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$6,277 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.

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Guest favorite
The exterior of a brick building is shown, featuring three large windows arranged vertically, adorned with white fairy lights. A grey planter sits below one window, while a patterned stone pathway leads to the entrance.
Home in Crockenhill

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
Top guest favorite
Home in Edenbridge

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
Top guest favorite
A well-lit bedroom displays a spacious bed with a light-colored headboard and pastel pink pillows. The walls feature a soft green hue, complemented by rustic wooden beams. A cozy armchair and a storage unit with baskets are positioned beside a large window, providing a view of the outdoors.
Home in West Malling

*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
Guest favorite
Home in Greater London

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
Guest favorite
Home in Eltham

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
Top guest favorite
Home in Ide Hill

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, 359 reviews
Top guest favorite
Home in Detling

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
Superhost
Home in Greater London

“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 .

4.82 out of 5 average rating, 39 reviews
Superhost
The exterior of the barn conversion showcases a gravel courtyard surrounded by lush greenery and traditional black wooden siding. The structure features multiple windows, allowing for ample natural light, and a charming steep roof. The inviting entrance is framed by climbing plants.
Home in Hildenborough

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.

4.91 out of 5 average rating, 32 reviews
Guest favorite
A bright bedroom is presented with a spacious bed featuring a decorative metal frame. Two decorative vases are displayed on either side of a simple nightstand. Natural light enters through the large window adorned with dark curtains. A modern wardrobe stands in the corner.
Home in Greenwich West

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!

4.85 out of 5 average rating, 324 reviews
Superhost
A contemporary open-plan dining area features a wooden table surrounded by four chairs. Pendant lights hang above, illuminating the space. The modern kitchen, equipped with sleek appliances, is visible in the background, showcasing a polished finish with bright surfaces.
Home in Hextable

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.

4.85 out of 5 average rating, 131 reviews
Top guest favorite
The cottage features a traditional two-story design with a charming thatched roof and black timber framing. Lush greenery surrounds the property, while a well-maintained garden showcases colorful flower beds and an expansive lawn, inviting relaxation and outdoor exploration.
Home in East Sussex

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.

4.99 out of 5 average rating, 104 reviews

Popular amenities for Orpington house rentals

When is the best time to visit Orpington?

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Avg. priceG$37,244 GYDG$36,826 GYDG$37,244 GYDG$37,454 GYDG$37,244 GYDG$44,986 GYDG$29,293 GYDG$33,687 GYDG$26,155 GYDG$30,340 GYDG$32,223 GYDG$41,638 GYD
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