Holiday rentals in Orpington

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Top-rated holiday rentals in Orpington

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Guest favourite

Guest house in West Kingsdown

4.85 out of 5 average rating, 131 reviews

Private Annex, close to Brands Hatch

This self contained Annex is perfect for visiting very local attractions such as Brands Hatch, London Golf & country parks. Close to Bluewater and good road links to Kent, Sevenoaks, London and the coast. The Annex is situated in a secluded close and can sleep up to 4 people with a king size bed & pull out sofa. Private parking outside the property is available & can accommodate large vehicles or trailers. It has a full kitchen complete with utilities. The Annex has its own wired WiFi connection

12–19 Aug

£88 per night

Guest favourite

Apartment in Kent

4.9 out of 5 average rating, 106 reviews

AR-Rahman, 1 bed + 1 Living room apartment

AR-Rahman is located in Kent. This is an annex / apartment within a big house, having own entrance and full privacy guaranteed. Guest has everything within the rented unit, no shared amenities. The apartment is equipped with a flat-screen TV and 1 bedroom with en-suite. Also a downstairs living room and kitchenette. Suitable for a family (two adults + two children) or two adults only. London is 14.9 miles from the apartment, The nearest airport is London City Airport, 7.5 miles from Ar-Rahman.

17–24 Sept

£79 per night

Guest favourite

Guest house in London

4.97 out of 5 average rating, 38 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.

26 Jul – 2 Aug

£86 per night

Guest favourite

Guest house in Surrey

4.96 out of 5 average rating, 448 reviews

SUMMERHOUSE luxury smart barn, projector 75Mb WiFi

The Summerhouse is a modern barn conversion located on the Flagpole Cottage estate with the main house dating back to 1650 in quaint and friendly Tandridge Village. The Summerhouse has a private entrance with magnificent views over the country side from the floor to ceiling windows, yet only 20 miles from London. Open plan living with sleeping arrangements on the mezzanine and ground floor sofa bed. WiFi (75Mb fibre) and secure parking (24/7 outdoor CCTV) is free. Private terrace on the back.

11–18 Sept

£110 per night

Guest favourite

Guest house in Chipstead

4.91 out of 5 average rating, 268 reviews

A private country escape with stunning views

A charming, fully self contained guesthouse, set in a private garden of a 14th century cottage located in the pretty village of Chipstead. A perfect country escape with fast access into London and Gatwick Airport a short taxi ride away. The guesthouse offers views over open countryside, enjoy total peace and quiet, lots of privacy, all in an area of outstanding natural beauty. If you're wanting to explore leafy Surrey with great links into London, our guesthouse offers you the perfect location.

4–11 Mar

£98 per night

Guest favourite

Apartment in London

4.98 out of 5 average rating, 62 reviews

Superior self contained Annexe near Orpington Stn.

Beautiful sparkling clean accommodation. Own entrance, spacious double bedroom, cosy living room with sofa bed, TV and desk, luxury shower room and kitchenette, all self-contained and separate from hosts side of the house. Peaceful location in the town of Orpington with private parking. 10 minute walk from Orpington Station with excellent rail links to Central London, only 15 minutes (fast train) to London Bridge. We are a pet free home. We love our home and ask guests to treat it with respect.

21–28 May

£100 per night

Guest favourite

Flat in London

4.92 out of 5 average rating, 183 reviews

Spacious Cosy Modern Apartment in Greater London

*FLEXIBLE EARLY CHECK-IN AND LATE CHECK-OUT at no extra cost* A charming, modern, spacious, cosy 2-bedroom apartment for 4-5 guests, conveniently located in Orpington town centre. Only 7-9 mins walk away from Orpington train station (London fare Zone 6) with REGULAR TRAIN SERVICES INTO LONDON (17mins to London Bridge, 20mins to London Waterloo East, 27mins to Charing Cross). Ideal location for visiting London and travelling by car from EUROPE via DOVER (66 miles / 70 mins drive away).

12–19 Jun

£150 per night

Guest favourite

Cabin in Rochester

4.95 out of 5 average rating, 262 reviews

Countryside Cabin with Private Patio

The Snuggery is a converted outbuilding that has been set up for a cosy stay with a wood burning stove and lots of snuggly wraps to cuddle up in. The open plan interior, high vaulted ceilings and natural oak flooring create an interior which is fun, light and airy. Walking enthusiasts will enjoy walks from the back door straight on to the North Downs Way and there is a bench by the front door fitted with a heated element, perfect for warming up your walking boots. Photos by Chloe-Rae

31 Oct – 7 Nov

£110 per night

Superhost

Treehouse in London

4.8 out of 5 average rating, 186 reviews

Beautiful Log Cabin set in idyllic surrounding

Beautiful one bedroom log cabin with separate shower room and comfortable living space. Set in 2 acres surrounded by woodland. Located in wonderful village of Chelsfield with 2 local pubs both serving excellent food. Orpington Town is just a short drive away with shops, restaurants, pubs and cinema. Orpington station provides fast train service in to London Victoria and London Charing Cross both within 25 minutes or less .

7–14 Mar

£71 per night

Guest favourite

Cottage in Plaxtol

5.0 out of 5 average rating, 232 reviews

Exquisite Cottage in Beautiful Kent Countryside

This delightful cottage has been lovingly refurbished and offers a luxurious, yet cosy and comfortable space for the perfect weekend getaway. Located in a designated Area of Outstanding Natural Beauty, we are situated in the heart of our pretty village surrounded by miles of beautiful Kent countryside. A beautiful spot to indulge in countryside walks and delicious pub lunches.

19–26 May

£133 per night

Superhost

Flat in London

4.83 out of 5 average rating, 24 reviews

Cosy one bed apartment

Kick back and relax in this calm, cosy space. Suitable for contractors, a couple or if you simply need to rest before heading on the M25! The apartment is a walking distance from the closest train station called St Mary’s Cray which has a fast train to London Victoria. Other nearby train stations: Orpington station (12 mins away on bus) Sidcup station (12 mins away on bus)

15–22 Jul

£75 per night

Guest favourite

Guest suite in Pratt's Bottom

4.92 out of 5 average rating, 62 reviews

Quaint quirky compact and self-contained

Converted garage. This is a small studio style living space and a great base if you want something private and self contained. Situated in the heart of Pratts Bottom village. Village green and Bulls head pub opposite. Easy and free to park. Great cross country walks - too many to choose from. Accommodation is cleaned to Airbnb's '5 step enhanced cleaning process' standard

25 Sept – 2 Oct

£50 per night

Holiday rentals for every style

Get the amount of space that is right for you

Popular amenities for Orpington holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Orpington's top sights

Chislehurst Caves52 locals recommend

Home of Charles Darwin - Down House21 locals recommend

Priory Gardens3 locals recommend

Christmas Tree Farm5 locals recommend

Nugent Shopping Park8 locals recommend

The Walnuts Shopping Centre3 locals recommend

Other great holiday rentals in Orpington

Guest favourite

Home in Halstead

5.0 out of 5 average rating, 23 reviews

The Coach House, Halstead Hall

17–24 Sept

£142 per night

Superhost

Flat in London

5.0 out of 5 average rating, 3 reviews

Brand NEW Studio with Balcony, Free Parking & Lift

17–24 Jun

£253 per night

Guest favourite

Cottage in London

4.91 out of 5 average rating, 68 reviews

Gingerbread House in a quiet woodland setting

25 Jun – 2 Jul

£118 per night

Superhost

Apartment in London

4.83 out of 5 average rating, 6 reviews

Cosy entire one bedroom hideaway

29 Apr – 6 May

£100 per night

Superhost

Holiday home in Orpington

4.78 out of 5 average rating, 49 reviews

1 Bedroom home with hot tub & private garden

28 Aug – 4 Sept

£142 per night

Superhost

Guest suite in London

4.89 out of 5 average rating, 9 reviews

Garden gem: your private escape

13–20 Nov

£109 per night

Guest favourite

Guest suite in Chislehurst

4.91 out of 5 average rating, 88 reviews

One bedroom fully equipped flatlet

31 Oct – 7 Nov

£81 per night

Guest favourite

Flat in Shoreham

4.98 out of 5 average rating, 52 reviews

Garden View Apartment

6–11 Aug

£103 per night

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Quick stats about holiday rentals in Orpington

Total rentals	190 properties
Rentals with dedicated workspaces	90 properties have a dedicated workspace
Pet-friendly rentals	30 properties allow pets
Family-friendly rentals	70 properties are a good fit for families
Total number of reviews	2.4K reviews
Nightly prices starting at	£16 before taxes and fees

Holiday rentals in Orpington

Top-rated holiday rentals in Orpington

Guest house in West Kingsdown

Apartment in Kent

Guest house in London

Guest house in Surrey

Guest house in Chipstead

Apartment in London

Flat in London

Cabin in Rochester

Treehouse in London

Cottage in Plaxtol

Flat in London

Guest suite in Pratt's Bottom

Holiday rentals for every style

Flats

Houses

Hotels

Popular amenities for Orpington holiday rentals

Stay near Orpington's top sights

Other great holiday rentals in Orpington

Home in Halstead

Flat in London

Cottage in London

Apartment in London

Holiday home in Orpington

Guest suite in London

Guest suite in Chislehurst

Flat in Shoreham

Quick stats about holiday rentals in Orpington

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Destinations to explore