Family-friendly holiday 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 favourite

Home in Whitstable

4.92 out of 5 average rating, 707 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.

20–27 Jan

$260 NZD per night

Guest favourite

Guest suite in Southend-on-Sea

4.91 out of 5 average rating, 528 reviews

Quiet & Cosy Annex, Garden Outlook

Clean & bright 'Ground Floor Annex'; double room & separate en-suite area, 'The Annex' has a lovely garden outlook & its own entrance. Guests have the privacy of 'The Annex' (Adjoined - Guest Suite) with its own entrance to come-&-go as and when they please. A short distance to Southend Airport & Railway links to London. Explore the area - Southend Seafront, Pier & Town; Garons Festivals & Sports; Southends Events & Theatres . Early 'Check in' on request for Events, Weddings etc Relax & Enjoy !

14–21 Jan

$104 NZD per night

Guest favourite

Guest suite in Canterbury

4.94 out of 5 average rating, 426 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 .

18–25 Oct

$170 NZD per night

Guest favourite

Condo in Canterbury

4.91 out of 5 average rating, 181 reviews

Very CENTRAL, Safe, Modern City Centre Apartment

Modern, secure and well equipped comfortable Apartment in a lovely City Centre neighbourhood. Located inbetween the two rail stations and suitable for Kent and Christ Church Universities. You will be a 2min walk to the cathedral gate. My 'Blue Apartment' has a stylish well proportioned bedroom with a walk-in wardrobe, a good sized well equipped kitchen. A lovely bathroom with bath & shower and a lounge (including a sofa bed that can sleep 2) a dining table for 4 and a Smart Tv for your Netflix!

29 Jan – 5 Feb

$178 NZD per night

Guest favourite

Cottage in Whitstable

4.98 out of 5 average rating, 328 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.

2–9 Apr

$329 NZD per night

Guest favourite

Apartment in Southend-on-Sea

4.89 out of 5 average rating, 136 reviews

SEA VIEW apartment - 3 min walk from Old Leigh

The apartment is perfectly positioned with Old Leigh cockle sheds and pubs a 3-minute walk down the hill and the shops & cafes of Leigh just 3 minutes walk up the hill. The apartment has a splendid view of the estuary from the main living area. There are 2 bedrooms, one of which has a view of the sea too! Being a ground floor flat there is easy access to the shared lawn outside. There is a designated car-parking space. Leigh station is a 15-minute walk away and 55 mins from London Fenchurch st.

26 Jun – 3 Jul

$239 NZD per night

Guest favourite

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.

23–30 Jun

$207 NZD per night

Guest favourite

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

7–14 Oct

$200 NZD per night

Guest favourite

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!

14–21 Jul

$244 NZD per night

Guest favourite

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).

13–20 Mar

$256 NZD per night

Guest favourite

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.

16–23 Nov

$188 NZD per night

Guest favourite

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.

9–16 Aug

$320 NZD per night