Holiday rentals in Upnor

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Top-rated holiday rentals in Upnor

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Superhost
A bright living area features a light wood floor and large windows allowing natural light. A glass coffee table stands in the center, accompanied by a modern sofa and two small chairs. A flat-screen television is positioned on a sleek console against the wall.
Flat in Chatham
4.94 out of 5 average rating, 18 reviews

Lovely clean and modern apartment.Relaxing place.

Modern minimalist apartment with view to the water.Amenities in the same place. Food .Gym. Cinemas. .Historic Dockyard Museum is in use from 1567 building ships to the Royal Navy for more than 500 years.The rail station is 8 minutes away.From there the speed train will leave you in King Cross St Pancreas stations,in central London. Not pets allowed.But service dogs are permited.Not smoking in all the building. Walking distance to Medway Campus,host of 3 universities.Greenwich,Kent, Canterbury .

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, 41 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
Cabin in Rochester
4.96 out of 5 average rating, 463 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, 14 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.

Top guest favourite
A bright living area is present, featuring two dark leather sofas positioned on a plush area rug. A small wooden table holds a vase of flowers. Natural light enters through a skylight, complementing a mounted television and decorative elements on the mantel.
Flat in Medway
4.98 out of 5 average rating, 60 reviews

Castle Garden View - Central Rochester High Street

Castle Garden View is a 2 bedroom flat situated in a prime location within the bustling heart of Rochester, close to both the Castle and Cathedral. In addition to the many historical landmarks of the local area, visitors can enjoy the vibrant bars and restaurants nearby, providing plenty of dining and entertainment options right on the doorstep. The flat is within easy walking distance of Rochester and Strood railway stations and so ideal for visitors arriving by public transport.

Superhost
A cozy living area features a black sectional sofa and an armchair beside a small side table. An assortment of framed artwork adorns the walls, complemented by a disco ball pendant. A coffee table with a floral arrangement sits at the center, inviting relaxation.
Flat in Medway
4.8 out of 5 average rating, 15 reviews

Central Rochester flat with garden, sleeps up to 4

Cosy, 1 bedroom flat in listed building in quiet street Close to the charming historic high street and the beautiful Vines park 5-10 minutes walk from Rochester train station with fast trains to London and the Kent coast 1 double bedroom 1 double pull out sofa bed in living room Small kitchen but with all you need Spacious shower A small courtyard garden - being renovated please beware of uneven surfaces Daily paid vouchers for street parking Please note access via steep stairs

Top 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
4.92 out of 5 average rating, 66 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
A modern living area features a sleek black sofa adorned with vibrant cushions, facing a flat-screen TV mounted on a white console. Natural light filters in from an adjacent hallway, highlighting the smooth floor and stylish decor, including a unique light fixture.
Flat in Medway
5 out of 5 average rating, 14 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.

Top guest favourite
A charming two-story building features a classic white-clapboard façade with a large window on the upper level. The entryway is framed by a beige curtain, while greenery is visible in front of the structure. Adjacent buildings showcase brick and painted exteriors.
Cottage in Rochester
4.95 out of 5 average rating, 315 reviews

The Old Tuck Shop (entire cottage - 1 double bed)

Ideally located for exploration of the historic Medway Towns and surrounding areas of Kent,The Old Tuck Shop is the perfect place for a relaxing getaway. The accommodation can sleep up to 3 guests, but this listing is only for two guests sharing the double room. If the second single bedroom is required please contact your host before booking or see the other listing. There is a full bathroom upstairs and an additional loo and cloakroom downstairs.

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.

Top guest favourite
A light-filled hallway with warm wood flooring is lined with elegant wall paneling. A potted plant sits in a gold planter, adding a touch of greenery. Soft pink walls create a welcoming atmosphere, with an inviting peek of a bedroom visible through the archway.
Flat in Medway
5 out of 5 average rating, 16 reviews

The Corner by the Castle

The Corner by the Castle is our characterful first floor Victorian apartment in the heart of Rochester High Street. Sleeping 4 with two comfy double beds, a great kitchen (where you can catch a glimpse of the castle gardens from the window) it’s perfect for relaxing or exploring. Surrounded by shops, restaurants, and historic sites like Rochester Cathedral and Castle, it’s the ideal base to enjoy everything this charming City has to offer.

Popular amenities for Upnor holiday rentals

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