
Holiday rentals in Wainscott
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Top-rated holiday rentals in Wainscott
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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.
5.0 out of 5 average rating, 68 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!!!
4.92 out of 5 average rating, 213 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
4.95 out of 5 average rating, 533 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.
4.98 out of 5 average rating, 46 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.
4.99 out of 5 average rating, 72 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.
4.8 out of 5 average rating, 250 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.
4.93 out of 5 average rating, 117 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.
4.95 out of 5 average rating, 328 reviews
4BR Family Home| 2 Parking Spaces | River View
🏡 Modern New-Build Family Home in Rochester Enjoy a bright, comfortable new-build home in a fantastic Rochester location ✨ 🚆 Just 5 minutes from Rochester Station Moments from the River Medway 🚗 2 dedicated parking spaces Private garden 🛜Fast Wi-Fi Brand-new appliances throughout Rochester Cathedral & historic High Street within walking distance Close to Rochester Independent College Perfect for families, professionals and longer stays.
5.0 out of 5 average rating, 6 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.
4.94 out of 5 average rating, 47 reviews
Near Historic Rochester | Sleeps 10 | Parking
Spacious 3-bedroom home near historic Rochester, perfect for families, groups, and contractors. Comfortably sleeps up to 10 guests with a bright living space, fully equipped kitchen, and 1.5 bathrooms. Enjoy a private driveway for easy parking and quick access to Strood station for fast links into London. Close to Rochester Castle, Cathedral, and local shops. A comfortable, convenient stay in the heart of Medway.
4.94 out of 5 average rating, 16 reviews
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.
4.92 out of 5 average rating, 275 reviewsPopular amenities for Wainscott holiday rentals
Other great holiday rentals in Wainscott

Central Rochester flat with garden, sleeps up to 4
4.84 out of 5 average rating, 19 reviews
Contractors Haven - 4 bed 4 bath
5.0 out of 5 average rating, 22 reviews
Your next family & friends country getaway
5.0 out of 5 average rating, 20 reviews
A rural retreat, near Rochester
4.95 out of 5 average rating, 131 reviews
Modern Apartment with Rochester Views
4.92 out of 5 average rating, 24 reviews
The hideaway stylish one bedroom apartment.
5.0 out of 5 average rating, 7 reviews
Home from Home
4.87 out of 5 average rating, 95 reviews
Perfect Booking | Double Driveway Parking + Garden
5.0 out of 5 average rating, 10 reviewsDestinations to explore
- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- Brighton Seafront
- St Pancras International
- London Bridge
- ExCeL London
- The O2
- Tower Bridge
- Clapham Common
- Emirates Stadium
- Victoria Park
- Tottenham Hotspur Stadium
- Thorpe Park Resort
- Big Ben
- Buckingham Palace
- Alexandra Palace
- London Eye
- Windsor Castle
- British Museum
- Barbican Centre
- London Stadium





