House holiday rentals in Orpington

4.83 out of 5 average rating, 153 reviews

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

4.87 out of 5 average rating, 102 reviews

A charming lounge area features a detailed brick fireplace with a black chimney hood as its focal point. Two comfortable sofas adorned with decorative cushions are situated around a glass coffee table, accompanied by a vase of fresh flowers. Artwork decorates the walls, enhancing the cozy ambiance.

Home in West Kingsdown

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.

4.98 out of 5 average rating, 119 reviews

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, 128 reviews

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!

4.96 out of 5 average rating, 140 reviews

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

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).

4.96 out of 5 average rating, 24 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, 355 reviews

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

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

4.75 out of 5 average rating, 20 reviews

Home in Orpington

4 Bed House + Loft Space, Petts Wood, Orpington

4 bedroom new modern house ⭐ ⭐️ Contractors and long stays welcome please contact for bookings ⭐️ 📅 Long-Term Discounts Available - Enquire Now for the Best Rates! 🏠 ✅ 4 Spacious double Bedrooms - Comfortable beds for a great night's sleep. ✅ 1 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. ✅ 3 car spaces on drive and free parking on road .

4.98 out of 5 average rating, 144 reviews

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.

4.92 out of 5 average rating, 138 reviews

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

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.

4.84 out of 5 average rating, 317 reviews

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, 129 reviews

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.

Popular amenities for Orpington house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.78 out of 5 average rating, 125 reviews

Home in Camden Town

2BR Victorian cottage w/ Garden near Camden Mkt

4.96 out of 5 average rating, 311 reviews

The exterior of a charming wooden building features a symmetrical facade with large windows and rustic wooden shutters. Planters with vibrant flowers decorate the entryway, while a brick seating area is paired with wrought iron chairs, inviting relaxation amidst the countryside surroundings.

Home in Horsmonden

The Old Stable

4.81 out of 5 average rating, 32 reviews

A spacious semi-detached rectory is set within a private estate, surrounded by manicured lawns and mature trees. The brick facade is complemented by large windows and multiple steps leading to a welcoming entrance. The sky is partly cloudy, providing a bright and airy atmosphere.

Home in Brentwood

GWP - Rectory North

4.74 out of 5 average rating, 23 reviews

An aerial view of the historic cottage is presented amidst lush greenery and woodland. The property features a combination of traditional and modern architecture, with a rectangular plunge pool situated alongside a spacious grassy area, seamlessly blending into the surrounding natural landscape.

Home in The Haven

Woodland Escape with Heated Pool

4.88 out of 5 average rating, 66 reviews

The exterior of a converted stone building is shown, featuring a mix of light stone and brick. Large windows allow natural light into the interior. The well-maintained grassy area is surrounded by trees, enhancing the peaceful setting. A gravel pathway leads to the entrance.

Home in Heron's Ghyll

The Old Granary

4.81 out of 5 average rating, 16 reviews

Home in West Kensington

Kensington Pool & Piano | Unique 3BR w/ AC, Garden

5.0 out of 5 average rating, 7 reviews

Home in East Grinstead

Little Rozel Retreat | Hot Tub, Swim Spa & Nature

5.0 out of 5 average rating, 15 reviews

A spacious open living area features large windows and a sky-light, allowing natural light to fill the room. A comfortable sectional sofa faces a flat-screen TV, while a wooden side table adds a touch of warmth. Green views of the countryside are visible through the windows.

Home in Newdigate

Bright spacious home with natural swimming pond

Weekly house rentals

4.96 out of 5 average rating, 23 reviews

Home in Eltham

Lovely 3 double bed large house, fully renovated

4.76 out of 5 average rating, 21 reviews

2Bedroom house in Orpington with Garden & parking

5.0 out of 5 average rating, 90 reviews

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

Converted barn in rural Kent

4.9 out of 5 average rating, 31 reviews

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

5.0 out of 5 average rating, 6 reviews

Home in Eltham

Bright 3 bedroom Cottage, shared garden & parking

4.9 out of 5 average rating, 39 reviews

Home in Oxted

Stylish Happiness Home - Surrey

5.0 out of 5 average rating, 13 reviews

Home in Northfleet North

Stylish North Kent town house

4.88 out of 5 average rating, 25 reviews

Spacious 3Bedroom House near Crystal Palace London

Private house rentals

Home in City of Westminster

Luxury AC Townhouse w/ Private Terrace | Hyde Park

5.0 out of 5 average rating, 3 reviews

Home in London Borough of Lewisham

6-Bedroom Ensuite Home near [Grove Park Station]

5.0 out of 5 average rating, 7 reviews

Home in London Borough of Lewisham

Stylishly Designed London Townhouse - Garden Oasis

5.0 out of 5 average rating, 29 reviews

4.92 out of 5 average rating, 12 reviews

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

4.92 out of 5 average rating, 12 reviews

Luxurious 4-Bed Home | Sleeps 12 | Free Parking

A modern kitchen with a sleek island bar is highlighted by chrome pendant lights. Large sliding doors provide access to a private garden, allowing natural light to fill the space. A skylight adds brightness to the overall design, enhancing the clean lines of the cabinetry.

4.93 out of 5 average rating, 96 reviews

Luxury Cottage in Bromley, South East London

A modern bathroom is showcased, featuring a walk-in shower enclosed by glass panels. A round mirror is illuminated above a stylish basin. Decorative green tiles contrast with a patterned floor, while natural light enhances the overall ambiance.

4.93 out of 5 average rating, 41 reviews

Pretty fancy staycation - South East London / Kent