Holiday rentals in Guestling

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Top-rated holiday rentals in Guestling

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Guest favourite

Cottage in Icklesham

4.97 out of 5 average rating, 195 reviews

Blackthorn is a luxurious, rural retreat for two.

Blackthorn is a luxurious retreat for two. Attached to the owner's home, and situated on the edge of Icklesham village, the property lies halfway between the ancient towns of Rye and Hastings. There is a distant view of the sea, and the garden is surrounded by beautiful AONB countryside. The cottage has a private, south facing verandah, and guests are welcome to use the heated, indoor swimming pool and outdoor hot tub throughout their stay but exclusively between the hours of 8.00am and 8.00pm.

17–24 Mar

$267 SGD per night

Guest favourite

Guest house in Icklesham

4.86 out of 5 average rating, 109 reviews

Parsonage Barn Annex

Get the most from country relaxation at this lovely Barn annex placed right on the 1066 country walk route. The Parsonage Barn annex studio is a lovely 1 bedroom with its own private entrance from a very spacious garden. Situated in Icklesham right across from horse stables housing some beautiful pedigree horses in the heart of the farm valleys, just a few miles from Rye, the beautiful beaches of Camber Sands & Hastings, with a lovely 18th century pub 'The Queen's Head' 5 minutes down the road.

16–23 Jul

$184 SGD per night

Guest favourite

Cottage in Sandhurst

5.0 out of 5 average rating, 325 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.

28 Mar – 4 Apr

$193 SGD per night

Guest favourite

Shepherd’s hut in Guestling

4.95 out of 5 average rating, 344 reviews

1920s Showmans living wagon,experience times past.

Set in the sussex countryside our beautiful showman's wagon is now resting. She has spent many years looking after showman travelling around the countryside housing show folk and fair ground people. Her history and that of the travelling community is a magical fascinating part of history. It is a privilege for us to own and gives us pleasure to be able to share with anyone who would like to stay. The garden and surrounding countryside are part of the charm of our wagon in summer and winter.

25 Jun – 2 Jul

$145 SGD per night

Guest favourite

Home in Guestling

4.97 out of 5 average rating, 271 reviews

Large airy barn in great location, private parking

Our Barn is a large, rustic , comfy home situated in a semi -rural location 10 mins drive from the vibrant seaside town of Hastings in one direction and Rye in the other, close to main road. The perfect place to really relax and explore the breathtaking surroundings. With fascinating places to visit, stunning beaches, award winning restaurants and pubs, quirky shops and easy access to Brighton, Lewes and Kent.We have 4 Double Bedrooms (1 on ground floor) and 1 small kids room with bunk beds.

3–10 Oct

$776 SGD per night

Guest favourite

Cottage in East Sussex

4.97 out of 5 average rating, 209 reviews

Pebbles - calm and relaxing by the sea

Pebbles is a private annexe at our home in Pett Level, a haven of quiet and calmness. We are only five minutes walk from an amazing beach. Surrounded by fabulous countryside and cliff top walks, 2 local pubs in the village of Pett, 5 minutes car ride or a lovely 1/2 hour walk away over the hills. There is a bright lounge with french doors overlooking the garden, wet room, double bedroom and fully fitted kitchen. The garden is secluded and peaceful . The beautiful town of Rye is 5 miles away.

28 Dec – 4 Jan

$212 SGD per night

Guest favourite

Cottage in East Sussex

4.99 out of 5 average rating, 107 reviews

Driftwood is a 2 minute stroll to Pett Level Beach

A perfect blend of stunning coast and countryside on the doorstep. Driftwood is a beautifully renovated three bedroom beach house that’s two minutes stroll from the beach and surrounded by miles of beautiful countryside including spectacular cliff top walks. Historic Rye and Camber Sands are a short drive away. The house is unassuming from the outside, and once you’re inside it feels light, warm and welcoming with a Scandi vibe. All rooms are on one spacious floor. Dogs are very welcome.

11–18 Sep

$528 SGD per night

Guest favourite

Guest house in East Sussex

4.99 out of 5 average rating, 321 reviews

The Annex

A two bedroom self-contained cottage set in the East Sussex countryside, with views of the Fairlight Hall Estate and the English Channel. On a clear day you can see as far as Dungeness and the inter-lying beaches. Situated between the historic old fishing port of Hastings and the fortified hilltop town of Rye, on the A259. The Annex is next door to a family home within their established garden, to which guests have access. The nearest railway stations are Battle or Hastings.

16–23 Mar

$179 SGD per night

Guest favourite

Barn in East Sussex

4.94 out of 5 average rating, 160 reviews

Tillingham View near Rye

A converted steam engine house, Tilingham View has far reaching views of open countryside, the Tillingham Valley and beyond to Rye. Benefitting from a woodburning stove and mezzanine bedroom with a window overlooking the wonderful view. A very pretty garden is shared with the owner. One well behaved dog welcome. There is a fully equipped kitchen with microwave, electric oven and hob. In the lounge is a Smart TV with full Sky package and BT Sport.

29 Oct – 5 Nov

$201 SGD per night

Guest favourite

Windmill in Benenden

4.99 out of 5 average rating, 692 reviews

Old Smock Windmill in rural Kent

Old Smock Mill is a romantic place for couples. The atmosphere inside is peaceful and relaxing. Everything is designed to unwind you from the moment you walk in. It is surrounded by the lovely Kent countryside where you can ramble and refresh yourselves by perhaps ending the day in one of the great pubs cosy by a log fire in Winter or in Summer in an English garden. Guests have said how hard it is to tear themselves away, it truly is a treasure to find.

22–29 Apr

$414 SGD per night

Guest favourite

Flat in Fairlight

4.94 out of 5 average rating, 138 reviews

Cosy Fairlight Studio Flat

Our cosy studio apartment is in a quiet private Cul-De-Sac. We are within walking distance of the beautiful cliff top walks of the Hastings Country Park and Firehills with its spectacular views across the Sussex coast. Hastings old town, the medieval town of Rye and historic Battle are a short drive away. The property is surrounded by trees and hedgerows and there is a secluded front garden to eat outside in the summer.

2–9 Dec

$113 SGD per night

Guest favourite

Cottage in East Sussex

4.84 out of 5 average rating, 209 reviews

The Stable Cottage on beautiful farm

The Stable Cottage is a delightful one bedroom cottage overlooking The Brede Valley to Winchelsea and the sea. Set on a working arable and sheep farm. Adjacent to the Woolroom Cottage and a term time only Nursery. Guests can enjoy lots of walks on the farm, plentiful bird life, including barn owls. The property is close to the historic town of Rye, Camber sands beach, Winchelsea beach, Battle Abbey and Bodiam Castle.

15–22 Feb

$155 SGD per night