Family-friendly holiday rentals in Chobham

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

Family · Kitchen · Decor

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.

Family · Kitchen · Parking

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. Air Con. Free EV charging point. Many public footpaths close by. Local shops are only a 10 minutes stroll. Gastro pubs, restaurants and independent shops within easy walking distance. A short drive from M25 (J11). Fast rail links to London from Woking. LGBTQ+ friendly. Friendly Spaniel and Siamese cat on site.

Kitchen · Family · Nearby

Virginia Water Family Getaway

Lambly Hill House – Holiday Rental in Virginia Water, Surrey Welcome to Lambly Hill House, a stylish and spacious 4-bedroom holiday rental in Virginia Water, Surrey. Perfect for families, golf visitors and business travellers, this beautifully renovated home offers modern comfort, peaceful surroundings and a private garden in one of Surrey’s most desirable locations. Located just a short walk from Virginia Water train station, Lambly Hill House provides easy connections to central London.

Kitchen · Family · Outdoor spaces

Guest House in Wentworth, Virginia Water

Welcome to our cozy studio flat in the annex at our home! The space features a king-size bed, a sofa bed for 2 kids or 1 adult, a private bathroom, kitchenette, desk & Freeview TV. Perfectly located: - 5 min walk to Wentworth Golf Club - 5 min drive to Longcross Studios and Windsor Great Park - 15 min drive to Ascot Racecourse, Lapland LEGOLAND, Thorpe Park, Windsor Castle, Heathrow Pls confirm if you require both the King Size bed & Sofa Bed - £25 surcharge for 2 person bookings

Indoor spaces · Kitchen · Parks

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.

Family · Kitchen · Getting around

Country House Woking S/C 2 person Annex

The Annexe is a comfortable, light & airy, completely s/c furnished building suitable for 2 people & built from oaks felled in our garden. The Annexe has a double bedroom, bathroom + bath & shower, living room, kitchenette & a double sofabed. Central heating & wifi, TV & secure parking. We are a 30 min walk from the station and buses and taxis are easily available. Nearest EV chargers available at Morrisons, Goldsworth Rd. Others 10mins from house, details on request.

Kitchen · Family · Quiet

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.

Family · Kitchen · Outdoor spaces

The Coach House

The Coach House is a totally unique property, nestled in the peaceful surroundings of Chobham Common. Spread over two floors, this charming accommodation offers 2 bedrooms, 2 bathrooms, a sitting room, a dining room, a kitchen, & a utility room. There is also an outdoor seating area equipped with barbeque, perfect for unwinding. The quirky design & characterful features of this historic building add to its charm & make it a truly delightful place to stay.

Indoor spaces · Family · Comfort

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

Kitchen · Indoor spaces · Wi-Fi

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 bedroom with a (new June 2026) double bed (4ft 6in) wardrobe and. Heating/air conditioning. Tea, coffee, sugar and milk provided. Driveway parking space available on request (suitable for small/medium vehicles) Excellent WiFi, bring your devices!

Kitchen · Family · View

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.

Indoor spaces · Kitchen · Check-in