House holiday rentals in Orpington

Find and book unique houses on Airbnb

Top-rated house rentals in Orpington

Guests agree: these houses are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
Guest favourite
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
4.81 out of 5 average rating, 138 reviews

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

Guest favourite
A spacious Mediterranean-style garden is visible, featuring a green lawn, a hammock, and comfortable seating under a large umbrella. Surrounding walls are adorned with plants, providing a serene atmosphere. Steps lead to a raised wooden deck, enhancing the outdoor space.
Home in Greenwich
4.96 out of 5 average rating, 120 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).

Top guest favourite
The exterior of a charming cottage is shown, featuring a white façade with an inviting entrance. Flowering bushes and lush green grass surround the structure, with a paved path leading to the front door. Sunlight streams down, enhancing the serene garden setting.
Home in East Sussex
4.98 out of 5 average rating, 207 reviews

Stunning cottage overlooking Bodiam Castle

Lavender House is a beautifully restored period cottage in the heart of Ewhurst Green, with views over the iconic Bodiam Castle, one of the most photographed landmarks in East Sussex. Quirky cottage charm meets modern comfort throughout: bright, airy rooms, exposed character features and everything you need for a genuinely relaxing stay. Two generous outdoor spaces make the most of the sunshine, and the White Dog pub is literally 100 metres from the front - this property is one of a kind!

Top guest favourite
The exterior of a stone cottage is presented, featuring a balcony with a glass railing overlooking the river. Lush greenery surrounds the property, with a wooden jetty in the foreground, adding to the tranquil riverside setting.
Home in Sandling
4.99 out of 5 average rating, 192 reviews

Riverside Cottage , Maidstone

Open plan Luxury Cottage with balcony over looking the river and nearby lock. Traditional Barges moor along this part of the river. The Market town is a 20 minute walk along a picturesque tow path or a few minutes drive. There are several Bar/Restaurants a short walk away . Ideal area for all age groups. Comfortably furnished and well equipped. Four Lovely Bedrooms, two with original stone walls. Two Shower Ensuite's and a family Bathroom. Two outside courtyards and Plenty of parking.

Top guest favourite
The image captures an aerial view of a charming Tudor property surrounded by lush greenery. Two distinctive white-tipped oast houses are prominently displayed, along with neatly manicured gardens and open spaces. The serene countryside landscape extends into the background, showcasing rolling hills.
Home in Brasted
4.96 out of 5 average rating, 330 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

Guest favourite
A spacious living area features plush green sofas arranged around a central coffee table. A large decorative mirror reflects light, while a modern chandelier hangs above. Natural light pours in through large windows, dressed with elegant shades.
Home in Southend-on-Sea
5 out of 5 average rating, 115 reviews

Amazing house with sea views in Leigh-on-Sea

Amazing character 3 storey house dating from 1860’s with sea views, modernised and expanded in 2009 to provide 3 king size luxury bedrooms, (2 with en-suite) 1 large dressing room, 1 large family bathroom with bath, sink, large walk on shower and double sinks and large open plan ground floor set over two levels with large luxury sitting room, stepping down to open plan dining area, kitchen with central island unit and rear seating area with bi-fold doors opening onto a luxury garden area.

Top guest favourite
A private patio area is furnished with gray seating and a black metal coffee table. Surrounding the space, greenery and flowering plants create a serene environment, complemented by a decorative mirror reflecting the outdoor light.
Home in Buxted
4.99 out of 5 average rating, 184 reviews

A deluxe home to explore Sussex and beyond

This deluxe, dedicated two-bedroom accommodation is light, fresh and airy. A great base to relax in the garden and games room or explore Sussex, Kent and beyond. Situated is in a quiet cul-de-sac with lovely country walks on your doorstep. Also you are within easy driving distance of Ashdown Forest, the South Downs the coast, the Bluebell Railway and several National Trust properties. Buxted train station, offers easy access for shopping in the local town and is a direct line to London.

Top guest favourite
The open plan living area features gabled ceilings and stylish furnishings. A comfortable sofa sits across from a galley kitchen with modern cabinetry. French windows open to a private patio garden, while natural light enters through sheer curtains, creating a bright and inviting atmosphere.
Home in Molesey
5 out of 5 average rating, 131 reviews

Hampton Court: Spacious, Bright & Tranquil Annexe

Our newly renovated spacious 2 bedroom annex is situated in a wide tree lined road, a premier location just a few minutes walk away from the charming cafés, shops and restaurants of Hampton Court Village, Hampton Court Palace and local train station. Adjacent to but detached from our elegant Victorian family home, this bright and stylish space is tranquil and self contained and enjoys additional benefits of a private south facing patio garden and dedicated off street parking space.

Guest favourite
The exterior of a spacious two-story house is captured, featuring a blend of textured cream and brick siding. A neatly landscaped front garden includes vibrant greenery. A driveway accommodates a parked vehicle, and a secure entrance with a decorative door is visible.
Home in Surrey
4.91 out of 5 average rating, 122 reviews

Cheerful 5 bedroom house with off street parking

Bring the whole family to this great place with lots of room for fun. The house is very spacious with a good sized garden. Four double bedrooms and one single bedroom. Master suite with ensuite bathroom. Main bathroom and also shower room downstairs. Plenty of kitchen area with bar seating and also washing machine in separate annexe area. Excellent transport facilities nearby with both buses and trains. Very close to The Epsom Downs Racecourse. Excellent walking area.

Guest favourite
A serene bedroom features a spacious bed dressed in soft linens and a textured blanket, flanked by two nightstands with softly glowing lamps. A natural fiber rug adds warmth to the wooden floor, while subtle green wall paneling enhances the calming ambiance.
Home in Goff's Oak
4.98 out of 5 average rating, 103 reviews

Luxury cosy barn with hot tub

Pheasant Lodge is a stunning barn conversion located on a gated and private residency in Hertfordshire. Being just a stones throw away from London, you get to enjoy the best of both at ease. With its rural location, and breathtaking surroundings, it is a perfect place to retreat away from all the hustle and bustle. The interior has been designed to match, with its warm, cosy and sophisticated style, giving you the full rural retreat experience.

Guest favourite
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
4.86 out of 5 average rating, 116 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.

Top guest favourite
The entrance of a charming cottage is highlighted, featuring a dark blue door framed by white trim. Flower pots with vibrant blooms line the path, while multiple windows allow natural light to illuminate the red brick facade. A lantern-style light fixture adds a quaint touch.
Home in Halstead
4.98 out of 5 average rating, 133 reviews

The Coach House, Halstead Hall

The Coach House, Halstead Hall is a cosy, detached cottage within the grounds of the Grade II listed residence of the esteemed author Edith Nesbitt. Located in the peaceful village of Halstead, this idyllic retreat offers tranquility while being conveniently just a 20-minute train journey from London, accessible via a short taxi or bus ride to the local train station.

Popular amenities for house rentals in Orpington

When is the best time to visit Orpington?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$166 SGD$160 SGD$179 SGD$200 SGD$169 SGD$172 SGD$178 SGD$205 SGD$159 SGD$184 SGD$196 SGD$253 SGD
Avg. temp5°C5°C7°C9°C12°C15°C17°C17°C15°C11°C8°C5°C

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 $38 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,250 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wifi availability

    130 of Orpington holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Orpington rentals

  • 4.7 Average rating

    Orpington stays receive an average rating of 4.7 out of 5 from guests

  1. Airbnb
  2. United Kingdom
  3. England
  4. Greater London
  5. Orpington
  6. House rentals