Vacation rentals in Chipstead

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Chipstead

Guests agree: these stays are highly rated for location, cleanliness, and more.

%{current} / %{total}1 / 1
Top guest favorite
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.

Top guest favorite
A charming outdoor area is surrounded by trees, featuring a wooden cabin and a circular seating arrangement. Two wooden lounge chairs are positioned near a fire pit, with a winding pathway leading toward the cabin, creating a serene and inviting atmosphere.
Shepherd’s hut in Headley
5 out of 5 average rating, 380 reviews

Luxury Woodland Shepherds Hut & Romantic Hot Tub

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!

Top guest favorite
A serene bedroom features a spacious white bed dressed in crisp linens, accompanied by two bedside tables with soft lighting. A neat gray blanket is casually placed at the foot of the bed. A fitted closet is visible along one wall, blending seamlessly with the soft gray decor.
Home in Chaldon
4.97 out of 5 average rating, 59 reviews

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.

Guest favorite
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, 371 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 favorite
A spacious open-plan living area features high wooden beams and large windows that allow ample natural light. Comfortable leather sofas are arranged around a coffee table, while a dining area with metal chairs is positioned nearby. A large mirror and a television enhance the space.
Home in South Croydon
4.89 out of 5 average rating, 207 reviews

Beautiful Light, Open Plan Garden Lodge

This beautiful Garden Lodge is set away from the main house, accessed via automatic gates within gated grounds. Fitted kitchen with all mod cons in a very large open plan living space. 2 very small bedrooms. Bedroom 1: 1 double bed. Bedroom 2: 1 double bed. Main Space: 1 double bed. Suitable for couples, families, solo guests, business travellers, and groups, sleeping up to 6 people. Also, useable for daytime business meetings, seminars and training sessions up to 12 people by application.

Guest favorite
A stylish cabin interior showcases a warm wood structure, featuring a cozy sleeping area with a neatly made bed. A round dining table is paired with two chairs, illuminated by soft lighting. An outdoor seating area is visible through the window, surrounded by wooden fencing.
Cabin in Royal Kingston upon Thames
4.91 out of 5 average rating, 104 reviews

London & Surrey Cub House

Your own private stylish cabin, own entrance, self check-in. King-size bed, en-suite, kitchenette & private outside space. 8min walk to 2 stations into central London (Waterloo 25min, Wimbledon 15min). Good links to Hampton Court, Kingston upon Thames, Surrey walks and villages. Superloop 7 Bus (SL7) direct to and from Heathrow Airport, 1hour. Very quiet residential road with free parking. No more than 2 guest permitted at anytime on the property. No smoking/vaping on the property.

Top guest favorite
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, 471 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 favorite
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, 212 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 favorite
A couple relaxes in a bubbling outdoor hot tub, holding glasses, with a scenic view of lush green fields and trees in the background. A champagne bottle sits in an ice bucket beside them, enhancing the tranquil atmosphere.
Shepherd’s hut in Royal Kingston upon Thames
4.98 out of 5 average rating, 332 reviews

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.

Top guest favorite
The spacious bedroom features a comfortable bed dressed in soft linens, flanked by bedside tables with lamps. Exposed wooden beams create a rustic ambiance, while patterned curtains frame the window. A wooden dresser adds character, and a full-length mirror reflects the room's charm.
Barn in Horley
4.94 out of 5 average rating, 508 reviews

Cosy, Rustic 17th Century Country Barn.

Charming 17th century Barn conversion. Restored with every attention to detail, abundance of character & exposed beams, fully equipped kitchen, attractive bathroom with roll top bath & rain shower. Underfloor heating, High Speed Wifi, Smart TV and optional hot tub. Just 14 minutes from Gatwick Airport/Station & the Express into London takes only 30 minutes, yet the Barn is set in open countryside, surrounded by fields, on an Equestrian property

Guest favorite
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, 20 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.

Top guest favorite
A charming thatched cottage is surrounded by meticulously maintained gardens featuring geometric hedges and a stone pathway. Lush greenery and trees frame the scene, while a tranquil pond reflects the clear sky above.
Cottage in Rotherfield
4.98 out of 5 average rating, 332 reviews

The Granary, Organic Vineyard stay with Pool.

Coes Farm offers 50 acres of absolute tranquillity in amongst nature, with a bit of luxury thrown in too! We have formal gardens and ornamental ponds, a large lake, plenty of woodland, open fields, an indoor saltwater swimming pool with hot tub, a tennis court and a games room which is resident in our Micro-Winery! We planted our 5 acre vineyard in Spring 2021 and extended the existing Orchard with cider varieties in 2023.

Popular amenities for Chipstead vacation rentals

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