Vacation rentals in Chislehurst

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Top-rated vacation rentals in Chislehurst

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Top guest favorite
Condo in Otford
4.99 out of 5 average rating, 173 reviews

Stunning 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 favorite
A private garden area is presented, featuring a mix of stone and gravel pathways, surrounded by low-maintenance shrubs and plants. A comfortable lounge chair is positioned for relaxation, and outdoor lighting enhances the space. The entrance to the property is visible in the background.
Guest suite in Lullingstone
4.99 out of 5 average rating, 153 reviews

Lullingstone Eynsford Annexe & Private Garden

Along the Darent Valley, minutes from M25 between Dartford and Sevenoaks (outside ULEZ 😁), surrounded by farmland and horses, we are a mile from Eynsford Village and with short cut to train station less. The Park and golf course are our back garden and The Roman Villa and Castle/World Gardens our neighbours. Lavender Farm is a short walk too and Brands Hatch 10mins drive. Parking on drive and private access to secure garden. 1 bedroom, bathroom, lounge, smart TV, DVD & fully equipped kitchen

Top guest favorite
Guest suite in Bickley
5 out of 5 average rating, 16 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.

Guest favorite
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 Greater London
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 Bickley
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

Top guest favorite
The image captures an aerial view of a charming Tudor property surrounded by lush greenery. Two distinctive white-tipped oast houses are prominently displayed, along with neatly manicured gardens and open spaces. The serene countryside landscape extends into the background, showcasing rolling hills.
Home in Ide Hill
4.96 out of 5 average rating, 336 reviews

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

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 Greater London
4.8 out of 5 average rating, 104 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 Greater London
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).

Top guest favorite
A private outdoor space is showcased, featuring a well-maintained lawn, wooden fencing, and a small dining set with four chairs underneath a dark umbrella. The sliding glass doors of the guest house provide access to the interior.
Guesthouse in Greater London
4.97 out of 5 average rating, 60 reviews

Guest House 1 double bed

Take it easy at this unique and tranquil getaway close to Bromley town centre. Complete with its own entrance this stylish guest house has everything you need for your stay. A double bed, dining table & chairs, oven, hob, microwave, kettle, fridge and washing machine. The bathroom includes an electric shower and there's strong wifi and a wall mounted tv with free access to Netflix, Sky, Amazon and Apple TV+. Bed linen, towels, crockery & cutlery are of course provided.

Guest favorite
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 Greater London
4.98 out of 5 average rating, 353 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 favorite
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 favorite
The image showcases a circular jacuzzi bath, featuring blue lighting and colored glass panels on the wall above. A walk-in shower area is visible beside the jacuzzi, with a clean, modern design and wooden beams overhead.
Barn in Plaxtol
4.98 out of 5 average rating, 161 reviews

Unique luxury self-contained oast house

Huge loft style Kentish roundel conversion. Situated on a farm set back from the road it is beautifully peaceful, with circular jacuzzi bath, projector, screen, all mod cons. Amazing walks & pubs from the doorstep, perfect for a country retreat, yet only 30 miles from London. Huge King size circular bed. Reynolds spa is 15 mins away. The house recently featured in Mr Bates v The Post Office, & the roundel was the actors green room.

Popular amenities for Chislehurst vacation rentals

When is the best time to visit Chislehurst?

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Avg. priceG$29,230 GYDG$29,438 GYDG$27,768 GYDG$25,472 GYDG$27,768 GYDG$28,186 GYDG$31,735 GYDG$30,274 GYDG$29,647 GYDG$29,021 GYDG$27,559 GYDG$29,438 GYD
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Frequently Asked Questions

  • Are there family-friendly house rentals in Chislehurst?

    Chislehurst has more than 30 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

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

    Experience the best of Chislehurst with our condo rentals, starting at about $20 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 house rentals in Chislehurst?

    Four-legged friends are welcome in Chislehurst. Choose from more than 10 house rentals for guests traveling with pets.

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

    Yes! Work meets play with ease at over 10 apartment 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 house rentals in Chislehurst have free parking?

    Absolutely! We offer over 70 house rentals with free parking in Chislehurst. Enjoy a tailored experience with all the comforts you desire.

Quick stats about vacation rentals in Chislehurst

  • Total vacation rentals

    Explore 160 vacation rentals in Chislehurst

  • Nightly prices starting at

    Chislehurst vacation rentals start at G$4,176 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,850 verified reviews to help you choose

  • Family-friendly vacation rentals

    50 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wi-Fi availability

    150 of Chislehurst vacation 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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