Holiday houses in Woodside

Five Star Boutique House near Windsor Castle, Ascot & London

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

Lavish Retreat & Champagne 30mins Taxi from London

The Little Touch of Grey, provides an electric ambiance and the perfect setting for the elite of mind, who wants to reward both themselves and their partner. We are proud to share the latest addition to our portfolio with those who appreciate of all things bespoke. Included are; a complimentary bottle of Champagne, indoor & outdoor Jacuzzi, underfloor heating, sound system and salacious yet tasteful surprises throughout. For special occasions, use our secret compartment to add to your surprise.

Luxury Gated 3BR Stay in Ascot - By Tempstay

Experience refined living in our exclusive gated apartment in Ascot, perfectly suited for guests looking for style, relaxation and a premium stay in one of Ascot's most desirable locations. Thoughtfully designed with elegant interiors, our stunning three-bedroom, first floor apartment offers a blend of modern luxury and homely comfort. Located within a secure gated development, guests can enjoy bright open-plan living spaces, high-quality finishes, and a stylishly designed interior throughout.

Gorgeous CountryCottage overlooking Windsor Castle

The Victorian Lodge (1876) is a charming & quintessentially English country cottage on a private estate once owned by King Henry 8th. It sits right beside Windsor Great Park, at the entrance of a long driveway to Little Dower House, where the owners of the Lodge live. The private gardens and stunning view at the Victorian Lodge provide the perfect setting for a small intimate wedding. Whilst the romantic gardens within the Little Dower House estate provide an ideal venue for larger weddings.

Garden Studio

An entirely self contained base with underfloor central heating if required. A king sized bed and en suite shower room. Pillows and duvets are hypoallergenic, and all bedding pure cotton. A kitchenette with microwave, toaster, kettle and fridge. Ultra-fast full fibre Internet access, and TV for all Freeview channels and Netflix. The historic Thatched Tavern pub with wide-ranging menu is within easy walking distance. Please observe a strict no smoking, vaping or candles rule in the studio.

Studio 7 in Sunningdale, England

Horses for courses? Does a day at Royal Ascot or a Polo match at the Guards Polo Club in Windsor Great Park tickle your fancy? Or, if history and heritage are your bag, perhaps a visit to the historic Windsor Castle and a gander at the shops might hold some allure? Studio 7 is perfectly placed for you to do all this and more! This newly appointed self-contained studio in Sunningdale is light and bright, providing a tranquil and elegant setting for you to retreat from the hubbub of life.

Ascot Annex

A self-contained, 2 bedroom, 3 bed, 1 bathroom Annexe, next to our main house, in an idyllic hamlet in Ascot. The property has its own private entrance. The space is self-catering with a kitchen and has a dining space to seat 3 comfortably, along with a sofa and a smart TV Netflix included. 5 minutes to Legoland 7 minutes to Ascot Station 4 minutes to Ascot Racecourse 10 minutes to Windsor Castle and Wentworth 15 minutes to Bray and Longcross Studios. 25 minutes to Pinewood Studios

Ascot Coach House

Newly converted coach house situated on a private road walking distance from Ascot high street. Tastefully renovated to create a peaceful and comfortable ambiance. Self contained with king size bed, large walk-in shower, open plan lounge and kitchenette. Close proximity to M3/M4 motorways. Ascot train station with trains running to Waterloo and Reading. Ascot high street has supermarkets, coffee shops and the racecourse. Situated close to Ascot Lapland, Longcross and Bray studios.

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.

Luxury 2 bedroom cottage

Luxury Cottage at Hayley Green A charming, character-filled retreat for up to 4 guests in a peaceful semi-rural setting. Designed for comfort and relaxation, it’s ideal for couples, families, or friends. Enjoy a well-stocked library if you prefer to stay in. Perfectly located: 6 mins to Lapland Ascot 9 mins to Legoland 11 mins to Ascot 16 mins to Windsor & Wentworth 30 mins to Henley-on-Thames Under 1 hour by train to London via nearby Bracknell station

Unique Dome | Glamping | Hot Tub | Surrey | Adults

Olive Pod is the ultimate cosy, private and picturesque geo dome retreat. Set on a fruit farm in Surrey, in its own secluded field behind tall fir trees, with no other pods or tents nearby. A firm favourite adults-only escape for proposals, anniversaries, birthdays and honeymoons - we can also decorate for your arrival ✨ The perfect place to unwind and recharge in a peaceful natural setting. Ideal for couples or friends. No infants, children or pets.

Inviting Ascot Home Ideal for families & racegoers

Ideally located just 1.3 km from Ascot Racecourse and 4.3 km from LaplandUK, this spacious holiday home offers garden views, free Wi-Fi, and private parking. Enjoy private check-in and check-out at this non-smoking property, situated only 4.8 km from Legoland Windsor and 9.4 km from Windsor Castle. Nisa Express minimarket, conveniently located next door. Please note that there will be a refundable deposit & ID required for the booking confirmation