Vacation rentals in Sittingbourne

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Top-rated vacation rentals in Sittingbourne

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

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Top guest favorite
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
5 out of 5 average rating, 491 reviews

Romantic Hideaway & Hot tub in Kent Countryside.

A Unique Garden House in the heart of the Kent Countryside with views across our 3 acre orchard. Included in your stay is your very own private garden, complete with hot tub & summerhouse to relax in. The property also has private parking plus a secret woodland hideaway. Within walking distance is both Sharsted Wood and Doddington Place Gardens which are great for exploring, plus our local pubs - The Black Lion and The Chequers Inn which are perfect for a spot of lunch or a dinner reservation.

Top guest favorite
The entrance to The Annex features a well-defined porch with a welcoming door. Flower pots with red blooms sit on either side of the entrance, while a gravel pathway leads up to the front, framed by greenery from nearby plants.
Home in Leeds
5 out of 5 average rating, 219 reviews

Self-contained luxury annex

The Annex is a completely private part of our house for guests exclusive use, located in the historical Kentish village of Leeds, within walking distance to stunning Leeds Castle. Located 5 minutes from J8 M20. Ideal for Leeds Castle. The Kent show ground. 35 mins drive to Eurotunnel & 50 mins to Dover ferry port. 1 hour to London via train. The Annex has it's own private entrance, rear private patio area, sitting room/ fully equipped kitchenette, downstairs shower room/ large upstairs bedroom.

Top 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 Mark
4.97 out of 5 average rating, 142 reviews

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.

Top guest favorite
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
5 out of 5 average rating, 119 reviews

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.

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
4.94 out of 5 average rating, 266 reviews

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.

Top guest favorite
A spacious bedroom features a large bed with soft, white bedding and yellow accent pillows. A light blue throw is placed at the foot of the bed. A wooden wardrobe and an armchair in bright yellow are present, along with a TV mounted on the wall.
Cottage in Teynham
4.97 out of 5 average rating, 115 reviews

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 the village from London Victoria, (1 hr 6m) Faversham & Sittingbourne are 10 minutes away. We've released dates through to end of June 2026 with cosy 3/5/7 night Autumn/Winter/Spring breaks & offers available.

Top guest favorite
The charming exterior of the cottage features dark wooden siding and a welcoming door. A gravel pathway leads to the entrance, flanked by colorful flower beds. A rustic bench is positioned near the door, offering a pleasant spot to relax among the surrounding greenery.
Cottage in Oare
4.99 out of 5 average rating, 421 reviews

Twitchers Cottage Oare - Nature on your doorstep

Twitchers Cottage at Broomfield Barn is a beautifully presented converted in 2020, one bedroom cottage. Located on the edge of Oare marshes that is an important wetland reserve with a range of bird species. This area is popular with bird watches, walkers, wildlife photographers and cyclists or anyone who wants a relaxing break away surrounded by open countryside. There is plenty to do throughout the year wether you want coast, town or countryside it’s all in easy reach for your enjoyment.

Top guest favorite
Shepherd’s hut in Doddington
4.91 out of 5 average rating, 112 reviews

Elegant Cosy Winter Hideaway (The Stanhope)

Extremely private hut set within 15 acres of wilderness to relax in the remotest part of Kent with direct access into the beautiful valley. Most guests visit us to shut the world out. However, we are also spoilt for things to do locally and have some terrific pubs/ restaurants. “We loved hearing the owl sending us to sleep” “this was without doubt the best place I've ever stayed! It was private, clean, warm, cosy..for the price paid it was a complete bargain" - Nicole, November 2024

Top 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
4.94 out of 5 average rating, 218 reviews

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.

Guest favorite
The exterior of the annex is presented, featuring a white picket fence and a gravel area. A vintage lamppost stands near the entrance, complemented by two outdoor chairs positioned on the patio. The structure showcases a pitched roof, rustic siding, and several windows, providing ample natural light.
Cottage in Boughton Monchelsea
4.9 out of 5 average rating, 841 reviews

The Oast Cottage: Private Annex with own entrance.

We are pleased to offer our refurbished annex with double bedroom, private bathroom, own front door and a private field for dogs. Oast Cottage is a converted stables attached to the main Oast House. The Oast is set in a conservation area of Boughton Monchelsea which consists of converted farm buildings, listed houses and a 16th Century pub (directly opposite). The area boasts many places to visit (including Leeds Castle), countryside walks, as well as numerous pubs.

Top guest favorite
A modern kitchen features sleek cabinetry and a spacious dining table surrounded by several chairs. Essential appliances, including a stove and kettle, are present. Natural light enters through a window, illuminating the countertops adorned with flowers and kitchen items.
Cottage in Borden
4.96 out of 5 average rating, 295 reviews

Cosy 3 bedroom cottage in the heart of Kent

Shillinghurst Cottage is the perfect getaway for a relaxing break for friends, couples or a family break. It is cosy, comfortable yet modern and comes with everything you would expect to make it the ideal home away from home. Set in the heart of the beautiful village of Borden, it will suit individuals who like country walks, relaxing in a peaceful surrounding or exploring the many towns and cities nearby.

Top guest favorite
An airy bedroom features a spacious bed dressed in white linens, complemented by a decorative throw. A skylight allows natural light to enhance the space. A small wooden desk and a vintage chair are present, alongside a dresser and a potted plant, creating a serene atmosphere.
Home in Kent
4.99 out of 5 average rating, 119 reviews

The Pottery Studio, stylish art-filled light space

Spend an extremely comfortable night in the self-contained accommodation in the studio. Once a stable and subsequently the old pottery, the accommodation has now been completely renovated to provide a peaceful and luxurious bedroom with beautiful super-king bed and ensuite bathroom with a roll-top bath. Downstairs, a wood-burning stove is a cosy addition to the open-plan kitchen, dining and sitting room.

Popular amenities for Sittingbourne vacation rentals

When is the best time to visit Sittingbourne?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$33,243 GYDG$26,761 GYDG$30,734 GYDG$36,170 GYDG$39,097 GYDG$31,779 GYDG$32,615 GYDG$28,852 GYDG$27,180 GYDG$33,870 GYDG$32,406 GYDG$28,643 GYD
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Frequently Asked Questions

  • Are there house rentals with a dedicated workspace in Sittingbourne?

    Yes! Work meets play with ease at over 20 house rentals in Sittingbourne featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Where should I stay in Sittingbourne?

    Make yourself at home in Sittingbourne by choosing from our most frequently booked neighborhoods. We have over 70 vacation rentals in Borden, over 210 vacation rentals in Sittingbourne, and over 140 vacation rentals in Bobbing.

  • Are there pet-friendly house rentals in Sittingbourne?

    Four-legged friends are welcome in Sittingbourne. Choose from more than 10 house rentals for guests traveling with pets.

  • Do house rentals in Sittingbourne have a kitchen?

    Absolutely! We offer over 40 house rentals with a kitchen in Sittingbourne. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Sittingbourne have free parking?

    Absolutely! We offer over 30 house rentals with free parking in Sittingbourne. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in apartment rentals in Sittingbourne?

    Experience the best of Sittingbourne with our apartment rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Sittingbourne have wifi?

    Absolutely! We offer over 40 house rentals with wifi in Sittingbourne. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Sittingbourne?

    Sittingbourne has more than 30 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Quick stats about vacation rentals in Sittingbourne

  • Total vacation rentals

    Explore 80 vacation rentals in Sittingbourne

  • Nightly prices starting at

    Sittingbourne vacation rentals start at G$6,272 GYD per night before taxes and fees

  • Verified guest reviews

    Over 920 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    70 of Sittingbourne vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Sittingbourne rentals

  • 4.8 Average rating

    Sittingbourne stays are highly rated by guests—averaging 4.8 out of 5!

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