
House holiday rentals in Chislehurst
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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

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.

Lovely 3 double bed large house, fully renovated
Bring the whole family to this great place with lots of room for fun. Two reception rooms, downstairs washroom, large modern bathroom, fully fitted kitchen, large garden and parking in own gated driveway. Close to two overland train stations 15 mins walk away. Close to bus stops, shops and restaurants. Opposite to a park. Places of interest, Eltham Palace, Greenwich park with the Royal Obsevatory, Royal naval college, cutty Sark Clipper, Leeds Castle, Hever Castle, Hall Place, Penshurst Manor.

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 :-)

School Cottage conversion
School cottages converted to a high quality luxury specification. Two bedroom, two bathrooms found up a spiral stairwell above a beautifully designed open area including a modern kitchen and living area. A unique and beautiful property, lived in with all the appliances you could need for a relaxing quiet stay. Large and spatial, including an outdoor patio area. Includes private parking, security features and a quiet space within walking distance of Bromley, or direct trains into London.

Light-Filled Loft • 3 -Night Minimum • Long Stays
This unique loft has a style all its own. A Victorian conversion, large Atrium ceilings, glass roof. Speedy wifi. Master bedroom with en-suite. Private parking space. Bromley North train station 2 minutes walk, train time to London Bridge within 20 minutes. Bromley South 8 minute walk, London Victoria 15 minutes direct. Shopping centre 3 minute walk, high street including supermarkets, restaurants, bars, pubs, 5 minute walk. 10 minute drive to Charles Darwin's house and Kent country side.

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

Sleeps 7 | 3BR Modern Cottage w/Netflix
Welcome to THE CORNERSTONE COTTAGE, part of the curated DUKE STAYS collection of modern, boutique homes. Newly styled with cosy yet luxe interiors, 3-BDR retreat in Orpington sleeps up to 7. Less than a mile from High Street shops, cafés & parks, with fast links to London & the M25. Styled for comfort with luxe linens, fully equipped kitchen, cosy lounge with sofa bed, 55” HDTV + Netflix, high-speed WiFi & self check-in. Ask about corporate, family, long-stay & last-minute bookings

Luxury Cottage in Bromley, South East London
Welcome to our lush cottage in South East London! Perfect for business or pleasure with easy journeys to Central London, O2 Centre, Excel, historic Greenwich and the Kent Countryside. It’s a few mins walk to Bromley North Station which offers routes into London Bridge and Charing Cross. A short walk through the modern Glades Shopping Centre (with its huge offering of shops & restaurants) to Bromley South Station with many routes including direct trains to London Victoria in just 16 mins.

Hampton Court: Spacious, Bright & Tranquil Annexe
Our newly renovated spacious 2 bedroom annex is situated in a wide tree lined road, a premier location just a few minutes walk away from the charming cafés, shops and restaurants of Hampton Court Village, Hampton Court Palace and local train station. Adjacent to but detached from our elegant Victorian family home, this bright and stylish space is tranquil and self contained and enjoys additional benefits of a private south facing patio garden and dedicated off street parking space.
Popular amenities for house rentals in Chislehurst
House rentals with a pool

Spacious & stylish family home

Ivy | Ellerton Road | Pro-Managed

Victorian Coach House & Stables

Comfortable sunny 3 bed family home

5-Bedroom Family Home with Garden, nr Notting Hill

The Kew Gardens Lodge Retreat

Yew Tree Cottage

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

4 Bed House + Loft Space, Petts Wood, Orpington

Peaceful family home with off-street parking

2Bedroom house in Orpington with Garden & parking

Idyllic new build,2 bedroom cottage

Pretty fancy staycation - South East London / Kent

Serene Woodland Home with Countryside Views

Spacious 4BR Home Ideal for Families & Work Stays

Bright 3 bedroom Cottage, shared garden & parking
Private house rentals

Quiet modern house in Kent countryside

Large House w/parking Sydenham,SE26

Charming Period House in Blackheath Village

Beautiful Victorian house

Lovely home in London, 20 minutes by train central

Entire house in Camberwell

Blossom House New 3bed house in Barons Court

Historic Surrey Hills Cottage 30 mins from London
When is the best time to visit Chislehurst?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £121 | £106 | £100 | £77 | £82 | £82 | £105 | £121 | £101 | £100 | £98 | £105 |
| 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
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- 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





