Holiday houses in Rochester

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Top-rated holiday rentals in Rochester

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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, 35 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 favourite
A cozy sleeping area features a spacious bed adorned with dark bedding, set against a wall decorated with a tree mural and silhouette of a skyline. Two black armchairs with orange cushions are positioned nearby, providing additional seating. A flat-screen TV is mounted on the opposing wall.
Guesthouse in Medway
5 out of 5 average rating, 9 reviews

The Secret Maisonette Rochester

Beautifully designed, discreet, boutique, self-contained maisonette: a perfect retreat minutes from historic Rochester Thoughtfully furnished spaces for resting, a well-equipped kitchen, and a spacious shower room. A private balcony 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 & Inst)

Top Guest favourite
A quaint entrance is framed by a variety of colorful flowers, including pink and purple blooms, cascading from hanging baskets and garden beds. The rustic wooden door is set against a whitewashed wall, complementing the charming brick pathway leading up to it.
Place to stay in Addington
4.98 out of 5 average rating, 230 reviews

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.

Guest favourite
A modern hallway features a sleek console table adorned with a potted plant. An elegant mirror reflects soft light from a stylish chandelier, while the entrance door, painted in black, stands as the focal point. A welcome mat lies on the tiled floor.
Condo in Medway
5 out of 5 average rating, 11 reviews

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.

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, 166 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.

Top Guest favourite
A bright entrance corridor is visible, featuring wooden flooring and white walls. The front door has a glass panel design, while a round mirror is mounted on the wall. A welcome mat lies on the floor, and warm light fixtures create a welcoming ambiance.
Home in Medway
4.92 out of 5 average rating, 186 reviews

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!!!

Guest favourite
Cabin in Rochester
4.95 out of 5 average rating, 444 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
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 Medway
4.98 out of 5 average rating, 52 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.

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.
Apartment in Medway
4.91 out of 5 average rating, 54 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

Guest favourite
An inviting entrance showcases a wooden floor leading into two distinct spaces. On the left, a cozy bedroom features a spacious bed and a rocking chair, while the right leads to a stylish bathroom with patterned tiles and modern fixtures, emphasizing the home's character.
Home in Medway
4.89 out of 5 average rating, 62 reviews

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.

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, 309 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 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 Medway
5 out of 5 average rating, 13 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 Rochester holiday rentals

When is the best time to visit Rochester?

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Avg. price$233 NZD$233 NZD$249 NZD$253 NZD$258 NZD$249 NZD$258 NZD$271 NZD$265 NZD$246 NZD$242 NZD$249 NZD
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Frequently Asked Questions

  • Where should I stay in Rochester?

    Make yourself at home in Rochester by choosing from our most frequently booked neighborhoods. We have over 740 vacation rentals in Higham, over 1,000 vacation rentals in Rochester, and over 670 vacation rentals in Strood.

  • Are there apartment rentals with a dedicated workspace in Rochester?

    Yes! Work meets play with ease at over 20 apartment rentals in Rochester featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • How much does it cost to stay in condo rentals in Rochester?

    Experience the best of Rochester with our condo rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Rochester have wifi?

    Absolutely! We offer over 120 house rentals with wifi in Rochester. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Rochester have free parking?

    Absolutely! We offer over 20 apartment rentals with free parking in Rochester. Enjoy a tailored experience with all the comforts you desire.

  • Do condo rentals in Rochester have a kitchen?

    Absolutely! We offer over 10 condo rentals with a kitchen in Rochester. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly house rentals in Rochester?

    Four-legged friends are welcome in Rochester. Choose from more than 10 house rentals for guests traveling with pets.

  • Are there family-friendly house rentals in Rochester?

    Rochester has more than 60 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Quick stats about holiday rentals in Rochester

  • Total holiday rentals

    Explore 230 holiday rentals in Rochester

  • Nightly prices starting at

    Rochester holiday rentals start at $35 NZD per night before taxes and fees

  • Verified guest reviews

    Over 4,340 verified reviews to help you choose

  • Family-friendly holiday rentals

    100 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    90 properties have a dedicated workspace

  • Wi-Fi availability

    220 of Rochester holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Rochester rentals

  • 4.6 Average rating

    Rochester stays receive an average rating of 4.6 out of 5 from guests

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