
Vacation rentals in Chislehurst
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Top-rated vacation rentals in Chislehurst
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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

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.

Stylish Apartment With Private Summerhouse &Garden
Escape to the Kent countryside in this stylish, totally private apartment with your own courtyard garden and charming vintage summerhouse - perfect for relaxing weekend breaks just 1 hour from London. Ideal for couples looking for a peaceful countryside escape, offering rural views, countryside walks nearby and a local pub within a 12 min stroll. With self check in, parking and your own private entrance, it’s an easy base to unwind and explore Kent’s villages, vineyards and historic houses.

Cute & Cosy Tiny House Boat in Little Venice
Make your next stay in London an off-grid adventure on this TINY canal boat (please keep it's limited size in mind when booking). Moored in the urban oasis of Little Venice and just minutes walk from the convenience of Paddington Station. The boat includes absolutely everything you need for a eco-friendly, cute and cosy, vacation with a difference. Making for far more interesting travel stories and memories. Perfect for a mini-adventures / solo travellers / romantic break / city explorers

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

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

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!

Petite Gite in an idyllic cottage garden.
Come and make yourself at home in this unique hand crafted miniature gite. Tucked away in the garden of a Tudor cottage, situated on the Addington village green just yards from the Angel Inn. Cottage style Kitchenette with miniature Belfast sink and cupboards. Small double raised bed with storage and dining table underneath. Fully centrally heated for those cosy winter/autumnal days. Rose Cottage, as we call it, has been painstakingly restored to create a delightful, light and cosy space.

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).

Clive House, Portsmouth Road, Esher, KT10 9LH
Nestled walking distance from Esher High Street the apartment is situated across the courtyard of Clive House, a Georgian dwelling built in the middle of the eighteenth century by Clive of India. The newly refurbished accommodation includes : living area, kitchen/ diner and ensuite double bedroom with a kingsize bed. Living includes a new compact and bijou fully fitted kitchen, dining area with wood burner, luxurious sofa and Smart HD TV/ Sonos sound bar as well as complimentary WiFi.

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.

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.
Popular amenities for Chislehurst vacation rentals
Other great vacation rentals in Chislehurst

Thalia’s Place

Fieldview Lodge, Hildenborough.

Sleeps 7 | 3BR Modern Cottage w/Netflix

Modern 3 Bed Bromley, Chislehurst House

One bedroom fully equipped flatlet

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

Entire house in centre of Crystal Palace

The Bakers | Luxury Top-Floor Smart-Home Retreat
When is the best time to visit Chislehurst?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$29,271 GYD | G$29,480 GYD | G$27,807 GYD | G$25,507 GYD | G$27,807 GYD | G$28,225 GYD | G$31,779 GYD | G$30,316 GYD | G$29,689 GYD | G$29,061 GYD | G$27,598 GYD | G$29,480 GYD |
| 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 |
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 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 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 house rentals in Chislehurst have a kitchen?
Absolutely! We offer over 80 house rentals with a kitchen in Chislehurst. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Chislehurst have wifi?
Absolutely! We offer over 20 apartment 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 vacation rentals in Chislehurst

Total vacation rentals
Explore 160 vacation rentals in Chislehurst

Nightly prices starting at
Chislehurst vacation rentals start at G$4,182 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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