Vacation rentals in Chelsham

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Top-rated vacation rentals in Chelsham

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Guest favorite

Guest suite in Surrey

4.88 out of 5 average rating, 248 reviews

Convenient Caterham Bolt Hole near Gatwick/London

We have 2 delightful, and newly-renovated double rooms plus shower room at semi-basement level. ‘Below Stairs’ has its own entrance so you have full privacy away from the busy family life going on upstairs! The accommodation is a perfect place to lay your head for a weekend, a work trip or accommodation around a wedding or event. There’s no kitchen although tea and coffee are provided and the nearby Caterham Cafe does a great breakfast! Costa, Cafe Nero and restaurants are also moments away.

Sep 27 – Oct 4

G$19,525 GYD per night

Guest favorite

Home in South Croydon

4.88 out of 5 average rating, 125 reviews

Beautiful Light, Open Plan Garden Lodge

This beautiful garden cottage 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 living space layout. 2 very small bedrooms. Bedroom 1: 1 Double bed. Bedroom 2: 1 Double bed. Main space Double sofa bed. Suitable for couples, solo travellers, business travellers, families with kids, and groups, sleeping up to 6. Can also be used for daytime business seminars, meetings, and training sessions of up to 12 people.

Nov 1 – 8

G$37,922 GYD per night

Guest favorite

Guesthouse in London

4.98 out of 5 average rating, 96 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.

Aug 6 – 13

G$29,531 GYD per night

Guest favorite

Guesthouse in Chipstead

4.91 out of 5 average rating, 270 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.

Feb 13 – 20

G$25,346 GYD per night

Guest favorite

Guesthouse in Surrey

4.96 out of 5 average rating, 449 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.

Sep 14 – 21

G$27,446 GYD per night

Guest favorite

Apartment in London

4.96 out of 5 average rating, 23 reviews

Superb Studio flat in South Croydon, London

Self contained studio annexe to a large detached house in South London. Ample free parking outside of the property! Self contained with its own kitchen and bathroom. Separate side entrance giving you privacy. 12 mins walk to both sanderstead station or Purley Oaks station taking you to London Victoria or Bridge in 20-25mins. Buses 403 and 359 3 mins walk away taking you to East Croydon and purley in 10 mins. Conveniently located for Gatwick airport. SuperFast Fibre Broadband installed in 2023!

Feb 21 – 28

G$16,462 GYD per night

Guest favorite

Guest suite in Surrey

4.82 out of 5 average rating, 134 reviews

Quite self-contained Annex, own entrance, No ULEZ

Self-contained Annex with independent entrance at rear of building. Peaceful location 100 yards from Happy Valley. 25 minute walk from Coulsdon South Station with a regular 30 minute train service to central London. After 11.30 at night, the train service can be a little unreliable. Cosy annex with bedroom (double bed), bathroom with shower, comfortable living room with TV and Internet. Small kitchenette with tea and coffee making facilities, fridge and microwave. Outside London ULEZ zone

Sep 17 – 24

G$16,274 GYD per night

Guest favorite

Apartment in London

4.98 out of 5 average rating, 351 reviews

Swifts Yard *ENTIRE* 1 bed flat Vintage Industrial

Entire 1 bed flat, styled on Vintage Industrial, set in a private Victorian gated yard. Stunning city views from the street. A quiet, fully equipped space, right next to Crystal Palace Triangle which has 50+ bars, restaurants & shops with luxury Everyman Cinema & bar. 9mins walk to Over Ground Tube & Rail. A Dinosaur Park, Sports Centre & Horniman Museum are minutes away. Luxury UK King size bed. Great for fun or work. Please ask if you require a longer stay than days visible on the calendar.

Feb 16 – 23

G$27,593 GYD per night

Guest favorite

Shepherd’s hut in Headley

5.0 out of 5 average rating, 140 reviews

Luxury Woodland Shepherds Hut & Romantic Hot Tub

Escape to your own little bit of luxury in the stunning Surrey Hills, conveniently less than an hour from London, and stay in one of our two gorgeous shepherd's huts. We are located near the picturesque village of Headley near Box Hill, so you have the feeling of being in the countryside but in a luxury hut with modern facilities like high speed wifi! Plus we have an indulgent wood fired couples hot tub. Perfect for birthday celebrations, romantic anniversaries and special nights away!

Oct 1 – 8

G$36,023 GYD per night

Guest favorite

Guest suite in Surrey

4.85 out of 5 average rating, 339 reviews

The Annexe: a contemporary space in leafy Surrey.

The Annexe is a spacious studio with private entrance and outside decking area to enjoy a drink. King size bed, with desk/dressing table, TV, tea/coffee making facilities, microwave, wi-fi, TV (SKY) and sofa area. Contemporary en-suite bathroom with walk-in shower. Set in the lovely village of Old Oxted. Only a 1 minute walk from 3 great pubs all serving good food and with nice atmosphere. Approx. a 10 minute walk from Oxted station which takes 40 minutes into central London.

Nov 11 – 18

G$18,702 GYD per night

Guest favorite

Guesthouse in Warlingham

4.95 out of 5 average rating, 38 reviews

Double bed annex

Self contained Annex attached to house with kitchen/living room, separate bedroom and shower room. Ample parking. 12 minutes walk to nearest rail - approx 30 mins into central London. In the pretty village of Warlingham with lots of walks, riding opportunities and Golf Courses nearby. An ideal location from which to explore the Surrey Hills. 25 mins drive to Gatwick.

Jun 24 – Jul 1

G$30,957 GYD per night

Superhost

Barn in Kent

4.88 out of 5 average rating, 417 reviews

Beautiful 18th century barn.

Welcome to our beautiful, unique 18th century barn! The property is complete with a large open space, bathroom and mezzanine level double bedroom. Underfloor heating. Wood burning stove. We can put a double and single mattress downstairs for large families. Children under 12 are free. Wifi. Private parking and entrance. Seating area outside and garden to share.

Sep 3 – 10

G$27,739 GYD per night