Vacation rentals in Medway

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Top-rated vacation rentals in Medway

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Top guest favorite
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
5.0 out of 5 average rating, 64 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.

Guest favorite
A modern dining area features a round table set with plates and flowers, surrounded by four black chairs. A cozy sofa is positioned nearby, with a soft color palette complementing the overall design. Light enters through an opening to the kitchen area.
Home in Rainham
4.96 out of 5 average rating, 157 reviews

Modern 2 Bed House in Rainham, Kent

Welcome to this modern home from home in Rainham, Kent. Perfect for any stay - leisure, work, visiting family/friends & local attractions. Conveniently situated close to local amenities, 5-minute walk to train station and town centre, restaurants, pubs, bars, shops & much more. Including 2 spacious bedrooms with double & king size bed, new luxury bathroom & open lounge with all Virgin TV channels, fast WiFi, fully equipped modern kitchen, large garden & a private parking space for your stay.

Guest favorite
Cabin in Rochester West
4.95 out of 5 average rating, 521 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 favorite
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.
Apartment in Rochester
4.99 out of 5 average rating, 72 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.
Apartment in Rochester
4.84 out of 5 average rating, 19 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

Guest favorite
The living room features a large smart TV displaying the Netflix logo. A dark sectional sofa with decorative pillows and two comfortable armchairs surround a circular wooden coffee table. Natural light floods in through patio doors, highlighting the clean, modern design.
Home in Medway
5.0 out of 5 average rating, 14 reviews

Extraordinary Tranquil Rochester|Free Parking X 2

Discover the perfect blend of comfort, style, and convenience at our thoughtfully designed space. • Bright, clean, and beautifully furnished • Super comfy beds 2000 pocket mattress • Quiet neighborhood yet close to all the local amenities • Private garden and space to unwind Whether you’re visiting for a weekend getaway, a business trip, or a longer stay, we’ve made sure you’ll have everything you need for a comfortable experience. Come stay with us, we’d love to host you!

Top guest favorite
Guesthouse in Medway
4.98 out of 5 average rating, 42 reviews

The Back Garden Annex – Welcoming and Witty

Welcome to Your Cozy Garden Annex in Twydall! Are you visiting family nearby or setting out to explore Kent, the Garden of England? Our charming self-contained garden annex offers a warm, homely space where you can relax, recharge, and feel right at home. Perfectly located in Twydall, just a five-minute drive from Rainham, Kent train station, you’ll have direct links to central London and Kent’s iconic seaside towns — from Whitstable’s oysters to Margate’s sandy shores.

Guest favorite
Home in Medway
4.94 out of 5 average rating, 113 reviews

Grade II 3-bed cottage• Free parking • Sonos & 5.1

Enjoy a stylish experience at this centrally-located cottage in the heart of Rochester. The Grade 2 listed cottage was built in the 1750s but has all the comforts of high end residential living. With SONOS speakers throughout, Sky TV and 5.1 Surround sound in the lounge you have the perfect retreat if you want to relax. Town is a two minute walk if you want a drink, or make your own at the cocktail bar. The lit terrace makes the perfect place to read , eat or party.

Superhost
A cozy bedroom is featured, showcasing a spacious bed with textured pillows and a light blanket. Framed art pieces adorn the walls, while a tall plant adds a touch of greenery. A small side table and a mirror complete the inviting space.
Home in Medway
4.77 out of 5 average rating, 53 reviews

Cozy two bedroom house

Enjoy a relaxing stay in this charming two-bedroom home, perfect for couples, families, or friends. The house features a shared bathroom accessible through the main bedroom, free on-site parking, and a fully equipped basement with a tumble dryer and an additional freezer. A soft water system is installed for added comfort. Convenient and cozy, this home offers all the essentials for a comfortable stay in a quiet neighborhood. Book now and make yourself at home!

Top guest favorite
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.
Apartment in Rochester
4.95 out of 5 average rating, 41 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.

Top guest favorite
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, 216 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.

Superhost
Apartment in Medway
4.9 out of 5 average rating, 30 reviews

River View Apt w/ Parking + Balcony | Sleeps 4

Modern 1-bedroom apartment with stunning views, perfect for up to 4 guests. The bedroom features a comfy double bed and wardrobe, while the open-plan kitchen, dining, and living area offers a double sofa bed, Smart TV, Wi-Fi, and board games. Enjoy free parking and a bright, stylish space just a 1-minute walk from ASDA. Central location ideal for exploring, relaxing by the river, or working away from home.

Popular amenities for Medway vacation rentals