
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.

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.
LocationFamilyCheck-in
5.0 out of 5 average rating, 65 reviews
Beautiful 3/4 bed Cottage perfectly sited in Kent
Relax at our delightful listed home dating back to the seventeenth century bursting with character and history. Close to all transport links to London 50 mins, 40 mins to the coast and the Chunnel and only 20 minutes from Brands Hatch . Set on the edge of beautiful countryside opposite a Mill Pond close to the Pilgrims Way and hillside vineyards . Great local pubs and restaurants within 400 metres and Maidstone town and all its amenities is also a short walk away a long the scenic River Medway
FamilyValueNearby
4.95 out of 5 average rating, 57 reviews
Adorable 4 bedroom annex with hot tub
Welcome to 'The Annex' a super hidden gem, tucked away in a rural location but only 11 miles to Southend seaside with 'Adventure Island', 8 miles to Leigh-on-sea and only 33 miles from London. Nestled between the A13 and A127. 'The Annex' is the perfect setting for special occasions, birthdays, families, contractors, hens, stags, holidays, treat yourself time. Take time to relax in the bubbly hot tub. It's important to look at 'other details to note' for rules on events and celebrations.
LocationFamilyDecor
4.97 out of 5 average rating, 464 reviews
Luxury 5-BedRm • Hot Tub • Games Room • Sleeps 12
Kent Downs AONB • Newly renovated 5‑bed group house (sleeps 12 + 2 infants) for friends and family get‑togethers, birthdays and wedding weekends. Flexible sleeping arrangements, private year‑round Hot Tub with views, big games room (pool/TT/foosball + 86" TV + sofa‑bed), Kamado Joe BBQ patio, superfast Wi‑Fi (1gb fibre) + Ethernet, luxury hotel‑quality linen & towels, parking for 7 cars + EV charger. Great for midweek offsites. Easy M20/M2/A249 access + Bearsted train station nearby.
FamilyLocationHospitality
4.98 out of 5 average rating, 144 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.
FamilyLocationComfort
4.98 out of 5 average rating, 45 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.
LocationSleep qualityCleanliness
5.0 out of 5 average rating, 5 reviews
Gather&Unwind: Gardens, Woodland & Tennis Cottages
Two charming 3-bedroom cottages with private en-suite bathrooms, set within 2.5 acres of Kentish gardens and woodland. Enjoy a tennis court, children’s play area, walking trails and an in-house ice cream parlour stocked with local Taywell Kentish ice cream. Make your own old-fashioned candyfloss and buttery cinema-style popcorn. Perfect for families, friends and wedding guests. Dog-friendly, with historic Yalding village nearby and London just 45 minutes away by train.
LocationValueCheckout
4.99 out of 5 average rating, 145 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.
FamilyLocationAmenities
4.93 out of 5 average rating, 114 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.
LocationParkingHospitality
5.0 out of 5 average rating, 5 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.
FamilyValueCleanliness
5.0 out of 5 average rating, 97 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.
FamilyLocationParking
4.93 out of 5 average rating, 45 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.
FamilyLocationOutdoor spaces
4.94 out of 5 average rating, 217 reviewsPopular amenities for St. Mary's Island vacation rentals
Stay near St. Mary's Island's top sights
Other great vacation rentals in St. Mary's Island

Your next family & friends country getaway
FamilyValueAmenities
5.0 out of 5 average rating, 19 reviews
Sleeps 4 | Great for Groups | Free Parking | Kent
Indoor spacesComfortHospitality
4.9 out of 5 average rating, 10 reviews
The Back Garden Annex – Welcoming and Witty
FamilyValueOutdoor spaces
4.98 out of 5 average rating, 44 reviews
Family home with stunning kitchen and garden
LocationFamilyAccuracy
5.0 out of 5 average rating, 18 reviews
Chatham Quays - Tranquil Oasis 2 Bed With Parking.
LocationDecorKitchen
4.8 out of 5 average rating, 10 reviews
Home from Home
ValueLocationCheck-in
4.87 out of 5 average rating, 95 reviews
Heronsgate GH016
LocationWalkabilityView
4.6 out of 5 average rating, 15 reviews
A luxury 2 bedroom apartment with 2 free parking
LocationValueView
4.92 out of 5 average rating, 48 reviewsDestinations to explore
- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- St Pancras International
- London Bridge
- The O2
- ExCeL London
- Tower Bridge
- Emirates Stadium
- Clapham Common
- Tottenham Hotspur Stadium
- Victoria Park
- Thorpe Park Resort
- Big Ben
- Buckingham Palace
- Alexandra Palace
- London Eye
- Windsor Castle
- London Stadium
- British Museum
- Barbican Centre
- Regent's Park





