Vacation rentals in Orpington

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Top-rated vacation rentals in Orpington

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Top guest favorite
An entrance adorned with dry foliage frames a charming lodge. A central water fountain is visible, surrounded by lush grass and greenery. Soft lighting highlights the architectural features of the building, while tall trees create a natural backdrop.
Guesthouse in Croydon
4.97 out of 5 average rating, 136 reviews

Amazing Clockhouse in a perfect location

The Clockhouse is a fabulous self-contained lodge in a semi rural setting with its own private garden area, off street parking & superb transport links to London (45 min) & LGW/LHR airports (30/90 min) .A spacious & tranquil open plan living area offering flexible accommodation has the added advantage of a double bed & x2 single sofa beds, a splendid shower room & a well equipped kitchen. The separate private access means privacy & relaxation is assured & makes for a perfect base all year round.

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, 163 reviews

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

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 Bromley
4.92 out of 5 average rating, 106 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
A well-lit bedroom displays a spacious bed with a light-colored headboard and pastel pink pillows. The walls feature a soft green hue, complemented by rustic wooden beams. A cozy armchair and a storage unit with baskets are positioned beside a large window, providing a view of the outdoors.
Home in West Malling
4.98 out of 5 average rating, 114 reviews

*NEW* Perfect Location! Beautiful Cottage hideaway

Perfectly located for a short break, this beautiful fully renovated to a high standard Grade 2 listed cottage is a few minutes walk from 24 bars, pubs & restaurants in the popular market town of West Malling. We have a free parking space in town if required. Unfortunately steep narrow stairs means may not be ideal for the very young/old. 11 minute walk from train station to London, perfectly located for a weekend getaway. Supermarket, boutique shops, beauty salons & coffee shops await you!

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 Eynsford
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 Orpington
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).

Top guest favorite
An open-plan living area showcases warm wooden beams and a spacious layout. A comfortable light-colored sofa and ottoman are placed adjacent to a dining table, while a well-equipped kitchen is visible in the background. Fresh flowers accent the dining table, adding subtle elegance.
Guesthouse in Kings Hill
4.97 out of 5 average rating, 299 reviews

Peaceful, charming oak framed annexe

Recently furbished, oak framed annexe building consisting of large open plan lounge, dining and kitchen area. Shower room with hand basin and WC. Upstairs, snug double bedroom. (May be converted to two singles) Extra sofa bed available downstairs so property can accommodate up to 4 guests. Reliable wifi and space for remote working. Small, discreet private patio area. Private parking. Close to golf course and village centre. Surround yourself with style in this standout space.

Top guest favorite
The spacious living area features a large sectional sofa adorned with decorative pillows, a coffee table with magazines, and a flat-screen television. Natural light enters through skylights above, highlighting vibrant artwork on the walls and a lush green plant in the corner.
Earthen home in Greenwich
4.93 out of 5 average rating, 730 reviews

Huge Luxury Studio Use of Parking & Garden

This unique space is huge, 500 sq ft!! and is close to Greenwich, Blackheath, The 02, Canary Wharf, City Airport and with a quick train journey to central London. You'll love the studio because of the location, the amazing views of canary wharf and the 02, with garden and key-box entry. This huge space is about the size of 4 London hotel rooms and so is a bargain. My place is good for couples, solo adventurers and families with young kids. Please read our 900 plus reviews.

Top guest favorite
The historic windmill features a distinctive white weatherboard structure, surrounded by lush greenery. Two teak steamer chairs are positioned in the foreground, inviting relaxation in the garden. A clear blue sky with soft clouds enhances the serene rural setting.
Windmill in Benenden
4.99 out of 5 average rating, 845 reviews

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.

Top guest favorite
An aerial view showcases the unique geo dome structure surrounded by lush greenery. A wooden deck leads to an outdoor seating area, fire pit, and hot tub. The tranquil setting emphasizes a peaceful retreat in nature.
Dome in West Horsley
4.94 out of 5 average rating, 374 reviews

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.

Top guest favorite
The spacious bedroom features a comfortable bed dressed in soft linens, flanked by bedside tables with lamps. Exposed wooden beams create a rustic ambiance, while patterned curtains frame the window. A wooden dresser adds character, and a full-length mirror reflects the room's charm.
Barn in Horley
4.94 out of 5 average rating, 525 reviews

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. 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

Guest favorite
A cozy living room features a rich red accent wall, complemented by a wooden fireplace. A large leather sofa and a comfortable armchair provide seating, while natural light enters through partially covered windows. Shelves are filled with books and decorative items, alongside potted plants enriching the space.
Condo in Greater London
4.95 out of 5 average rating, 133 reviews

A Little Home in the Heart of Greenwich

My one-bedroom flat is perfectly situated in the heart of historic Greenwich, a short stroll to the Cutty Sark, Maritime Museum, Royal Naval College & Observatory. And don’t forget leafy Greenwich Park! You’re spoilt for choice with pubs & restaurants too. I know and love the area, so will be happy to give local recommendations. For venturing further, you’re within minutes of the train station, two DLR stations AND the boats of course.

Popular amenities for Orpington vacation rentals

When is the best time to visit Orpington?

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Frequently Asked Questions

  • Are there family-friendly apartment rentals in Orpington?

    Orpington has more than 10 family-friendly apartment rentals. 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 $20 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 house rentals in Orpington?

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

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

    Yes! Work meets play with ease at over 20 apartment 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 750 vacation rentals in Orpington, over 4,230 vacation rentals in Chislehurst, and over 470 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 120 house rentals with wifi in Orpington. Enjoy a tailored experience with all the comforts you desire.

  • 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.

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 ﺩ.ﺇ73 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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