Holiday rentals 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.
Guest house 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.

Top guest favourite
The exterior of a three-story, traditional-style house is displayed, featuring white walls with black timber framing. A paved path leads to the entrance, flanked by greenery and colorful foliage. A small flight of steps is visible at the front, along with visible window accents.
Flat in Carshalton
4.98 out of 5 average rating, 132 reviews

Quiet Flat by Sutton 30 min Train to London Bridge

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.

Top 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.
Guest house in Chipstead
4.91 out of 5 average rating, 378 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.

Top guest favourite
Shepherd’s hut in Headley
5 out of 5 average rating, 402 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
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.
Guest house in Epsom
5 out of 5 average rating, 139 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 modern kitchen area features sleek white cabinetry and a light marble countertop. Two chrome bar stools are positioned at the counter, along with a bowl of fruit. Appliances include a microwave and kettle, set against a soft gray backsplash.
Apartment in Surrey
4.93 out of 5 average rating, 102 reviews

Gorgeous 2 bed home close to town & train station

A comfortable & stylish ground-floor apartment with two double bedrooms, a private entrance & free parking. The apartment has been beautifully decorated & has a private south-facing rear garden. It provides a welcoming and homely feel for guests. Key points of interest and journey times are: Redhill train station: 2 min walk Town centre: 5 min walk Central London: 30 min train Gatwick Airport: 8 min train Heathrow Airport: 30 min drive Reigate: 5 min train/drive Brighton: 50 min train

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, 153 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.
Guest house 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 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
The exterior of a spacious two-story house is captured, featuring a blend of textured cream and brick siding. A neatly landscaped front garden includes vibrant greenery. A driveway accommodates a parked vehicle, and a secure entrance with a decorative door is visible.
Home in Surrey
4.91 out of 5 average rating, 117 reviews

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.

Guest favourite
A spacious kitchen with large windows allowing natural light to fill the room. A wooden island serves as a centerpiece, while pendant lights hang above. The cabinetry showcases a rustic style, complemented by decorative plants and a view of the outdoors.
Home in Chipstead
4.95 out of 5 average rating, 22 reviews

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.

Guest favourite
A charming cottage exterior is showcased, featuring a stone façade and a pitched roof. Large windows allow natural light in, while a welcoming green door adds a pop of color. The surrounding lawn is well maintained, offering a serene outdoor space lined with stepping stones.
Home in Chipstead
4.9 out of 5 average rating, 29 reviews

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!

Popular amenities for Chipstead holiday rentals

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