
House vacation rentals in Orpington
Find and book unique houses on Airbnb
Quick stats about house rentals in Orpington

Total vacation rentals
Explore 130 vacation rentals in Orpington

Nightly prices starting at
Orpington vacation rentals start at G$6,276 GYD per night before taxes and fees

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

Family-friendly vacation rentals
50 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
120 of Orpington vacation 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
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
4.83 out of 5 average rating, 155 reviews
The Nook
Kick back and relax in this calm, stylish space. This ground floor one bed apartment is perfect for romantic getaway with your partner, or if you are in town for work and you are looking for a home away from home. If you have a little one you want to bring with you. Victoria station is a 20 minute train away, as well as being 15 minutes away from Wimbledon and Croydon by tram. All house trained dogs of all sizes welcome. EV charging points are NOT on premise. They are on street charging points.
4.93 out of 5 average rating, 137 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.
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!
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.
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.
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
4.96 out of 5 average rating, 360 reviews
Luxurious 4-Bed Home | Sleeps 12 | Free Parking
Stunning newly built home on prestigious Pinecrest Drive, perfect for families, groups & contractors. Sleeps 12 across 4 double bedrooms with 3.5 bathrooms (2 en-suites). Enjoy superfast Wi-Fi, a fully equipped kitchen, underfloor heating, and parking for 2 cars. Situated in a quiet location near Purley Downs Golf Club with excellent transport links to Gatwick, Croydon, and M25. Within walking distance to shops, cafés, and restaurants. Book now or contact us for discounts on long-term stays!
4.92 out of 5 average rating, 12 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
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.
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 .
4.83 out of 5 average rating, 40 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!
4.96 out of 5 average rating, 25 reviewsPopular amenities for Orpington house rentals
House rentals with a pool

The Old Stable
4.96 out of 5 average rating, 314 reviews
Woodland Escape with Heated Pool
4.75 out of 5 average rating, 24 reviews
GWP - Rectory North
4.75 out of 5 average rating, 36 reviews
The Old Granary
4.88 out of 5 average rating, 67 reviews
Happy 6 double bedroom family home
4.89 out of 5 average rating, 18 reviews
Little Rozel Retreat | Hot Tub, Swim Spa & Nature
5.0 out of 5 average rating, 7 reviews
4 Bedroom Family Home nr Notting Hill w Garden
5.0 out of 5 average rating, 6 reviews
Bright spacious home with natural swimming pond
5.0 out of 5 average rating, 16 reviewsWeekly house rentals

Beautiful rural barn
4.91 out of 5 average rating, 32 reviews
3 Bed cottage in upmarket Sevenoaks, Kent
4.79 out of 5 average rating, 14 reviews
2 bed Sevenoaks house, direct trains to London
4.88 out of 5 average rating, 16 reviews
Spacious 3Bedroom House near Crystal Palace London
4.88 out of 5 average rating, 26 reviews
Contractors Haven - 4 bed 4 bath
5.0 out of 5 average rating, 22 reviews
Pretty fancy staycation - South East London / Kent
4.93 out of 5 average rating, 42 reviews
Converted barn in rural Kent
5.0 out of 5 average rating, 91 reviews
Luxury Cottage in Bromley, South East London
4.93 out of 5 average rating, 98 reviewsPrivate house rentals

Stylish North Kent town house
5.0 out of 5 average rating, 15 reviews
Family home with stunning kitchen and garden
5.0 out of 5 average rating, 18 reviews
Luxury 4 bedroom house in Wimbledon village
4.94 out of 5 average rating, 99 reviews
Historic Surrey Hills Cottage 30 mins from London
4.91 out of 5 average rating, 46 reviews
Spacious 2-BR House | Bromley South | Free Parking
4.57 out of 5 average rating, 14 reviews
The Studio, Sevenoaks
5.0 out of 5 average rating, 26 reviews
Deep Well | Surrey Hills View Retreat
5.0 out of 5 average rating, 19 reviews
Large House w/parking Sydenham,SE26
4.94 out of 5 average rating, 72 reviewsWhen is the best time to visit Orpington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$37,237 GYD | G$36,819 GYD | G$37,237 GYD | G$37,447 GYD | G$37,237 GYD | G$44,978 GYD | G$29,288 GYD | G$33,681 GYD | G$26,150 GYD | G$30,334 GYD | G$32,217 GYD | G$41,631 GYD |
| 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
- Thorpe Park Resort
- Tottenham Hotspur Stadium
- Big Ben
- South Downs National Park
- Buckingham Palace
- Alexandra Palace
- London Eye
- British Museum
- Windsor Castle
- Barbican Centre





