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
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, 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

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 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 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
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.
Guest house 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.

Guest favourite
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, 208 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.

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, 72 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.

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.

Guest favourite
A compact kitchen area features modern cabinetry with an integrated oven and a seamless stovetop. A kettle and additional kitchen essentials are positioned on the counter. The space is illuminated by natural light streaming through a skylight above, enhancing the warm wooden tones of the flooring.
Guest suite in Abbey Wood
4.99 out of 5 average rating, 105 reviews

Modern Studio near Transport Links

Welcome to a calm, private London stay designed for comfort and ease. This self-contained studio offers independent access, thoughtful amenities, and a peaceful place to unwind after the day. - Sleeps 1 | Studio | 1 bed | 1 bath - Rainfall walk-in shower & heated towel rail - Central heating for year-round comfort - Kitchenette for simple home cooking - In-unit washer & dryer - Private entrance & free street parking

Guest favourite
Flat in Greater London
5 out of 5 average rating, 6 reviews

The Luxe Apartment | FastTrainLondon | FreeParking

Welcome to The Luxe Apartment ✨ A stylish, modern 1-bed retreat in Bromley 🏡 — designed for comfort and class. Great transport links 🚆 via Bromley South put central London within easy reach, with cafés ☕, restaurants 🍴, shops 🛍️ and green spaces 🌳 nearby. Inside you’ll find a bright open-plan living area, plush bedroom 🛏️ and full kitchen 🍳 — everything you need for a relaxing, luxurious stay.

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.

  • 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 $26 SGD 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 & 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

    230 of Orpington holiday rentals include wifi 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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