Vacation rentals in Orpington

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Top-rated vacation rentals in Orpington

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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, 148 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 favorite
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.
Guesthouse in Greater London
4.97 out of 5 average rating, 62 reviews

Cosy Studio β€˜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, β€˜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 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, 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 favorite
An open-plan living area features a dark sofa with decorative cushions and a small coffee table. The adjacent kitchen showcases modern cabinetry and appliances. A dining table with one chair is visible, alongside large glass doors leading to a spacious balcony that extends the living space.
Condo in Greater London
4.9 out of 5 average rating, 130 reviews

Amazing two bed apartment with balcony, Sidcup

If you are visiting central London but are looking for a more relaxed atmosphere, then this first floor flat is perfect for you. With easy self check in & on site management team. Situated in Sidcup, this flat is in a prime location for visiting the city or local sites. Sidcup train station is just a 8 min walk (travel into central London in around 20 mins) as well as multiple bus stops outside of the property, connecting to local areas. Perfect for anyone visiting for business or leisure.

Guest favorite
A modern studio apartment is displayed, featuring a living area with a green sofa and a wooden coffee table. Large windows allow natural light to fill the space, while a fully equipped kitchen is visible in the background, showcasing sleek cabinetry and appliances.
Apartment in Greater London
4.94 out of 5 average rating, 18 reviews

Palm Tree House - The Forest

Welcome to our Brand New, Stylish-themed studio in a building with Lift. Enjoy modern furnishings, a fully equipped kitchen with a washing machine and dishwasher, a spacious bathroom with shower, a cosy bedroom area, and a private balcony. Take advantage of the Free Parking, super fast WiFi Throughout + Smart TV, access to a shared gym and workspace. It is just minutes from Orpington station, with easy access to London. Orpington Hospital and Shopping Centre are also within walking distance.

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, 148 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
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.
Apartment 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 favorite
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 β€œegg 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 favorite
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 favorite
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 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, 46 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.

Guest favorite
A charming cottage is set against a clear blue sky, featuring a pitched roof and two gabled dormer windows. Flowering plants and green grass frame the inviting entrance, highlighting the cottage's warm yellow door and brick exterior.
Cottage in Kent
4.96 out of 5 average rating, 202 reviews

Cosy Private Cottage in Wrotham, Kent Downs AONB

Set on the edge of Wrotham village in the Kent Downs Area of Outstanding Natural Beauty. This self contained one bedroom cottage comes with free off street parking and use of a large cottage garden. We welcome well behaved dogs. A two minute walk into Wrotham Village, with a picturesque church, village shop, and three pubs including the AA Rosette awarded Bull Hotel. Now with a newly completed private patio to the rear solely for guest use. Dog secure with high gate.

Popular amenities for Orpington vacation 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 vacation rentals in Orpington

  • Total vacation rentals

    Explore 250 vacation rentals in Orpington

  • Nightly prices starting at

    Orpington vacation rentals start at οΊ©.οΊ‡73 per night before taxes and fees

  • Verified guest reviews

    Over 3,030 verified reviews to help you choose

  • Family-friendly vacation rentals

    90 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

    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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