Holiday rentals in Cooling

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Top-rated holiday rentals in Cooling

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Top guest favourite
A charming Victorian lodge is positioned along a quiet single track road, featuring a welcoming entrance with a white gate and green doors. Surrounding fields and trees are visible in the background under a clear blue sky.
Cottage in Wainscott
5 out of 5 average rating, 36 reviews

Victorian gardener's lodge set in Kent countryside

This Victorian gardener's lodge house has recently been refurbished to create an idyllic country escape. Situated just out of town, this pretty country cottage is set within one corner of the main house's walled kitchen garden. Cosy up with a book in front of the log burner, or enjoy a morning coffee in the small cottage garden at the front, with views across arable fields & woodland. Relax with a glass or two on the stone paved terrace at the back of the cottage, the best place for a sundowner.

A spacious living area is highlighted by a green sofa and a cozy armchair arranged around a decorative rug. A fireplace with a decorative mantel serves as a focal point, while light filters in through nearby windows. Original features add character to the space.
Home in Cliffe
4.59 out of 5 average rating, 29 reviews

Thompson Cottage

A humbly restored home from home. With everything you need to enjoy a stay near the marshes. Located towards the end of the village of Cliffe this 2 bedroomed terraced cottage has all you need for a comfortable stay. Built in the 1860's with a modern kitchen and bathroom extension Thompson Cottage has the character of an old building, with the comfort of modern amenities. Lounge, kitchen and bathroom are located on the ground floor, 2 bedroom upstairs with a cellar and garden for extra space.

Guest favourite
The interior of the boat features warm wooden paneling and a spacious layout. A comfortable sofa is positioned near a coffee table, and a well-equipped kitchen can be seen in the background. Textured rugs add softness to the flooring, while large windows provide ample natural light.
Boat in Cuxton
5 out of 5 average rating, 12 reviews

Wandering Star

Wandering Star is a widebeam boat, moored on a tranquil stretch of the river Medway with views over the water to the Garden of England countryside. Dog lovers can have a treat exploring the nearby countryside and it's close to the picturesque town of Rochester and Chatham's historic docks. Buscome Farm Nature Reserve and Aberworth Woods are stunning and Holborough Lakes offers gentle walks and a range of water sports. The local pub and Chinese offer great food and there's a local supermarket.

Top guest favourite
A relaxed bedroom setting features a spacious bed with neutral-toned linens and decorative pillows. A small bedside table holds a minimalist lamp. Natural light filters through the window, enhancing the subtle color palette of the room.
Cabin in High Halstow
4.95 out of 5 average rating, 175 reviews

Cosy cabin in the countryside.

Kent's countryside cosy cabin, set in a garden with a gated front for security. The cabin offers accomodation with 2bedrs & 2bathrs with a fully E.K. Outdoor patio with table and chairs, BBQ area. Within easy reach of London the cabin is 18min. from Ebbsfleet st with a direct link to London St Pancras in 17min. Within 35min you in London, ideal for professionals. Walking distance to local pubs, 5min drive to shops and 12 min drive to Cooling Castle and Knowle Country House - wedding venues.

Guest favourite
A spacious sleeping area is featured with a black metal bed frame, soft-textured pillows, and a bright yellow throw draped over the bed. The wall behind is adorned with a mural of trees, complemented by a wooden chest of drawers and dark curtains.
Home in Cliffe
4.95 out of 5 average rating, 168 reviews

Cosy 1 bed countryside cottage, tranquil location

Very spacious 1 bed en-suite cottage with off road parking and a small courtyard area. Formerly an Annex to the main house it is ideally situated for walking/hiking with easy access to the RSPB marshes of Cliffe. Beautiful views of the Kent countryside leading to Cooling Castle Barn, St Helens Church, Cliffe and St James church which inspired Charles Dickens to write Great Expectations where the hero Pip met Magwitch the convict. Easy car access to Historic Rochester Castle and Cathedral.

A well-lit sleeping area features a spacious bed with neutral linens and two yellow accent pillows. A modern desk with a chair is positioned nearby, alongside a radiator. Soft carpet covers the floor, contributing to a cozy atmosphere.
Home in Medway
4.83 out of 5 average rating, 89 reviews

Super cosy self-catering studio flat

Are you a professional working away from home or a solo traveller looking to explore Medway, nevertheless, if you value your comfort whilst away from your bed? We’re delighted to offer you this magnificent home away from home. A large than average super cosy open plan studio flat with fitted modern kitchen appliances and a spacious bespoke wardrobe, decent and modern bathroom. The room is fitted with 32inch smart flat TV with a full SKY subscription, free fast WiFi and on-street parking.

Superhost
An aerial view captures a spacious property surrounded by lush greenery and open fields. The arrangement of buildings includes a main residence and additional structures, with a winding driveway leading through the serene landscape. The expansive backdrop reveals the countryside against a clear sky.
Flat in Medway
4.9 out of 5 average rating, 20 reviews

Lovely countryside flat with views over the Thames

This charming one bedroom first floor apartment is located above our garage which is adjacent to but detached from our house. Set within 20 acres of private land, it is a very peaceful and unique spot with beautiful panoramic views over the Thames Estuary. The flat itself is clean and comfortable with its own bathroom and kitchen as well as a separate bedroom and an open plan living/dining area. There is parking available for one car on our driveway which is secured by electric gates.

Superhost
A well-maintained exterior features a brick building with large glass doors leading to a private lawn. Colorful flower beds in the foreground display a mixture of vibrant red, pink, and purple blooms, enhancing the serene atmosphere of the outdoor space.
Farm stay in Medway
4.8 out of 5 average rating, 252 reviews

Sandown - West Street

Newly refurbished - Sandown, like its twin Ascot, has an ample sized, well equipped kitchen with a table and four chairs and a comfy sofa that turns down into a bed in seconds. The kitchen has a electric hob and oven, a fridge and a washing -dryer machine is in the adjoing outhouse. A TV is included in the kitchen. The French windows look out over your private lawn onto farmland. From the Entrance lobby turn right straight into the kitchen or left into the ensuite bedroom with TV.

Guest favourite
The living area features exposed wooden beams, complimented by a cozy two-seater sofa and a reading chair. A round coffee table sits at the center, with natural light illuminating the space through multiple windows. A flat-screen TV is mounted on the brick wall.
Cottage in Allhallows
4.96 out of 5 average rating, 23 reviews

Charming cottage with hot tub & private garden

Nestled in the heart of the serene village of St. Mary Hoo, our cottage offers a unique escape into the tranquility of the Kent countryside. This retreat offers a sanctuary where guests can truly relax and rejuvenate, with the help of a private garden and hot tub. Whether you’re a family on holiday, a couple in search of a peaceful countryside retreat, or a professional needing a quiet and comfortable place to unwind after a long day’s work – our cottage provides the ideal sanctuary.

Guest favourite
The historic building showcases a striking façade featuring elegant arches and ornate detailing. Bright sunlight highlights the red exterior, drawing attention to the large windows and decorative elements. The structure reflects its original purpose as a theatre, adding character to the surrounding street.
Flat in Medway
4.91 out of 5 average rating, 56 reviews

Stunning & Unique 1 bed flat!

Stunning & unique furnished 1 bed flat with mezzanine in Chatham High Road. Building originally a Theatre hosting Charlie Chaplin and Laurel & Hardy. * Very comfortable & high quality property. * \\Please let us know as soon as possible if you require parking in the gated car park (£7.50 per night)// * Large spacious flat / 1200 SqFt * Finished to high standard * No Smoking * No Pets * Walking distance to Chatham Station * Downstairs Utility & WC * WiFi * Dressing & Work area

Top guest favourite
An inviting entrance features a classic door framed by a brick wall. A decorative hanging basket filled with colorful flowers adds a touch of charm, while warm light from inside highlights the cozy atmosphere of the cottage.
Cottage in Cliffe
4.95 out of 5 average rating, 111 reviews

A rural retreat, near Rochester

An ideal alternative to a hotel, Chantry Cottage offers the flexibility of self catering, where care and attention has gone into providing the perfect stay. Inside the cosy accomodation ancient timbers are paired with twists of antique luxuries and modern influences in which to relax and enjoy. Externally, the private pretty cottage garden is complete with patio furniture, pizza oven, bbq perfect for eating alfresco. For cyclists there’s a shed large enough to store the bikes.

Top guest favourite
A dining area features a round table with wicker placemats, surrounded by black chairs. A potted plant adds a touch of greenery. Large windows offer views of the marina, showcasing boats and water reflections under a soft sky.
Flat in Saint Mary's Island
5 out of 5 average rating, 75 reviews

Stunning 2 Bed Chatham Docks Apartment

This stunning 2 bed apartment is the perfect place to relax and unwind situated on the marina. Come and explore the sights and local attractions of historical town of Chatham. Surrounded by restaurants, shops, bars and a multiplex cinema. Also has excellent connections to London with 2 stations being within a 10 minute drive and only taking 40 minutes to get into London via high speed making it the perfect stay for tourists and business stays.

Popular amenities for Cooling holiday rentals

  1. Airbnb
  2. United Kingdom
  3. England
  4. Medway
  5. Cooling