Holiday houses in Orpington

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Top-rated holiday rentals in Orpington

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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.
Condo in Otford
4.99 out of 5 average rating, 155 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

Guest favourite
A cozy bedroom is presented with soft yellow tones and patterned bedding, creating a tranquil environment. A spacious bed is complemented by decorative pillows. Natural light filters through the large windows, dressed in light curtains, while a fan and a mirror are positioned nearby for comfort and convenience.
Guesthouse in New Addington
4.9 out of 5 average rating, 60 reviews

Annexe Haven Cosy Space with own (shower&entrance)

Escape at this unique and serene getaway. This stunning annex is an extension to the main property. This unique space boats of it's own private entrance with security night lights and it's own entrance to your private patio. Within the annex separate from the bedroom is a shower, a toilet and a sink. Also allocated in this space is your own hallway with fridge/freezer, a microwave and a kettle. The nicely designed bedroom is spacious with a smart tv & own private study & Free Netflix account.

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, 102 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 favourite
Home in Greater London
5 out of 5 average rating, 9 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 favourite
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, 29 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!

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

Palm Tree House | Birds of Feather

Our themed studio flat can accommodate up to 4 guests. It has a sofa bed and a mezzanine bedroom area with a king-size bed. It features modern furnishings, a fully equipped kitchen with a washing machine and dishwasher, a spacious bathroom, and a fully equipped kitchen. It is located in a building with a lift, Free Parking and super-fast WiFi. 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.

Guest favourite
Home in Green Street Green
5 out of 5 average rating, 7 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!

Top Guest favourite
A modern retreat features a sleek facade with large glass windows that invite natural light. Surrounded by lush greenery, the entrance is accentuated by steps leading to a well-kept landscape, creating an inviting outdoor space.
Bungalow in Kent
4.98 out of 5 average rating, 44 reviews

Contemporary luxury unique 2 bed 2 bath retreat

Indulge in serenity at our retreat nestled in 3 acres of countryside. Unwind in the comfort of two spacious bedrooms, where relaxation reigns supreme. Feel and bask in the warmth of sunlight on two inviting patios, perfect for enjoying a morning coffee or a glass of wine under the stars. Stay connected with super high-speed WIFI, ensuring you're always in touch with the modern world. Conveniently located near Brands Hatch and Bluewater, our retreat offers - seclusion and accessibility.

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, 43 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!

Top 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.
Guesthouse in Greater London
4.96 out of 5 average rating, 52 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
A bright living area features a light-colored sofa, complemented by patterned cushions. A flat-screen TV is mounted on a brick wall above a modern fireplace. Gothic windows with wooden shutters provide natural light, while a small workspace with a chair is positioned beside a potted plant.
Home in London
4.98 out of 5 average rating, 55 reviews

Historic Islington Townhouse with Secret Garden

This restored Georgian townhouse blends period charm with modern comfort. Soaring 13ft ceilings, wood floors, and fireplaces create elegance, while A/C, a log burner, and a modern kitchen ensure comfort. From a cast-iron balcony you can step straight into your own private courtyard garden. Set back behind a leafy front garden in Barnsbury Conservation Area, you’ll enjoy village-like tranquillity with great pubs and fast links to central London.

Top Guest favourite
Bungalow in Kent
4.97 out of 5 average rating, 89 reviews

Luxury Spa Retreat: Sauna, Steam & 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.

Popular amenities for Orpington holiday rentals

When is the best time to visit Orpington?

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Avg. price$197 NZD$200 NZD$202 NZD$205 NZD$209 NZD$214 NZD$219 NZD$223 NZD$233 NZD$216 NZD$185 NZD$209 NZD
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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 holiday rentals in Orpington

  • Total holiday rentals

    Explore 240 holiday rentals in Orpington

  • Nightly prices starting at

    Orpington holiday rentals start at $35 NZD per night before taxes and fees

  • Verified guest reviews

    Over 3,140 verified reviews to help you choose

  • Family-friendly holiday rentals

    80 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

  • Wi-Fi availability

    230 of Orpington holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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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