Family-friendly vacation rentals in Isle of Sheppey

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Isle of Sheppey

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Whitstable

4.92 out of 5 average rating, 708 reviews

Soak up the Cool, Coastal Style at a Harbour Hideaway

Snuggle up in the azure, panelled bedroom at this cosy bolthole after a day at the beach in the sea air. Step through the dusky-pink door, whip up a snack in the snug, chic kitchen, then curl up on the sofa next to the rustic log pile. Featured in Cosmopolitan 2020 “10 of the coolest places to stay in Whitstable” https://www.cosmopolitan.com/uk/entertainment/travel/g33322282/airbnb-whitstable/ And Time Out 2021 “The best Airbnbs in Whitstable” https://www.timeout.com/whitstable/travel/best-airbnbs-in-whitstable-kent This quaint, seaside haven sits directly opposite Whitstable's iconic harbour and beach. The central location is on the doorstep of the town's fashionable restaurants, bars, and boutiques.

Nov 13 – 20

G$31,136 GYD per night

Guest favorite

Guest suite in Canterbury

4.94 out of 5 average rating, 427 reviews

Secluded self-contained annexe facing woods

Located in the countryside yet very close to Canterbury , University & Whitstable. This room is completely private and not overlooked, with its own private patio. Connected to the house but with its own entrance . A great place to unwind but also convenient for all of Canterbury's many attractions. Breakfast is left for you in the kitchen to be prepared by yourself at leisure. The breakfast is as listed; tea or coffee, toast and butter and two types of jam and granola . We allow one good dog .

Mar 2 – 9

G$20,964 GYD per night

Guest favorite

Cottage in Whitstable

4.98 out of 5 average rating, 329 reviews

Dough Cottage, a quiet, stylish stay in Whitstable

Welcome to Dough Cottage, Whitstable. We offer a personal touch; a homely and comfortable space, where you can cook in our modern, fully stocked kitchen, then dine indoors, or venture out to the sunny, enclosed garden. Make use of the charcoal barbecue and comfy sun-trap seating area. In the evening, stay cosy around the smart TV with Netflix, and library of DVDs or listen to music, play board games and have a leisurely look through the varied books and magazines. We welcome well behaved dogs.

Oct 8 – 15

G$36,544 GYD per night

Guest favorite

Cottage in Faversham Kent

4.86 out of 5 average rating, 156 reviews

Unique cottage with micro animal encounters

Sweet countryside cottage in the grounds of the amazing Huckleberry Woods - micro animal adventures. Next to an ancient orchard & small private woodland. Meet mini pigs, miniature donkeys, alpacas, mini sheep, chickens and ducks. There will be farmyard noises! A unique experience for all ages. Towels and bedding provided. WIFI. Power shower. Piano. 40" TV Central heating (seasonal) Parking. No smoking 5 minutes drive from Faversham medieval market town. Walks & bird watching close by.

Dec 31 – Jan 7

G$25,431 GYD per night

Guest favorite

Loft in Kent

4.99 out of 5 average rating, 209 reviews

Filberts detached self-contained rural studio loft

Filberts is a delightful self contained detached studio loft apartment, forming part of Church Cottage smallholding in Newenden, a historic Domesday Book village on the Kent/East Sussex border, with pub and two cafes in 2 - 5 minutes walking distance. Newenden is recognised as one of the 10 prettiest villages in Kent (Kent Life Magazine) and is also the smallest village in Kent. We happily accept babies - a travel cot is usually available. ** 10% discount for 7 or more nights bookings **

Oct 18 – 25

G$21,542 GYD per night

Guest favorite

Cottage in East Sussex

4.99 out of 5 average rating, 243 reviews

Badgers Den - Covehurst Bay Holiday Cottage

Luxury self-catering holiday cottage in the countryside near Hastings. Heated indoor swimming pool, steam room, gym & outdoor hot tub. 2 bedrooms and 2 bathrooms, suitable for up to 4 people. Kitchen, dining & living room is open plan with large Smart TV & free Netflix. 2 bathrooms. Free high speed WiFi throughout. Sunny conservatory, private garden with sun loungers & BBQ. Amazing coastal and countryside walks right from the doorstep.

Jan 24 – 31

G$29,171 GYD per night

Guest favorite

Guesthouse in Woodchurch

4.94 out of 5 average rating, 483 reviews

Converted stable block set in open farmland

Special Offer : During March and April I’m offering an extra night free on a two night booking. Select the day before or the day that you are scheduled to leave. When you make the booking let me know which night you would like to add. Situated in open countryside,quiet location,ideal for walking holiday or reled rest. Generous breakfast ingredient selection is included. Ideal Summer /Winter. Full central heating

Mar 29 – Apr 5

G$23,559 GYD per night

Guest favorite

Barn in Whitstable Kent Home

4.9 out of 5 average rating, 486 reviews

The Stables.

Sitting room leading into double bedroom with en suite shower in a converted stable at the end of a delightful large garden. All Covid 19 cleaning advice followed with no contact with other people. So quiet my guests sleep like logs. Continental breakfast in hamper left outside The Stables each morning at pre agreed time. Outdoor secluded area to eat. Travel cot for one infant. Unique!

Apr 28 – May 5

G$28,210 GYD per night

Guest favorite

Home in Deal

4.99 out of 5 average rating, 230 reviews

Turnstone Cottage, Deal

Turnstone Cottage is our beautiful cottage in the heart of the Deal conservation area. One minute's walk could take you to the beach, a choice of 3 pubs or the award winning Deal High Street. The cottage is full of character. Sit in the little private courtyard on a sunny day, or warm yourself by the wood burning stove on a chilly night.

Sep 27 – Oct 4

G$41,874 GYD per night

Guest favorite

Apartment in Leigh-on-Sea

4.9 out of 5 average rating, 317 reviews

Billet Wharf House

My place is at the heart of Leigh-on-Sea Old Town, with its cockle boats, waterside pubs and restaurants, sea birds and beach. You’ll love my place because of the location, the views, and being at the cosy centre of a lively seaside village. My place is good for couples, solo adventurers, business travellers, and families (with kids).

Oct 14 – 21

G$29,176 GYD per night

Guest favorite

Apartment in Kent

4.96 out of 5 average rating, 185 reviews

Georgian house, ten minutes from the beach.

The apartment takes up the ground floor of this handsome Regency townhouse & opens onto its own walled garden at the back. The five rooms are full of restored historic features & have been decorated appropriately to make the most of their low ceilinged cottage like charm.

Nov 21 – 28

G$21,424 GYD per night

Guest favorite

Cottage in Southend-on-Sea

4.98 out of 5 average rating, 376 reviews

The Stable, 5* Boutique Accomodation, dog friendly

A lovingly restored Victorian stable in the conservation area of Southend on Sea with excellent road and rail links to London. We have total faith that you will leave feeling totally relaxed after staying in one of Southend's most unique properties.

Feb 18 – 25

G$37,771 GYD per night