
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
FamilyLocationKitchen
4.83 out of 5 average rating, 154 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.
ValueFamilyComfort
4.98 out of 5 average rating, 123 reviews
Serene Woodland Home with Countryside Views
Are you Active? Are you into Motor Sports, Super Bikes, Golf, Cycling and Rambling? Or just looking to enjoy some Peace, Quiet & Beautiful rural countryside? Forget all your worries in this Stylish & Serene Woodland Home. This Premium Property is located on a quiet road on the edge of the rural Kentish Countryside but also on the doorstep of Brands Hatch, London Golf Club, stunning Cycling & Walking routes plus historic Knole Park, Ightham Mote, Chartwell, Hever Castle, Penshurst and more.
LocationValueView
4.87 out of 5 average rating, 103 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!
LocationFamilyLong stay
4.98 out of 5 average rating, 129 reviews
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).
LocationValueLaundry
4.96 out of 5 average rating, 142 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.
FamilyLocationDecor
4.96 out of 5 average rating, 24 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
FamilyValueBiking
4.96 out of 5 average rating, 359 reviews
Converted barn in rural Kent
Whether you’re into motor racing, golf, cycling, long country walks or simply after some R&R, the Old Dairy Cottage is the perfect choice for a peaceful and serene retreat. The cottage is located in a rural hamlet, set amongst the beautiful Kent countryside (AONB). With miles of scenic walks and cycle routes on your doorstep plus Brands Hatch, London Golf Club, historic castles, English Heritage/National Trust sites, country parks, picturesque villages and much more all a short drive away.
FamilyLocationSleep quality
5.0 out of 5 average rating, 90 reviews
Elegant 'Country House' in London with hot tub
Situated on a beautiful large plot, our 5 bedroom detached Edwardian house has the feeling of a country home with large beautiful garden (with hot tub) and over 3,500 square feet of space for you to enjoy. The living spaces are numerous with a large sitting room, morning room, dining room, office, open plan kitchen/living space and an additional living space in the loft. The wifi is super fast with access points throughout to ensure coverage, and we are right opposite a beautiful park.
ValueLocationCondition
4.99 out of 5 average rating, 89 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.
FamilyLocationCondition
4.98 out of 5 average rating, 147 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.
LocationFamilyView
4.91 out of 5 average rating, 32 reviews
Entire Cosy 4 Bed House in Quiet Neighbourhood
Cosy warm 4 bedroom house in a secluded close with large garden. Home away from home, to relax and unwind in the ever charming sunny river side Greenwich! 5minutes walk to Greenwich Park, Museum, Observatory (GMT), Cutty Sark, Old Royal Naval College, Univ. of Greenwich and Uber boats to Central London. Close to O2 and Millennium Dome. Peaceful and quiet neighbourhood and neighbours. NO parties, events, loud, noisy or disturbing behaviours allowed please!
LocationFamilyOutdoor spaces
4.85 out of 5 average rating, 323 reviewsPopular amenities for Orpington house rentals
House rentals with a pool

The Old Stable
FamilyValueCheckout
4.96 out of 5 average rating, 313 reviews
GWP - Rectory North
ValueLocationSleep quality
4.74 out of 5 average rating, 35 reviews
Woodland Escape with Heated Pool
FamilyLocationSleep quality
4.75 out of 5 average rating, 24 reviews
Little Rozel Retreat | Hot Tub, Swim Spa & Nature
LocationIndoor spacesView
5.0 out of 5 average rating, 7 reviews
Bright spacious home with natural swimming pond
FamilyLocationQuiet
5.0 out of 5 average rating, 15 reviews
Full House, Garden & Patio - 2 stops to cntrl Lon

Blackham Farm
LocationNearbyHospitality

Lanes End by Keepers Cottages
Weekly house rentals

Bright 3 bedroom Cottage, shared garden & parking
ValueLocationComfort
5.0 out of 5 average rating, 6 reviews
“5 Bedroom House, 6 Beds – Orpington
LocationFamilyComfort
4.82 out of 5 average rating, 39 reviews
Luxurious 4-Bed Home | Sleeps 12 | Free Parking
FamilyLocationAmenities
4.92 out of 5 average rating, 12 reviews
Spacious 4BR Home, Walk to Station + Parking
LocationCheck-inAccuracy
5.0 out of 5 average rating, 10 reviews
3 Bed cottage in upmarket Sevenoaks, Kent
LocationNearbyComfort
4.79 out of 5 average rating, 14 reviews
The Perch, Bexley | 3-Bed Home + Garden & Parking
FamilyLocationKitchen
4.92 out of 5 average rating, 12 reviews
Contractors Haven - 4 bed 4 bath
LocationFamilyAir conditioning
5.0 out of 5 average rating, 22 reviews
Luxury Cottage in Bromley, South East London
ValueFamilyBiking
4.93 out of 5 average rating, 97 reviewsPrivate house rentals

6-Bedroom Ensuite Home near [Grove Park Station]
FamilyValueLayout
5.0 out of 5 average rating, 7 reviews
Pretty fancy staycation - South East London / Kent
LocationFamilyWalkability
4.93 out of 5 average rating, 42 reviews
Gorgeous annex in Surrey, near to Caterham School
LocationFamilyGetting around
4.97 out of 5 average rating, 79 reviews
Luxury Family-Friendly 4BED in East Ham |Fast WiFi
FamilyLocationBathroom
5.0 out of 5 average rating, 30 reviews
Spacious 2-BR House | Bromley South | Free Parking
ValueFamilyAccuracy
4.57 out of 5 average rating, 14 reviews
Stylish North Kent town house
FamilyLocationView
5.0 out of 5 average rating, 14 reviews
The Studio, Sevenoaks
FamilyLocationGetting around
5.0 out of 5 average rating, 26 reviews
The Stables
ValueLocationIndoor spaces
4.95 out of 5 average rating, 56 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 | $196 AUD | $226 AUD | $175 AUD | $203 AUD | $216 AUD | $279 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





