Vacation rentals in Sissinghurst

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Top-rated vacation rentals in Sissinghurst

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Guest favorite

Cottage in Sandhurst

5.0 out of 5 average rating, 321 reviews

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.

Jan 21 – 28

R2,710 ZAR per night

Guest favorite

Guesthouse in Sissinghurst

4.94 out of 5 average rating, 130 reviews

Self Contained Garden Studio with stunning views

The Garden Studio has spectacular views over the Kent countryside from the property's floor to ceiling windows. The self contained compact studio has private access and includes lounge chairs, coffee table and a double bed. We have a dining table/ two stools overlooking the terrace. There is a fridge, a microwave, a two ring electric hob together with a kettle, Nespresso Coffee Machine and a toaster in the kitchen area. Iron/Board/Desk/Chair are on request prior to stay. Compact shower/wc.

Sep 23 – 30

R1,993 ZAR per night

Guest favorite

Barn in Staplehurst

4.97 out of 5 average rating, 243 reviews

The Hop Barn - Kent countryside getaway

Situated in the heart of the Kent countryside, this historic barn has been modernised but yet still retains it's unique character and charm. The Hop Barn is the perfect getaway from the hustle and bustle of everyday life where you can enjoy walks through the nearby orchards or simply sit on the patio and listen to the sound of nature. For those wanting to explore, the barn is conveniently located nearby to renowned gardens, castles, stately homes, forests, quaint villages and historic towns.

Nov 10 – 17

R3,059 ZAR per night

Guest favorite

Loft in Kent

4.99 out of 5 average rating, 209 reviews

Filberts detached self-contained rural studio loft

Filberts is a delightful self contained detached studio loft apartment, forming part of Church Cottage smallholding in Newenden, a historic Domesday Book village on the Kent/East Sussex border, with pub and two cafes in 2 - 5 minutes walking distance. Newenden is recognised as one of the 10 prettiest villages in Kent (Kent Life Magazine) and is also the smallest village in Kent. We happily accept babies - a travel cot is usually available. ** 10% discount for 7 or more nights bookings **

Sep 15 – 22

R2,081 ZAR per night

Guest favorite

Cottage in Benenden

4.91 out of 5 average rating, 205 reviews

The Paper Mill Stables

Set in the beautiful grounds of a fifteenth century Wealden hall house, The Stables is a delightful oak framed cottage - a hidden-away and peaceful haven for two. There is a sitting room with woodburner for super cosy nights in, and the pretty bedroom has a luxurious 4000 pocket sprung king size bed, and quality Egyptian cotton linen. Outside is a secluded garden with a terrace, and seventy acres of woodland and pasture to wander through; our resident Labradors will be pleased to join you!

Sep 25 – Oct 2

R2,330 ZAR per night

Guest favorite

Cabin in Benenden

4.97 out of 5 average rating, 187 reviews

The Summer House Benenden (near Sissinghurst) Kent

Attractive, comfortable, charming, private annexe in the garden of the owner's home, in a quiet, residential area in Benenden village. Spacious airy accommodation consists of large room with kingsize bed with luxurious cotton bedlinen, a table and chairs, kitchen trolley with fridge kettle, toaster. Breakfast consists of local artisan bread, preserves, apple juice, milk from village dairy and fresh fruit. Ensuite shower room. Bathrobes. Private courtyard garden. Smart TV Wifi

Aug 11 – 18

R2,424 ZAR per night

Guest favorite

Guest suite in Kent

4.89 out of 5 average rating, 289 reviews

Private self-contained rural retreat - fab views

Light-filled, self-contained rural retreat. Own entrance to contemporary living area comprising king size bed, en-suite shower room, sitting area with TV, kitchenette and fridge. Ample parking right outside. Set in glorious countryside with amazing views; Its close to Sissinghurst Castle and the cycling trails in Bedgebury Forest. The sea at Hastings, Camber Sands and Rye are all less than 40 minutes away. There are three farm shops with cafes and plenty of local pubs nearby.

Jun 28 – Jul 3

R1,748 ZAR per night

Guest favorite

Loft in Cranbrook

4.87 out of 5 average rating, 115 reviews

Letterbox Retreat (EV Friendly)

A delightful retreat set in a private garden of 4 acres. Guests have use of the Astro Tennis Court, a must for Tennis fans!. Plenty of public footpaths to explore which can take you through bluebell woods and along the way to some lovely local Gastropubs. The property is 5 miles from Benenden School, (ideal for parents for Saturday Sports). It is also great as a stop off for larger families for Le Eurotunnel (45mins away). 75Mb Unlimited Wifi. Sky TV, Trampoline & BBQ

Dec 17 – 24

R2,227 ZAR per night

Guest favorite

Cottage in Boughton Monchelsea

4.91 out of 5 average rating, 509 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.

Mar 8 – 15

R1,669 ZAR per night

Guest favorite

Cottage in Kent

4.82 out of 5 average rating, 346 reviews

Charming, peaceful cottage by Sissinghurst Castle.

Idyllic, peaceful one double bedroom cottage by Sissinghurst Castle, only a 15 minute woodland walk away by public footpath. Sleeps 2-4. Set on the edge of a large, glorious lake, the cottage is a tranquil retreat at all times of year. In private grounds of 18 acres and surrounded by woods and wildlife, the cottage dates from 1798 but has recently been beautifully extended. The wood burner makes it a cosy and romantic getaway. London is only one hour away .

Mar 4 – 11

R3,911 ZAR per night

Guest favorite

Cottage in Saint Michaels

4.96 out of 5 average rating, 157 reviews

Characterful cottage with woodburner and parking

This is a cosy end terrace cottage which sleeps 3, situated in St.Michaels with shops and pubs on the doorstep. The cottage has off road parking and an enclosed garden to the rear. Downstairs there is a lounge with log burning stove and kitchen. Upstairs the main bedroom has a king-size double bed with attractive views to the front of the property. The second bedroom is a cosy single. The bathroom has a shower over the bath, washbasin and toilet. Cottage has WIFI.

Mar 24 – 31

R2,448 ZAR per night

Guest favorite

Cottage in Sissinghurst

4.95 out of 5 average rating, 132 reviews

Heated covered garden. Wlk to Sissinghurst Castle

The Outside Inn is a newly renovated 19th Century weatherboard barn. It has an open plan kitchen/dining/living area. There is 1 large bedroom with a Super King bed There is 1 bathroom with a large walk in powerful shower. The kitchen is fully equipped with oven, dishwasher, coffee machine etc. The sitting area has a very comfortable sofa. There’s a 9m x 4m covered outside area - bbq, dining, sofa, and heaters to make it useable all year round

Mar 3 – 10

R3,138 ZAR per night