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

4.93 out of 5 average rating, 122 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.

17 – 24 Apr

$841 AUD total

Guest favourite

Guesthouse in Datchet

4.94 out of 5 average rating, 386 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

2 – 9 Nov

$1,391 AUD total

Guest favourite

Cabin in Windsor

4.98 out of 5 average rating, 231 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.

25 Aug – 1 Sept

$1,435 AUD total

Guest favourite

Condo in Buckinghamshire

4.94 out of 5 average rating, 143 reviews

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.

25 Sept – 2 Oct

$1,405 AUD total

Guest favourite

Cottage in Englefield Green

5.0 out of 5 average rating, 278 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.

24 Sept – 1 Oct

$2,218 AUD total

Guest favourite

Guesthouse in Virginia Water

4.85 out of 5 average rating, 316 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)

28 Dec – 4 Jan

$856 AUD total

Guest favourite

Cabin in Old Windsor

4.95 out of 5 average rating, 120 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.

20 – 27 July

$1,605 AUD total

Guest favourite

Guest suite in Old Windsor

4.97 out of 5 average rating, 184 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.

24 – 31 July

$1,001 AUD total

Guest favourite

Cottage in Windsor and Maidenhead

4.97 out of 5 average rating, 688 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.

29 Jan – 5 Feb

$1,399 AUD total

Guest favourite

Apartment in Windsor and Maidenhead

4.95 out of 5 average rating, 265 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.

30 Aug – 6 Sept

$1,324 AUD total

Guest favourite

Guest suite in Datchet

4.96 out of 5 average rating, 207 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.

10 – 17 Sept

$1,009 AUD total

Guest favourite

Guest suite in Windsor and Maidenhead

4.91 out of 5 average rating, 372 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.

7 – 14 Oct

$1,427 AUD total