
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 2 Bedroom house with parking
An Annexe of a larger property this is 2 Bedroom house fully equipped with all facilities. Two bedrooms both with double beds so the property sleeps 4 easily we also have a travel cot Central location near junction 3 of the M25 station is 10 minutes walk. Situated in the charming village of Crockenhill ,in the lovely kent countryside. nr to Brandshatch. Please note we only have a bath and hand held shower unit for washing hair The property has access to a stunning large garden. 1 parking space

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!

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

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

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.

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).

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.

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.
Popular amenities for Orpington vacation rentals
Stay near Orpington's top sights
Other great vacation rentals in Orpington

Modern & Spacious w/ 98" TV & Garden

Luxury Studio-incredible view-peaceful getaway

Church Cottage

One bedroom fully equipped flatlet

Serene Woodland Home with Countryside Views

The Coach House - Keston

Cosy one-bedroom flat in Deptford, London (zone 2)

Chapel of the Good Shepherd
When is the best time to visit Orpington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$28,227 GYD | G$28,854 GYD | G$27,809 GYD | G$24,672 GYD | G$25,091 GYD | G$25,718 GYD | G$26,345 GYD | G$26,763 GYD | G$28,018 GYD | G$27,809 GYD | G$27,391 GYD | G$29,481 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
What are the best places to stay in Orpington?
Stay in the town centre for easy access to shops and dining, or choose a vacation rental in residential areas near parks for a quieter atmosphere. Many neighborhoods have homes suitable for longer stays and families.
What are the best things to do in Orpington with kids?
Families often explore playgrounds in parks like Priory Gardens, visit animal encounters at High Elms Country Park, or join workshops in local museums. The area has indoor activity centres and family-friendly dining options.
What are some of the best things to do in Orpington?
Wander historic sites like Orpington Priory, stroll leafy parks, and enjoy shopping or markets in the town centre. The area has museums, community arts, and venues hosting local performances.
How is the weather in Orpington?
Orpington has cool, wet winters around 36–46°F (2–8°C), with milder springs and summers reaching 55–71°F (13–22°C). Rain is frequent year-round, so waterproof gear is helpful for outdoor plans.
When is the best time to visit Orpington?
Late spring through early autumn is often recommended for milder temperatures near 55–71°F (13–22°C), longer daylight, and outdoor activities. Winter brings cooler weather around 36–46°F (2–8°C) and frequent rain.
What are the best places to visit in Orpington?
Orpington has historic sites like the Orpington Priory, welcoming parks such as High Elms Country Park, and a town centre filled with shops, markets, and community spaces. Green areas around the town are frequently suggested for outdoor walks and picnics.
What are some hiking trails in Orpington?
Explore footpaths through local parks such as the Priory Gardens, or follow routes in High Elms Country Park, which has woodland trails and open meadow walks. The area is also known for access to green spaces around the town.
What are some family activities we can do in Orpington?
Families can enjoy parks with playgrounds, join creative workshops at local museums, or visit animal habitats at High Elms Country Park. Indoor play centres and community arts venues are also frequently suggested.
What are some of the best day trip ideas from Orpington?
Explore historic towns, gardens, and countryside spots just outside Orpington, or visit local heritage sites and nature reserves nearby. Larger cities in the region have museums, galleries, and diverse dining options.
Are there any pet friendly accommodations available in Orpington?
Orpington has a selection of pet friendly accommodations, including vacation rentals and homes. Many hosts in residential neighborhoods welcome pets, so you can bring a furry friend along for your stay.
What are some local tips for visiting Orpington?
Locals recommend exploring weekend markets early, using park paths for peaceful walks, and checking community notice boards for events. Carrying a raincoat and reusable shopping bag helps with changing weather and local shopping.
What is Orpington known for?
Orpington has a mix of historic gardens, community markets, and green spaces. The area is often recognized for its Priory, local heritage stories, and easy access to countryside activities.
What are the best hidden gems to explore in Orpington?
Consider creative spots like local art studios, gardens tucked behind historic buildings, or smaller museums with neighborhood stories. Quiet woodland trails in High Elms Country Park invite peaceful walks.
What are the best foods to try in Orpington?
Orpington has hearty British classics, locally baked goods, and seasonal produce from community markets. International cuisines can be sampled at neighborhood restaurants for diverse palettes.
What should I bring for a trip to Orpington?
Pack a waterproof jacket, comfortable walking shoes, and an umbrella due to frequent rains, especially in cooler months. Layers help with changing temperatures, and a reusable bag suits visits to local shops or markets.
What is the nightlife in Orpington like?
Orpington has relaxed pubs, casual bars, and places for evening dining around the town centre. Live music, quiz nights, and community events are frequently suggested for a local night out.
What are the most popular events or festivals in Orpington?
Recurring community fairs, local food markets, and seasonal festivals such as summer fetes and holiday light displays are often recommended. Performances and arts events also highlight the area’s calendar.
Are there family friendly vacation rentals in Orpington?
Orpington has a variety of family friendly vacation rentals, many with gardens and spacious living areas. Neighborhoods around local schools and parks frequently host welcoming stays for families.
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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