Vacation rentals in Windlesham

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Top-rated vacation rentals in Windlesham

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Guest favorite

Guest suite in Egham

4.93 out of 5 average rating, 194 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.

Top guest favorite

Guesthouse in Chobham

4.97 out of 5 average rating, 115 reviews

Adorable 1 bedroom guest house in Chobham

Separate Annexe, with its own entrance. Peaceful location but in the heart of Chobham Village. Perfectly situated with all amenities in a few minutes walk. We have two great pubs with the White Hart opposite & the Sun Inn just a moments walk up the road. There’s a Coop & a small Tescos for any essentials, along with restaurants on the doorstep! Great walks nearby with Chobham common & a beautiful old Church. Spacious room & luxurious en-suite. Comfy Kingsize bed & sofa which can be a single bed

Top guest favorite

Cottage in Chobham

4.99 out of 5 average rating, 100 reviews

Beautiful oak barn in peaceful countryside setting

Delightful detached barn crafted from French oak in a peaceful private lane on a gated country estate. Luxuriously appointed with full facilities for a short break or longer stay. Many public footpaths close by and local shops are only a 10 minute stroll away. Gastro pubs, restaurants and independent shops within easy walking distance. A short drive from M25 (J11). Free EV charging point. Fast rail links to London from Woking. LGBTQ+ friendly. Friendly Spaniel and Siamese cat on site.

Top guest favorite

Cottage in Warfield

4.98 out of 5 average rating, 288 reviews

Newly refurbished luxury 2 bedroom cottage

Luxury cottage at Hayley Green that accommodates up to 4 people in a semi-rural setting. Full of character with 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, 16 minutes to Wentworth.We are close to Bracknell train station where you take a train to London under 1 hour.

Guest favorite

Apartment in Chobham

4.96 out of 5 average rating, 69 reviews

Character studio apartment in the heart of Chobham

Hosted by Elaine, an artist, printmaker, and jeweller. With easy links to London, the apartment is self contained and has ample amenities, comprised of a double bedroom with king bed and bedroom suite, a shower room and kitchen/diner leading to the patio, where there is a table and chairs for outdoor dining. The kitchen has a washer, cooker, fridge/freezer, microwave, toaster and kettle. There is a television, wifi access, comfortable chairs and a sofa bed. Parking for medium sized car.

Guest favorite

Cottage in Surrey

4.81 out of 5 average rating, 112 reviews

Relaxing home near Legoland, Ascot, LaplandUK

This cosy cottage is situated in Windlesham, a pretty village in the Surrey Heath borough. Situated between Chobham Common and Swinley Forest, it is on the doorstep to some fantastic country walking and cycling routes; not to mention the famous golf courses in the area. Ideal location to visit Legoland, Thorpe Park, Ascot racing and Windsor castle. Heathrow Airport is only 15 miles away. Windlesham is known for the Boxing Day pram race and also a location to amazing gastro pubs.

Top guest favorite

Apartment in Sunningdale

4.99 out of 5 average rating, 117 reviews

Luxury contemporary Apartment

This stylish place to stay is perfect for golf/racing breaks. Sunningdale GC is 5 minutes walk away, Wentworth GC & Ascot Race Course a 5 mins drive. Whilst Windsor Great Park is only 10 mins in the car. All modern appliances including an air fryer. Private barrier parking. Coffee shops and places to eat & drink on your doorstep. Central London is only 40 mins by train from Sunningdale station which will only take you 5 mins to walk to. All in the heart of beautiful Sunningdale.

Top guest favorite

Guesthouse in West End

5 out of 5 average rating, 33 reviews

Self-contained ‘Laurels Lodge’

Kick back and relax in this calm, comfortable, clean, self-contained ‘The Laurels Lodge’. Private parking & own entrance with small decking, table & chairs for alfresco dining. Patio doors open into Living area & kitchenette, smart TV, WiFi. Fully equipped kitchen with fridge freezer, dishwasher, hob, washing machine & all mod cons! Bathroom with shower, one small double bed room & super-king size mattress on sleeping platform accessed by stepladder in the living area.

Guest favorite

Apartment in Sunningdale

4.93 out of 5 average rating, 43 reviews

Elegant homestay in Sunningdale

Escape to our charming Airbnb amidst a picturesque garden. This one-bedroom retreat offers breathtaking views and modern amenities including a dedicated work space and a spacious dressing room ensuring an organized stay. Enjoy the en-suite bathroom and well-equipped kitchen for delightful meals. Relax in the cozy living room with a book or your favorite shows. Outside, stroll through vibrant garden and bask in the sunlight. Perfect for a romantic getaway or solo retreat.

Top guest favorite

Cottage in Windsor and Maidenhead

4.96 out of 5 average rating, 804 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.

Top guest favorite

Barn in Surrey

4.96 out of 5 average rating, 103 reviews

Cosy Garden Cabin

Located in the centre of Bagshot Village this self contained garden building is ideally located as a base to stay whilst visiting surrounding attractions. The cabin has 1 bedroom with a double bed Ensuite shower room. Lounge/kitchen area with sofa, TV, Fridge, Washing Machine, Dishwasher and electric Hob. Windsor is approx 20 mins away by car. Ascot is approx 10 mins away by car. Bagshot Station is a 10 minute walk away

Guest favorite

Home in Surrey

4.83 out of 5 average rating, 224 reviews

The Orchard

The Orchard is a delightful one bedroom terraced house in the heart of leafy Surrey. Easy access to the M3 and M25 make travel direct into London straightforward. Perfect for Ascot race course, Thorpe Park or Legoland, all three are a 15 minute drive. The Orchard's flexible sleeping arrangements make holidaying with friends or family easy.