
Holiday rentals in Orpington
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Top-rated holiday rentals in Orpington
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The Woolly Retreat - Alpaca Shepherds Hut.
Nestled in a secluded Alpaca field in the heart of the enchanting Ashdown Forest lies a cosy, new Shepherd’s Hut in the idyllic village of Hartfield, famous for its connection to Winnie the Pooh and his timeless adventures. Surrounded by Alpacas which you can feed , this charming retreat offers a perfect blend of rustic luxury & nature. Whether you're looking for a romantic getaway, or just a relaxing weekend immersed in nature, our shepherd's hut is the place to unwind, recharge and reconnect.

Tree House - Hot Tub on balcony
Our rustic Glamping Treehouse stands 5m above the ground, which is accessible via an exciting seven-meter long suspension bridge. Boasting a warm themed interior, the Treehouse offers breathtaking views over the Chess Valley, which can be seen from the balcony and through the large panoramic window. Features include a spacious king-size double bed, en-suite toilet and basin facility. The outdoor balcony is home to a shower and hot tub, the perfect spot to relax amongst the surrounding treetops!

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

Gingerbread House in a quiet woodland setting
Gingerbread House is a self-contained annex set within the owners property, bordered by bluebell woodland and arable fields. The house is ideally situated for day trips into central London by train, many National Trust and English Heritage sites in Kent/Sussex, or events at Brands Hatch. The village of Pratts Bottom and the local pub is within a 10 minute walk. The nearest train stations are a 10 mins drive and offer fast services to London Charing Cross on the Tunbridge Wells/Hastings line.

Where Country meets Suburbs
Situated in the picturesque countryside of Warlingham, there is something for everyone; a variety of pastimes that will appeal to that naturistic inner being and or a well-deserved relaxing break. Close to Biggin Hill Airport and London Gatwick Airport. Easy access to London. Central to four Golf Clubs in the area. Various dinning options, including the famous White Bear Gastro Pub (2 min walk). See the history of Charles Darwin and visit his house. Walking and cycling trails, and Much More!

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).

Palm Tree House - The Forest
Welcome to our Brand New, Stylish-themed studio in a building with Lift. Enjoy modern furnishings, a fully equipped kitchen with a washing machine and dishwasher, a spacious bathroom with shower, a cosy bedroom area, and a private balcony. Free access to the shared GYM and WORKSPACE. Take advantage of free parking, super-fast WiFi throughout, and a smart TV. It is just minutes from Orpington station, with easy access to London. POTENTIAL FOR NOISE, READ BELOW.

The Zeppelin with outdoor bath (April-November)
The Woodland Zeppelin (Outdoor Bath Available April to November) Our Zeppelin landed in 2017 and has been a popular romantic and lifestyle retreat, from busy lives, since then. The woodland Zeppelin is designed differently inside to the original Airship 001, to appeal to all couples and those who have enjoyed their stays with us, previously. This accommodation has no mains plug sockets and sparse mobile signal. It was designed by the architect Roderick James.

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.

Unique Dome | Glamping | Hot Tub | Surrey | Adults
Olive Pod is the ultimate cosy, private and picturesque geo dome retreat. Set on a fruit farm in Surrey, in its own secluded field behind tall fir trees, with no other pods or tents nearby. A firm favourite adults-only escape for proposals, anniversaries, birthdays and honeymoons - we can also decorate for your arrival ✨ The perfect place to unwind and recharge in a peaceful natural setting. Ideal for couples or friends. No infants, children or pets.

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.

The Granary, Organic Vineyard stay with Pool.
Coes Farm offers 50 acres of absolute tranquillity in amongst nature, with a bit of luxury thrown in too! We have formal gardens and ornamental ponds, a large lake, plenty of woodland, open fields, an indoor saltwater swimming pool with hot tub, a tennis court and a games room which is resident in our Micro-Winery! We planted our 5 acre vineyard in Spring 2021 and extended the existing Orchard with cider varieties in 2023.
Popular amenities for Orpington holiday rentals
Stay near Orpington's top sights
Other great holiday rentals in Orpington

Elegant Surrey Hills Retreat

The Little House Self contained woodland setting

Peaceful spacious country barn with amazing views

One bedroom fully equipped flatlet

Luxury hut local to many vineyards

The Bakers | Luxury Top-Floor Smart-Home Retreat

Swallows Sanctuary • Lakeside Hut • Sauna, Hot Tub

Stylish Penthouse w/ Views • Train 1 min • Parking
When is the best time to visit Orpington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £84 | £85 | £86 | £87 | £89 | £91 | £93 | £95 | £99 | £98 | £97 | £104 |
| 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 Orpington?
Orpington has more than 80 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 Orpington?
Experience the best of Orpington with our apartment rentals, starting at about $40 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 Orpington?
Four-legged friends are welcome in Orpington. Choose from more than 40 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Orpington?
Yes! Work meets play with ease at over 120 vacation rentals in Orpington featuring dedicated workspaces. Stay connected and productive in your home away from home.
Where should I stay in Orpington?
Make yourself at home in Orpington by choosing from our most frequently booked neighborhoods. We have over 760 vacation rentals in Orpington, over 4,230 vacation rentals in Chislehurst, and over 480 vacation rentals in Bickley.
Do apartment rentals in Orpington have a kitchen?
Absolutely! We offer over 60 apartment rentals with a kitchen in Orpington. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Orpington have wifi?
Absolutely! We offer over 130 house rentals with wifi in Orpington. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Orpington have free parking?
Absolutely! We offer over 110 house rentals with free parking in Orpington. Enjoy a tailored experience with all the comforts you desire.
Quick stats about holiday rentals in Orpington

Total holiday rentals
Explore 250 holiday rentals in Orpington

Nightly prices starting at
Orpington holiday rentals start at £22 per night before taxes and fees

Verified guest reviews
Over 3,180 verified reviews to help you choose

Family-friendly holiday rentals
80 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
120 properties have a dedicated workspace

Wifi availability
240 of Orpington holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Orpington rentals

4.7 Average rating
Orpington stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
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- South Downs National Park
- Paddington
- British Museum
- Covent Garden
- St Pancras International
- Hampstead Heath
- London Bridge
- Buckingham Palace
- Wembley Stadium
- Kings Cross
- Big Ben
- The O2
- Tower Bridge
- Marble Arch
- Tottenham Court Road
- Natural History Museum
- Trafalgar Square
- Piccadilly Theatre
- ExCeL London
- Emirates Stadium
- Battersea Power Station (disused)
- Royal Albert Hall
- Russell Square
- Olympia Events




