Holiday houses in Chislehurst

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Top-rated holiday rentals in Chislehurst

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Top Guest favourite
Condo in Otford
4.99 out of 5 average rating, 170 reviews

Amazing Views over Garden & Valley

Wake up & lift the automatic blinds directly from your SUPER KING SIZE BED & be captivated by the VIEW of the beautiful Darent Valley unfolding before you through the picture windows. SNUGGLE in a cosy armchair with a book, listen to your favourite music or EXPLORE many footpaths along the valley. Stroll through the fields to Otford & Shoreham villages, visit HISTORIC HOUSES & vineyards or simply stay at home & enjoy a spacious studio apartment whilst staring at the sunset with a glass of wine

Top Guest favourite
Guest suite in Chislehurst
5 out of 5 average rating, 13 reviews

Large studio with free parking, Chislehurst London

Stylish Spacious Studio | Private Entrance | Free Parking Relax in this peaceful, modern studio in Chislehurst, London, on a quiet private road with your own entrance and free parking. 5 min walk to Elmstead Woods station - 20 min train to London Bridge - 30 min train to Central London The charming Chislehurst village high street is 5 min drive away, with its boutique shops, restaurants, pubs and cafés. The historic Chislehurst Caves and scenic National Trust walking routes are 1 mile away.

Top Guest favourite
Home in Greenwich
5 out of 5 average rating, 15 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.

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 in Chislehurst
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 :-)

Superhost
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 in Bromley
4.94 out of 5 average rating, 16 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

Superhost
A modern studio is set within a well-maintained garden, featuring a private outdoor deck with wooden railings. The entrance is framed by neatly trimmed shrubs, and large sliding doors provide a glimpse of the interior space, which is bright and welcoming.
Guest suite in Chislehurst
4.8 out of 5 average rating, 103 reviews

Garden gem: your private escape

Step into our cozy Chislehurst haven. Less than 45 mins from central London by public transport, our modern studio offers a private entrance, a comfy superking bed, a fully equipped kitchenette, self-contained toilet and shower room. Take a 5-min stroll to the charming village with shops and eateries. Explore London or venture into the beautiful Kent countryside. Ideal for two adults and can accommodate a child. Enjoy free roadside parking. Welcome to your retreat in the heart of SE London!

Superhost
An open-plan living area is presented, featuring a circular dining table with modern chairs, a flat-screen TV on a white unit, and a comfortable sofa complemented by a side table. Natural light floods the space through large windows adorned with vertical blinds.
Apartment in Orpington
4.91 out of 5 average rating, 211 reviews

Spacious Cosy Modern Apartment in Greater London

*FLEXIBLE EARLY CHECK-IN AND LATE CHECK-OUT at no extra cost* A charming, modern, spacious, cosy 2-bedroom apartment for 4-5 guests, conveniently located in Orpington town centre. Only 7-9 mins walk away from Orpington train station (London fare Zone 6) with REGULAR TRAIN SERVICES INTO LONDON (17mins to London Bridge, 20mins to London Waterloo East, 27mins to Charing Cross). Ideal location for visiting London and travelling by car from EUROPE via DOVER (66 miles / 70 mins drive away).

Guest favourite
A modern kitchen with a sleek island bar is highlighted by chrome pendant lights. Large sliding doors provide access to a private garden, allowing natural light to fill the space. A skylight adds brightness to the overall design, enhancing the clean lines of the cabinetry.
Home in Bromley
4.92 out of 5 average rating, 93 reviews

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.

Guest favourite
A stylish studio apartment is showcased, featuring a cozy living area with a green sofa adorned with colorful cushions. The fully equipped kitchen is visible, along with a dining table. The bedroom area displays a spacious bed with patterned bedding, illuminated by ambient lighting.
Apartment in Orpington
4.9 out of 5 average rating, 10 reviews

Palm Tree House | Candyland

Enjoy our brand-new, stylishly themed studio with a balcony in a building with an elevator. Modern furnishings include a fully equipped kitchen with a washing machine and dishwasher, a bathroom with a shower, a double bed, and a private balcony. Free Parking, super-fast Wi-Fi throughout and a Smart TV are also available. Free access to the shared GYM and WORKSPACE. It is just minutes from Orpington station, with easy access to London. POTENTIAL FOR NOISE, READ BELOW.

Guest favourite
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 Chessington
4.98 out of 5 average rating, 350 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 favourite
Bungalow in Kent
4.97 out of 5 average rating, 100 reviews

Luxury Spa Retreat: Sauna & Hot Tub

Escape to our exclusive gated spa retreat, nestled on 5.5 acres of serene countryside in picturesque Fawkham, Kent. This private and tranquil haven offers breathtaking views of rolling hills, perfect for relaxation. Unwind in the luxurious sauna, steam room, or hot tub, soaking in the peace after exploring local attractions. Just minutes from Brands Hatch, our retreat blends seclusion with convenience, your ultimate quiet getaway awaits.

Top Guest favourite
Home in Grove Park
5 out of 5 average rating, 23 reviews

Stylishly Designed London Townhouse - Garden Oasis

Large two-bedroom traditional period terrace house featuring open plan basement kitchen with doors out to a private garden. Located in popular Lewisham Borough, with the perfect blend of urban convenience and suburban tranquility, you are sure to feel at home! Your nearest train station is just a 12 minute walk away. From there, you can be in London Bridge within 12 minutes or Charing Cross within 22 minutes.

Popular amenities for Chislehurst holiday rentals

When is the best time to visit Chislehurst?

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Avg. price$211 NZD$214 NZD$219 NZD$209 NZD$228 NZD$231 NZD$260 NZD$248 NZD$243 NZD$238 NZD$226 NZD$241 NZD
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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Chislehurst?

    Chislehurst has more than 50 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in apartment rentals in Chislehurst?

    Experience the best of Chislehurst with our apartment rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Chislehurst?

    Four-legged friends are welcome in Chislehurst. Choose from more than 30 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Chislehurst?

    Yes! Work meets play with ease at over 70 vacation rentals in Chislehurst featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Where should I stay in Chislehurst?

    Make yourself at home in Chislehurst by choosing from our most frequently booked neighborhoods. We have over 480 vacation rentals in Elmstead, over 4,230 vacation rentals in Chislehurst, and over 480 vacation rentals in Bickley.

  • Do condo rentals in Chislehurst have a kitchen?

    Absolutely! We offer over 10 condo rentals with a kitchen in Chislehurst. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Chislehurst have wifi?

    Absolutely! We offer over 80 house rentals with wifi in Chislehurst. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Chislehurst have free parking?

    Absolutely! We offer over 10 apartment rentals with free parking in Chislehurst. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Chislehurst

  • Total holiday rentals

    Explore 160 holiday rentals in Chislehurst

  • Nightly prices starting at

    Chislehurst holiday rentals start at $34 NZD per night before taxes and fees

  • Verified guest reviews

    Over 2,850 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wi-Fi availability

    150 of Chislehurst holiday rentals include Wi-Fi 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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