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Vacation rentals in Orpington

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Top-rated vacation rentals in Orpington

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

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Serviced apartment in Southend-on-Sea

4.85 out of 5 average rating, 33 reviews

Seaside Escape with a Balcony

Escape to a newly renovated 1-bedroom seaside apartment with a balcony offering sea views. In a prime location, this home is perfect for relaxation and exploration. Modern amenities, a kingsize bed and a fully equipped kitchen for a peaceful stay. Ideal for couples or solo travelers looking for a serene getaway. Enjoy nearby beaches and restaurants. Just a two minute trot to Westcliff station- only a 35 minute train journey to Central London! Get ready for an unforgettable coastal experience☀️

Condo in Norland

4.96 out of 5 average rating, 53 reviews

Stunning Notting Hill Apartment Beautiful Crescent

An elegant light-filled duplex, situated on the best and brightest floors of an archetypal white stucco Notting Hill house. Great location – on a beautiful crescent at the top of the hill. Spacious living and dining area, leading to a fully-fitted modern kitchen. Upstairs is a King master bedroom with en suite shower room, a Double bedroom, a third bedroom with two twin beds, and a family bathroom. Close to all the cafes, bars and restaurants of Westbourne Grove, Portobello and Notting Hill Gate

Cabin in Sutton Valence

5 out of 5 average rating, 48 reviews

Pancake Retreat - with hot tub...

Pancake Retreat is the perfect retreat with hot tub and outside entertaining area. The cabin is located amongst a working Apple farm with far reaching views across the glorious Greensand Ridge including fishing lakes. Guests can take lovely walks around the fields and take advantage of the many public footpaths that cross the farm. There are also many local walks available too. With the historic Leeds Castle 5 minutes drive away, many local pubs and restaurants and the coast within easy reach.

Farm stay in Kent

4.99 out of 5 average rating, 377 reviews

Traditional Log Cabin On The Lake

Private cosy traditional log cabin on the lake, surrounded by beautiful countryside. Lovely peaceful get away from it all in an area of natural outstanding beauty, yet just ten minutes drive from Royal Tunbridge Wells, with all the culture, bars, restaurants and shops. The pretty village of Lamberhurst has lots of pubs to offer, with top quality food and local ales. Trains to London are 1 hour from Frant station. Nearby attractions include Scotney Castle, Bewl Water and Bedgebury Pinetum.

Farm stay in Kent

4.99 out of 5 average rating, 145 reviews

Tenterden -Stunning 3 bedroom Lakeside Lodge

Breathtaking lakeside lodge within 10 minute walk to the centre of Tenterden with vibrant cafes/bars and restaurants. Close to Rye, Camber Sands, Hastings, Chapel Down and National Trust Properties. Tastefully decorated 3 bedroom accommodation with modern kitchen, dining, chilling and lounge area with stunning views across open countryside in an AONB, which can be truly appreciated from large deck area with outside dining. Parking. Sorry not suitable for children under 10 years old or pets.

Cottage in Ticehurst

4.98 out of 5 average rating, 113 reviews

Marble Cottage: Decompress in the wilderness

We are 7min short walk to the village. Marble Cottage is one of the two cottages set in a private estate in the peaceful wilderness of SHEEPWASH Farm, within a short walk from a quirky trendy award winning pub . Secluded, rural and close to all amenities. This is a new build by the vast farm pond, in AONB. A Cosy Cottage barn-style featuring water views and wild life. 1 Bedroom, Open Plan kitchen & Living Area with a sofa bed, en-suite bathroom. We charge a fee for Pets. 1 pet max

Rental unit in Camden

4.92 out of 5 average rating, 61 reviews

Number 2. Regents Park Apartments

Close to The Regents Park, this apartment is ideally situated for exploring London. With 3 underground stations within walking distance, plus the excellent Central London Bus network, getting to all popular attractions couldn't be easier or quicker. This spacious 2 bedroom apartment is situated above The Queen's Head & Artichoke Bar/Restaurant and has been recently converted into a stylish Airbnb rental. This special place is close to everything, making it easy to plan your visit.

Cabin in East Sussex

4.93 out of 5 average rating, 191 reviews

Sunset Lodge - near the river and steam railway.

Sunset lodge is the perfect retreat for luxury relaxation. There are many lovely walks, including the river walk to Bodiam castle. There are many eateries within walking distance and Rye, Tenterden, Camber and Hastings all a short car journey away. We are located on the edge of a small family camping park - Rother valley park- which is a family run, chilled and quiet place to be. The views and sunsets are stunning. Enjoy a drink on the balcony whilst watching the sun go down 🙂

Bungalow in Medway

4.95 out of 5 average rating, 43 reviews

Luxury Bungalow with Wheelchair access and hot tub

The perfect base for business professionals and leisure guests with 3 dedicated work space desks and a smart TV in each of the 3 double rooms and quick easy access to the M2 We are sat conveniently between Rochester and Chatham and just a 13min walk to Rochester Airport this really is the perfect base for business professionals and leisure guests to work or explore the many tourist sights of historic Rochester. Relax In the hot tub and enjoy outside dining

Windmill in Benenden

4.99 out of 5 average rating, 742 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.

Cabin in Kings Langley

4.94 out of 5 average rating, 224 reviews

A romantic get - away cabin in Kings Langley

The Cabin is a bespoke, rustic home, which features a bathroom, kitchenette, bedroom, living area with all the mod cons ( TV with Netflix ) needed for a cosy romantic stay. The property is surrounded by outstanding nature, a river, private island, several bridges and a mesmerising waterfall. Please enquire within for all optional extras that can enhance your booking!

Vacation rentals for every style

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Popular amenities for Orpington vacation rentals

Free parking on premises

Air conditioning

Stay near Orpington's top sights

Chislehurst Caves52 locals recommend

London Biggin Hill Airport (BQH - EGKB)4 locals recommend

Sainsbury's25 locals recommend

Home of Charles Darwin - Down House21 locals recommend

ODEON Orpington13 locals recommend

High Elms Country Park10 locals recommend

Other great vacation rentals in Orpington

Condo in Greenwich

4.95 out of 5 average rating, 41 reviews

Greenwich 2-Bed Retreat near the O2 Arena

Villa in Groombridge

4.97 out of 5 average rating, 62 reviews

Modern country villa, stunning gardens and view

Home in Rotherfield

4.91 out of 5 average rating, 88 reviews

The Bainden, with Private Hot Tub All Year Round

Rental unit in Lambeth

4.9 out of 5 average rating, 63 reviews

With Private Patio and near the Park

Bungalow in Kent

5 out of 5 average rating, 39 reviews

Luxury Spa Retreat: Sauna, Steam & Hot Tub

Cottage in East Sussex

4.85 out of 5 average rating, 79 reviews

Charming Cottage in a peaceful and rural setting

Home in Greater London

4.86 out of 5 average rating, 44 reviews

Barking London Sleeps 11 - Parking - train/tube

Condo in Paddington

4.97 out of 5 average rating, 36 reviews

Paddington 2-Bed Large Apartment

Quick stats about vacation rentals in Orpington

Total rentals
220 properties
Nightly prices starting at
$20 before taxes and fees
Total number of reviews
3K reviews
Family-friendly rentals
60 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
90 properties have a dedicated workspace

Frequently Asked Questions

Do house rentals in Orpington have wifi?
Absolutely! We offer over 100 house rentals with wifi in Orpington. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Orpington have a kitchen?
Absolutely! We offer over 50 apartment rentals with a kitchen in Orpington. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Orpington?
Orpington has more than 60 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Are there pet-friendly vacation rentals in Orpington?
Four-legged friends are welcome in Orpington. Choose from more than 30 vacation rentals for guests traveling with pets.
Do apartment rentals in Orpington have free parking?
Absolutely! We offer over 40 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 50 homes with wifi, over 50 homes with a kitchen, over 40 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there vacation rentals with a dedicated workspace in Orpington?
Yes! Work meets play with ease at over 90 vacation rentals in Orpington featuring dedicated workspaces. Stay connected and productive in your home away from home.

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