Vacation rentals in Upchurch

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Top-rated vacation rentals in Upchurch

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

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Guest favorite

The modern countryside house features a striking angular design with large glass panels reflecting the sky. A spacious lawn surrounds the property, complemented by a patio and outdoor seating area. Lush greenery provides a natural border, enhancing the tranquil outdoor setting.

Barn in Sutton Valence

The Barnyard

Kick back and relax in this calm and stylish architecturally designed countryside home. Recently built, with the focus on creating a high end holiday home which has been equipped to a very high standard. Situated in the heart of the wine producing area of the Kent countryside, with many local pubs and restaurants only a gentle stroll away. The beautiful contemporary design, with vaulted ceilings and polished concrete floors serve to provide a relaxing and stylish vacation for up to six guests.

FamilyValueCondition

4.96 out of 5 average rating, 141 reviews

Guest favorite

A modern dining area features a round table set with plates and flowers, surrounded by four black chairs. A cozy sofa is positioned nearby, with a soft color palette complementing the overall design. Light enters through an opening to the kitchen area.

Home in Rainham

Modern 2 Bed House in Rainham, Kent

Welcome to this modern home from home in Rainham, Kent. Perfect for any stay - leisure, work, visiting family/friends & local attractions. Conveniently situated close to local amenities, 5-minute walk to train station and town centre, restaurants, pubs, bars, shops & much more. Including 2 spacious bedrooms with double & king size bed, new luxury bathroom & open lounge with all Virgin TV channels, fast WiFi, fully equipped modern kitchen, large garden & a private parking space for your stay.

ValueLocationLong stay

4.96 out of 5 average rating, 157 reviews

Top guest favorite

The exterior of the annex is showcased, featuring vertical wooden slats and a glass-paneled door. A small window is visible, allowing natural light into the space. The entrance is set on a paved path, surrounded by greenery and a water storage tank nearby.

Guesthouse in Sittingbourne

Self-contained annex, with off-road parking.

Self-contained annex in Sittingbourne, perfect if you are visiting the area for work or leisure. Everything you need for a comfortable stay in your own completely private place, with driveway parking and fast WiFi. The accommodation comprises a bedroom /lounge /working room, kitchen and bathroom. The annex, especially the bedroom, is very quiet and peaceful. Located conveniently for the motorway and also easy access to the town centre, train station, shops, takeaways, restaurants and pubs.

LocationValueQuiet

4.93 out of 5 average rating, 305 reviews

Superhost

Villa in Stockbury

The3Squirrels Inn 8 bedrooms 10 beds

Welcome to The3Squirrels Inn in Stockbury, Kent! Experience rustic elegance in our historic pub conversion near a main road set on a large plot of land with no neighbours around. With 8 bedrooms, it's perfect for small groups. Relax in our unique and family-friendly private pub area with antique charm. Plus, unwind in our outdoor hot tub under the stars. Book now for a memorable stay filled with character, warmth, and timeless charm! 2 AC/heater units downstairs to control the temperature

ValueLocationAir conditioning

4.87 out of 5 average rating, 102 reviews

Guest favorite

A cozy seating area features plush, neutral-toned sofas adorned with decorative pillows. A rustic wooden coffee table sits at the center, complementing the warm wooden accents on the walls. Soft lighting creates an inviting ambiance in this thoughtfully designed space.

Farm stay in Oad Street

Unique Self contained lodge within stable setting

This unique stylish property is very close to junction 5 on the M2 with easy access to London. Plan your visits to Canterbury Cathedral, Leeds Castle, Whitstable, Rochester Castle and many other tourist attractions with ease from this central location. The Property is two miles from the closest shop and the nearest train station is Sittingbourne. The property is set amongst beautiful paddocks with horses in livery in the adjacent stables. There is ample secure parking and easy access.

ValueFamilyGrill

4.94 out of 5 average rating, 243 reviews

Top guest favorite

Home in Detling

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.

LocationValueNearby

4.98 out of 5 average rating, 144 reviews

Guest favorite

Home in Lower Upnor

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.

LocationFamilyAccuracy

4.98 out of 5 average rating, 45 reviews

Top guest favorite

A private patio area is surrounded by a wooden fence, featuring a circular stone table and chairs under an umbrella. Colorful flower beds with red and purple blooms line the perimeter, providing a vibrant contrast to the gravel path.

Home in Rainham

Cherry Trees

A detached, quiet, self contained, single storey accommodation with views over fields. Free on site parking. Conveniently located only 20 mins walk (1 mile) to Rainham town centre, with many shops, restaurants and pubs. Access via your own coded door into the open-plan lounge, dining and well equipped kitchen area. Smart tv & free WI-FI. Doors to private patio area with seating and BBQ. Two bedrooms (king & twin) each with, bedside cabinets, wardrobe. Ensuite shower, basin & WC.

LocationFamilySleep quality

5.0 out of 5 average rating, 42 reviews

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

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.

LocationFamilyWalkability

4.99 out of 5 average rating, 437 reviews

Top guest favorite

Guesthouse in Medway

The Back Garden Annex – Welcoming and Witty

Welcome to Your Cozy Garden Annex in Twydall! Are you visiting family nearby or setting out to explore Kent, the Garden of England? Our charming self-contained garden annex offers a warm, homely space where you can relax, recharge, and feel right at home. Perfectly located in Twydall, just a five-minute drive from Rainham, Kent train station, you’ll have direct links to central London and Kent’s iconic seaside towns — from Whitstable’s oysters to Margate’s sandy shores.

FamilyLocationPets

4.98 out of 5 average rating, 44 reviews

Top guest favorite

Cottage in Yalding

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.

FamilyLocationGrill

4.99 out of 5 average rating, 145 reviews

Guest favorite

Home in Medway

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.

FamilyValueAccess

4.93 out of 5 average rating, 114 reviews