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  • Arched view of the striking art-deco heated pool surrounded by sun loungers, set among landscaped lawns and mature trees
  • Front view of the stately Churchill Country Retreat, with sweeping driveway and traditional countryside architecture.
  • Certificate Award
  • Inviting lounge space with plush sofas, a large Smart TV, and cozy décor—perfect for family gatherings or relaxation
  • Bright, fully equipped country kitchen with double AGA ovens, modern cabinetry, and ample counter space for shared cooking
  • Elegant jacuzzi-style hot tub nestled within a garden terrace, accented by lush greenery and ornate outdoor seating
  • Elegant jacuzzi-style hot tub nestled within a garden terrace, accented by lush greenery and ornate outdoor seating
  • Arched view of the striking art-deco heated pool surrounded by sun loungers, set among landscaped lawns and mature trees
  • Floor Plan
  • Inviting lounge space with plush sofas, a large Smart TV, and cozy décor—perfect for family gatherings or relaxation
  • Arched view of the striking art-deco heated pool surrounded by sun loungers, set among landscaped lawns and mature trees
  • Arched view of the striking art-deco heated pool surrounded by sun loungers, set among landscaped lawns and mature trees
  • Bright, fully equipped country kitchen with double AGA ovens, modern cabinetry, and ample counter space for shared cooking
  • Elegant dining room featuring a long wooden table for ten, softly lit by natural light and warm décor
  • Inviting lounge space with plush sofas, a large Smart TV, and cozy décor—perfect for family gatherings or relaxation
  • Charming interiors with carefully chosen décor, combining historic features and modern style for a warm, welcoming feel
  • Charming interiors with carefully chosen décor, combining historic features and modern style for a warm, welcoming feel
  • Charming interiors with carefully chosen décor, combining historic features and modern style for a warm, welcoming feel
  • Charming interiors with carefully chosen décor, combining historic features and modern style for a warm, welcoming feel
  • Front view of the stately Churchill Country Retreat, with sweeping driveway and traditional countryside architecture.
  • Bright, fully equipped country kitchen with double AGA ovens, modern cabinetry, and ample counter space for shared cooking
  • Inviting lounge space with plush sofas, a large Smart TV, and cozy décor—perfect for family gatherings or relaxation
  • Charming bedroom with themed décor, soft lighting, and a comfy window seat perfect for quiet moments
  • Charming bedroom with themed décor, soft lighting, and a comfy window seat perfect for quiet moments
  • Luxurious master bedroom with a king-size bed, walks in wardrobe, and ensuite featuring a freestanding soaking bath
  • Luxurious master bedroom with a king-size bed, walks in wardrobe, and ensuite featuring a freestanding soaking bath
  • Luxurious master bedroom with a king-size bed, walks in wardrobe, and ensuite featuring a freestanding soaking bath
  • Charming bedroom with themed décor, soft lighting, and a comfy window seat perfect for quiet moments
  • Charming bedroom with themed décor, soft lighting, and a comfy window seat perfect for quiet moments
  • Elegant bathroom with freestanding soaking tub, walk-in shower, modern fixtures, and soft natural light creating a spa-like retreat
  • Charming bedroom with themed décor, soft lighting, and a comfy window seat perfect for quiet moments
  • Charming bedroom with themed décor, soft lighting, and a comfy window seat perfect for quiet moments
  • Charming bedroom with themed décor, soft lighting, and a comfy window seat perfect for quiet moments
  • Elegant bathroom with freestanding soaking tub, walk-in shower, modern fixtures, and soft natural light creating a spa-like retreat
  • Charming bedroom with themed décor, soft lighting, and a comfy window seat perfect for quiet moments
  • Arched view of the striking art-deco heated pool surrounded by sun loungers, set among landscaped lawns and mature trees
  • Elegant jacuzzi-style hot tub nestled within a garden terrace, accented by lush greenery and ornate outdoor seating
  • Elegant bathroom with freestanding soaking tub, walk-in shower, modern fixtures, and soft natural light creating a spa-like retreat
  • Elegant bathroom with freestanding soaking tub, walk-in shower, modern fixtures, and soft natural light creating a spa-like retreat
  • Inviting lounge space with plush sofas, a large Smart TV, and cozy décor—perfect for family gatherings or relaxation
  • Peaceful garden nooks and winding paths, bordered by seasonal flowers and mature trees, offering serene countryside ambience
  • Peaceful garden nooks and winding paths, bordered by seasonal flowers and mature trees, offering serene countryside ambience
  • Arched view of the striking art-deco heated pool surrounded by sun loungers, set among landscaped lawns and mature trees

Churchill Country Retreat | By My Getaways

Swimming Pool Free parking South Downs National Park

Type

House

Sleeps

11

Beds

7

Sofa Beds

0

Bedrooms

6

Bathrooms

4

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 and hot tub jacuzzi spa, with plenty of room for everyone to feel at home. Free Wi-Fi is available for streaming all your favourite shows on the Smart TV.

Rough location map.

This is country living at its best with a hot tub, jacuzzi spa and art deco styish swimming pool. Enjoy fresh air, endless green space, and the gentle charm of nearby horses – all paired with modern conveniences.

Churchill Country Retreat promises an unforgettable stay!

Full property description

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.
  • Part 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 to 15th September at an additional fee of £200 per booking. If you're staying longer than 7 days, this £200 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.

What customers say

⭐⭐⭐⭐⭐ Our stay at Churchill Country Retreat was nothing short of magical.

The house itself is full of charm, blending history with modern luxury in the most seamless way. Each bedroom was beautifully decorated, with cosy corners perfect for quiet reading, and the master suite felt like a dream with its walk-in wardrobe and spa-like bathroom. The gardens were breathtaking — endless lawns, colourful flowers, and peaceful nooks that made every walk feel special. We loved mornings by the pool, afternoons soaking in the jacuzzi, and evenings watching the sunset with a glass of wine in hand. The children were entertained for hours in the climbing frame and open grassy spaces, which made the trip even more relaxing for the adults. The country air, the tranquillity of the surroundings, and the sheer beauty of the estate made this one of the best family getaways we’ve ever had. Churchill Country Retreat is truly an unforgettable escape, and we cannot wait to return.

Amenities
Amenities
Kitchen
Central heating
Free parking
Washer
Dryer
Iron
Hair Dryer
Hangers
Entertainment / Activities
Internet
Wifi
TV
Pool
Hot tub
Security / accessibility
24 hour check in
Rules
Pets allowed
Family/Kids friendly
House rules

House Rules – Making Your Stay (and Everyone Else’s) Enjoyable

We want you to have a brilliant stay with us! To help make that happen – and out of respect for our neighbours and the property – we kindly ask that you follow these simple house rules:

  • Smoking or vaping isn't allowed indoors. If you’d like to smoke, please use the outdoor patios and kindly dispose of any cigarette ends or related debris responsibly.
  • Noise: To keep things peaceful for our neighbours, please keep noise to a minimum between 10 pm and 8 am. That means no loud music or parties during these hours. We’re not the anti-fun police – we want you to have a great time – we just ask for a bit of consideration so everyone can enjoy their evening (and a good night’s sleep!). Please note: If there’s a call-out due to excessive noise, the cost will be deducted from your deposit.
  • Pets - We’re delighted to welcome dogs to our home. A £95 cleaning fee per furry friend applies per stay, maximum 2 pets allowed. To ensure a comfortable and safe stay for all guests (two- and four-legged), kindly follow these guidelines: A maximum of 2 dogs unless prior permission has been granted. Dogs are not permitted on beds or furniture to keep the home clean for everyone. For health and hygiene reasons, dogs are not allowed in the pool or hot tub. Only housetrained dogs are accepted (no puppies). Dogs must not be left unattended in the house or garden. Please clean up after your pets. The estate has horses in fenced stables and fields. Ensure dogs do not approach or disturb them. We kindly ask that all owners respect these rules so everyone can enjoy the peace and beauty of the countryside.
  • Check-Out Time - Check-out is by 11 am. We kindly ask that you leave on time so we can get everything ready for the next guests. Late check-outs may incur a £100+vat per hour fee.
  • Before You Leave - Before heading off, we’d appreciate it if you could: Do any washing up, Bag up your rubbish and place it in the appropriate bins, Return keys to the key safe, Switch off all lights, Make sure all windows are closed, Turn down the heating (especially during the winter months) Not only does this help us prepare for the next guests, but it also helps us do our bit for the environment by saving energy and reducing waste. Every little bit counts – thank you!
  • Age Policy: The lead guest must be 21 or over. Unfortunately, we’re unable to accept bookings from groups where the majority of guests are under this age. If you’re unsure, just get in touch with us before booking.
  • A Quick Note on Deposits: If any house rules aren’t followed, we may need to make deductions from your deposit to cover additional cleaning or damages. We hope that’s never necessary!
  • Please ensure you read your check-in email for further property support.
  • No Events/Parties/Stag Parties Allowed

Thanks so much for your understanding – and for helping us keep things smooth for everyone. We hope you have a fantastic stay!

Damages deposit

My Getaways is committed to our owners so their properties are protected during bookings, therefore a damages deposit is required before check-in. You can opt to pay a non-refundable My Cover/Accidental Damage Waiver of £100.00, which covers you for up to £1,000.00 of accidental damage protection, however, deliberate damage is not covered.

Alternatively, you can opt to pre-authorise your credit/debit card for the full damages deposit of £1,000.00, this pre-authorisation will expire after 7 days If no deductions are to be made for damages. You will be sent a link to pay for My Cover accidental damages waiver fee OR pre-authorise your credit card for the full damages deposit of £1,000.00 on the day before check-in. Once this payment or pre-authorisation has been made we will release check-in instructions on the day of arrival.

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My Getaways Ltd
Head Office
Unit 6 Ferry Wharf, Hove Enterprise Centre
Basin Road North
BN41 1BD
United Kingdom

©2025 My Getaways Ltd,
Company No. 09726775

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Accreditation GOLD in Tourism & Hospitality Quality in Tourism 2023/24
Winner Medium Business of the Year Sussex Business Awards 2023
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