous Long Walk, this is a private annexe- part of a grade two listed house in a unique cul-de-sac. Two charming bedrooms and a cosy living area with book lined shelves, TV and a sunny aspect. There is free parking for one car.

13–20 Oct

$228 NZD per night