Compare Vacation Rentals & Airbnb in Isle of Sheppey

127 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • priceline
  • tripadvisor
  • tripcom
  • sonder
  • homestay
  • hostelworld
  • hotelscom
  • agoda
Isle of Sheppey vacation rentals
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

127 Rentals and Airbnb in Isle of Sheppey

Best family friendly Isle of Sheppey vacation rentals

Among the 127 accommodations in Isle of Sheppey, here are the 4 best family friendly rentals

House In Medway - Isle of Sheppey
8.2 25 reviews
Isle of Sheppey
10/07 – 12/07
$300/nighttotal: $600 (2 )

House In Medway

3 2
apartment , Gillingham
This apartment is located in Gillingham, just a short distance from both Historic Chatham Dockyard and Chatham Train Station. It has received very good ratings for its location, cleanliness, and overall experience.
The apartment is spacious, with three bedrooms, a living room, and a fully equipped kitchen, spanning 67 square meters and comfortably accommodating up to 6 guests. It also offers a range of amenities, including a private terrace and garden, free Wi-Fi, parking, and a modern kitchen with a fridge and microwave.
Beautiful 2 Bedroom Seaside Retreat Great Location - Isle of Sheppey
10 36 reviews
Isle of Sheppey
10/07 – 12/07
$221/nighttotal: $442 (2 )

Beautiful 2 Bedroom Seaside Retreat Great Location

1 2
apartment , Leysdown
This two-bedroom caravan is situated just a 5-minute walk from the beach, shops, and all the park activities in a quiet area of Leysdown-on-Sea. It has excellent user, location, and cleanliness ratings, making it a great choice for families looking for a comfortable and convenient stay.
The caravan has a fully equipped kitchen, a separate toilet off the master bedroom, and can accommodate up to 6 guests. It also features free Wi-Fi, Netflix, Disney+ channels, a private parking bay, an outdoor table and chairs, and a swimming pool and garden within the park.
Stylish & Spacious City Centre 3-bedroom Townhouse - Sleeps 6 - Isle of Sheppey
9.1 54 reviews
Isle of Sheppey
02/01 – 01/03
$279/nighttotal: $16182 (58 )

Stylish & Spacious City Centre 3-bedroom Townhouse - Sleeps 6

3 2
house , Canterbury
This stylish three-bedroom townhouse is centrally located in Canterbury, a 0.6 km walk from Canterbury East station and 1.2 km from Canterbury West station, near Canterbury Cathedral.
The 86 square metre property offers two bathrooms, sleeps up to 11 guests, includes free Wi-Fi, and boasts a private walled courtyard.
Spacious 3-bedroom Home, Free Parking And Garden! - Isle of Sheppey
Isle of Sheppey
09/08 – 14/08
$714/nighttotal: $3570 (5 )

Spacious 3-bedroom Home, Free Parking And Garden!

3 8
apartment , Murston
This Murston holiday home is situated approximately 2.4km from the Sittingbourne Historical Museum and 3.2km from the Sittingbourne & Kemsley Light Railway.
The three-bedroom property sleeps nine guests and offers self-catering facilities including a fully equipped kitchen with dishwasher and microwave, Wi-Fi, a Smart TV, in-unit laundry, and on-site parking.

Best Isle of Sheppey vacation rentals with a pool

Among the 127 accommodations in Isle of Sheppey, here are the 4 best rentals with a pool

Seaview Clifftop Caravan - Isle of Sheppey
10 13 reviews
Isle of Sheppey
17/08 – 21/08
$357/nighttotal: $1428 (4 )

Seaview Clifftop Caravan

1 5
cabin , Minster on Sea
This charming holiday home is located on a clifftop in Minster on Sea, offering stunning sea views and easy access to two beautiful beaches within a 5km radius. The property has received excellent user, location and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The cabin has three bedrooms and one bathroom, comfortably accommodating up to six guests. Enjoy access to on-site amenities including a swimming pool, a clubhouse, a shop, and a basketball court, perfect for a family getaway.
Seaview Holiday Rentals - Arizona Pet Friendly - Isle of Sheppey
Isle of Sheppey
13/07 – 17/07
$293/nighttotal: $1172 (4 )

Seaview Holiday Rentals - Arizona Pet Friendly

3 2
house , Chestfield
This Chestfield holiday home is situated 2.4 kilometres from Herne Bay Beach, 12.1 kilometres from Canterbury West Train Station and Canterbury Cathedral, and 9.5 kilometres from the University of Kent.
This 40 square metre holiday home accommodates up to 11 guests with three bedrooms, two bathrooms, a fully equipped kitchen, a living room with a fireplace, a garden, a swimming pool, a terrace, a bar, a restaurant, a tennis court, and parking, offering free WiFi throughout.
Well Equipped Beach Caravan - Isle of Sheppey
8.6 16 reviews
Isle of Sheppey
10/07 – 12/07
$262/nighttotal: $524 (2 )

Well Equipped Beach Caravan

2 2
apartment , Leysdown-on-Sea
This Leysdown-on-Sea holiday flat, a seven-minute walk from the beach, is situated approximately 38-43km from Chatham Historic Dockyard, Rochester Castle, and Chatham railway station.
The two-bedroom self-catering apartment sleeps seven, boasts a private swimming pool, free Wi-Fi, and free parking, offering comfortable accommodation for families near Leysdown Beach.
Seaview Holiday Rentals - Etchingham - Isle of Sheppey
Isle of Sheppey
14/09 – 18/09
$263/nighttotal: $1052 (4 )

Seaview Holiday Rentals - Etchingham

2 2
house , Chestfield
Seaview Holiday Rentals - Etchingham, a holiday home in Chestfield, is situated 2.25 kilometres from Herne Bay Beach and 9 kilometres from the University of Kent.
This 46 square metre holiday home offers 2 bedrooms, 1 bathroom, and accommodates up to 10 guests, featuring a kitchen with a fridge and microwave oven, a swimming pool, terrace, restaurant, bar, and tennis court, with free WiFi and parking available.

Frequently Asked Questions about vacation rentals in Isle of Sheppey

  • What are the must-see sights on the Isle of Sheppey, United Kingdom?

    Sheppey's got some great spots! The Eastchurch Manor House and its fascinating history are a must-see. You should also check out the ruins of Sheerness Dockyard, a reminder of the island's maritime past. For beautiful views, head to Warden Bay, a stunning stretch of beach.
  • What are the best Airbnb and vacation rentals in Isle of Sheppey?

    Hogwarts Bed And Continental Breakfast, Truly Kentish Holiday Lets and Tonge Barn are the most popular Airbnb and vacation rentals in Isle of Sheppey among travelers.

  • Are there unique natural phenomena on the Isle of Sheppey, United Kingdom?

    The Isle of Sheppey is known for its varied coastline, with stunning beaches like Warden Bay and Harty Ferry. The intertidal mudflats are also significant, supporting a rich ecosystem and offering opportunities for birdwatching. The chalk cliffs at Eastchurch provide dramatic views.
  • What are the most popular Airbnbs in Isle of Sheppey?

    Among the Airbnbs in Isle of Sheppey, Contemporary 2 Bed-minster - Sheppey, Georgian House - Ten Minutes From The Beach and Self Contained Annex To Rent are the most popular ones.

  • What essentials should you bring along for a trip to the Isle of Sheppey, United Kingdom?

    Pack comfortable walking shoes, as there's plenty to explore on foot. Don't forget sunscreen and a hat, especially during the summer months. A raincoat is also a good idea, as the weather can be unpredictable. And of course, a camera to capture those amazing views!
  • What are the best vacation rentals with a pool in Isle of Sheppey?

  • What famous events or festivals are happening on the Isle of Sheppey, United Kingdom?

    Sheppey doesn't have large-scale, internationally famous festivals. However, local events are often advertised through the local council and community websites. Check those closer to your travel dates for smaller, local events.
  • What are the best rentals for families and kids in Isle of Sheppey?

  • What is the average daily budget you should plan for (accommodation, food, transportation, activities) on the Isle of Sheppey, United Kingdom?

    A daily budget of approximately £80-£150 per person should cover accommodation (considering a range from budget-friendly guesthouses to mid-range hotels), meals at local pubs and cafes, bus travel, and entry fees to attractions. This is just an estimate, and your actual spending may vary.
  • What are the best rentals or Airbnbs with a jacuzzi in Isle of Sheppey?

  • Where can you find the best restaurants serving local dishes on the Isle of Sheppey, United Kingdom, and what are the must-try specialties?

    The island has various pubs and cafes offering traditional British fare. Many serve fresh seafood, given Sheppey's coastal location. Specific restaurant names change frequently, so checking local listings closer to your visit is recommended. Look for places emphasizing locally sourced ingredients.
  • What are some less-famous attractions on the Isle of Sheppey, United Kingdom that are worth the visit?

    The Sheerness Eastchurch Heritage Museum offers a more intimate look at the island's history. A walk along the seawall provides lovely views and a chance to spot wildlife. Exploring the smaller villages like Minster-on-Sea can reveal charming hidden corners.
  • What are the best activities for engaging with locals and understanding their culture on the Isle of Sheppey, United Kingdom?

    Visiting local pubs is a great way to interact with residents. Attending any local events or markets will also offer opportunities to meet people. Simply striking up conversations with people you meet during your travels is also a good approach. Sheppey's a friendly place!
  • What unique natural landscapes and terrain features can travelers explore on the Isle of Sheppey, United Kingdom?

    The island's diverse landscape includes expansive beaches, intertidal mudflats, and chalk cliffs. The varied coastline offers opportunities for walking, birdwatching, and exploring the unique ecosystems found in these different habitats. The contrast between the open sea and the quieter inland areas is striking.
  • How many days are ideal for visiting the Isle of Sheppey, United Kingdom, and what are some itinerary suggestions?

    Two to three days is a good amount of time to explore Sheppey at a relaxed pace. A possible itinerary could include exploring the beaches on day one, visiting historical sites like Eastchurch Manor House on day two, and enjoying a leisurely walk along the seawall or exploring a village on day three. This is flexible, of course.
  • How is the weather on the Isle of Sheppey, United Kingdom in high season?

    High season (summer) typically brings warm temperatures, often reaching the low 20s Celsius (high 60s to low 70s Fahrenheit). However, it's always wise to pack layers as the weather can be unpredictable, with occasional showers. Expect sunshine and pleasant temperatures, but be prepared for some cooler days and possible rain.

Nearby regions

Best Isle of Sheppey vacation rentals with a balcony

Pet-friendly & Accessible, Seaviews - Isle of Sheppey
10 1 review
Isle of Sheppey
18/10 – 28/10
$933/nighttotal: $9330 (10 )

Pet-friendly & Accessible, Seaviews

4 3
apartment , Minster on Sea
This family-friendly house in Sheerness, Kent, is situated less than 5km from Minster Gatehouse Museum and Barton's Point Country Park, offering easy access to local history and nature.
Sleeping eight guests, the property boasts four bedrooms, two bathrooms, a fully equipped kitchen with dishwasher, a patio, and a Smart TV; limited housekeeping is available.
Tudor Style Seafront Home Sea Views Shoebury - Pass The Keys - Isle of Sheppey
9.5 2 reviews
Isle of Sheppey
18/10 – 28/10
$403/nighttotal: $4030 (10 )

Tudor Style Seafront Home Sea Views Shoebury - Pass The Keys

1 3
house , Southend-on-Sea
This Tudor-style seafront residence offers prime accommodation in Shoeburyness, situated a 6-minute walk from Shoeburyness Beach and 3.2 kilometers from Adventure Island.
This spacious property, covering 186 square meters, accommodates up to 12 guests with three bathrooms, a well-equipped kitchen featuring a dishwasher, microwave oven, and fridge, and includes free on-site parking and Wi-Fi.
Whitstable Vacation - Alberta Holiday Park - Isle of Sheppey
Isle of Sheppey
17/08 – 21/08
$287/nighttotal: $1148 (4 )

Whitstable Vacation - Alberta Holiday Park

2 5
apartment , Whitstable
This Whitstable flat offers lakeside views and is a mere 200 meters from the beach, with Canterbury Cathedral and Whitstable Castle and Gardens also within easy reach.
Sleeping up to six guests, this four-bedroom property features air conditioning in the front room and master bedroom, a fully equipped kitchen, and onsite amenities including a pub, heated outdoor pool, and play park, making it ideal for families and pet owners.
Bridgefield Court - Isle of Sheppey
9.5 2 reviews
Isle of Sheppey
14/09 – 18/09
$284/nighttotal: $1136 (4 )

Bridgefield Court

2 2
house , Whitstable
This ground-floor apartment in Whitstable, Kent, is located on Bridgefield Road, a short walk (less than 1 km) from Whitstable beach and the town centre.
The two-bedroom self-catering property offers a modern kitchen with integrated appliances, a private enclosed garden with BBQ, private parking, and sleeps up to a family.

Best Isle of Sheppey vacation rentals with parking

Modern 2 Bed 2 Bath House In Sittingbourne By Splendid Stays - Isle of Sheppey
8.5 74 reviews
Isle of Sheppey
18/10 – 28/10
$217/nighttotal: $2170 (10 )

Modern 2 Bed 2 Bath House In Sittingbourne By Splendid Stays

2 3
house , Kent
This charming house in Kent is conveniently located just 10 miles from Leeds Castle, 14 miles from Historic Chatham Dockyard, and 15 miles from Chatham Train Station, offering easy access to popular attractions. Guests have consistently rated the property excellent for its cleanliness, location, and overall experience.
The two-bedroom, two-bathroom property spans 30 square meters and provides a comfortable and well-equipped space for a family or group of friends. Enjoy the convenience of a fully equipped kitchen with a dishwasher, washing machine, and free Wi-Fi, as well as a garden and parking for your convenience.
Beachy Vibes And Chill Times 2 Bed Chalet In Leysdown - Isle of Sheppey
9.2 8 reviews
Isle of Sheppey
18/10 – 28/10
$130/nighttotal: $1300 (10 )

Beachy Vibes And Chill Times 2 Bed Chalet In Leysdown

2 3
chalet , Leysdown-on-Sea
This two-bedroom holiday home in Leysdown-on-Sea offers direct beach access and is situated approximately 37 kilometres from Historic Chatham Dockyard and 39 kilometres from Chatham railway station.
Sleeping up to 11 guests, the self-catering chalet includes a fully equipped kitchen, free Wi-Fi, private parking, and a terrace; nearby attractions include Leeds Castle (39km) and Rochester Castle (43km).
Jesticos,superlative, 1 Foc Parking - Isle of Sheppey
9.2 85 reviews
Isle of Sheppey
02/01 – 01/03
$198/nighttotal: $11484 (58 )

Jesticos,superlative, 1 Foc Parking

2 2
house , Canterbury
This Canterbury house is located in the city centre, just 0.8 kilometres from Canterbury East Train Station and 1 kilometre from Canterbury West Train Station, making it easy to explore the city and surrounding areas. Guests have consistently rated the property excellent for its location, cleanliness, and overall experience.
The home offers 2 bedrooms and 1 bathroom over 53 square metres, comfortably accommodating up to 6 guests. It includes a fully equipped kitchen, a washing machine, private parking, and a private entrance, making it a great choice for families or groups of friends.
The Old Printworks, With Parking And Patio Garden - Isle of Sheppey
9.5 88 reviews
Isle of Sheppey
02/01 – 01/03
$238/nighttotal: $13804 (58 )

The Old Printworks, With Parking And Patio Garden

3 2
house , Whitstable
The Old Printworks is a 14-minute walk from Whitstable beach, putting you in easy reach of the town centre and the beautiful coastline. The property has received excellent ratings for location, cleanliness, and user experience.
The house has 3 bedrooms, 1 bathroom, and is 100 square meters in size. It offers a patio garden, free private parking, a fully equipped kitchen, a washing machine, and a flat-screen TV, making it a comfortable and convenient base for exploring the area.
©2026 cozycozy.com