
House holiday rentals in Chislehurst
Find and book unique houses on Airbnb
Quick stats about house rentals in Chislehurst

Total holiday rentals
Explore 90 holiday rentals in Chislehurst

Nightly prices starting at
Chislehurst holiday rentals start at £15 per night before taxes and fees

Verified guest reviews
Over 1,450 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
80 of Chislehurst holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Chislehurst rentals

4.7 Average rating
Chislehurst stays receive an average rating of 4.7 out of 5 from guests
Top-rated house rentals in Chislehurst
Guests agree: these houses are highly rated for location, cleanliness and more.

Stunning 2 Bedroom house with parking
An Annexe of a larger property this is 2 Bedroom house fully equipped with all facilities. Two bedrooms both with double beds so the property sleeps 4 easily we also have a travel cot Central location near junction 3 of the M25 station is 10 minutes walk. Situated in the charming village of Crockenhill ,in the lovely kent countryside. nr to Brandshatch. Please note we only have a bath and hand held shower unit for washing hair The property has access to a stunning large garden. 1 parking space

Stunning 4 bed Church Conversion in Billericay
*CLOSE TO LEIGH ON SEA AND SOUTHEND* -UNIQUE 4 BEDROOM , 2 BATH HOME WITH HUGE VOLUME LIVING AREA AND NEW FULLY FITTED KITCHEN .FULLY HEATED. SET IN LOVELY QUIET RURAL SETTING OVERLOOKING FIELDS YET WITHIN EASY DRIVE OF THE ATTRACTIVE MARKET TOWN OF BILLERICAY. GOOD RAIL FACILITIES TO LONDON ( LIVERPOOL STREET ) AND SOUTHEND AIRPORT WITHIN 25 MINUTES DRIVE. FACILITIES FOR HORSE RIDING , FISHING ,CYCLING ALL WITHIN EASY REACH AS ARE CHILDRENS' ACTIVITIES SHOPPING CENTRE / LEISURE PARK NEARBY

The Nook
Kick back and relax in this calm, stylish space. This ground floor one bed apartment is perfect for romantic getaway with your partner, or if you are in town for work and you are looking for a home away from home. If you have a little one you want to bring with you. Victoria station is a 20 minute train away, as well as being 15 minutes away from Wimbledon and Croydon by tram. All house trained dogs of all sizes welcome. EV charging points are NOT on premise. They are on street charging points.

Taylour House - Historic, unique, yet modern
Welcome to our historic 'hidden gem' Taylour House built in 1468 for the Lord Mayor of London. Quiet yet town centre location with local amenities on your doorstep. Easy reach of Central London, (Edenbridge Town station 10 mins walk) Gatwick and Heathrow. Sleeps up to 10 guests. Private dining by prior arrangement. Perfect for a holiday, family gatherings, birthday celebrations and hen/stag and bridal parties. Full refurbishment carried out in 2023. Children and dogs very welcome.

Hidden Oasis 15min To Central London (entire home)
WELCOME TO OUR BEAUTIFUL HOME! Perfect for families and large groups (up to 10). The entire home and gardens will be all yours. Recently renovated with 4 comfortable bedrooms (2 with en-suite), a big kitchen for socialising in and a Mediterranean-style gardens located on a quiet residential road. We are 20 min walk to Woolwich Station. From here you can get to the Excel (4mins), Canary Wharf (8mins), Liverpool St (15mins), Tottenham Court Rd (20mins), Paddington (26mins), Heathrow (50mins).

*NEW* Perfect Location! Beautiful Cottage hideaway
Perfectly located for a short break, this beautiful fully renovated to a high standard Grade 2 listed cottage is a few minutes walk from 24 bars, pubs & restaurants in the popular market town of West Malling. We have a free parking space in town if required. Unfortunately steep narrow stairs means may not be ideal for the very young/old. 11 minute walk from train station to London, perfectly located for a weekend getaway. Supermarket, boutique shops, beauty salons & coffee shops await you!

Cosy little house.
10 miles from Central London.Great transport links.15 mins from M25. Choice of 3 trains stations into Central London-25 mins ( Chislehurst/ New Eltham/ Mottingham) .Fully working log burner & central heating. Situated 100 yards from Chislehurst High Street with great local amenities of cafes/ pubs/ restaurants. 15 mins walk from the famous tourist attraction of Chislehurst Caves. 15 mins walk from a National Trust park ( Hawkswood Estate) and Nature Reserve ( Scadbury Park) Pets welcome :-)

Oast Farmhouse, Ide Hill, Hever, Edenbridge
The Oast House is on a private Tudor Estate. A listed mid-Victorian property has charming period features, a large garden and storage. It theoretically sleeps 10 but suitable for 7 if one prefers sleeping alone. Terrific for group bookings, cycling and triathlon participants, temp workers, golfers, extended families in area for special occasions, corporate charity rides, or bake off weekends! Perfect for visiting Tudor England all around beautiful West Kent. We are 35 mins from South London

The Barn
Boutique Barn in quiet rural location, separate to main house, with off-street parking and own entrance. Very comfortable accommodation with living/dining room, separate kitchen with combination microwave oven and a ceramic hob for preparing simple meals and coffee machine. Situated in excellent location surrounded by National Trust land with its excellent country walks. Local pubs for all-day dining within easy distance. Easy access to Gatwick Airport and Redhill mainline train station.

3 bedroom new home 7mins from Tottenham Stadium
This modern and comfortable three-bedroom house is perfect for families and groups seeking a leisurely stay, commonly praised by guests as a home away from home. The property features three double bedrooms, two with king-sized beds and one with two single beds. Additionally, there is one bathroom and one toilet, an ideal arrangement for families and larger groups! The Tottenham Hotspur Stadium is a 7 minute walk from the property, and White Hart Lane overground station is a 13 minute walk.

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.

Grade II 3-bed cottage• Free parking • Sonos & 5.1
Enjoy a stylish experience at this centrally-located cottage in the heart of Rochester. The Grade 2 listed cottage was built in the 1750s but has all the comforts of high end residential living. With SONOS speakers throughout, Sky TV and 5.1 Surround sound in the lounge you have the perfect retreat if you want to relax. Town is a two minute walk if you want a drink, or make your own at the cocktail bar. The lit terrace makes the perfect place to read , eat or party.
Popular amenities for house rentals in Chislehurst
House rentals with a pool

Spacious & stylish family home

Ivy | Ellerton Road | Pro-Managed

5-Bedroom Family Home with Garden, nr Notting Hill

Yew Tree Cottage

Kensington Pool & Piano | Unique 3BR w/ AC, Garden

GWP - Rectory North

The Pumpkin Barn

Modern 1-bed home with free parking
Weekly house rentals

4 Bed House + Loft Space, Petts Wood, Orpington

Peaceful family home with off-street parking

Sleeps 7 | 3BR Modern Cottage w/Netflix

2Bedroom house in Orpington with Garden & parking

Light-Filled Loft • 3 -Night Minimum • Long Stays

Pretty fancy staycation - South East London / Kent

Lovely 3 double bed large house, fully renovated

Elegant 'Country House' in London with hot tub
Private house rentals

Quiet modern house in Kent countryside

Charming Countryside Cottage

Entire house in Camberwell

A Gentle Riverside Charm 2 bedroom Mews House

Thames Home: 3BED, Sleeps 7, Free Parking, Games

Secluded bungalow and gardens

Blossom House New 3bed house in Barons Court

Serene Woodland Home with Countryside Views
When is the best time to visit Chislehurst?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £122 | £107 | £100 | £78 | £83 | £83 | £106 | £122 | £102 | £100 | £99 | £106 |
| Avg. temp | 5°C | 5°C | 7°C | 9°C | 12°C | 15°C | 17°C | 17°C | 15°C | 11°C | 8°C | 5°C |
Destinations to explore
- Flat rentals Chislehurst
- Rentals with outdoor seating Chislehurst
- Rentals with a fireplace Chislehurst
- Rentals with a patio Chislehurst
- Rentals with a washing machine and dryer Chislehurst
- Pet-friendly rentals Chislehurst
- Family-friendly rentals Chislehurst
- House rentals Greater London
- House rentals England
- House rentals United Kingdom
- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- St Pancras International
- London Bridge
- ExCeL London
- The O2
- Brighton Seafront
- Emirates Stadium
- Tower Bridge
- Clapham Common
- Buckingham Palace
- Thorpe Park Resort
- South Downs National Park
- Chessington World of Adventures Resort
- Alexandra Palace
- Big Ben
- London Stadium
- Windsor Castle
- Victoria Park
- LEGOLAND® Windsor Resort
- Primrose Hill





