Courtyard Garden 
Romantic 
DVD Player 
Cable / Satellite TV 
Tumble dryer 
Iron and board 
Linen and towels 
Pub within a 5 minute walk 
Coastal 
Close to shops These are experiences you can add at the point of booking, or contact Keepers Cottages to arrange for your stay.
Deal, Deal
Skippers
This character cottage on historic Middle Street, Deal is a truly wonderful property. Set just a stone's throw from both the bustling High Street and the seafront, this three-storey cottage comfortably sleeps six guests across three generous bedrooms, making it an ideal home for families or friends to explore this fascinating seaside town. Stepping in through the front door is like stepping back in time to Deal's smuggling days. As a point of interest some Deal smugglers served as pilots for Nelson and it was from Deal that guinea boats were constructed to ship gold across the channel to pay napoleons armies. This history can be felt in the walls and is reflected in original features such as exposed brick fireplaces, including an impressive inglenook in the sitting room and master bedroom along with wide wooden floorboards, timber beams and vintage furnishings that sit perfectly alongside more modern touches like painted panelling and modern framed artwork. There is even a lovely sunny courtyard with a potted bay tree and herbs to enjoy morning coffee in the fresh sea air.
Please note: There is currently some building work taking place on a development site in South Street, opposite Skippers. There may be occasional noise or activity during working hours on weekdays, as well as Saturday mornings.
Facilities
Pets Allowed
Wifi
Open fire/log burner
Children Welcome
TV
Microwave
Fridge
Freezer
Washing Machine
Hair Dryer
Dishwasher
BBQ
Property Details
Entrance
There is a small entrance hall where the softly painted wood panelled walls are decorated with an antique mirror and paintings.
Living area
Living area with two comfortable sofas one of which is a corner sofa. Armchair to seat one and a further armchair to seat two. Huge inglenook fireplace with wood burner and TV.
Dining area
Dining area in the corner of the living area with table and chairs to seat 4.
Kitchen
Step up to the modern kitchen with breakfast bar area with 2 stools. Smeg oven with gas hob. Dishwasher, coffee maker, toaster, kettle and fridge.
Original floorboards with rug covering. Decorative wood panelling.
Outside courtyard area
French doors lead outside to a small, private courtyard with table and chairs for four people. Mirrors on the painted courtyard walls to reflect the light. Potted herbs and bay tree.
Wide carpeted stairs lead to the first floor landing.
Original floorboards with runner; interesting artwork on walls, antique mirror, chair and storage bench.
Bedroom One
Large master bedroom to the front of the house overlooking Middle Street. Blind and curtains at the window. Impressive inglenook with huge tv in the fireplace. Antique chair and dresser, two bed side tables with lamps, a fan, two metal storage trunks, plenty of hangers for clothes, original wooden floorboards and a rug.
Bathroom
Step up into the family bathroom at the back of the house. Striking grey and white decoration with metro tiles. Shower over the bath. Sink unit with vintage mirror unit above.
Wide carpeted stairs lead up to the second floor with wooden handrail.
Please note that the stairs leading to the top floor are steep and would not suit very young children or those with limited mobility.
Twin bedroom
Quaint twin bedroom under the eaves with floorboards and aztec style rug. Wood panelling. Wooden stool, antique dresser, vintage books and interesting framed prints on walls. Bedside table and lamp. Cute window with blind with views out over the character rooftops of Middle Street.
Double bedroom
Second double bedroom with rocking chair. Sisal type rugs either side of the bed. Wooden floorboards and wood panelling. Stainless steel bedside lamps. There is a large walk in wardrobe/cupboard for hanging clothes and a second room with a sink and toilet.
Between the two bedrooms there is a small landing with space for a washing machine, ironing board and dryer.
When you arrive, you can double park outside the cottage for a short time to unload. As the property is so central, we would recommend parking up and walking everywhere. You have two pay and display car parks very close by - South Street Car Park (maximum stay is 4 hours) or Middle Street Car Park (max stay 3 hours). To find free parking, you can head to Walmer and park along roads such as Marine Road or The Strand, which are about a 5 minute walk. Alternatively, you can pre book parking via Just Park at Sainsbury's (10 minute walk).
Skippers is not suitable for those with restricted mobility. The stairs to the top floor are steep and narrow in places.
- Check in is from 4pm and check out 10am
- Please note that the second set of stairs to the top bedrooms are very steep and would not be suitable for very young children or those with mobility issues
- There is a dog charge of £25 per pet per stay
- Small courtyard to the rear with bistro table and two chairs
- Bath towels and bed linen provided, no beach towels
- Wi-Fi access throughout
- Central heating at the cottage and a woodburner in the living room
- There is a washing machine on the top floor of the cottage, no laundry tablets provided
- The fridge is an under counter size, and has a small ice box
- A starter pack of sundries such as toilet rolls, washing up liquid and hand soaps are provided to get you started, but you may wish to bring more for your self catering holiday - especially if staying for over a week
- We would respectfully ask that the following house rules are adhered to, to avoid any damages to our beautiful holiday home. Should any damages arise please note charges may be taken from your security deposit.
- Smoking is not permitted in the property at any time.
- Please note for insurance purposes the number of guests must not exceed the total occupancy of the house.
- For fire safety reasons please do not use any candles in the property.
- Please note quiet hours are between 11pm and 9am. Please be respectful to neighbours.
- Parties and loud music are not permitted.
Availability
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Total Price
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Frequently Asked Questions
Yes - up to two dogs are very welcome, for an additional charge of £25 per dog per stay.
There are lots of local parking options. When you arrive, you can double park outside the cottage for a short time to unload. As the property is so central, we would recommend parking up and walking everywhere. You have two pay and display car parks very close by - South Street Car Park (maximum stay is 4 hours) or Middle Street Car Park (max stay 3 hours). To find free parking, you can head to Walmer and park along roads such as Marine Road or The Strand, which are about a 5 minute walk. Alternatively, you can pre book parking via Just Park at Sainsbury's (10 minute walk).
The stairs leading up to the first floor (bedroom and bathroom) are not too steep and have a bannister. However, the stairs leading up to the second floor are very steep and turn. We would not recommend Skippers to anyone with restricted mobility.
Yes, you are spoilt for choice in Deal. Some of our favourites are -
- The Blue Pelican on Beach Street
- The Rose Hotel on High Street
- Deal Pier Kitchen at the end of Deal Pier
- Bankok Pavilion
- The Lighthouse in Walmer
- 81 Beach Street
Reviews
Deal
Skippers is set in a wonderfully practical and characterful spot in Deal, placing you right in the flow of everyday seaside life. The beach is just a short walk away, perfect for morning strolls along the English Channel or an easy wander down to the shore as the day unfolds. This part of town feels relaxed and local, with everything you need close at hand and no need to rely on the car.
At one end of the road sits Middle Street Coffee, a firm favourite for great coffee and an easy start to the day, while a gentle walk in the other direction brings you to Deal’s lively centre. The high street is filled with independent shops, bakeries, butchers, delis and antiques, alongside cosy cafés, wine bars and welcoming local pubs. Seafront restaurants stretch along the promenade, and Deal Pier is always worth a visit for classic seaside views.
At the opposite end of the road, Deal’s bus station and taxi rank offer easy access for exploring further afield, from nearby coastal villages to historic Canterbury and the wider Kent countryside. Deal railway station also provides direct services to London, making Skippers an ideal base for short breaks or longer stays with excellent transport links and the best of Deal right on your doorstep.
Around the area
The Garden of England
Kent, the Garden of England, is renowned for seasonal produce, Romney Marsh lamb and coastal seafood including Whitstable oysters and Deal crab. Explore award-winning Deal High Street or reach France in 35 minutes via the Folkestone Shuttle.
Golf courses in Kent
Kent boasts championship links golf at Royal St George’s, host of The Open, alongside Prince’s Golf Club, Walmer & Kingsdown and Royal Cinque Ports, offering world-class coastal courses and sweeping sea views.
Culture, museums and gardens in Kent
Kent offers vibrant arts and heritage, from Margate Winter Gardens and the Marlowe Theatre to Turner Contemporary. Explore Canterbury Museums, Dover Museum, Deal Maritime Museum, Canterbury Cathedral and award-winning Goodnestone Park Gardens.
Sandwich Bay Bird Observatory Trust
Located within Sandwich Bay National Nature Reserve, the Sandwich Bay Bird Observatory Trust is a leading ornithology and conservation centre, offering guided walks, coastal habitats and seasonal migratory birdwatching in one of Kent’s premier wildlife destinations.
Cycle to Deal
Take the flat coastal path from Kingsdown to Deal, ideal for walking or cycling. Pass Walmer Castle & Gardens, explore Deal’s charming high street and seafront, and hire bikes locally from Hut 55.
The Zetland Arms
Perfectly positioned on the shoreline, The Zetland Arms is a much-loved beachfront pub serving fresh food, local ales and sea views. Enjoy lunch on the terrace or sunset drinks just steps from the waves.
Museum in Deal
Deal boasts a spacious beach ideal year-round, with dog-friendly stretches and miles of coastal walking. Explore the Grade II listed Deal Pier, Georgian streets and charming promenade in this authentic Kent seaside town.
Deal Castle
Deal has not one but three Tudor castles built by Henry VIII, namely Deal, Walmer and Sandown. The first two you can visit whilst Sandown (of which only a few stones remain) is on the cycle path that follows the coast.
Independent shops, cafes and restaurants
Deal’s conservation area showcases elegant Georgian architecture alongside independent shops, markets, delicatessens, pubs, restaurants and cafés, with a pedestrianised town centre ideal for relaxed wandering and exploring.
Deal Pier
One of the main attractions of this wonderful seaside town is its fantastic beach! Perfect during the summer as well as every other season, there is more than enough room for everyone, including dogs, which love the space to run free for miles and miles. Deal also features a standout, Grade 2 listed pier (actually […]
Extras & Experiences
Private Catering
Elevate your stay with our private catering service, featuring a handpicked collection of talented local chefs offering bespoke dining experiences, fridge-filling services and celebration catering across Kent. From refined seasonal menus to relaxed sharing feasts, enjoy restaurant-quality food in the comfort of your cottage.
Eat & Mess Cakes
Handcrafted celebration cakes from Eat & Mess for birthdays, anniversaries or special occasions. Beautifully designed and made to order, they can be delivered to your cottage for a memorable, indulgent surprise during your stay.
Arno’s Breakfast Hampers
Add a locally sourced Arno & Co breakfast hamper to your stay, delivered in a branded Arno & Co yellow picnic box with sourdough, fresh Kent eggs, juice, muesli, marmalade, milk, butter and more.
Le Pinardier Hampers
We’re excited to introduce you to our good friends at Le Pinardier, the sister business to Frog and Scot. Whether you’re planning a cosy night in or celebrating a special occasion, their hampers are thoughtfully prepared to make your getaway even more memorable.
Wine Tours and In-House Wine Tasting
We have partnered with Wine Tours of Kent to offer our guests private tours and in-house wine tasting of Kent’s finest vineyards and award-winning wine producers. To find out more, please contact the team at Wine Tours of Kent at info@winetoursofkent.co.uk.
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