
Vacation rentals in Orpington
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Top-rated vacation rentals in Orpington
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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.

12min to BigBen-FreePark-2min walk to underground
Newly renovated spacious apartment with elevator, free parking, 2min walk to the underground. 3min from the river Thames (for boat service to BigBen, TowerBridge, LondonEye), close to Greenwich market, shops, bars, restaurants, supermarkets SuperFast access to all London major sites and airports Underground times from the station: -12min to BigBen, CharingX and Buckingham Palace -8min to the Shard, Canary Wharf, O2 arena -15min to LondonCity Airport+Excel, Eurostar -Fast Wifi/Smart TV/Netflix

The Cubs
This unique place has a style all its own including beautiful light box . Perfect for a couple and longer stays. Luxury of a hotel plus the amenities of a flat including washing machine , dishwasher , fridge freezer etc . Many transport links to London and Beckenham high street and many restaurants and bars . Two min to the beautiful Kelsey park and famous Chinese garage . Walking distance to the amazing Beckenham Place Park . Local buses and two mainline stations within walking distance.

School Cottage conversion
School cottages converted to a high quality luxury specification. Two bedroom, two bathrooms found up a spiral stairwell above a beautifully designed open area including a modern kitchen and living area. A unique and beautiful property, lived in with all the appliances you could need for a relaxing quiet stay. Large and spatial, including an outdoor patio area. Includes private parking, security features and a quiet space within walking distance of Bromley, or direct trains into London.

Crestyl Cottage riverside barn for 2 with hot tub
Crestyl Cottage is a delightful self contained country cottage in Sarratt - providing the perfect place to relax, walk, cycle, birdwatch and fish for carp in our small private lake. We provide high end accommodation for 2 adults in an area which has plenty to offer in the heart of the stunning Chess Valley. Crestyl Cottage is a conversion of a redundant barn, originally used for watercress seed drying which has been converted into self catering holiday accommodation with wood fired hot tub.

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).

Sleeps 7 | 3BR Modern Cottage w/Netflix
Welcome to THE CORNERSTONE COTTAGE, part of the curated DUKE STAYS collection of modern, boutique homes. Newly styled with cosy yet luxe interiors, 3-BDR retreat in Orpington sleeps up to 7. Less than a mile from High Street shops, cafés & parks, with fast links to London & the M25. Styled for comfort with luxe linens, fully equipped kitchen, cosy lounge with sofa bed, 55” HDTV + Netflix, high-speed WiFi & self check-in. Ask about corporate, family, long-stay & last-minute bookings

Cosy, Rustic 17th Century Country Barn.
Charming 17th century Barn conversion. Restored with every attention to detail, abundance of character & exposed beams, fully equipped kitchen, attractive bathroom with roll top bath & rain shower. Underfloor heating, High Speed Wifi, Smart TV and optional hot tub (please enquire and book in advance). Just 14 minutes from Gatwick Airport/Station & the Express into London takes only 30 minutes, yet the Barn is set in open countryside, surrounded by fields, on an Equestrian property

Charming Guest Suite in the Kent Countryside
Our private annexe is nestled in a peaceful cul-de-sac, just 3 miles from Chartwell and 4 miles from Sevenoaks. London Bridge is a convenient 30-minute train ride away. Enjoy high-speed WiFi, HDTV, and a well-equipped bathroom. Refreshments like coffee, tea as well as an assortment of snacks are provided for our guests. The High Street, local pub, and shops are within walking distance. Guests can park their car on-site for free. EV charging available at extra cost.

Cosy shepherd’s hut with stunning valley views
Tucked away in the peaceful village of Shoreham, Sevenoaks, this cosy shepherd’s hut for two offers sweeping views of the Darenth Valley. Set in the grounds of a beautiful Grade II listed home, it’s fully equipped with a kitchenette, shower, toilet, basin, log burner as well as outdoor furniture to enjoy the view. With great local pubs, a vineyard, and walks nearby, and warm hosts on-site, this is the perfect spot to relax, recharge, and soak up the Kent countryside.

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.

1BR Bromley South | Work-Friendly | Train to LDN
🏡 Bright flat in Bromley — perfect for professionals 💼 and small families 👨👩👧. Enjoy a spacious living area, modern kitchen 🍳 and comfortable bedrooms 🛏️ ideal for relaxing or working from home. Great transport links 🚆 make commuting easy, while nearby parks, shops and schools 🌳🛍️ add everyday convenience. A welcoming, well-located home combining comfort, practicality and a friendly neighbourhood feel ✨
Popular amenities for Orpington vacation rentals
Stay near Orpington's top sights
Other great vacation rentals in Orpington

Entire Spacious Loft Studio-Own En-Suite & Kitchen

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Contemporary luxury unique 2 bed 2 bath retreat

Modern private studioflat in quiet leafy suburbs

One bedroom fully equipped flatlet

Where Country meets Suburbs

Corporate 3-Bed Stay • Parking • Garden

Mulberry Corner
When is the best time to visit Orpington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$28,245 GYD | G$28,873 GYD | G$27,827 GYD | G$24,688 GYD | G$25,107 GYD | G$25,734 GYD | G$26,362 GYD | G$26,780 GYD | G$28,036 GYD | G$27,827 GYD | G$27,408 GYD | G$29,500 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$6,277 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
Destinations to explore
- Apartment rentals Orpington
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