Holiday rentals in Orpington

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Top-rated holiday rentals in Orpington

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Tiny home in Sevenoaks Weald
4.98 out of 5 average rating, 48 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 favourite
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.
Apartment in Otford
4.99 out of 5 average rating, 147 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

Guest favourite
The studio features a modern layout with a comfortable sofa in grey, accented by yellow cushions. A small dining table is positioned beside a kitchenette equipped with essential appliances. A TV is situated nearby, and natural light enters through a glass door leading to the patio.
Guest house in Greater London
4.97 out of 5 average rating, 61 reviews

Cosy Studio ‘Summer House’ South-East London

Individual entrance, kitchenette (no hob/oven), bathroom, sofa/double-bed, patio, large table, underfloor heating, blackout curtains. Chelsfield station 8 min walk, 30 min to London Bridge, ‘Oyster Card’ accepted. Next to the station is a nice British Pub/Restaurant and some small grocery stores. Our 'Summer House' is a proper Studio with everything you need for a short-term stay. We're a multinational family and love to travel. You'll stay in a quiet, friendly, and green part of Greater London.

Top guest favourite
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, 101 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.

Guest favourite
A modern kitchen with a sleek island bar is highlighted by chrome pendant lights. Large sliding doors provide access to a private garden, allowing natural light to fill the space. A skylight adds brightness to the overall design, enhancing the clean lines of the cabinetry.
Home in Greater London
4.92 out of 5 average rating, 89 reviews

Luxury Cottage in Bromley, South East London

Welcome to our lush cottage in South East London! Perfect for business or pleasure with easy journeys to Central London, O2 Centre, Excel, historic Greenwich and the Kent Countryside. It’s a few mins walk to Bromley North Station which offers routes into London Bridge and Charing Cross. A short walk through the modern Glades Shopping Centre (with its huge offering of shops & restaurants) to Bromley South Station with many routes including direct trains to London Victoria in just 16 mins.

Guest favourite
The spacious studio features exposed brickwork and elegant decor. A large bed with neutral linens is complemented by a comfortable leather sofa and a dining area with a table and chairs. Natural light streams through two windows, highlighting the room's modern yet classic charm.
Flat in Croydon
4.83 out of 5 average rating, 258 reviews

Studio 17 - A unique and luxurious space

Studio 17, fabulous fusion of Victorian splendour and state of the art living. Fully self contained and spacious studio apartment with no shared spaces. Featuring air conditioning to maintain the temperature you chose. Fully equipped, spacious kitchen with dishwasher, Nespresso coffee maker and large fridge freezer, spacious power shower and our on site laundry at the rear of the building are other features of note as well as first class transport lings directly into central London.

Guest favourite
The exterior of a charming two-story cottage is shown, featuring a mix of stone and brick finishes. A pathway leads to the door, flanked by well-maintained greenery. Several large windows allow natural light, and the dual chimneys add character to the traditional design.
Cottage in Keston
5 out of 5 average rating, 16 reviews

Keston. Pretty Cottage, 2 double bedrooms and view

Overlooking Keston Common, quiet and set back from Commonside with parking to the front, two double bedrooms with first floor bathroom having separate shower and “egg bath”. Minimum 3 nights, discounts for weekly stay. Fully fitted kitchen with bay window & window seat overlooking the Common, open plan lounge with double doors to patio with swinging sofa and pretty back garden. Ground floor WC/utility room. Incredible holiday stay, easy transport to London, 40 mins drive to Gatwick.

Top guest favourite
The kitchen features modern cabinetry with glass fronted shelves displaying various plates and glassware. A gas stove is positioned alongside an oven. Solid countertops provide ample workspace, with dual sinks under a window offering natural light and an outdoor view. Kitchen essentials are organized for convenience.
Guest suite in Chislehurst
4.92 out of 5 average rating, 105 reviews

One bedroom fully equipped flatlet

Located in beautiful wooded area on outskirts of London: 20 minutes by train to London Bridge. Chislehurst station 7 minutes walk, or 2 minutes bus ride. Village has "old" and "new" part with boutique restaurants & shops incl. supermarket (10-15 minutes walk ). Near the station are Chislehurst caves, restored historic monument & tourist attraction from war time use as a bomb shelter. Around the flat there are beautiful walks , runs & cycling in Petts Wood. House has quiet garden.

Top guest favourite
An open-plan living and dining area is visible, featuring a circular dining table surrounded by green chairs. A modern kitchen with white cabinets is in the background. Natural light fills the space through large glass doors that lead to the patio.
Guest suite in Bickley
4.98 out of 5 average rating, 42 reviews

2 bed detached home in Bromley

Welcome to your beautiful 2 bedroom home in Bromley, BR2!. The property has been recently refurbished to a high standard, featuring an open plan living and dining area, modern kitchen and triple glazed windows. It is perfect for families or couples and there is off street private secure parking. Located in a quiet area close to shops, restaurants, and transport links, our home is the perfect choice for your London getaway. Book now and enjoy a comfortable and convenient stay!

Guest favourite
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.
Guest house in Greater London
4.96 out of 5 average rating, 45 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 favourite
The exterior of a charming red-brick house is shown, featuring multiple peaked roofs and large windows. Surrounding greenery provides a natural buffer, and a street sign is partially visible in the foreground. A clear blue sky complements the architectural details of the building.
Flat in Greater London
5 out of 5 average rating, 15 reviews

Apartment Masons Hill

Newley Refurbished 2 Bed Apartment in Bromley Welcome to our bright and spacious 2-bed apartment, located Close to central Bromley. The home features a large lounge & dining area, a fully equipped but small kitchen, private off street parking Just a 5-minute walk from Bromley South Rail Station, with excellent bus connections, only 17 minutes from Victoria Station, Central London. The apartment is walking distance of parks, shops, sports grounds, Gym & golf driving range

Top guest favourite
A compact kitchen area showcases modern cabinetry with a light wood finish. Black countertops are accompanied by a selection of pottery and glassware on open shelves. A coffee machine and a microwave are positioned for convenience, while a colorful dish towel is hung from the oven.
Loft in Greater London
4.99 out of 5 average rating, 67 reviews

Entire Spacious Loft Studio-Own En-Suite & Kitchen

Welcome to our luxurious, spacious loft studio! Designed by an interior designer, this self-contained gem features a private bathroom and fully equipped kitchen, washing machine, king size built-in bed and ample storage. Light and airy with a living area and a stylish dining area. Large sliding windows to let a gentle breeze in. Situated on the top floor of our Victorian house on a quiet, residential street in Zone 3, London. Free on-street parking.

Popular amenities for Orpington holiday rentals

When is the best time to visit Orpington?

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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.

  • What types of vacation rentals are available in Orpington?

    Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Orpington. From over 120 house rentals to over 70 apartment rentals, we've got you covered.

  • Do apartment rentals in Orpington have a kitchen?

    Absolutely! We offer over 60 apartment 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 house rentals in Orpington?

    Experience the best of Orpington with our house 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.

  • 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.

  • Where should I stay in Orpington?

    Make yourself at home in Orpington by choosing from our most frequently booked neighborhoods. We have over 460 vacation rentals in Locksbottom, over 740 vacation rentals in Orpington, and over 460 vacation rentals in Bickley.

Quick stats about holiday rentals in Orpington

  • Total holiday rentals

    Explore 250 holiday rentals in Orpington

  • Nightly prices starting at

    Orpington holiday rentals start at $26 SGD per night before taxes and fees

  • Verified guest reviews

    Over 3,030 verified reviews to help you choose

  • Family-friendly holiday rentals

    90 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

  • Wifi availability

    240 of Orpington holiday rentals include wifi 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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