
Holiday houses in Orpington
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Top-rated holiday rentals in Orpington
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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

Large studio with free parking, Chislehurst London
Stylish Spacious Studio | Private Entrance | Free Parking Relax in this peaceful, modern studio in Chislehurst, London, on a quiet private road with your own entrance and free parking. 5 min walk to Elmstead Woods station - 20 min train to London Bridge - 30 min train to Central London The charming Chislehurst village high street is 5 min drive away, with its boutique shops, restaurants, pubs and cafés. The historic Chislehurst Caves and scenic National Trust walking routes are 1 mile away.

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.

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!

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).

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

Palm Tree House - The Forest
Welcome to our Brand New, Stylish-themed studio in a building with Lift. Enjoy modern furnishings, a fully equipped kitchen with a washing machine and dishwasher, a spacious bathroom with shower, a cosy bedroom area, and a private balcony. Free access to the shared GYM and WORKSPACE. Take advantage of free parking, super-fast WiFi throughout, and a smart TV. It is just minutes from Orpington station, with easy access to London. POTENTIAL FOR NOISE, READ BELOW.

The Ultimate Couples Retreat | 30 Mins from London
This countryside retreat is the perfect romantic escape, just a 35 minute taxi/train ride minutes from London. Unwind in your private luxury hot tub, sip on a complimentary bottle Champagne under the stars, and wake up to breathtaking views of rolling fields and wildlife. Our handcrafted shepherd’s hut blends rustic charm with modern comfort, offering a king-sized stargazing bed, a cozy fire-lit deck, and a luxury bathroom, all set in a peaceful meadow.

Unique Dome | Glamping | Hot Tub | Surrey | Adults
Olive Pod is the ultimate cosy, private and picturesque geo dome retreat. Set on a fruit farm in Surrey, in its own secluded field behind tall fir trees, with no other pods or tents nearby. A firm favourite adults-only escape for proposals, anniversaries, birthdays and honeymoons - we can also decorate for your arrival ✨ The perfect place to unwind and recharge in a peaceful natural setting. Ideal for couples or friends. No infants, children or pets.

Luxury Spa Retreat: Sauna & 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.

Unique luxury self-contained oast house
Huge loft style Kentish roundel conversion. Situated on a farm set back from the road it is beautifully peaceful, with circular jacuzzi bath, projector, screen, all mod cons. Amazing walks & pubs from the doorstep, perfect for a country retreat, yet only 30 miles from London. Huge King size circular bed. Reynolds spa is 15 mins away. The house recently featured in Mr Bates v The Post Office, & the roundel was the actors green room.
Popular amenities for Orpington holiday rentals
Stay near Orpington's top sights
Other great holiday rentals in Orpington

Thalia’s Place

Deep Well | Surrey Hills View Retreat

One bedroom flat with roof terrace in Beckenham

Modern Skyline 2BD Flat –One Stop to London Bridge

Luxury Studio-incredible view-peaceful getaway

Church Cottage

One bedroom fully equipped flatlet

The Coach House - Keston
When is the best time to visit Orpington?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $158 AUD | $161 AUD | $162 AUD | $165 AUD | $168 AUD | $172 AUD | $176 AUD | $179 AUD | $187 AUD | $186 AUD | $183 AUD | $197 AUD |
| 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 |
Frequently Asked Questions
Are there family-friendly vacation rentals in Orpington?
Orpington has more than 80 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in apartment rentals in Orpington?
Experience the best of Orpington with our apartment rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Orpington?
Four-legged friends are welcome in Orpington. Choose from more than 40 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Orpington?
Yes! Work meets play with ease at over 120 vacation rentals in Orpington featuring dedicated workspaces. Stay connected and productive in your home away from home.
Where should I stay in Orpington?
Make yourself at home in Orpington by choosing from our most frequently booked neighborhoods. We have over 760 vacation rentals in Orpington, over 4,230 vacation rentals in Chislehurst, and over 480 vacation rentals in Bickley.
Do apartment rentals in Orpington have a kitchen?
Absolutely! We offer over 60 apartment rentals with a kitchen in Orpington. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Orpington have wifi?
Absolutely! We offer over 130 house rentals with wifi in Orpington. Enjoy a tailored experience with all the comforts you desire.
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.
Quick stats about holiday rentals in Orpington

Total holiday rentals
Explore 250 holiday rentals in Orpington

Nightly prices starting at
Orpington holiday rentals start at $42 AUD per night before taxes and fees

Verified guest reviews
Over 3,180 verified reviews to help you choose

Family-friendly holiday rentals
80 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
120 properties have a dedicated workspace

Wi-Fi availability
240 of Orpington holiday rentals include Wi-Fi 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
- Pet-friendly rentals Orpington
- Family-friendly rentals Orpington
- Rentals with outdoor seating Orpington
- Rentals with a fireplace Orpington
- Apartment rentals Orpington
- Rentals with a washing machine and dryer Orpington
- Fitness-friendly rentals Orpington
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- Cottage rentals Orpington
- South Downs National Park
- Paddington
- British Museum
- Covent Garden
- Hampstead Heath
- St Pancras International
- Wembley Stadium
- Kings Cross
- Buckingham Palace
- London Bridge
- Big Ben
- The O2
- Tower Bridge
- Tottenham Court Road
- Marble Arch
- Natural History Museum
- Trafalgar Square
- Piccadilly Theatre
- London School of Economics and Political Science
- ExCeL London
- Emirates Stadium
- Battersea Power Station (disused)
- Royal Albert Hall
- Russell Square




