
Holiday rentals in Guestling
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Top-rated holiday rentals in Guestling
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Pebbles - calm and quiet near the sea
Pebbles is a private annexe at our home in Pett Level, a haven of quiet and calmness. You’ll be 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.

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.

Big rustic barn, 4 doubles, 1 bunk room, 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.

Rooms By The Sea on The Sunshine Coast.
Beautiful, spacious, locally owned first floor one bedroom flat with floor to ceiling windows overlooking the beach, Hastings/St Leonards border. Walking distance to the bars, restaurants and shops of Hastings old town, town centre and St Leonards. Sleeps 2 in king size four poster bed; with a roll top bath, shower and fully fitted kitchen, TV and fast wifi. Nearby free parking. Extensive recommendations for local businesses which we encourage guests to use. Towels and bed linen provided.

Escape to the Sea
Gorgeous, spacious, south-facing flat with stunning sea views, original features, and high ceilings. The sunrises/sets and moon reflections are breathtaking! In between St Leonards on Sea and Hastings, and 30 seconds to the beach! The bedroom has a king size bed and the living room a double sofabed. Bedding is cotton/linen washed with non toxic products. Flat is on the 3rd floor but not that many stairs and as such, sea views far from the madding crowd! There is free parking nearby

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.

The Sea Room at Lion House
The Sea Room is a glorious 2-bedroom flat situated on Marina in St. Leonards. The flat is incredibly spacious, has wonderful views and an extraordinary terrace, making it one of the most unique flats in the area. PLEASE NOTE: For those who have been following news of our building restoration, we are very happy to report that the scaffolding is now down and our beautiful views fully restored. See the last few photos for the views and the new gleaming building exterior.

Badgers Den - Covehurst Bay Holiday Cottage
Luxury self-catering holiday cottage in the countryside near Hastings. Heated indoor swimming pool, steam room, gym & outdoor hot tub. 2 bedrooms and 2 bathrooms, suitable for up to 4 people. Kitchen, dining & living room is open plan with large Smart TV & free Netflix. 2 bathrooms. Free high speed WiFi throughout. Sunny conservatory, private garden with sun loungers & BBQ. Amazing coastal and countryside walks right from the doorstep.

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.

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.

The Yard Rye
The Yard is a two-bed interior-designed cottage in the citadel of the beautiful Cinque Port town of Rye. It is situated down a cobbled passageway next to a pretty tea room. PLEASE NOTE – The property can sleep up to two adults in the master bedroom and one child in the single, with a pull-out camp bed if needed for an extra child. We also have a travel cot for an infant. Please be aware we have a steep staircase.

Charming Little Worker’s Cottage
Built in the 1860’s this little rustic one bedroom workers cottage is a place to relax and a base for exploring. Situated in 0re, nearby paths lead to the beautiful Hastings Country Park Nature Reserve with its coastal country walks, ancient woodlands and dramatic clifftop sea-views. Set back from the road, along a terrace of small cottages, this is a place for quiet and bird song.
Popular amenities for Guestling holiday rentals
Other great holiday rentals in Guestling

Beautiful sea front apartment with balcony

The Drawing Room - beautiful seaside apartment

Holiday annexe set in heart of 1066 countryside.

Guestling house and Vineyard

The Shearing Shed

The Loft in Guestling

Great Knights Farm Cottage

Cottage in Rye, East Sussex
Destinations to explore
- Le Touquet
- The O2
- ExCeL London
- Nausicaá National Sea Center
- Folkestone Beach
- Brockwell Park
- Leeds Castle
- Worthing Pier
- Dreamland Margate
- Adventure Island
- Royal Wharf Gardens
- Tankerton Beach
- The Mount Vineyard
- Glyndebourne
- Hush Heath Estate & Winery/Balfour Winery
- Dover Castle
- Cuckmere Haven
- Brighton Palace Pier
- University of Kent
- Wingham Wildlife Park
- Westgate
- Romney Marsh
- Bodiam Castle
- Drusillas Park




