House holiday rentals in Chislehurst

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Top-rated house rentals in Chislehurst

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

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Guest favourite
The exterior of a brick building is shown, featuring three large windows arranged vertically, adorned with white fairy lights. A grey planter sits below one window, while a patterned stone pathway leads to the entrance.
Home
4.82 out of 5 average rating, 141 reviews

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

Top guest favourite
Home
5 out of 5 average rating, 39 reviews

A luxurious country retreat with Jacuzzi hot tub

A unique and luxurious retreat set alongside a historic 13th Century Wealden hall house Your private countryside haven- a beautifully designed contemporary hideaway for two offers rare privacy and indulgence. Nestled in one of the most magical and peaceful corners of Kent. Heritage meets luxury, where the charm of medieval England blends effortlessly with refined comfort. Surrounded by rolling Wealden countryside and some of the finest traditional pubs in the country. Relax and unwind in style.

Guest favourite
An exclusive games room features a sleek pool table illuminated by pendant lights. A yellow sofa is positioned nearby, with a dartboard and wall art displaying gaming controllers in view. A natural fiber rug complements the dark flooring, creating a fun and inviting space.
Home
4.93 out of 5 average rating, 28 reviews

London Holland Park - parking, arcade & games

✺ Perfect for professionals & leisure travellers ✺ Self check-in with key lockbox ✺ Free parking for 2 cars ✺ Home Cinema with 85" TV, Netflix, PS5 & Sonos ✺ Games room with pool table, darts & Mortal Kombat arcade machine ✺ 1 min walk to Shepherd's Bush tube station Unique designer home in Central London. Easy access to all tourist attractions and airports. Our retreat offers luxurious tropical & gaming ZEN decor, 2 full size bedrooms, off-street parking for 2 cars, games room & home cinema.

Guest favourite
Home
5 out of 5 average rating, 18 reviews

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.

Top guest favourite
The exterior of Taylour House is showcased, highlighting its distinct Tudor-style architecture with wooden beams and red tiled roofs. Windows with leaded glass add to the historic charm, while a welcoming entrance is framed by a small overhang. The image captures the structure nestled in a quiet, inviting setting.
Home
4.98 out of 5 average rating, 101 reviews

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.

Guest favourite
A spacious Mediterranean-style garden is visible, featuring a green lawn, a hammock, and comfortable seating under a large umbrella. Surrounding walls are adorned with plants, providing a serene atmosphere. Steps lead to a raised wooden deck, enhancing the outdoor space.
Home
4.96 out of 5 average rating, 130 reviews

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).

Guest favourite
A dining area features a large wooden table surrounded by six light-colored chairs, complemented by a patterned rug. Above, three pendant lights offer illumination. A staircase is visible in the background, leading to the upper level, and an archway opens to a cozy living space.
Home
5 out of 5 average rating, 11 reviews

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 :-)

Top guest favourite
Home
5 out of 5 average rating, 16 reviews

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.

Guest favourite
A cozy living room is bathed in natural light, featuring large windows overlooking the garden. Two comfortable sofas are arranged for relaxation, with a decorative area rug on the carpet. A classic fireplace adds a touch of warmth, complemented by a dining table nearby.
Home
4.94 out of 5 average rating, 17 reviews

3 Bedroom Bungalow

A spacious, quaint bungalow. 10-min walk to local shops, cafes, wood walks. Access London via nearby stations-Bickley, Chislehurst, Bromley South. Naturally lit cozy living room. Fully equipped kitchen with essential cookware. 3 beautifully decorated rooms with plush bedding. Modern walk in shower, fresh towels, toiletries. Additional WC Free Wi-Fi Driveway parking-2 cars. Self checkin via key box. We are available via phone/message. No smoking indoors. No pets. Less noise hours after 10 PM

Top guest favourite
The open plan living area features gabled ceilings and stylish furnishings. A comfortable sofa sits across from a galley kitchen with modern cabinetry. French windows open to a private patio garden, while natural light enters through sheer curtains, creating a bright and inviting atmosphere.
Home
5 out of 5 average rating, 134 reviews

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.

Top 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
4.92 out of 5 average rating, 130 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 modern kitchen area features sleek white cabinetry and a spacious island with a dark granite countertop. Warm wood flooring extends throughout the space, with pendant lights above. A cozy seating area with a gray sofa is visible in the background, complemented by natural light from the windows.
Home
4.96 out of 5 average rating, 23 reviews

4 Bed house + Parking, 5 mins Sidcup Station

Enjoy your visit to London in this spacious and cosy home-away-from-home. The house is minutes away from Sidcup Train Station and Sidcup Town Centre. London Bridge Station is only 20-27 minutes train ride from Sidcup Train Station. In Sidcup Town Centre you will find a variety of shops, supermarkets, pubs, bars and restaurants. There is a driveway with free parking for up to 2 cars. The property is located in a residential area - STRICTLY NO PARTIES!

Popular amenities for house 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

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