Holiday houses in Chipstead

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Top-rated holiday rentals in Chipstead

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Top Guest favourite
An entrance adorned with dry foliage frames a charming lodge. A central water fountain is visible, surrounded by lush grass and greenery. Soft lighting highlights the architectural features of the building, while tall trees create a natural backdrop.
Guesthouse in Old Coulsdon
4.97 out of 5 average rating, 136 reviews

Amazing Clockhouse in a perfect location

The Clockhouse is a fabulous self-contained lodge in a semi rural setting with its own private garden area, off street parking & superb transport links to London (45 min) & LGW/LHR airports (30/90 min) .A spacious & tranquil open plan living area offering flexible accommodation has the added advantage of a double bed & x2 single sofa beds, a splendid shower room & a well equipped kitchen. The separate private access means privacy & relaxation is assured & makes for a perfect base all year round.

Guest favourite
The guesthouse is nestled in a lush garden, surrounded by shrubs and trees. Its wooden exterior complements the natural setting. A well-maintained lawn extends in front, with a pathway leading to the entrance. The peaceful ambiance is enhanced by the open countryside in the background.
Guesthouse in Chipstead
4.91 out of 5 average rating, 375 reviews

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.

Guest favourite
The Summerhouse features a charming wooden exterior with a sloped roof and large glass doors. Surrounded by lush greenery, it includes a small seating area on the patio for outdoor relaxation, inviting nature into the living space.
Guesthouse in Surrey
4.95 out of 5 average rating, 570 reviews

SUMMERHOUSE luxury smart barn, projector 75Mb WiFi

The Summerhouse is a modern barn conversion located on the Flagpole Cottage estate with the main house dating back to 1650 in quaint and friendly Tandridge Village. The Summerhouse has a private entrance with magnificent views over the country side from the floor to ceiling windows, yet only 20 miles from London. Open plan living with sleeping arrangements on the mezzanine and ground floor sofa bed. WiFi (75Mb fibre) and secure parking (24/7 outdoor CCTV) is free. Private terrace on the back.

Top Guest favourite
Shepherd’s hut in Headley
5 out of 5 average rating, 393 reviews

Secret Lodge: shepherds hut with hot tub & sauna

Stay in a luxury shepherds hut in the stunning Surrey Hills, only an hour from London. A perfect couples escape with a beautiful hot tub under the trees and a wood fired sauna experience bookable as an optional extra. We are located near Box Hill so you can enjoy countryside walks with spectacular views and visit some lovely local gastropubs. We are dog friendly for an extra fee. We supply a variety of grazing platters too. The perfect stay for birthdays, anniversaries and special nights away!

Top Guest favourite
A bright sitting room features a cozy sofa adorned with yellow cushions. A large mirror reflects natural light, while a dresser and a small cabinet provide convenient storage. A circular area rug adds softness to the floor, and windows are dressed with simple curtains.
Guest suite in Surrey
5 out of 5 average rating, 127 reviews

Self-contained, double bed, clean and comfortable

Please read. A comfortable, clean uncluttered standard double bed annexe with en-suite, kitchenette and sitting room looking out onto the garden in a residential road, for 'single occupancy' only. NB. the annexe is not a 'day/holiday sanctuary' as life continues around it during the busy working day within a residential road. Most suitable for those working (regular hours) in the area as guest will be required to vacate the property daily between the hours of 11.00-16.00 or thereabouts.

Top Guest favourite
The detached annex showcases a brick exterior with a pitched roof. A paved pathway leads to the entrance, bordered by potted plants. Lush greenery frames the property, and a gravel area provides additional parking and access to the surrounding garden.
Guesthouse in Epsom
5 out of 5 average rating, 138 reviews

Peaceful & cosy detached annex with outdoor space

Situated within the grounds of a private property, set back from the road in a leafy residential part of Epsom. Welcome to our peaceful, detached annex offering flexibility, comfort and outdoor space. International guests will find us conveniently situated within 30mins drive of London Gatwick and Heathrow Airports (traffic permitting) and 40mins by train into central London. Ideal for those needing a base to enjoy the delights that Surrey has to offer or somewhere quiet to work from.

Top Guest favourite
A spacious sleeping area features a soft, upholstered headboard and ample natural light from the glass doors leading to a deck. A table with two chairs is visible outside. Fresh towels are neatly arranged on the bed, framed by light wood flooring and neutral walls.
Guest suite in East Horsley
4.96 out of 5 average rating, 620 reviews

Lovely self-contained annex with shower room

Lovely, light spacious annex with en-suite shower room. It has a separate entrance and access to a deck. Off street parking is available. Situated in a quiet, tree-lined lane, it is a 5 minute drive to Horsley station which has a direct line into London Waterloo. Lots of lovely restaurants, pubs and cafes nearby for breakfast, lunch or dinner. There’s a mini fridge and microwave in the annex. PLEASE NOTE: ON BOOKING I’LL SEND DETAILED DIRECTIONS AND INFORMATION ON ACCESSING THE ANNEX.

Top Guest favourite
A charming two-story family home features a mix of brick and timber elements. A well-maintained garden surrounds a gravel driveway, with a silver car parked near the entrance. Green shrubbery and flowering plants add color to the outdoor space.
Guest suite in Carshalton
4.87 out of 5 average rating, 152 reviews

Annexe in lovely house , good links to London.

This is a newly decorated area that can be accessed privately, situated on outskirts of London, close to Sutton and Carshalton Beeches main line stations. These provide quick access to London. Gatwick and Heathrow are easily accessible. The Royal Marsden Hospital is close by. Two minutes by car or bus at the top of the road that goes into the hospital grounds. St Antony's is about a 12min drive. There is one double bedroom with ensuite shower room, kitchen and lounge with TV /WIFI.

Top Guest favourite
A gravelled seating area is situated outside The Dog House, featuring a set of dark wicker furniture with white cushions. A glass-top table is placed centrally, adorned with simple decor. Lush green trees and a wooden fence provide a natural backdrop.
Guesthouse in Newdigate
4.99 out of 5 average rating, 477 reviews

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.

Top Guest favourite
A bright lounge area features a comfortable sofa with plaid cushions, alongside a dining table and chairs. Large skylights and glass doors illuminate the space, opening to a patio garden filled with greenery. Two framed artworks enhance the inviting ambiance.
Guesthouse in Surrey
5 out of 5 average rating, 273 reviews

Self Contained Cottage in Thames Ditton Village

Beautiful self contained 1 bedroom cottage in the grounds of one of Thames Ditton’s oldest properties. Superbly located next to the river with pubs, restaurants, coffee shops, and village stores close by. Thames Ditton is a pretty village located close to Hampton Court, Surbiton, and Kingston Upon Thames and 30 minutes by train to London Waterloo. Go Boat hire is a minutes walk and the slipway to the Thames is opposite the house if you have your own paddle board/canoe.

Top Guest favourite
A light-filled lounge is furnished with a comfortable gray sofa adorned with various decorative cushions. A cozy armchair, positioned beside a small wooden table, complements the space. A brick fireplace is featured, with a television mounted above, creating a welcoming atmosphere.
Cottage in Kingswood, Tadworth
4.96 out of 5 average rating, 218 reviews

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.

Guest favourite
A grand Georgian house is featured, set among a spacious gravel courtyard. The white exterior is complemented by large windows and a welcoming front door. Lush greenery is visible in pots on either side of the entrance, contributing to the property's neatly landscaped front.
Cottage in Royal Kingston upon Thames
4.97 out of 5 average rating, 153 reviews

Lovely Annexe near Surbiton/Kingston, SW London

Self Contained 1 Double Bedroom Apartment Chessington/Surbiton with Private Patio Garden Beautiful self contained 1 double bed annexe with delightful private patio garden, attached to the main Georgian house with it's own independent front door and private off road parking. Short walk to bus or station. Short bus ride to Surbiton and Kingston. 16mins train to London Waterloo from Surbiton.

Popular amenities for Chipstead holiday rentals

  1. Airbnb
  2. United Kingdom
  3. England
  4. Surrey
  5. Chipstead