
House holiday rentals in Orpington
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Top-rated house rentals in Orpington
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Stunning 2 Bedroom house with parking
An Annexe of a larger property this is 2 Bedroom house fully equipped with all facilities. Two bedrooms both with double beds so the property sleeps 4 easily we also have a travel cot Central location near junction 3 of the M25 station is 10 minutes walk. Situated in the charming village of Crockenhill ,in the lovely kent countryside. nr to Brandshatch. Please note we only have a bath and hand held shower unit for washing hair The property has access to a stunning large garden. 1 parking space

A luxurious country retreat with Jacuzzi hot tub
A unique and luxurious retreat set alongside a historic 13th Century Wealden hall house Your private countryside haven- a beautifully designed contemporary hideaway for two offers rare privacy and indulgence. Nestled in one of the most magical and peaceful corners of Kent. Heritage meets luxury, where the charm of medieval England blends effortlessly with refined comfort. Surrounded by rolling Wealden countryside and some of the finest traditional pubs in the country. Relax and unwind in style.

Taylour House - Historic, unique, yet modern
Welcome to our historic 'hidden gem' Taylour House built in 1468 for the Lord Mayor of London. Quiet yet town centre location with local amenities on your doorstep. Easy reach of Central London, (Edenbridge Town station 10 mins walk) Gatwick and Heathrow. Sleeps up to 10 guests. Private dining by prior arrangement. Perfect for a holiday, family gatherings, birthday celebrations and hen/stag and bridal parties. Full refurbishment carried out in 2023. Children and dogs very welcome.

Hidden Oasis 15min To Central London (entire home)
WELCOME TO OUR BEAUTIFUL HOME! Perfect for families and large groups (up to 10). The entire home and gardens will be all yours. Recently renovated with 4 comfortable bedrooms (2 with en-suite), a big kitchen for socialising in and a Mediterranean-style gardens located on a quiet residential road. We are 20 min walk to Woolwich Station. From here you can get to the Excel (4mins), Canary Wharf (8mins), Liverpool St (15mins), Tottenham Court Rd (20mins), Paddington (26mins), Heathrow (50mins).

Cosy Spacious House Town Tunbridge Wells Parking
A welcoming and spacious Victorian townhouse close to the centre with its bars restaurants and cafes and parks with a self check in. Street parking outside house in quiet road used only by residents (no permit needed). Three comfy large bedrooms, two relaxing reception rooms and a fab kitchen dining room. Downstairs sofa- bed . Modern bathroom power shower and downstairs cloakroom. Space to relax and newly upgraded wifi. Breakfast fresh coffee provided A home from home games books yoga stuff.

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.

Country Home on Ashdown Forest
100th birthday of Winnie the Pooh very close to AA Milne's home & Pooh Bridge. Detached Rustic Arts & Crafts Country House built in 1928 . Spacious bedrooms & 2 extensive reception spaces & large open plan kitchen/diner/breakfast space. Acres of extremely private and tranquil Bluebell woodland & lawns in a peaceful and private wildlife location. Ideal for modest reunions and small groups, quiet getaways, walking, cycling & nearby country pubs. Near vibrant Forest Row & Royal Tunbridge Wells.

4 Bed House + Loft Space, Petts Wood, Orpington
4 bedroom new modern house ⭐ ⭐️ Contractors and long stays welcome please contact for bookings ⭐️ 📅 Long-Term Discounts Available - Enquire Now for the Best Rates! 🏠 ✅ 4 Spacious double Bedrooms - Comfortable beds for a great night's sleep. ✅ 1 Modern Bathrooms - Perfect for larger groups . ✅ Bright & Cozy Living Area - Relax with a Smart TV & high-speed Wi-Fi. ✅ Superfast Free Wi-Fi - Stay connected for work & entertainment. ✅ 3 car spaces on drive and free parking on road .

Sleeps 7 | 3BR Modern 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

A deluxe home to explore Sussex and beyond
This deluxe, dedicated two-bedroom accommodation is light, fresh and airy. A great base to relax in the garden and games room or explore Sussex, Kent and beyond. Situated is in a quiet cul-de-sac with lovely country walks on your doorstep. Also you are within easy driving distance of Ashdown Forest, the South Downs the coast, the Bluebell Railway and several National Trust properties. Buxted train station, offers easy access for shopping in the local town and is a direct line to London.

Cheerful 5 bedroom house with off street parking
Bring the whole family to this great place with lots of room for fun. The house is very spacious with a good sized garden. Four double bedrooms and one single bedroom. Master suite with ensuite bathroom. Main bathroom and also shower room downstairs. Plenty of kitchen area with bar seating and also washing machine in separate annexe area. Excellent transport facilities nearby with both buses and trains. Very close to The Epsom Downs Racecourse. Excellent walking area.

Charming Grade II-listed Tudor Cottage
A charming 16th century Grade II-listed Tudor cottage nestled in the pretty village of Rotherfield in the Sussex High Weald and an Area of Outstanding Natural Beauty (AONB). Extending 1,900 sq ft internally and with exposed timber beams, the house is opposite a picturesque church, close to two lovely historic pubs, surrounded by ancient woodlands and open countryside, and 4 minutes by car from a train station with direct trains to and from London.
Popular amenities for house rentals in Orpington
House rentals with a pool

West Sussex Hideaway – Woodland & Pool Access

8 bedroom Countryside Farmhouse

The Old Stable

Bright spacious home with natural swimming pond

Kensington Pool & Piano | Unique 3BR w/ AC, Garden

GWP - Rectory North

The Old Granary

Rural cottage - swimming pool!
Weekly house rentals

Modern 4BR House|Spacious|Garden|Free Parking

The George & Dragon Cottage

Beautiful Ground Floor Apartment + Private Garden

2Bedroom house in Orpington with Garden & parking

Secluded bungalow and gardens

Serene Woodland Home with Countryside Views

Spacious 4BR Home Ideal for Families & Work Stays

Stylish 2BR | Work & Relax | Long Stays 25% OFF |
Private house rentals

Cosy home | Basildon | Ideal for contractors

Modern 5 Bedroom all en suites, in South London

A Cozy Home Away from Home

Charming Countryside Cottage

Light-Filled Loft • 3 -Night Minimum • Long Stays

Idyllic new build,2 bedroom cottage

A beautiful Victorian home

DeLUXE 5Bed Family & Contractor Haven: Parking x2
When is the best time to visit Orpington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £134 | £132 | £134 | £118 | £100 | £102 | £105 | £121 | £94 | £109 | £116 | £150 |
| Avg. temp | 5°C | 5°C | 7°C | 9°C | 12°C | 15°C | 17°C | 17°C | 15°C | 11°C | 8°C | 5°C |
Quick stats about house rentals in Orpington

Total holiday rentals
Explore 130 holiday rentals in Orpington

Nightly prices starting at
Orpington holiday rentals start at £23 per night before taxes and fees

Verified guest reviews
Over 1,250 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wifi availability
130 of Orpington holiday rentals include wifi 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
Destinations to explore
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