
House holiday rentals in Orpington
Find and book unique houses on Airbnb
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 $42 AUD per night before taxes and fees

Verified guest reviews
Over 1,300 verified reviews to help you choose

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

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
120 of Orpington holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Orpington rentals

4.6 Average rating
Orpington stays receive an average rating of 4.6 out of 5 from guests
Top-rated house rentals in Orpington
Guests agree: These houses are highly rated for location, cleanliness and more.

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
FamilyLocationCleanliness
4.83 out of 5 average rating, 155 reviews
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.
LocationValueAccuracy
4.98 out of 5 average rating, 123 reviews
*NEW* Perfect Location! Beautiful Cottage hideaway
Perfectly located for a short break, this beautiful fully renovated to a high standard Grade 2 listed cottage is a few minutes walk from 24 bars, pubs & restaurants in the popular market town of West Malling. We have a free parking space in town if required. Unfortunately steep narrow stairs means may not be ideal for the very young/old. 11 minute walk from train station to London, perfectly located for a weekend getaway. Supermarket, boutique shops, beauty salons & coffee shops await you!
FamilyLocationQuiet
4.98 out of 5 average rating, 129 reviews
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.
FamilyLocationQuiet
4.96 out of 5 average rating, 24 reviews
Bright 3 bedroom Cottage, shared garden & parking
Relax and unwind with the whole family at this stunning spacious 3 bedroom Cottage, set in peaceful London neighborhood. This property offers comfort and style across two levels with three bedrooms and three bathrooms . Best of both worlds- tranquil escape with fast access to central London. Reach London Bridge by train in 15 min or get to Charing Cross in 25 min. Two train stations (Eltham, Mottingham) 10-12 min walk away. Guests get use of shared walled garden and free on-side car parking.
ValueFamilyHospitality
5.0 out of 5 average rating, 7 reviews
Oast Farmhouse, Ide Hill, Hever, Edenbridge
The Oast House is on a private Tudor Estate. A listed mid-Victorian property has charming period features, a large garden and storage. It theoretically sleeps 10 but suitable for 7 if one prefers sleeping alone. Terrific for group bookings, cycling and triathlon participants, temp workers, golfers, extended families in area for special occasions, corporate charity rides, or bake off weekends! Perfect for visiting Tudor England all around beautiful West Kent. We are 35 mins from South London
FamilyLocationLong stay
4.96 out of 5 average rating, 359 reviews
Modern Home | Private Parking & Garden | Office
Your Stay at a Glance ✔ Newly renovated, high-specification home ✔ Sleeps up to 5 guests (flexible bed configurations) ✔ 3 spacious bedrooms with 5 separate beds available on request ✔ Dedicated office – perfect for remote working ✔ Private driveway parking ✔ Large private garden ✔ Bright open-plan kitchen, dining & living space ✔ Fully equipped kitchen with air fryer, blender & quality cookware ✔ Fast Wi-Fi throughout ✔ Smart TV for relaxing evenings ✔ Self check-in for a smooth arrival
HospitalityKitchenCleanliness
4.75 out of 5 average rating, 4 reviews
Luxury 5-BedRm • Hot Tub • Games Room • Sleeps 12
Kent Downs AONB • Newly renovated 5‑bed group house (sleeps 12 + 2 infants) for friends and family get‑togethers, birthdays and wedding weekends. Flexible sleeping arrangements, private year‑round Hot Tub with views, big games room (pool/TT/foosball + 86" TV + sofa‑bed), Kamado Joe BBQ patio, superfast Wi‑Fi (1gb fibre) + Ethernet, luxury hotel‑quality linen & towels, parking for 7 cars + EV charger. Great for midweek offsites. Easy M20/M2/A249 access + Bearsted train station nearby.
LocationFamilyKitchen
4.98 out of 5 average rating, 147 reviews
“5 Bedroom House, 6 Beds – Orpington
⭐ 5 bedroom new modern house ⭐ ⭐️ Contractors and long stays welcome please contact us ⭐️ 📅 Long-Term Discounts Available - Enquire Now for the Best Rates! 🏠 ✅ 5 Spacious Bedrooms - Comfortable beds for a great night's sleep. ✅ 2 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. ✅ 2 car spaces on drive and free parking on road .
FamilyValueCleanliness
4.82 out of 5 average rating, 39 reviews
Beautiful rural barn
Escape to the picturesque Kentish countryside and enjoy a charming stay at our beamed barn conversion. Perfect for families or friends, this unique holiday destination offers the ideal blend of rustic charm and modern amenities. When the weather is fine, take advantage of the spacious garden to enjoy a barbecue on the terrace. On colder days, cozy up indoors in front of the large wood burner or challenge your companions to a game of pool in the well-equipped games room.
LocationFamilyKitchen
4.91 out of 5 average rating, 32 reviews
4 Bed house + Parking, 5 mins Sidcup Station
Enjoy your visit to London in this spacious and cosy home-away-from-home. The house is minutes away from Sidcup Train Station and Sidcup Town Centre. London Bridge Station is only 20-27 minutes train ride from Sidcup Train Station. In Sidcup Town Centre you will find a variety of shops, supermarkets, pubs, bars and restaurants. There is a driveway with free parking for up to 2 cars. The property is located in a residential area - STRICTLY NO PARTIES!
LocationValueNearby
4.96 out of 5 average rating, 25 reviews
Luxurious House close to Rowhill Grange - Sleeps 6
Hazelbury House is a spacious and luxurious property situated in the heart of the village of Hextable. Completely renovated in 2020, the ground floor of the property is dominated by a huge open plan living space which opens out onto a patio & garden. Upstairs there are 3 bedrooms (1 with en-suite) as well as a large family bathroom with freestanding bath. To the rear of the property is a private carport providing parking for 2 cars.
LocationValueKitchen
4.85 out of 5 average rating, 131 reviewsPopular amenities for Orpington house rentals
House rentals with a pool

The Old Stable
LocationFamilyQuiet
4.96 out of 5 average rating, 314 reviews
Woodland Escape with Heated Pool
LocationFamilyGetting around
4.75 out of 5 average rating, 24 reviews
Gwp - Rectory South
FamilyValueComfort
4.88 out of 5 average rating, 24 reviews
The Old Granary
FamilyLocationOutdoor spaces
4.88 out of 5 average rating, 67 reviews
Little Rozel Retreat | Hot Tub, Swim Spa & Nature
LocationHot tubComfort
5.0 out of 5 average rating, 7 reviews
Bright spacious home with natural swimming pond
LocationFamilyNearby
5.0 out of 5 average rating, 16 reviews
Full House, Garden & Patio - 2 stops to cntrl Lon

Blackham Farm
LocationNearbyCleanliness
Weekly house rentals

Luxurious 4-Bed Home | Sleeps 12 | Free Parking
FamilyLocationComfort
4.92 out of 5 average rating, 12 reviews
3 Bed cottage in upmarket Sevenoaks, Kent
LocationCleanlinessWi-Fi
4.79 out of 5 average rating, 14 reviews
Pretty fancy staycation - South East London / Kent
ValueFamilyGetting around
4.93 out of 5 average rating, 42 reviews
Converted barn in rural Kent
FamilyLocationBreakfast
5.0 out of 5 average rating, 90 reviews
Contractors Haven - 4 bed 4 bath
LocationFamilyCondition
5.0 out of 5 average rating, 22 reviews
Luxury Cottage in Bromley, South East London
FamilyValueCheckout
4.93 out of 5 average rating, 98 reviews
Spacious 3Bedroom House near Crystal Palace London
LocationFamilyCheck-in
4.88 out of 5 average rating, 26 reviews
Lovely 3 double bed large house, fully renovated
FamilyLocationDecor
4.96 out of 5 average rating, 25 reviewsPrivate house rentals

Luxury Family-Friendly 4BED in East Ham |Fast WiFi
FamilyValueDecor
5.0 out of 5 average rating, 30 reviews
Spacious 2-BR House | Bromley South | Free Parking
FamilyLocationSleep quality
4.57 out of 5 average rating, 14 reviews
Stylish Happiness Home - Surrey
LocationFamilyParking
4.9 out of 5 average rating, 40 reviews
Historic Surrey Hills Cottage 30 mins from London
LocationFamilyWalkability
4.91 out of 5 average rating, 46 reviews
Family home with stunning kitchen and garden
FamilyLocationComfort
5.0 out of 5 average rating, 18 reviews
The Studio, Sevenoaks
FamilyLocationOutdoor spaces
5.0 out of 5 average rating, 26 reviews
Deep Well | Surrey Hills View Retreat
LocationNearbyView
5.0 out of 5 average rating, 19 reviews
Large House w/parking Sydenham,SE26
LocationFamilyBreakfast
4.94 out of 5 average rating, 72 reviewsWhen is the best time to visit Orpington?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $250 AUD | $247 AUD | $250 AUD | $251 AUD | $250 AUD | $302 AUD | $197 AUD | $226 AUD | $176 AUD | $204 AUD | $216 AUD | $280 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 |
Destinations to explore
- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- Brighton Seafront
- St Pancras International
- London Bridge
- ExCeL London
- The O2
- Tower Bridge
- Clapham Common
- Emirates Stadium
- Victoria Park
- Tottenham Hotspur Stadium
- Thorpe Park Resort
- Big Ben
- Buckingham Palace
- South Downs National Park
- Alexandra Palace
- London Eye
- Windsor Castle
- British Museum
- Barbican Centre





