Vacation rentals in St. Mary's Island

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Top-rated vacation rentals in St. Mary's Island

Guests agree: these stays are highly rated for location, cleanliness, and more.

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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, 60 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 favorite
Home in Chiddingstone
5.0 out of 5 average rating, 49 reviews

A luxurious country retreat with Jacuzzi hot tub

A unique and luxurious retreat set alongside a historic 13th Century Wealden hall house Your private countryside haven- a beautifully designed contemporary hideaway for two offers rare privacy and indulgence. Nestled in one of the most magical and peaceful corners of Kent. Heritage meets luxury, where the charm of medieval England blends effortlessly with refined comfort. Surrounded by rolling Wealden countryside and some of the finest traditional pubs in the country. Relax and unwind in style.

Top guest favorite
Cabin in Biddenden
5.0 out of 5 average rating, 102 reviews

The Oaks. Beautiful Scandi style cabin on stilts

The Oaks cabin, a romantic escape from daily life - tranquil and luxurious. Relax from the moment you arrive. Nestled next to ancient woodland within a family small holding. Adjoining the High Weald National Landscape, 2 miles from Tenterden in the Kent countryside. From here you can enjoy wonderful experiences in Kent and Sussex and end your day in one of the great local pubs, breweries or vineyards. Immerse yourself in nature from the deck and adjoining field. A cabin of pure, sleek escapism.

Superhost
Apartment in St. Mary's Island
5.0 out of 5 average rating, 3 reviews

Riverside Flat | Sleeps 4 + Secured Parking

This spacious themed, bright and stylish riverside apartment features 2 bedrooms with king sized beds and own workspace and 2 luxurious bathrooms, perfect for up to 4 guests. Enjoy a cosy living area, fully equipped kitchen, and dining space ideal for unwinding after a busy day. With free parking, a peaceful marina setting, and thoughtful touches throughout. Perfect for long stays, holiday escapes, and contractors looking for a comfortable home away from home. Contact us and get discounts!

Top guest favorite
A relaxed bedroom setting features a spacious bed with neutral-toned linens and decorative pillows. A small bedside table holds a minimalist lamp. Natural light filters through the window, enhancing the subtle color palette of the room.
Cabin in High Halstow
4.96 out of 5 average rating, 207 reviews

Cosy cabin in the countryside.

Kent's countryside cosy cabin, set in a garden with a gated front for security. The cabin offers accomodation with 2bedrs & 2bathrs with a fully E.K. Outdoor patio with table and chairs, BBQ area. Within easy reach of London the cabin is 18min. from Ebbsfleet st with a direct link to London St Pancras in 17min. Within 35min you in London, ideal for professionals. Walking distance to local pubs, 5min drive to shops and 12 min drive to Cooling Castle and Knowle Country House - wedding venues.

Superhost
An indoor oasis features a private hot tub surrounded by a sleek, modern design. Soft lighting highlights the smooth surfaces and calming water, while a plush seating area with dark cushions offers a space for relaxation. Lush greenery adds a touch of tranquility.
Guesthouse in Stockbury
4.86 out of 5 average rating, 161 reviews

The Sauna House

Update! New Lino floor installed. Welcome to our luxurious Airbnb retreat, where relaxation meets sophistication. This elegant getaway, with no shared spaces, boasts an indoor oasis with a rejuvenating hot tub and a tranquil sauna, perfect for unwinding. A comfortable Silentnight mattress to relax. Step outside to our charming outdoor seating area, where you can sip your morning coffee or enjoy a glass of wine under the moonlight. This retreat is ideal for a couple seeking a romantic escape.

Top guest favorite
A balcony view is captured through bi-fold glass doors, featuring a small round table and two folding chairs. A decorative pumpkin sits at the center, with panoramic sea views of the estuary and boats in the distance, framed by a serene sunset.
Condo in Southend-on-Sea
4.99 out of 5 average rating, 432 reviews

Estuary Views Penthouse with Private Parking

A Beachfront Coastal Retreat with private driveway parking & situated in the sort after area Thorpe Bay. Boasting unspoilt Panoramic Sea Views. Central to Blue Flag Beaches, 2 mins from award winning restaurants, superb location for coastal walks, watching the seabirds & a short walk to the longest Pier in the world. Re-Designed with Bi-Folding Glass doors, bringing the Outside Inside. Intricately Designed embracing tiny details that define our property for a Luxury & cosy stay.

Top guest favorite
Apartment in Wateringbury
4.98 out of 5 average rating, 51 reviews

The Bakers | Luxury Top-Floor Smart-Home Retreat

Luxury top-floor apartment set in the heart of the Kent countryside, designed for guests who value calm, quality, and effortless comfort. This bespoke open-plan retreat blends a refined interior with discreet smart-home technology, allowing seamless control of lighting and ambience via in-wall and desktop touchscreens. Immaculately prepared and peacefully private, it is ideal for couples or professionals seeking a quiet, well-cared-for escape. Not suitable for parties or gatherings.

Superhost
Home in Chatham
5.0 out of 5 average rating, 5 reviews

Lush 2 Bed Home I Free Parking I Near Chatham Dock

Experience ultimate group comfort in this stylish Brompton retreat by Novasera Properties. Perfectly tailored for large families, contractors, or weekend explorers, our home uniquely sleeps 8 across two floors. Nestled in a quiet pocket of Chatham, you’re a stroll away from the Historic Dockyard and high-speed links to London. Enjoy a seamless blend of modern amenities, sleek bathrooms, and versatile sleeping options. Whether for work or play, find your perfect Medway base here.

Guest favorite
Home in Medway
4.95 out of 5 average rating, 112 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.

Top guest favorite
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.
Apartment in St. Mary's Island
5.0 out of 5 average rating, 93 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.

Guest favorite
The interior features a vaulted ceiling with exposed wooden beams and intricate stained glass details. Natural light fills the space, highlighting the contrast between the rustic wood and modern design elements. A circular structure is visible, contributing to the open and airy atmosphere.
Barn in Plaxtol
4.98 out of 5 average rating, 172 reviews

Unique luxury self-contained oast house

Huge loft style Kentish roundel conversion. Situated on a farm set back from the road it is beautifully peaceful, with circular jacuzzi bath, projector, screen, all mod cons. Amazing walks & pubs from the doorstep, perfect for a country retreat, yet only 30 miles from London. Huge King size circular bed. Reynolds spa is 15 mins away. The house recently featured in Mr Bates v The Post Office, & the roundel was the actors green room.

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