Churchill Country Retreat | By My Getaways

Churchill Country Retreat offers guests the rare opportunity to stay in a home with deep heritage and timeless charm. Built as a country retreat from the city, it now welcomes guests to experience the same tranquillity and beauty that once drew the Churchill family to the rolling landscapes of East Sussex, situated close to the village of North Chailey, near Lewes. Today, Churchill Retreat blends history with modern comfort, providing the perfect escape for families, groups, or special gatherings. Sleeping up to 11 guests across six individually styled bedrooms, the home combines elegance and warmth. Each room carries a unique theme, with cosy window seats for quiet reading. The master suite boasts a walk-in wardrobe and a luxurious ensuite bathroom with a statement bathtub designed for relaxation. The heart of the home is a spacious country-style kitchen, fully equipped with modern appliances perfect for preparing shared meals. Expansive living areas and grounds offer space for both lively gatherings and peaceful moments, including a swimming pool, hot tub, jacuzzi spa, with plenty of room for everyone to feel at home and Free Wifi for streaming all your favourite shows on the Smart TV.

Whether you’re strolling through the grounds, lounging beside the pool, or gazing across the countryside with a glass of wine in hand, Churchill Country Retreat offers more than a place to stay – it’s an escape into the beauty and calm of rural Sussex. Private corners and sunlit nooks provide the perfect spots for morning coffee or quiet reflection, while wide-open lawns are ideal for family games and outdoor gatherings. Beyond the gardens, the fresh country air and gentle sounds of birdsong create a constant reminder that you’re far from the city, immersed in a slower pace of life, but a short drive from the county town of Lewes with its fabled independent English pubs and restaurants and 11 miles from the Glyndebourne Estate for great shows and festivals

Expansive grounds with open Garden spaces with beautiful garden flora bordering horse paddocks and wildlife that frequently visit the gardens
Outdoors boasts an art deco-inspired swimming pool that can be heated in the peak summer months, a hot tub, jacuzzi spa, lots of seating areas, a children's climbing frame and garden games
Experience a timeless retreat with touches of iconic British History
Private secluded parking on the driveway for several cars
Arrive in style along a sweeping private driveway to your own secluded country retreat.
The property is partially air-conditioned
The Churchill Family had strong ties to the Sussex countryside, favouring it as a place of retreat and reflection. Situated just a short distance from North Chailey near Lewes, where he balanced family life with moments of solitude away from political pressures. The landscapes of East Sussex, with their rolling fields, woodlands, and historic villages, became settings he cherished for their tranquillity and inspiration. Staying at Churchill Country Retreat allows guests to experience the same peaceful countryside that once offered comfort and respite to the Churchill Family.

KITCHEN / LIVING AREA
This home offers spacious areas, a fully equipped kitchen with modern amenities including two AGA ovens with electric oven and hob module, kettle, toaster and microwave, plus plenty of cookware, glassware, crockery and cutlery so you can easily cook up a family meal for everybody. In addition to this, we offer complimentary tea and coffee, salt and pepper - so please help yourself. The dining table seats up to 10 guests with additional chairs available. You’ll find the sociable and light living room set up with a Smart TV, making it a lovely space for chilling out, getting together for a few drinks or catching up on the events of the day. If you prefer, you can simply relax and watch a movie on the TV or find your own quiet space in the further sitting rooms. There is a separate utility room with a washing machine, tumble dryer and vacuum for guests to use.

FORMAL DINING ROOM
Includes seating for up to 10 guests plus a toddler's high chair.

SIX BEDROOMS
We provide plenty of fresh bed linen for all beds.
Bedroom 1, First Floor - Double Bed, sleeps 2
Bedroom 2, First Floor - Single Bed, sleeps 1
Bedroom 3, First Floor - King Bed, sleeps 2 with an ensuite bathroom that has a shower, toilet, vanity and basin
Bedroom 4, Second Floor - The Main Bedroom - Super King Bed, sleeps 2 and an ensuite bathroom, with a large bath, toilet, bidet, shower and vanity with basin., Off the main bedroom is your private walk-in dressing room
Bedroom 5, Third Floor - Double Bed, sleeps 2
Bedroom 6, Third Floor - Two Single Beds, sleeps 2

FOUR BATHROOMS
We provide plenty of bath towels, hand towels and bath mats.
Bathroom 1 - First Floor - The bathroom has a bath, shower, sink, mirror and toilet.
Bathroom 2 - First Floor - Ensuite to Bedroom 3 - The bathroom has a shower, sink, mirror and toilet
Bathroom 3 - Second Floor - Ensuite to Bedroom 4. The Main Bedroom - the bathroom has a bath, shower, sink, mirror and toilet, bidet and a walk-in dressing room
Bathroom 4 - Third Floor Bathroom - Has a shower, bath, sink, mirror and toilet

POOL AND OUTDOOR ENTERTAINMENT AREA
Leading directly from the living area, you’ll find the stunning art deco-inspired pool and outdoor entertainment space, complete with comfortable loungers and a hot tub jacuzzi spa for guests to enjoy year-round. Just beyond the gated pool area is a children’s climbing frame and a large landscaped lawn – perfect for outdoor games or simply soaking up the fresh country air.
For your convenience, we provide one pool towel per guest during your stay. Please note that plastic glassware is supplied for outdoor use, as no glass is permitted around the pool area.
The Pool is available all year round, but can be heated between 1st June and 15th September at an additional fee per booking. If you're staying longer than 7 days, this fee will be charged per week or part week thereafter.
Please note that five days’ notice is required to allow the pool to heat up.

PARKING
The property offers generous on-site parking, comfortably accommodating 4–5 vehicles.

HOT TUB JACUZZI SPA
The hot tub jacuzzi spa is available for guest use year-round. Kindly read the instructions carefully before operating. Plastic glassware is provided for outdoor use, as no glass is permitted in or around the jacuzzi.

UTILITY ROOM
This room has a wash-up basin
Washing Machine and Tumble Dryer
Storage area for Ironing Board, Iron, Baby High Chair and Vacuum
Experience a holiday home in harmony with nature as the grounds unfold into landscaped gardens with winding lawns, mature trees, and colourful borders. You're spoilt for unique sightings of wildlife that roam the area. Guests can enjoy a resort-style experience, swimming in the private Art Deco-inspired pool, soaking in the jacuzzi hot tub spa, or strolling through the gardens with their ever-changing seasonal beauty. For younger guests, a dedicated climbing frame and outdoor games bring extra fun, while hidden nooks and garden retreats offer peace and privacy for all ages.

OTHER THINGS TO NOTE
Winding staircases connect the different levels within the house, so it may be difficult to access some of the bedrooms for those with limited mobility
Some exit doors remain permanently locked for health and safety reasons, and keys are not provided. Please look out for signage on each door for guidance.
Partial air conditioning is available in some rooms of the home.

IN ADDITION
There is an iron, an ironing board and a hairdryer for guests to use
Late check-out fee - £100+VAT per half hour unless a late check-out has been agreed upon in advance
There is a Travel Cot and a High Chair available in the house for guests to use free of charge.
Not returning keys to key safe £200+VAT.
A £95 cleaning fee per furry friend applies per stay, maximum 2 pets allowed.
At My Getaways, every property is designed to feel like a true home away from home. Whether you're visiting with family, travelling with friends, or staying for work, you'll find everything you need for a relaxing and comfortable stay. Our friendly team is available 7 days a week – if you have any questions at all, just get in touch. We're here to help make your stay seamless from start to finish.


ABOUT THE AREA: 

Churchill Country Retreat is an ideal base for exploring Ashdown Forest or visiting Glyndebourne. Once a cart barn on a well-established fruit farm, this charming conversion blends characterful beams with floor-to-ceiling windows, creating a bright, homely and welcoming space. Nestled on the edge of Chailey Nature Reserve, it offers a peaceful countryside escape with attractions all within roughly 0–20 miles.  Enjoy miles of public footpaths right from your doorstep, with regular wildlife sightings along the private drive, and a scenic walk across the fields to The Sloop Inn. Within a few miles, you’ll find Butterbox Farm, the Bluebell Railway, Sheffield Park Gardens, Bluebell Vineyard and Trading Boundaries for live music and dining.  A little further afield, explore Ashdown Forest, Borde Hill Gardens, Wakehurst, Glyndebourne and the historic town of Lewes. For days out, Brighton and Eastbourne beaches, Drusillas Zoo, Knockhatch Adventure Park, and heritage spots like Hever Castle and Chartwell are all within easy reach.  A perfectly placed countryside base for walking, relaxing, and discovering the best of Sussex.

We want you to have the best possible experience with My Getaways. Here’s a friendly Guest Guide to help your stay run smoothly  

Our Guest Promise

We want you to arrive at a spotless home. If anything has been missed with the cleaning, please let us know straight away, and we will put it right as a priority. If we are unable to resolve it on the same business day, we will offer to move you to another property or refund you for the affected time!

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