Family-friendly holiday rentals in Sittingbourne

4.98 out of 5 average rating, 134 reviews

Cottage in Teynham

Rural Cottage in grounds of Grade II* Farmhouse

Mark & Paul would love to welcome you to our rural 2 bedroom cottage, close to the North Kent coast in the grounds of 14th Century Frognal Farmhouse. The triple glazed cottage provides comfortable accommodation and is just over an hour away from SE London by car, or by train straight into Teynham station from London Victoria, (1 hr 6m). We are 10 mins walk from Teynham railway station. Faversham & Sittingbourne are 10 minutes away. We have released all availabilty through to end of December 2026

4.96 out of 5 average rating, 108 reviews

Home in Faversham

Annexe with Private Courtyard, Short walk to Town

Located in Faversham, enjoy the local area at the house with its own private courtyard and access, a short walk from many great pubs and restaurants in town. Downstairs there is a sofa bed which can pull out to form a small double bed (best suited for kids). Smart television, microwave, electric hob (no oven provided), kettle and fridge in the kitchenette area. Separate shower room with King sized bed upstairs. With your own private courtyard, there is space to relax and enjoy the sunshine.

Guesthouse in Sittingbourne

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.

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.

4.93 out of 5 average rating, 305 reviews

4.96 out of 5 average rating, 157 reviews

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.

4.86 out of 5 average rating, 217 reviews

A miniature donkey is seen in a grassy area, wearing a red harness. The background includes a brick wall partially covered in greenery, with a wooden door visible, adding to the rustic setting.

Cottage in Faversham

Countryside cottage on micro animal farm

Sweet countryside cottage in the grounds of the amazing Huckleberry Woods - micro animal adventures. Next to an ancient orchard & small private woodland. Rural. Meet mini pigs, miniature donkeys, alpacas, sheep, pygmy goats, chickens & turkeys. There will be farmyard noises! Towels & bedding provided. WIFI. Power shower. Piano. 40" TV Central heating (seasonal) Parking for 2 cars. No smoking/vaping on site 5 minutes drive from Faversham medieval market town. Local walks & bird watching.

5.0 out of 5 average rating, 125 reviews

A vibrant garden filled with blooming lavender plants is set against a serene landscape of lush greenery. Rows of fruit trees can be seen in the background, with a clear blue sky enhancing the tranquil scene.

Home in Teynham Street

Separate Studio near Faversham including Breakfast

One bedroom en suite studio with private entrance. Located in quiet country surroundings near fruit orchards. 3 miles from lovely market town of Faversham where there are numerous pubs/restaurants. Close to mainline railway with easy access to Kent coast and central London. 12 miles from historic Canterbury. The property is ideally located for walkers and is situated on Cycle Route no 1. 1 Mile from tranquil Conyer Marina & The Ship Inn 10 miles to the Michelin star restaurant, The Sportsman.

4.99 out of 5 average rating, 196 reviews

A vibrant red front door is framed by an apple tree, which extends towards the side of the dwelling. White weatherboard siding contrasts with the dark brick foundation. Multiple windows allow natural light to fill the structure, creating an inviting entryway.

Cottage in Faversham

A beautiful two bedroom Victorian coach house

A picturesque, newly converted Coach House in the small village of Badlesmere, high on the North Kent Downs. Set amongst rolling hills and wooded valleys, this striking conversion offers delightful accommodation, a south facing patio and use of a tennis court. Close to the market town of Faversham and the historic city of Canterbury, as well as Leeds Castle and fashionable Whitstable, it is an idyllic holiday spot or stopover on route to the continent, perfect for families or a romantic break.

The exterior of a charming two-story cottage features a mix of red brick and light-colored siding. A prominent chimney extends from the roof, while neatly trimmed hedges and colorful flowers line the pathway leading to the entrance, framed by lush greenery in the background.

4.94 out of 5 average rating, 114 reviews

Step back in history and stay in a 14th c home

A 14th Century self contained wing off the main house set in a peaceful location just outside Faversham, Kent. This charming cottage is ideal for anyone wanting to explore Kent. Or if you just want to relax, bring a book or two and relax in front of the woodburner fire. There are bridleways and public footpaths on the doorstep, which are beautiful anytime of the year, being in the heart of the Garden of England. There are many National Trust/ English Heritage attractions in close proximity.

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

4.87 out of 5 average rating, 102 reviews

4.94 out of 5 average rating, 243 reviews

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.

4.98 out of 5 average rating, 144 reviews

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.

4.96 out of 5 average rating, 239 reviews

A single-story cottage is seen with a light grey exterior and a dark roof. Two large windows are featured at the front, allowing natural light inside. Potted plants adorn the entrance, and a gravel driveway provides access to the property. Lush trees are visible in the background.

Home in Lenham

Biggin Farm bungalow

Take a break and unwind in the beautiful kent countryside, but still have great access to road and rail networks. Only half a mile away is the newly opened Wishful Thinker pub and restaurant. 1mile away is the village of Lenham, the picturesque square has 2 public houses, a couple of restaurants and a tea room. Historic and beautiful Leeds castle is only 4 miles away and the city of Canterbury is 23miles. Lenham has rail link to London and Ashford. 4.5 miles to junction M20 junction 8.

Popular amenities for Sittingbourne family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.98 out of 5 average rating, 112 reviews

A private hot tub is positioned outdoors, featuring bubbling water and a light blue hue. The surrounding area includes a clear view of the farmland landscape, with green fields and trees visible in the distance under a bright blue sky.

Farm stay in Charing

Apple Blues Farm

5.0 out of 5 average rating, 553 reviews

A close-up of a wooden tray features two elegant champagne flutes alongside a bottle of Taittinger champagne. Fresh rose petals are scattered on the tray, with a bubbling hot tub visible in the background.

Place to stay in Lynsted

Romantic Hideaway & Hot tub in Kent Countryside.

4.86 out of 5 average rating, 155 reviews

Farm stay in Preston

The Midnight Express; Magical Bus, Hot Tub+ Views!

A charming cottage is nestled within a lush garden, framed by mature trees. Sunlight filters through the branches, casting gentle shadows on the well-maintained grass. A swing hangs from one of the trees, inviting relaxation in a private outdoor space.

4.98 out of 5 average rating, 341 reviews

Plantagenet, A Historic Country Cottage with Pool

4.97 out of 5 average rating, 237 reviews

An aerial view of a unique bubble lodging situated on a grassy area surrounded by trees in bloom. Nearby, a wood-burning hot tub and seating area are visible, offering an inviting outdoor space for relaxation.

Farm stay in Maidstone

Wooded Bubble tent

4.95 out of 5 average rating, 244 reviews

Tiny home in Kent

Peaceful Country Retreat • Pool House & Hot Tub

4.95 out of 5 average rating, 439 reviews

A gently curving path leads through a grassy area surrounded by trees and fruit-bearing plants. Sunlight filters through the branches, casting soft shadows on the lawn. The scene conveys a tranquil outdoor space suitable for relaxation and exploration.

Barn in Rochford

Canewdon home with a view.

Superhost

A spacious hot tub is surrounded by lush greenery and blooming cherry blossom trees. The inviting water is illuminated under the sun, with modern windows reflecting the outdoor scenery. A dining area can be seen in the background, further enhancing the outdoor living space.

4.9 out of 5 average rating, 147 reviews

Daweswood Guest Suite - luxury retreat & hot tub.

Family- and pet-friendly home rentals

4.98 out of 5 average rating, 302 reviews

The cottage exterior features a brick façade with a sloped roof and a prominent chimney. Lush flowering plants, including vibrant purple blooms and greenery, surround the entrance, creating a natural border. Large windows allow sunlight to illuminate the interior space.

Home in Challock

Light filled cottage in a pretty village setting

Superhost

An open living area features a modern gray sofa, sleek cabinetry, and a wall-mounted television. Large windows offer views of the surrounding landscape. The wooden flooring, designed in a herringbone pattern, complements the light wood paneling and cabinetry throughout the space.

Barn in Kent

Oak Lodge @ The Oaks Retreat

4.86 out of 5 average rating, 125 reviews

A heated swimming pool is enclosed within a glass structure, providing a bright and spacious atmosphere. Comfortable seating arrangements are visible nearby, alongside decorative features such as a clock and wall art. The water reflects the surrounding light, enhancing the serene environment.

4.97 out of 5 average rating, 235 reviews

The Cosy Cottage, with heated swimming pool !

4.99 out of 5 average rating, 145 reviews

Cottage in Yalding

Gather&Unwind: Gardens, Woodland & Tennis Cottages

4.96 out of 5 average rating, 141 reviews

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

4.94 out of 5 average rating, 216 reviews

A charming barn conversion is depicted amidst a grassy landscape, with a gravel driveway leading to its entrance. The structure features black wooden siding and a metal roof, surrounded by rows of pear orchards and open farmland under a partly cloudy sky.

Farm stay in Medway

Unique barn conversion with beautiful marsh views

5.0 out of 5 average rating, 129 reviews

A bright living area features a mix of light-colored furnishings and decorative accents. Two sofas are positioned around a wooden coffee table, with soft pillows adding comfort. Natural light filters through the windows, highlighting the wooden floor and cozy atmosphere. A fireplace is visible on one side.

Cottage in Faversham

Country cottage near to Whitstable & Canterbury

A charming cottage façade features a mix of red brick and white siding. The entrance is accented with a pink door, surrounded by greenery and flowering plants. Windows are adorned with white frames, allowing natural light to enhance the inviting exterior.

4.95 out of 5 average rating, 157 reviews

2 bedroom Georgian cottage on Island Wall

Family-friendly home rentals with a pool

4.99 out of 5 average rating, 183 reviews

An indoor pool is showcased, bordered by blue mosaic tiles. A relaxation area is visible at one end, featuring white seating. A circular skylight provides natural light, and a wave mural adorns the wall behind the pool, enhancing the tranquil ambiance.

Home in Kent

Stay and Swim at our home & private indoor pool.

4.97 out of 5 average rating, 177 reviews

Barn in Lympne

Countryside barn conversion with stunning views

4.96 out of 5 average rating, 170 reviews

The indoor heated swimming pool features a clear blue surface and is framed by rustic wooden beams. Large windows allow natural light to fill the space, while loungers line the poolside for relaxation. A safety cover is visible over one end of the pool.

Home in Canterbury

Kent Pool Cottage ~ Private Indoor Heated Pool

4.85 out of 5 average rating, 155 reviews

The exterior of a two-story clapboard house is shown, featuring a distinctive octagonal tower. Light blue siding contrasts with a dark shingled roof. A paved driveway leads to the front entry, flanked by neatly trimmed shrubs and trees, under a clear blue sky.

Home in Kent

The Lighthouse, Kent Coast.

4.96 out of 5 average rating, 366 reviews

An open-plan living area features a large, curved sofa positioned towards a wall-mounted television. Natural light enters through sliding glass doors, which lead to an outdoor space. A modern kitchenette is visible, along with a washing machine, adding functionality to the inviting layout.

Guesthouse in Kent

Kent home with a view

4.96 out of 5 average rating, 311 reviews

The exterior of a charming wooden building features a symmetrical facade with large windows and rustic wooden shutters. Planters with vibrant flowers decorate the entryway, while a brick seating area is paired with wrought iron chairs, inviting relaxation amidst the countryside surroundings.

Home in Horsmonden

The Old Stable

4.89 out of 5 average rating, 203 reviews

Guesthouse in Sellindge

Sycamore Lodge - Two bedroom's & EV car charger.