Vacation rentals in Orpington

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Top-rated vacation rentals in Orpington

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Top guest favorite
Tiny home in Sevenoaks Weald
4.98 out of 5 average rating, 55 reviews

Luxury Studio-incredible view-peaceful getaway

Welcome to Christmas! Set in a rural idyll this is an inspirational space that will warm, rest, relax and nourish you as you retreat from everyday life. Unwind in quiet untainted air and stillness. Recharge mind and body on undulating country walks with uplifting views and enjoy the deep deep peace of the beautiful panoramic vista from your own terrace. Off street parking, picturesque rambling, village pubs, wedding venues, historic properties, M25, A21. Perfect Location. Welcome Rates now on!

Top guest favorite
A well-maintained garden is framed by lush greenery, showcasing vibrant flower beds and neatly trimmed hedges. Beyond the garden, expansive views of rolling hills and the Darent Valley can be seen under a partly cloudy sky.
Condo in Otford
4.99 out of 5 average rating, 158 reviews

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

Top guest favorite
A cozy lounge area is featured with a spacious sofa and two modern armchairs arranged around a low wooden coffee table. A window allows natural light to brighten the space, while a decorative rug complements the wooden ceiling beams and gentle colour palette.
Cottage in Greater London
4.92 out of 5 average rating, 103 reviews

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.

Top guest favorite
Home in Greater London
5 out of 5 average rating, 10 reviews

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.

Top guest favorite
A charming exterior showcases a well-maintained building with a tiled roof and large glass doors. A basketball hoop stands beside the entrance, surrounded by lush greenery. A gravel driveway leads to the building, providing ample space for parking and outdoor activities.
Guesthouse in Warlingham
5 out of 5 average rating, 32 reviews

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!

Top guest favorite
A private garden area is presented, featuring a mix of stone and gravel pathways, surrounded by low-maintenance shrubs and plants. A comfortable lounge chair is positioned for relaxation, and outdoor lighting enhances the space. The entrance to the property is visible in the background.
Guest suite in Lullingstone
4.99 out of 5 average rating, 149 reviews

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 train station. We have the Park and golf course as our back garden and The Roman Villa and Castle/World Gardens as our neighbours. Castle 'Lavender' Farm is a short walk too. Brands Hatch is a short drive. Parking on drive and private access to secure garden. 1 bedroom, bathroom, lounge, smart TV, DVD & fully equipped kitchen

Guest favorite
An open-plan living area is presented, featuring a circular dining table with modern chairs, a flat-screen TV on a white unit, and a comfortable sofa complemented by a side table. Natural light floods the space through large windows adorned with vertical blinds.
Apartment in Greater London
4.91 out of 5 average rating, 208 reviews

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).

Guest favorite
Home in Green Street Green
5 out of 5 average rating, 8 reviews

Sleeps 7 | 3BR Cornerstone 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!

Superhost
Condo in Greater London
4.82 out of 5 average rating, 65 reviews

Entire 3 bed duplex own entrance with FREE Parking

- Entire modern Self-contained 1 bedroom apartment with own bedroom, kitchenette and en-suite bathroom - 3 beds at 2 levels with separate ground floor entrance. One double bed and single sofa bed in upstairs bedroom and second larger sofa bed downstairs. Central location between beckenham and Bromley with great connections to central London. 5 min walk to ravensbourne station 13 min walk to Shortlands station 5 min by bus to beckenham junction (Victoria station in 20min)

Top guest favorite
A private outdoor space is showcased, featuring a well-maintained lawn, wooden fencing, and a small dining set with four chairs underneath a dark umbrella. The sliding glass doors of the guest house provide access to the interior.
Guesthouse in Greater London
4.96 out of 5 average rating, 53 reviews

Guest House 1 double bed

Take it easy at this unique and tranquil getaway close to Bromley town centre. Complete with its own entrance this stylish guest house has everything you need for your stay. A double bed, dining table & chairs, oven, hob, microwave, kettle, fridge and washing machine. The bathroom includes an electric shower and there's strong wifi and a wall mounted tv with free access to Netflix, Sky, Amazon and Apple TV+. Bed linen, towels, crockery & cutlery are of course provided.

Top guest favorite
Guest suite in Brasted
4.95 out of 5 average rating, 103 reviews

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.

Superhost
Apartment in Greater London
5 out of 5 average rating, 3 reviews

Palm Tree House - Winter Wonderland

You will absolutely love this themed studio that can host up to 4 people. Enjoy modern furnishings, a fully equipped kitchen with a washing machine and dishwasher, a spacious bathroom with a shower, and a comfy bed and sofa bed. Take advantage of Free Parking, super-fast Wi-Fi throughout, Smart TV. Free access to the shared GYM and WORKSPACE. It is just minutes from Orpington station, with easy access to London. POTENTIAL FOR NOISE, READ BELOW.

Popular amenities for Orpington vacation rentals

When is the best time to visit Orpington?

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Avg. priceG$23,639 GYDG$24,058 GYDG$24,267 GYDG$24,685 GYDG$25,104 GYDG$25,731 GYDG$26,359 GYDG$26,777 GYDG$28,032 GYDG$27,823 GYDG$27,405 GYDG$29,497 GYD
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Frequently Asked Questions

  • Do apartment rentals in Orpington have wifi?

    Absolutely! We offer over 60 apartment rentals with wifi in Orpington. Enjoy a tailored experience with all the comforts you desire.

  • 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.

  • Are there family-friendly house rentals in Orpington?

    Orpington has more than 50 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Are there pet-friendly house rentals in Orpington?

    Four-legged friends are welcome in Orpington. Choose from more than 10 house rentals for guests traveling with pets.

  • Do apartment rentals in Orpington have free parking?

    Absolutely! We offer over 50 apartment rentals with free parking in Orpington. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in bungalow rentals in Orpington?

    Experience the best of Orpington with our bungalow rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • What are the most popular amenities for Apartment Rentals in Orpington?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 60 homes with a kitchen, over 60 homes with wifi, over 50 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there house rentals with a dedicated workspace in Orpington?

    Yes! Work meets play with ease at over 50 house rentals in Orpington featuring dedicated workspaces. Stay connected and productive in your home away from home.

Quick stats about vacation rentals in Orpington

  • Total vacation rentals

    Explore 240 vacation rentals in Orpington

  • Nightly prices starting at

    Orpington vacation rentals start at G$4,184 GYD per night before taxes and fees

  • Verified guest reviews

    Over 3,140 verified reviews to help you choose

  • Family-friendly vacation rentals

    80 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

  • Wi-Fi availability

    230 of Orpington vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Orpington rentals

  • 4.6 Average rating

    Orpington stays receive an average rating of 4.6 out of 5 from guests

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