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Holiday houses in Sittingbourne

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Quick stats about holiday rentals in Sittingbourne

  • Total holiday rentals

    Explore 90 holiday rentals in Sittingbourne

  • Nightly prices starting at

    Sittingbourne holiday rentals start at $68 NZD per night before taxes and fees

  • Verified guest reviews

    Over 1,030 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    90 of Sittingbourne holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Sittingbourne rentals

  • 4.7 Average rating

    Sittingbourne stays receive an average rating of 4.7 out of 5 from guests

Top-rated holiday rentals in Sittingbourne

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

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Top Guest favourite
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

LocationValueQuiet

4.98 out of 5 average rating, 134 reviews
Top Guest favourite
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.

FamilyLocationCheckout

4.96 out of 5 average rating, 108 reviews
Top Guest favourite
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.

ValueFamilyCondition

4.93 out of 5 average rating, 305 reviews
Guest favourite
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.

LocationValueNearby

4.96 out of 5 average rating, 157 reviews
Superhost
Home in Kent

2 Bed Home | Central location | Kent | Contractors

Fully equipped 2 bedroom home ideal for contractors, long-term stays, professionals commuting to London or those relocating to Kent. Key Features: - Laundry facilities - Parking for 2 vehicles + EV charging - Bicycle Storage - Trains to London St Pancras International = 50mins. Local Area -Sittingbourne Railway Station - 10 mins walk - Sainsbury's Superstore - 10 mins walk - Sittingbourne Town Centre - 10 mins walk - Sittingbourne Retail Park - 10 mins walk - Leeds Castle - 35 mins drive

FamilyLocationAccuracy

5.0 out of 5 average rating, 6 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

ValueLocationAccess

4.87 out of 5 average rating, 102 reviews
Guest favourite
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.

ValueLocationPool

4.94 out of 5 average rating, 244 reviews
Top Guest favourite
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.

FamilyLocationGetting around

4.98 out of 5 average rating, 144 reviews
Top Guest favourite
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.

LocationFamilyOutdoor spaces

4.96 out of 5 average rating, 239 reviews
Guest favourite
A view of the two-bedroom annex known as The Little House, surrounded by a grassy area. The structure features a mix of wood and white siding, with a sunny blue sky overhead. Nearby, a parking area is visible, along with a spacious driveway.
Home in Lynsted

Cosy Countryside Annex

Cosy countryside annex in rural Kent, perfect for a peaceful getaway or a convenient stopover. Located on the driveway opposite our home, The Little House offers its own living space in a peaceful countryside setting. Base price is for one guest; additional guests are welcome for a small nightly supplement NOTICE: A neighbouring farm is currently carrying out building works. There may be some noise during normal working hours (Mon–Fri, but evenings and weekends are generally quiet.

LocationFamilyAccuracy

4.88 out of 5 average rating, 213 reviews
Superhost
A two-story brick house is shown, featuring two entrances, each adorned with a small awning. Windows with white curtains are visible, allowing natural light. Two green bins are placed outside the doors, and a parked car is seen on the street.
Home in Kent

Modern house - 2 beds, 2 bathrooms, parking, Wi-Fi

A comfortable, modern end-of-terrace house with 2 bedrooms, 2 bathrooms, off road parking and superfast Wi-Fi. Convenient location within 10 minutes walk of the town centre and station. One double bedroom with en-suite shower/wc, 1 single bedroom, main bathroom, lounge/diner, kitchen, downstairs wc. Small rear patio area with table and chairs and an allocated space in the private car park. We are happy to accept well behaved pets at this property for a fee of £5 per pet per night.

FamilyLocationWi-Fi

4.87 out of 5 average rating, 15 reviews
Guest favourite
Home in Kent

Beautiful and Spacious House in Sittingbourne.

Spacious, modern, and thoughtfully designed, this is one of the largest and most comfortable homes you can find in Sittingbourne. Just minutes from the train station, it’s ideal for commuters, families, or longer stays. Enjoy generous living areas and larger than usual outdoor space, fast Wi-Fi, a fully equipped kitchen, and a calm, private estate setting. Whether you’re working, relaxing, or exploring Kent, this home offers space, convenience, and comfort in one place.

FamilyLocationBathroom

4.95 out of 5 average rating, 38 reviews

Popular amenities for Sittingbourne holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Other great holiday rentals in Sittingbourne

Guest favourite
Home in Borough of Swale

Mon - Fri | Offers | Book Today | Contractors |

FamilyLocationHospitality

5.0 out of 5 average rating, 8 reviews
Guest favourite
Home in Conyer

Luxury Marsh View Retreat | Sleeps 10 | Parking

LocationFamilyDecor

5.0 out of 5 average rating, 12 reviews
Top Guest favourite
Barn in Teynham

The Bishop's Den

LocationFamilyParking

4.98 out of 5 average rating, 44 reviews
Guest favourite
Farm stay in Friningham

Charming 2BD Country Bungalow on Working Farm

ValueLocationBathroom

4.88 out of 5 average rating, 75 reviews
Superhost
A modern kitchen features sleek cabinetry and marble countertops, offering ample workspace. Natural light filters in through a window above the sink, illuminating the understated decor. Potted plants add a touch of greenery to the countertop, while appliances are neatly integrated for convenience.
Home in Kent

Modern 2 bed 2 Bath House - Close to town center

LocationValueKitchen

4.65 out of 5 average rating, 46 reviews
Guest favourite
A spacious dining area features a large wooden table surrounded by chairs, with a cozy sofa nearby. A modern flat-screen TV and an open fireplace are visible, as well as shelves filled with books. Natural light enters through multiple windows, illuminating the room.
Home in Faversham

The Town House - Faversham, sleeps 8, 4 bedrooms

LocationFamilyAmenities

4.93 out of 5 average rating, 59 reviews
Top Guest favourite
Guesthouse in Medway

The Back Garden Annex – Welcoming and Witty

ValueLocationCheck-in

4.98 out of 5 average rating, 44 reviews
Guest favourite
The exterior of the holiday home showcases a modern structure with large glass windows and a wooden façade. Outdoor seating is arranged around a circular table on a circular stone patio, with a large umbrella providing shade. Lush greenery and an apple orchard are visible in the background.
Holiday home in Milstead

Little Orchard Holiday Rental

LocationFamilyCleanliness

4.98 out of 5 average rating, 90 reviews

When is the best time to visit Sittingbourne?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$205 NZD$226 NZD$226 NZD$232 NZD$227 NZD$248 NZD$265 NZD$234 NZD$221 NZD$275 NZD$263 NZD$232 NZD
Avg. temp5°C5°C7°C10°C13°C16°C18°C18°C15°C12°C8°C6°C

Frequently Asked Questions

  • What are the best places to stay in Sittingbourne?

    Vacation rentals in residential areas around Sittingbourne, as well as in neighborhoods close to parks or local attractions, are often recommended. Consider properties near the town center or quiet suburbs for different experiences.

  • What are the best things to do in Sittingbourne with kids?

    Families often explore Milton Creek Country Park’s trails and playgrounds, or visit museums and activity centers around town. The Sittingbourne and Kemsley Light Railway is a favorite for train rides with children.

  • What are some of the best things to do in Sittingbourne?

    Explore nature at Milton Creek Country Park, trace the area’s history at Sittingbourne Heritage Museum, and discover local art and shops in the town center. Community markets and parks also draw visitors.

  • How is the weather in Sittingbourne?

    Sittingbourne has cool winters around 36–46°F (2–8°C) with periodic rain, and warmer, drier summers near 55–73°F (13–23°C). Light layers and waterproof garments are useful year-round, especially for walks.

  • When is the best time to visit Sittingbourne?

    Late spring and summer are often recommended for milder weather and outdoor activities, as temperatures rise and rainfall lessens. Seasonal fairs and community gatherings are frequent during these months.

  • What are the best places to visit in Sittingbourne?

    Visitors often explore Milton Creek Country Park, the Sittingbourne Heritage Museum, and local nature reserves. The Sittingbourne and Kemsley Light Railway is also a popular attraction, especially for families.

  • What are some hiking trails in Sittingbourne?

    Explore countryside walking paths around Sittingbourne, including routes through Milton Creek Country Park and the local nature reserves. These trails often feature grassy landscapes, water views, and shaded woodlands.

  • What are some family activities we can do in Sittingbourne?

    Enjoy park walks and outdoor play at Milton Creek Country Park, ride the Sittingbourne and Kemsley Light Railway, or visit local museums. Interactive exhibitions and seasonal fairs appeal to families.

  • What are some of the best day trip ideas from Sittingbourne?

    Day trips frequently suggested from Sittingbourne include exploring historic towns, coastal villages, and nature reserves in Kent. Many travelers enjoy visiting castles, wildlife parks, or nearby gardens for a change of pace.

  • Are there any pet friendly accommodations available in Sittingbourne?

    Many vacation rentals in Sittingbourne welcome pets, especially in residential neighborhoods and areas near parks. Look for properties with gardens or open layouts to make stays easier for travelers with animals.

  • What are some local tips for visiting Sittingbourne?

    Locals suggest exploring community markets and planning outdoor activities for milder days. Bringing suitable footwear for countryside walks and checking local event calendars can enhance your visit.

  • What is Sittingbourne known for?

    Sittingbourne is known for its historic ties to brickmaking and paper industries, as well as its market town traditions. The area has green spaces and community events rooted in Kent’s culture.

  • What are the best hidden gems to explore in Sittingbourne?

    Explore the nature reserves around town for quieter countryside walks, and seek out community art spaces or independent shops. Garden centers and small local cafés can add unique experiences to your visit.

  • What are the best foods to try in Sittingbourne?

    Sittingbourne has locally rooted flavors, including Kentish pies, traditional roasts, and sweet treats like fruit crumbles. Local cafés and bakery shops provide pastries and regional specialties.

  • What should I bring for a trip to Sittingbourne?

    Pack waterproof clothing, comfortable shoes for countryside walks, and layers to adjust to changing temperatures. A reusable bag is handy for local markets, and an umbrella can be useful for rainy days.

  • What is the nightlife in Sittingbourne like?

    Sittingbourne has welcoming pubs, cozy bars, and community venues for live music or social gatherings. The town center features laid-back spots where locals enjoy evening food and drinks.

  • What are the most popular events or festivals in Sittingbourne?

    Frequently suggested local events include seasonal fairs, community festivals, and markets held during spring and summer. Music and family-oriented gatherings bring residents together in parks and public spaces.

  • Are there family friendly vacation rentals in Sittingbourne?

    Sittingbourne has a range of family friendly vacation rentals, including options near residential neighborhoods and green spaces. Look for homes with spacious layouts or amenities like gardens that can suit families of different sizes.

Destinations to explore