
Holiday rentals in Rochester
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Top-rated holiday rentals in Rochester
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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.

The Secret Maisonette Rochester
Our beautifully designed self-contained maisonette is a perfect retreat just minutes from historic Rochester Find thoughtfully furnished spaces for resting, a well-equipped kitchen, and a spacious shower room. The private balcony is ideal for morning coffee, alfresco dining, or simply unwinding in a tranquil setting Whether visiting for a getaway, business trip, or extended stay, our maisonette provides the perfect balance of comfort, style, and relaxation @SecretMaisonette (YouTube & Insta)

Petite Gite in an idyllic cottage garden.
Come and make yourself at home in this unique hand crafted miniature gite. Tucked away in the garden of a Tudor cottage, situated on the Addington village green just yards from the Angel Inn. Cottage style Kitchenette with miniature Belfast sink and cupboards. Small double raised bed with storage and dining table underneath. Fully centrally heated for those cosy winter/autumnal days. Rose Cottage, as we call it, has been painstakingly restored to create a delightful, light and cosy space.

Avalon Luxury stays
Our stylish and cozy 2-bedroom apartment offers a relaxing retreat; situated in the heart of Rochester, you’ll be within walking distance of Rochester’s iconic landmarks and hidden gems. This flat offers Luxury, comfort & convenience all in one. We’ve thought of every detail to make your stay hassle-free: Free Wi-Fi to street parking, heated flooring, smart TV with streaming ability (Netflix) We’re here to make your stay memorable, offering local tips and quick assistance whenever needed.

2-bedroom house in historic Rochester with Parking
Dove’s Place is a 2 bedroom terraced house with addition of a conservatory space and free allocated parking space. The property is adjacent to River Medway located in Rochester and close to green spaces and guests can also enjoy river walk. It is a walking distance to Rochester Castle, Cathedral, Train Station, High Street Shops, Restaurants, Museums, Coffee Shops and Bars. Great place for Family, Professionals and Tourist. We guarantee a memorable stay with our slogan, HERE FOR YOU!!!

Countryside Cabin with Private Patio
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

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.

Top floor of Central Rochester home
Tranquil apartment just a 5 minute walk away from the historic high street and its diverse range of restaurants, boutiques, bars and coffee shops, as well as the famed castle and cathedral. A 10 minute walk to Rochester train station with high-speed trains to London in just 36 minutes. This apartment is located on the top floor of our centrally located, historic, family home. You will have the whole of the top floor to yourselves and will share an entrance with the main house.

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.

Adorable 1 bedroom guest barn, Boughton Monchelsea
This barn is situated in the picturesque village of Boughton Monchelsea. It has its own private garden with stunning meadow views. It has lots of local amenities to explore and is only 15 minutes drive from Leeds castle and a 15 minute drive to the train station which will take you directly into London. The exposed oak beamed barn is situated next to a traditional oast house, perfect for romantic getaways and people who want to escape the fast pace of everyday life.

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.

Ascot – West Street
Newly refurbished - Ascot, like its twin Sandown, has an ample sized, well equipped kitchen with a table and four chairs and a comfy sofa that turns down to a bed in seconds. A TV is included in the kitchen. The French windows look out over your small private lawn onto farmland From the kitchen you go past the entrance lobby into a twin bedded bedroom with TV. A large modern bathroom adjoins the bedroom.
Popular amenities for Rochester holiday rentals
Other great holiday rentals in Rochester

Charming ensuite King room w TV in friendly home

Stylish Rochester Townhouse

Comfy Double - Relax & Recharge

Stunning Station Apartment,Rochester free parking

Double Room

4BR 3bath Refurb| Medway

Room in Kent Double bed

A cosy room in a family home
Quick stats about holiday rentals in Rochester
Total rentals
230 properties
Nightly prices starting at
$26 SGD before taxes and fees
Total number of reviews
4.3K reviews
Family-friendly rentals
100 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
90 properties have a dedicated workspace
Destinations to explore
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- British Museum
- Covent Garden
- Buckingham Palace
- Wembley Stadium
- Big Ben
- Trafalgar Square
- Tower Bridge
- London Bridge
- Hampstead Heath
- The O2
- Harrods
- Barbican Centre
- St. Paul's Cathedral
- Emirates Stadium
- ExCeL London
- St Pancras International
- Camden Market
- London Stadium
- Alexandra Palace
- Clapham Common
- Primrose Hill
- Queen Elizabeth Olympic Park, London
- Hampton Court Palace
- Windsor Castle