
Vacation rentals in Orpington
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Top-rated vacation rentals in Orpington
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Stylish Apartment With Private Summerhouse &Garden
Escape to the Kent countryside in this stylish, totally private apartment with your own courtyard garden plus a 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.

Stunning views with silent aircon!
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.

Quiet luxury rural cottage with fantastic views.
Rare, peaceful and spacious newly built cottage with private garden, comfortably sleeps 6. On Greensand AONB escarpment, with spectacular uninterrupted views over the Kent countryside. Rural retreat 2 miles south of Sevenoaks, half an hour by train to London Bridge. On private road. Own access and parking. New kitchen with light and airy dining and sitting area. WiFi. Very private south facing garden and patio. Fantastic walks to local pubs, national trust, great cycling. Use of tennis court.

Luxurious houseboat in London
The houseboat is a unique place to stay in London, within easy reach of all of London’s landmarks, including Tower Bridge and Tower of London (5 mins by train). The boat is moored within a marina which means that there is very limited boat movement on the water. The houseboat is custom-designed with every possible comfort, including super fast Wifi, smart TV with content streaming services, and supremely comfortable beds. Radiators throughout the boat make this a comfortable year round option.

Goldcrest Lodge Wadhurst
Goldcrest Lodge is a peaceful hideaway within secluded woods on the 140 acre historic estate of Wadhurst Castle. It is designed to blend in to its woodland setting, yet is bright and spacious with modern luxuries - perfect for a romantic break, a restful escape or for reconnecting with nature. It has a double bedroom (5' bed) with huge picture window, a central main room with sofa bed leading to a kitchen area and separate shower room beyond. Decking and private screened bath. Dog friendly.

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).

Romantic Hideaway & Hot tub in Kent Countryside.
A White Romantic Garden Cottage & Luxury Hot Tub set in the heart of the Kent Countryside with idyllic views across our orchards . Disconnect with the world, relaxing in the Hot Tub, tucked away in the Private woodland setting surrounded by twinkling fairy lights under the starry sky. The Cottage has been designed to provide comfort, space & tranquillity with its vaulted ceilings & private gardens & summerhouse & parking. Pubs are within walking distance & a nearby Forest to explore .

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.

Old Smock Windmill in rural Kent
Old Smock Mill is a romantic place for couples. The atmosphere inside is peaceful and relaxing. Everything is designed to unwind you from the moment you walk in. It is surrounded by the lovely Kent countryside where you can ramble and refresh yourselves by perhaps ending the day in one of the great pubs cosy by a log fire in Winter or in Summer in an English garden. Guests have said how hard it is to tear themselves away, it truly is a treasure to find.

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.

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 Orpington vacation rentals
Stay near Orpington's top sights
Other great vacation rentals in Orpington

Luxury Studio-incredible view-peaceful getaway

One bedroom fully equipped flatlet

Secluded bungalow and gardens

Where Country meets Suburbs

Shepherds Hut in Harvel

Chapel of the Good Shepherd

The Bakers | Luxury Top-Floor Smart-Home Retreat

Beautiful, quiet and luxurious 2 bed Maisonette
When is the best time to visit Orpington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$28,230 GYD | G$28,857 GYD | G$27,812 GYD | G$24,675 GYD | G$25,093 GYD | G$25,721 GYD | G$26,348 GYD | G$26,766 GYD | G$28,021 GYD | G$27,812 GYD | G$27,394 GYD | G$29,485 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 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 50 vacation rentals in Pratt''s Bottom, over 4,230 vacation rentals in Chislehurst, and over 480 vacation rentals in Bickley.
Do house rentals in Orpington have a kitchen?
Absolutely! We offer over 110 house 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 vacation rentals in Orpington

Total vacation rentals
Explore 250 vacation rentals in Orpington

Nightly prices starting at
Orpington vacation rentals start at G$6,273 GYD per night before taxes and fees

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

Family-friendly vacation rentals
80 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
120 properties have a dedicated workspace

Wi-Fi availability
240 of Orpington vacation rentals include wi-fi 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
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- South Downs National Park
- Paddington
- Covent Garden
- St Pancras International
- British Museum
- Hampstead Heath
- Kings Cross
- The O2
- Buckingham Palace
- Marble Arch
- Wembley Stadium
- Tottenham Court Road
- Tower Bridge
- London Bridge
- Big Ben
- Trafalgar Square
- Emirates Stadium
- ExCeL London
- Battersea Power Station (disused)
- Royal Albert Hall
- Russell Square
- Olympia Events
- Borough Market
- Clapham Common





