
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$6,278 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

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.

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.

*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!

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.

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

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.

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.

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.

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!

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.

Beautiful Countryside Cottage
Perfectly presented picture postcard cottage, on the edge of the Ashdown Forest, the inspiration for the Winnie-The-Pooh books and 3 minutes drive to the historic village of Hartfield for the village store, Pooh Corner tea rooms, pubs and farm shop. This is a great location to explore the Kent & Sussex countryside. The spa town of Royal Tunbridge Wells is a 20 minute drive and only 45 minutes to the South Coast. We are family friendly.
Popular amenities for Orpington house rentals
House rentals with a pool

2BR Victorian cottage w/ Garden near Camden Mkt

The Old Stable

GWP - Rectory North

Woodland Escape with Heated Pool

Little Rozel Retreat | Hot Tub, Swim Spa & Nature

Bright spacious home with natural swimming pond

Blackham Farm

Lanes End by Keepers Cottages
Weekly house rentals

“5 Bedroom House, 6 Beds – Orpington

Lovely 3 double bed large house, fully renovated

Converted barn in rural Kent

Bright 3 bedroom Cottage, shared garden & parking

Luxurious 4-Bed Home | Sleeps 12 | Free Parking

The Perch, Bexley | 3-Bed Home + Garden & Parking

Stylishly Designed London Townhouse - Garden Oasis

Pretty fancy staycation - South East London / Kent
Private house rentals

6-Bedroom Ensuite Home near [Grove Park Station]

Luxury Cottage in Bromley, South East London

Beautiful Kent Home/fast train links to London

Spacious 3Bedroom House near Crystal Palace London

Stylish North Kent town house

4 Bed house + Parking, 5 mins Sidcup Station

2 bed Sevenoaks house, direct trains to London

Contractors Haven - 4 bed 4 bath
When is the best time to visit Orpington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$37,252 GYD | G$36,833 GYD | G$37,252 GYD | G$37,461 GYD | G$37,252 GYD | G$44,995 GYD | G$29,299 GYD | G$33,694 GYD | G$26,160 GYD | G$30,346 GYD | G$32,229 GYD | G$41,647 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
- The O2
- ExCeL London
- Tower Bridge
- Emirates Stadium
- Clapham Common
- Tottenham Hotspur Stadium
- Victoria Park
- Thorpe Park Resort
- Big Ben
- Buckingham Palace
- South Downs National Park
- Alexandra Palace
- London Eye
- Windsor Castle
- London Stadium
- British Museum





