Cottage holiday rentals in Orpington

4.85 out of 5 average rating, 415 reviews

Countryside Escape in Beautiful Cosy Cottage

Wisteria Cottage is a beautiful four bedroom, listed building, set in an idyllic historic village. Perfect setting for family holiday or for people who enjoy the countryside and glorious walks. Bluewater is close by. Wisteria cottage is great for those wanting a getaway that offers nearby vibrant city as well as beautiful countryside. We have recently modernised the cottage, it’s a brilliant space! We have put a climbing frame in the garden for hours of fun for the little ones. Relax and enjoy.

Superhost

4.83 out of 5 average rating, 177 reviews

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.

4.97 out of 5 average rating, 200 reviews

The Garden Room - Countryside & Wellness Cottage.

An affordable countryside paradise - The Garden Room is an immaculately presented studio cottage in the beautiful hamlet of Harvel in the heart of The Garden of England. Set in an AONB with additional Wellness Treatments available in house, walking, horse riding & The Bravo Show, National Trust, Brands Hatch & local Vineyard. With excellent transport links; railway stations at Meopham, Borough Green & Ebbsfleet providing services DIRECT from London in UNDER 45 minutes! M25/M20 are close by.

5 out of 5 average rating, 237 reviews

Crestyl Cottage riverside barn for 2 with hot tub

Crestyl Cottage is a delightful self contained country cottage in Sarratt - providing the perfect place to relax, walk, cycle, birdwatch and fish for carp in our small private lake. We provide high end accommodation for 2 adults in an area which has plenty to offer in the heart of the stunning Chess Valley. Crestyl Cottage is a conversion of a redundant barn, originally used for watercress seed drying which has been converted into self catering holiday accommodation with wood fired hot tub.

4.92 out of 5 average rating, 249 reviews

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.

4.94 out of 5 average rating, 218 reviews

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.

4.96 out of 5 average rating, 183 reviews

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.

4.97 out of 5 average rating, 181 reviews

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.

4.9 out of 5 average rating, 722 reviews

The Oast Cottage: Private Annex with own entrance.

We are pleased to offer our refurbished annex with double bedroom, private bathroom, own front door and a private field for dogs. Oast Cottage is a converted stables attached to the main Oast House. The Oast is set in a conservation area of Boughton Monchelsea which consists of converted farm buildings, listed houses and a 16th Century pub (directly opposite). The area boasts many places to visit (including Leeds Castle), countryside walks, as well as numerous pubs.

4.99 out of 5 average rating, 554 reviews

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.

4.98 out of 5 average rating, 302 reviews

The Granary at Coes Vineyard, East Sussex

Coes Farm offers 50 acres of absolute tranquillity in amongst nature, with a bit of luxury thrown in too! We have formal gardens and ornamental ponds, a large lake, plenty of woodland, open fields, an indoor saltwater swimming pool with hot tub, a tennis court and a games room which is resident in our Micro-Winery! We planted our 5 acre vineyard in Spring 2021 and extended the existing Orchard with cider varieties in 2023.