Vacation rentals in Chipstead

Luxury Shepherds Hut & Hot Tub in the Surrey Hills

Escape to your own little bit of luxury in the stunning Surrey Hills, conveniently about an hour from London, and stay in one of our two gorgeous shepherd's huts. We are located near the village of Headley near Box Hill, so you can enjoy beautiful countryside walks, whilst staying in a luxury hut with modern facilities like high speed wifi! Dog friendly (extra fee). We have a wood fired couples hot tub and can supply grazing platters, perfect for birthdays, anniversaries and special nights away!

Gorgeous annex in Surrey, near to Caterham School

Luxury annex bristling with light, part of a beautiful house set in half an acre of garden with pond and trees. Located in a semi rural setting, just off the North Downs in leafy Chaldon, with the rolling Surrey Hills on your doorstep. 1 mile to Caterham town centre. Perfect for a family passing by the area or while moving homes/building renovations. Great for Caterham school visiting parents. Direct access to Central London in less than 1 hour, Gatwick Airport in 20 minutes, 5 min to the M25.

Quiet South London flat, 40 mins to Central London

This entire ground floor apartment in Cashalton Beeches with parking space has a marble kitchen, luxurious walk-in shower (no bath), dishwasher, washing machine and separate dryer and good TV channels. It's a safe, comfortable and pleasant place to spend your time! The train station is less than 10mins walk with direct London trains taking under 40mins. Bedroom features a double bed and a double sofa bed in the lounge. The private patio in the back has a table and chairs for relaxing/dining.

A private country escape with stunning views

A charming, fully self contained guesthouse, set in a private garden of a 14th century cottage located in the pretty village of Chipstead. A perfect country escape with fast access into London and Gatwick Airport a short taxi ride away. The guesthouse offers views over open countryside, enjoy total peace and quiet, lots of privacy, all in an area of outstanding natural beauty. If you're wanting to explore leafy Surrey with great links into London, our guesthouse offers you the perfect location.

Luxury Garden Lodge

The Dog House is situated in a corner of our garden, in the beautiful Surrey village of Newdigate. Ideal for walkers and cyclists, the village has an award winning real ale pub with great food, a village shop and an Indian restaurant. There are nature reserves and stunning walks and only 15 minutes from Gatwick, access to the airport couldn’t be easier. The historic towns of Dorking and Reigate are a short drive away and have a great range of shops, restaurants and antique shops.

Charming Cottage with lovely garden & parking

Delightful entire 1 bedroom cottage, built over 200 years ago with a spacious lounge, diner and a fully fitted kitchen and benefits from its own private patio. With picturesque views across the golf course and a wonderful hiking trail. You will find this to be a perfect spot to relax for single and couples wanting break away or even if away for work purposes. A 10 minute stroll to a nearby local village pub, a delightful cafe and restaurant, including an off license.

Cheerful 5 bedroom house with off street parking

Bring the whole family to this great place with lots of room for fun. The house is very spacious with a good sized garden. Four double bedrooms and one single bedroom. Master suite with ensuite bathroom. Main bathroom and also shower room downstairs. Plenty of kitchen area with bar seating and also washing machine in separate annexe area. Excellent transport facilities nearby with both buses and trains. Very close to The Epsom Downs Racecourse. Excellent walking area.

Beautiful two bed lodge with free parking in Epsom

This peaceful self contained house, offers easy access to town and countryside. Epsom racecourse is a 15min walk away. Accessible from Gatwick (28 mins) and Heathrow (35 mins), Epsom train station is a 15 min walk away with trains to Waterloo, London Bridge and Victoria. Plenty of shops and restaurants in the town centre and the charming Grumpy Mole at the Amato is a 2 min walk. Chessington World of Adventures is 15 mins by car. Free off road parking for one car.

The Ultimate Couples Retreat | 30 Mins from London

This countryside retreat is the perfect romantic escape, just a 35 minute taxi/train ride minutes from London. Unwind in your private luxury hot tub, sip on a complimentary bottle Champagne under the stars, and wake up to breathtaking views of rolling fields and wildlife. Our handcrafted shepherd’s hut blends rustic charm with modern comfort, offering a king-sized stargazing bed, a cozy fire-lit deck, and a luxury bathroom, all set in a peaceful meadow.

Country home with amazing views

A family-friendly country cottage with a charming blend of rustic style and modern comfort. Set in half an acre of rambling gardens, plus a Mediterranean-style space with a built-in BBQ, this peaceful retreat is perfect for relaxation. The heart of the house is the bright, spacious kitchen, which boasts large windows offering stunning views of the surrounding countryside. A dining table that seats 12 is ideal for shared meals and gatherings.

Stylish & Comfortable - Quick Access to London

Vintage industrial design in the suburbs of London with quick access to the capital, and surrounding areas. The apartment has been finished to a very high standard as you can see from the photos. Features include a vaulted ceiling, oak staircase and a giant circular window. Ideal for a couple's retreat or a small group looking to explore London or the surrounding Surrey countryside.

Charming Surrey Cottage, 30 Mins to Central London

Escape to a stunning Surrey cottage, just 25 minutes by train from central London—perfect for a countryside retreat without sacrificing convenience. Nestled within a private acre of beautifully maintained grounds, this stylishly furnished cottage offers comfort, character, and a peaceful getaway for families, couples, and remote workers. Well-behaved dogs are very welcome too!