
Holiday houses in Orpington
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Top-rated holiday rentals in Orpington
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Stunning 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

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.

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.

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

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).

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

Huge Luxury Studio Use of Parking & Garden
This unique space is huge, 500 sq ft!! and is close to Greenwich, Blackheath, The 02, Canary Wharf, City Airport and with a quick train journey to central London. You'll love the studio because of the location, the amazing views of canary wharf and the 02, with garden and key-box entry. This huge space is about the size of 4 London hotel rooms and so is a bargain. My place is good for couples, solo adventurers and families with young kids. Please read our 900 plus reviews.

Charming Guest Suite in the Kent Countryside
Our private annexe is nestled in a peaceful cul-de-sac, just 3 miles from Chartwell and 4 miles from Sevenoaks. London Bridge is a convenient 30-minute train ride away. Enjoy high-speed WiFi, HDTV, and a well-equipped bathroom. Refreshments like coffee, tea as well as an assortment of snacks are provided for our guests. The High Street, local pub, and shops are within walking distance. Guests can park their car on-site for free. EV charging available at extra cost.

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.

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.

Modern Self-contained Studio near Elizabeth Line
Welcome to our peaceful London studio designed for comfort, privacy, and well-being. With independent access and thoughtful amenities, it’s an easy place to settle in and unwind after exploring the city. - Sleeps 1 | 1 bedroom | 1 bed | 1 bath - Rainfall walking shower & heated towel rail - Central heating & portable fans - Kitchen & bathroom essentials - Washer & free dryer - Free street parking & luggage drop-off

Beautifully developed historic stables, high spec
Professionally designed and newly developed self contained annex, part of a historic grade II listed building from the 17th century. Centrally located in Sevenoaks town, on the High Street, opposite Sevenoaks School and Knole Park National Trust site. Within the Kent Downs Area of Outstanding Natural Beauty (AONB). Private off-street parking and hot tub (both free of charge) and EV charging available. Pets welcome.
Popular amenities for Orpington holiday rentals
Stay near Orpington's top sights
Other great holiday rentals in Orpington

Entire Spacious Loft Studio-Own En-Suite & Kitchen

Hidden gem. Perfect for couples or Solo travellers

Modern & Spacious w/ 98" TV & Garden

One bedroom fully equipped flatlet

Where Country meets Suburbs

Flat with cat

Quirky one bed semi-detached bungalow

Penthouse Hideaway in Bromley | 1BR | Free Parking
When is the best time to visit Orpington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $159 AUD | $162 AUD | $163 AUD | $166 AUD | $169 AUD | $173 AUD | $177 AUD | $180 AUD | $188 AUD | $187 AUD | $184 AUD | $198 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 house rentals in Orpington?
Experience the best of Orpington with our house rentals, starting at about $30 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 30 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 110 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 750 vacation rentals in Orpington, over 4,230 vacation rentals in Chislehurst, and over 470 vacation rentals in Bickley.
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.
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 free parking?
Absolutely! We offer over 100 house 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 240 holiday rentals in Orpington

Nightly prices starting at
Orpington holiday rentals start at $28 AUD 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 and kid-friendly amenities

Pet-friendly accommodation
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
110 properties have a dedicated workspace

Wi-Fi availability
230 of Orpington holiday rentals include Wi-Fi 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
Destinations to explore
- Rentals with a washing machine and dryer Orpington
- Rentals with outdoor seating Orpington
- Apartment rentals Orpington
- Rentals with a patio Orpington
- Pet-friendly rentals Orpington
- Family-friendly rentals Orpington
- House rentals Orpington
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- Rentals with a fireplace Orpington
- Fitness-friendly rentals Orpington
- Tower Bridge
- Paddington
- Big Ben
- British Museum
- London Bridge
- Covent Garden
- Marble Arch
- Natural History Museum
- Buckingham Palace
- Hampstead Heath
- St Pancras International
- Tottenham Court Road
- Kings Cross
- The O2
- Wembley Stadium
- Piccadilly Theatre
- Trafalgar Square
- ExCeL London
- Battersea Power Station (disused)
- Emirates Stadium
- Royal Albert Hall
- Olympia Events
- Russell Square
- Borough Market




