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House holiday rentals in Orpington

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Top-rated house rentals in Orpington

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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, 134 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

Superhost
The exterior of a charming stone building is showcased, featuring a steeply pitched roof and a tall, narrow bell tower. Flanked by well-maintained gardens, colorful flower pots add vibrant touches around the entrance. A cobblestone pathway leads up to the inviting entryway.
Home in Crays Hill
4.91 out of 5 average rating, 197 reviews

Stunning 4 bed Church Conversion in Billericay

*CLOSE TO LEIGH ON SEA AND SOUTHEND* -UNIQUE 4 BEDROOM , 2 BATH HOME WITH HUGE VOLUME LIVING AREA AND NEW FULLY FITTED KITCHEN .FULLY HEATED. SET IN LOVELY QUIET RURAL SETTING OVERLOOKING FIELDS YET WITHIN EASY DRIVE OF THE ATTRACTIVE MARKET TOWN OF BILLERICAY. GOOD RAIL FACILITIES TO LONDON ( LIVERPOOL STREET ) AND SOUTHEND AIRPORT WITHIN 25 MINUTES DRIVE. FACILITIES FOR HORSE RIDING , FISHING ,CYCLING ALL WITHIN EASY REACH AS ARE CHILDRENS' ACTIVITIES SHOPPING CENTRE / LEISURE PARK NEARBY

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 London
4.96 out of 5 average rating, 116 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
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
4.98 out of 5 average rating, 113 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!

Top guest favourite
Home in Greater London
5 out of 5 average rating, 10 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.

Guest favourite
A vibrant kitchen features red and blue cabinetry, with a mix of colorful kitchenware and appliances visible on the countertops. A unique blue pendant light hangs above, and large round yellow windows allow natural light to brighten the space, creating a lively cooking environment.
Home in Hackney
4.98 out of 5 average rating, 46 reviews

Small House

Come and recharge in beautiful green Clapton where you can walk to shops and restaurants. My garden apartment full of art and fully equipped kitchen is perfect for a couple to relax cook and read. The bedroom is completely mirrored and has a XXL mattress. The dining space opens to the private back garden with space to eat. The bathroom has a deep Japanese cube shaped bath that fits two people. There’s a projector and screen for films. The bathroom dining room and kitchen have heated floors

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 Ide Hill
4.96 out of 5 average rating, 325 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

Top guest favourite
A bright open-plan living area features two comfortable sofas, a coffee table, and a Smart TV. A wood-burning stove is centrally located, with a dining table and chairs nearby. A window allows natural light to illuminate the space, complemented by decorative artwork on the wall.
Home in Farningham
5 out of 5 average rating, 73 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.

Guest favourite
Home in Green Street Green
5 out of 5 average rating, 8 reviews

Sleeps 7 | 3BR Modern Cottage w/Netflix

Welcome to THE CORNERSTONE COTTAGE, part of the curated DUKE STAYS collection of modern, boutique homes. Newly styled with cosy yet luxe interiors, 3-BDR retreat in Orpington sleeps up to 7. Less than a mile from High Street shops, cafés & parks, with fast links to London & the M25. Styled for comfort with luxe linens, fully equipped kitchen, cosy lounge with sofa bed, 55” HDTV + Netflix, high-speed WiFi & self check-in. Ask about corporate, family, long-stay & last-minute bookings

Top guest favourite
A modern living area features a dark grey sofa adorned with light-colored cushions. The open kitchen showcases sleek cabinetry and contemporary appliances, with wood flooring creating a warm atmosphere. Large windows allow natural light to flood the space, highlighting the stylish decor.
Home in Greater London
5 out of 5 average rating, 19 reviews

3 Bed | 5 Beds l Sleeps 6 | Garden l Free Parking

𝗦𝗣𝗘𝗖𝗜𝗔𝗟 𝗥𝗔𝗧𝗘𝗦 – Weekly & Monthly Discounts (Direct Bookings – see photo for details). Stylish 3-Bed Home with private garden, free parking, ideal for families, contractors, relocations or hospital staff. Minutes from Croydon City Centre with fast links to London Victoria & Gatwick via East Croydon Station (under 20 mins). Close to Colonnades (0.5m), Purley Way (1m), Croydon Univ. Hospital (2.2m) & historic Croydon Airport.

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
4.86 out of 5 average rating, 112 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, 126 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?

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Avg. price$168 SGD$161 SGD$181 SGD$201 SGD$170 SGD$173 SGD$179 SGD$206 SGD$160 SGD$186 SGD$197 SGD$255 SGD
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Quick stats about house rentals in Orpington

  • Total holiday rentals

    Explore 120 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 1,260 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wifi availability

    120 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

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