Holiday rentals in Windsor

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Top-rated holiday 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.

26 Jan – 2 Feb

$109 SGD 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.

1–8 Sep

$243 SGD per night

Guest favourite

Guest house 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

24 Feb – 3 Mar

$175 SGD 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.

4–11 Sep

$137 SGD 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.

10–17 Sep

$148 SGD per night

Guest favourite

Flat 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.

23–30 Oct

$117 SGD 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.

20–27 Aug

$177 SGD 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.

22–29 Sep

$144 SGD 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.

30 Jun – 5 Jul

$128 SGD 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.

22–29 Dec

$212 SGD per night

Guest favourite

Flat 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.

4–11 Oct

$157 SGD per night

Guest favourite

Apartment 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.

14–21 Sep

$212 SGD per night

Holiday rentals for every style

Get the amount of space that is right for you

Popular amenities for Windsor holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Windsor's top sights

Windsor Leisure Centre29 locals recommend

The Long Walk10 locals recommend

Windsor Yards10 locals recommend

Royal Windsor Racecourse65 locals recommend

St George's Chapel12 locals recommend

The George Inn33 locals recommend

Other great holiday rentals in Windsor

Guest favourite

Home in Old Windsor

4.96 out of 5 average rating, 171 reviews

Getaway Cottage Windsor

3–10 Nov

$227 SGD per night

Guest favourite

Home in Windsor

5.0 out of 5 average rating, 194 reviews

Magical and Romantic Countryside Getaway Near Windsor Castle

31 Aug – 7 Sep

$379 SGD per night

Guest favourite

Guest suite in Datchet

4.96 out of 5 average rating, 204 reviews

Self Contained Annex, Datchet

27 May – 3 Jun

$123 SGD per night

Guest favourite

Cottage in Windsor

4.79 out of 5 average rating, 279 reviews

Gale Cottage

23–30 Sep

$244 SGD per night

Guest favourite

Flat in Berkshire

4.98 out of 5 average rating, 90 reviews

Apartment in Windsor

21–28 Jan

$175 SGD per night

Guest favourite

Apartment in Windsor

4.9 out of 5 average rating, 96 reviews

Royal Windsor Cozy flat private en-suite & Terrace

13–20 Mar

$184 SGD per night

Guest favourite

Apartment in Berkshire

4.95 out of 5 average rating, 81 reviews

Central Windsor, Lounge Terrace & Private Parking.

20–27 Sep

$223 SGD per night

Guest favourite

Flat in Berkshire

4.92 out of 5 average rating, 13 reviews

Hidden Gem with Free Parking

29 Mar – 5 Apr

$203 SGD per night

Show all

Quick stats about holiday rentals in Windsor

Total rentals	680 properties
Wifi availability	670 properties include access to wifi
Rentals with dedicated workspaces	220 properties have a dedicated workspace
Pet-friendly rentals	100 properties allow pets
Family-friendly rentals	380 properties are a good fit for families
Total number of reviews	17K reviews

Holiday rentals in Windsor

Top-rated holiday rentals in Windsor

Guest suite in Egham

Home in Windsor and Maidenhead

Guest house in Datchet

Barn in Warfield

Guest suite in Maidenhead

Flat in Windsor and Maidenhead

Cabin in Windsor

Cabin in Old Windsor

Guest suite in Old Windsor

Cottage in Windsor and Maidenhead

Flat in Windsor and Maidenhead

Apartment in Eton

Holiday rentals for every style

Cottages

Flats

Houses

Popular amenities for Windsor holiday rentals

Stay near Windsor's top sights

Other great holiday rentals in Windsor

Home in Old Windsor

Home in Windsor

Guest suite in Datchet

Cottage in Windsor

Flat in Berkshire

Apartment in Windsor

Apartment in Berkshire

Flat in Berkshire

Quick stats about holiday rentals in Windsor

Total rentals

Wifi availability

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Destinations to explore