
Cottage holiday rentals in Orpington
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Top-rated cottage rentals in Orpington
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Woodside Cottage - Dog friendly & Hot Tub
Escape to Woodside Cottage, a tranquil retreat in Kent’s countryside, just 5miles from historic Rochester and 1.7miles from Silverhand Esta. Perfect for professionals and couples, this secluded hideaway sits at the end of a peaceful no-through road. Immerse yourself in complete serenity, with magical surroundings ideal for rest, reflection, or a spiritual retreat. Designed for relaxation, features unique touches like the soothing sound of rain drops offering an unparalleled connection to nature.

Gingerbread House in a quiet woodland setting
Gingerbread House is a self-contained annex set within the owners property, bordered by bluebell woodland and arable fields. The house is ideally situated for day trips into central London by train, many National Trust and English Heritage sites in Kent/Sussex, or events at Brands Hatch. The village of Pratts Bottom and the local pub is within a 10 minute walk. The nearest train stations are a 10 mins drive and offer fast services to London Charing Cross on the Tunbridge Wells/Hastings line.

The Annex at Buttons Farm
The Annex is an elegant, spacious property in a beautiful rural setting. It is perfectly located for exploring Kent & Sussex with many wonderful attractions and activities close by. A short drive to Wadhurst station is perfect for day trips up to London, only a 1 hour journey. Wadhurst village, voted as the best place to live in the UK 2023, is a few minutes drive away. The rooms are large and spacious, perfect for couples or families. Small, well behaved dogs are welcome for an additional fee.

Cosy Cottage with Woodburner & Countryside Views.
Cowbeach Cottage is Grade II listed and has been lovingly restored to a high standard. It features a wealth of old oak beams and an inglenook fireplace with a cosy wood burning stove. It is tastefully decorated throughout to provide a relaxing space. The bespoke oak staircase leads to a beautiful vaulted bedroom with views across the Kent countryside. The cottage benefits from a private south facing garden and patio. It is ideally situated to explore the many National Trust properties close by.

Ardingly Cottage for Gatwick Brighton & London
The Cottage is a delightful property in the heart of the Sussex countryside. Situated in the village of Ardingly the property is located in the centre of the village. Guests can use one bedroom and have exclusive use of the rest of the cottage which benefits from its own private garden and patio area. The cottage is 20 minutes from Gatwick and 10 minutes from Haywards Heath Railway Station. Local attractions include the South of England Showground, Wakehurst Place & The Bluebell Railway.

Coldharbour Farmhouse
Nestled within the High Weald National Landscape, Coldharbour Farmhouse is a 17th C thatched cottage perfect for friends and family to gather, feast and relax. Inside, enjoy cracking fires and vintage finds. Outside, walk straight from the doorstep onto our beautiful estate, Standinghall. You will have the whole house and large garden to yourself with ample parking in the drive. Located 35 miles from central London, 10 minutes from Gatwick. Turners Hill village is a 2 min drive away.

The Hideout - in the heart of Ashdown Forest
The Hideout is located down a private drive, well off the road and right on Ashdown Forest. We are a five minute walk from Gills Lap which is a central walking hub on the forest. Dogs are welcome and there is a secure, enclosed courtyard garden. You can walk for miles from the gate and we provide maps and walking suggestions. Forest Row, a ten minute drive, provides good shops, restaurants and cafes. There is a great local pub, The Hatch Inn, which is walkable during daylight hours.

Comfortable & cosy 17th century Listed Cottage.
The cottage is in a semi-rural setting. There is a garden with table and chairs for sitting outside, and a BBQ to enjoy summer days. The cottage has everything to ensure your stay is comfortable. Nearby there is a choice of quaint country pubs and the bars and restaurants of Sevenoaks are a short drive. There are lots of wonderful nearby country walks. Hever Castle, Chartwell House (Winston Churchill), & Down House (Charles Darwin) are just some of the attractions within a short drive.

Grade II Listed 2 Bed Cottage in stunning Village
Beautiful 2 Bed cottage dating back to 14th Century, inglenook fireplace, exposed beams and lots of character and all mod cons. Located opposite traditional Sussex pub (Rose & Crown) and walking distance from village center with local shop, baker, butcher, deli, high end restaurant (Middle House) etc. 9 miles from Tunbridge Wells and 4 miles from Wadhurst Train station with regular trains to London. 23 Miles from Eastbourne it's a great location for exploring the South East.

Charming Cottage with lovely garden & parking
Delightful entire 1 bedroom cottage, built over 200 years ago with a spacious lounge, diner and a fully fitted kitchen and benefits from its own private patio. With picturesque views across the golf course and a wonderful hiking trail. You will find this to be a perfect spot to relax for single and couples wanting break away or even if away for work purposes. A 10 minute stroll to a nearby local village pub, a delightful cafe and restaurant, including an off license.

Cosy Private Cottage in Wrotham, Kent Downs AONB
Set on the edge of Wrotham village in the Kent Downs Area of Outstanding Natural Beauty. This self contained one bedroom cottage comes with free off street parking and use of a large cottage garden. We welcome well behaved dogs. A two minute walk into Wrotham Village, with a picturesque church, village shop, and three pubs including the AA Rosette awarded Bull Hotel. Now with a newly completed private patio to the rear solely for guest use. Dog secure with high gate.

The Lodge
**Opted in to Airbnb's enhanced cleaning protocol** Cosy barn-style accommodation nestled in the heart of the Kent countryside. Located close to National Trust sites and country walks. The Lodge is the perfect country getaway and romantic retreat. Please note this is strictly a NO SMOKING property inside the Lodge, the garden and surrounding field. The property is also NOT SUITABLE for infants, children or pets. Two adults only.
Popular amenities for cottage rentals in Orpington
Cottage rentals with a hot tub

Cheerful, bright, cosy period cottage with hot tub

Charming cottage with hot tub & private garden

1 Bed in Biddenden (82527)

Spa Garden Cottage

Finest Retreats | Sandhill Cottage with Hot Tub

Escape to quality and peace in East Sussex.

Charcott Green Country Cottage

Greentrees Estate - Oak Suite
Pet-friendly cottage rentals

Fancy cottage by RiverThames , Kew Gardens

Paygate Cottage

PJ's @ Willow Cottage

The Oast Cottage: Private Annex with own entrance.

Wimbledon Village Sleeps 3 Cute Cottage

Castle Cottage, Wadhurst

Country Estate Cottage - 3 bed - dogs welcome

Apple Tree Cottage in Rural Village Location
Private cottage rentals

Victorian gardener's lodge set in Kent countryside
Pretty 3 bedroom cottage near Dorking & Gatwick

Ye Olde Cottage – The Easy Stop Near Gatwick

Stylish Cottage, Glorious views, 4* Gold rated

The Annex, How Green House, Hever

Detached, 2 bed,easy access, single storey Cottage

Quiet luxury rural cottage with fantastic views.

Beautiful Rose Cottage Barn on a farm in Surrey
Quick stats about cottage rentals in Orpington

Nightly prices starting at
Orpington holiday rentals start at $39 SGD per night before taxes and fees

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Over 150 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Orpington rentals

4.8 Average rating
Orpington stays are highly rated by guests – averaging 4.8 out of 5!
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- Paddington
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