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, 45 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.

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, 189 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
Cabin in Rochester
4.96 out of 5 average rating, 466 reviews

Cosy Rural Retreat with Log Burner

The Snuggery is a converted outbuilding that has been set up for a cosy stay with a wood burning stove and lots of snuggly wraps to cuddle up in. The open plan interior, high vaulted ceilings and natural oak flooring create an interior which is fun, light and airy. Walking enthusiasts will enjoy walks from the back door straight on to the North Downs Way and there is a bench by the front door fitted with a heated element, perfect for warming up your walking boots. Photos by Chloe-Rae 

Top guest favourite
Home in Lower Upnor
5 out of 5 average rating, 17 reviews

Charming Riverside Home in Historic Kent Village

Stylish 3-storey 4-bedroom holiday home in the historic riverside village of Lower Upnor, Kent. Features include a spacious kitchen, cosy lounge with Smart TV, Wi-Fi, 1 main bathroom, en-suite to master, and downstairs WC. Enjoy the terraced garden with outdoor seating. Walk to Upnor Castle, river paths and traditional pubs. Easy access to Rochester, Strood (London trains), A2/M2 and family attractions. Free parking for 2 cars. Ideal for families, groups, professionals or short breaks.

Guest favourite
A cozy bed is positioned against a softly textured wall with vertical paneling. Two bedside lamps provide gentle illumination, while decorative pillows and a woven blanket add a subtle layer of warmth to the ensemble.
Flat in Essex
4.91 out of 5 average rating, 45 reviews

Secluded, new apartment with off-street parking

Welcome to a peaceful, secluded spot in Basildon. This one-bedroom flat, recently redesigned in the style of a luxurious boutique hotel. It boasts an equiped kitchen, harmonious bedroom suite, relaxing lounge with 43" TV, and a stylish dining area, ensuring memorable evenings. Step outside and you're meters away from Langdon Hills Nature Reserve. This flat is close to the town centre, hospital, and train station offering both convenience and a quick journey to London's vibrant heart.

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.

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, 25 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.

Top guest favourite
A modern living area features a sleek black sofa adorned with colorful cushions. A minimalist white entertainment unit is positioned against the wall, housing a large TV. Natural light floods the space through expansive windows, complemented by a stylish floor lamp and contemporary wall art.
Serviced apartment in Medway
5 out of 5 average rating, 17 reviews

March Availability for Isle of Grain Contractors

Ideal for contractors, professionals, and those relocating. Please enquire for all other stays. Welcome to Address Apartments in Gillingham, where comfort meets convenience. Our spacious apartments are designed for short or long stays with no tied-in contracts. Enjoy dynamic, flexible service paired with stunning spaces. Have questions or need more information? Message us for a prompt response. Rated 4.9/5, we take pride in delivering exceptional stays tailored to your needs.

Guest favourite
The modern two-story apartment features a sleek design with large floor-to-ceiling windows. A private patio area is visible, surrounded by landscaped greenery. The exterior showcases a combination of white and red brick, with a sloped driveway leading up to the entrance.
Flat in Higham
4.79 out of 5 average rating, 224 reviews

Mulberry Rise Apartment

Brand new spacious apartment, decorated in a modern style with floor to ceiling windows and bifold doors. The property is secure with plenty of parking, and a private patio area. Located opposite Gads Hill School and the Sir John Falstaff pub, the area is steeped with History and Charles Dickens culture. Surrounded by fields and woods for leisurely walks and conveniently located near pubs and local shops. Whilst also near the A2 and local public transport connections.

Superhost
Flat in Medway
5 out of 5 average rating, 3 reviews

Balmoral House - Apartment 7

Welcome to 57 Balmoral House! Our property offers 4 unique Apartments all located within the same building, each with it own private entrance and amenities. Our cosy and modern Apartments offers a comfortable stay with us, practical and cosy Apartments ideal for workers, business travellers, or anyone needing a convenient base Double or Twin rooms, a small kitchen area which includes Kettle, Toaster and cooking hob — perfect for couples or solo travellers.

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, 78 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.

Guest favourite
A charming barn conversion is depicted amidst a grassy landscape, with a gravel driveway leading to its entrance. The structure features black wooden siding and a metal roof, surrounded by rows of pear orchards and open farmland under a partly cloudy sky.
Farm stay in Medway
4.94 out of 5 average rating, 188 reviews

Unique barn conversion with beautiful marsh views

This recently converted barn is situated on the edge of the North Kent Marshes, with stunning views of the birds and wildlife on the marshes and surrounded by pear orchards to the rear. You’ll enjoy complete privacy, with no surrounding properties and a real sense of peace and tranquillity. The property is located in the middle of a working farm, with our sheep grazing the marshes and a variety of fruit grown in the orchards.

Popular amenities for Cooling holiday rentals

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