Isle of Sheppey Vacation Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Browse Select Isle of Sheppey Vacation Homes

Our top choices for Isle of Sheppey vacation homes

The Bird’s Nest – Coastal Retreat & Pet Friendly

The price is CA $182
CA $313 total
includes taxes & fees
Aug 28 - Aug 29
The Bird’s Nest – Coastal Retreat & Pet Friendly

Seaside Bliss Retreat in heart of isle of sheppy

The price is CA $211
CA $211 total
includes taxes & fees
Sep 16 - Sep 17
Seaside Bliss Retreat in heart of isle of sheppy

The Saddlery: Charming Converted Barn

The price is CA $241
CA $382 total
includes taxes & fees
Aug 28 - Aug 29
The Saddlery: Charming Converted Barn

Seaside Bliss Retreat in heart of Isle of Sheppy

The price is CA $189
CA $189 total
includes taxes & fees
Sep 9 - Sep 10
Seaside Bliss Retreat in heart of Isle of Sheppy

3 bed Cosy Caravan for up to 5

6.0 out of 10, (2)
"Booked many months in advance. Told 3 days before trip that caravan was not available. Was given some story about misplaced booking and then a different story about maintenance work. Presume that they overbook and/or bump people to get higher rates. Avoid."
The price is CA $217
CA $249 total
includes taxes & fees
Aug 25 - Aug 26
3 bed Cosy Caravan for up to 5

Pet-Friendly & Accessible, SeaViews

The price is CA $554
CA $871 total
includes taxes & fees
Sep 18 - Sep 19
Pet-Friendly & Accessible, SeaViews

Perfect Wedding/Event Location With 80-500 Capacity For A Memorable night!

The price is CA $7,465
CA $8,374 total
includes taxes & fees
Aug 24 - Aug 25
Perfect Wedding/Event Location With 80-500 Capacity For A Memorable night!

Countryside Escape in Beautiful Cosy Cottage

The price is CA $253
CA $395 total
includes taxes & fees
Aug 23 - Aug 24
Countryside Escape in Beautiful Cosy Cottage

Converted Granary in SE Kent UK

10.0 out of 10, Exceptional, (63)
"The Granary was a very comfortable place to stay. It had a good atmosphere and was well equipped. And it also offered very comfortable beds - the best we have ever slept in! And last but not least: the owners are very warm, friendly and generous people."
The price is CA $160
CA $247 total
includes taxes & fees
Sep 2 - Sep 3
Converted Granary in SE Kent UK

Bright ensuite Private Room in 2BR Apt – Singles, couples, families allowed

The price is CA $119
CA $173 total
includes taxes & fees
Sep 2 - Sep 3
Bright ensuite Private Room in 2BR Apt – Singles, couples, families allowed

Experience boutique comfort above The Powell pub in Birchington. Stylish en-suite rooms, luxury touches, and a vibrant pub below—perfect for business, couples, or families. Book your coastal escape today!

The price is CA $182
CA $182 total
includes taxes & fees
Sep 10 - Sep 11
Experience boutique comfort above The Powell pub in Birchington. Stylish en-suite rooms, luxury touches, and a vibrant pub below—perfect for business, couples, or families. Book your coastal escape today!

Spacious & Stylish 2 Storey, 3 Bed Apartment

The price is CA $185
CA $312 total
includes taxes & fees
Sep 4 - Sep 5
Spacious & Stylish 2 Storey, 3 Bed Apartment

BridgeCity Upper Road Gem

8.0 out of 10, Very good, (1)
"Easy to find. Has two parking spaces at the front of the property. Had everything we needed, but could’ve done with an extra duvet as the one on the double bed was too thin. And temperatures dropped so was a bit chilly "
The price is CA $206
CA $627 total
includes taxes & fees
Aug 22 - Aug 23
BridgeCity Upper Road Gem

Charming 3Bed Whole House in Strood Rochester Kent

7.0 out of 10, Good, (2)
"Averge good 👍. Keep up.. Make sure all the amenities listed available could earn more star."
The price is CA $243
CA $321 total
includes taxes & fees
Aug 24 - Aug 25
Charming 3Bed Whole House in Strood Rochester Kent

NEW! Central Studio w/ Sofa Bed & Pet-Friendly

NEW! Central Studio w/ Sofa Bed & Pet-Friendly

3-Bed House Near Lakeside Mall | Free Parking

9.2 out of 10, Wonderful, (5)
"Stayed with a couple friends and it was a lovely time. Very spacious living room and welcoming area. Fantastic for a getaway."
The price is CA $252
CA $353 total
includes taxes & fees
Aug 28 - Aug 29
3-Bed House Near Lakeside Mall | Free Parking

Bright 2-Bed House with Dining Room, 2 Lounges & Private Garden

The price is CA $224
CA $357 total
includes taxes & fees
Sep 18 - Sep 19
Bright 2-Bed House with Dining Room, 2 Lounges & Private Garden

Elegant 3-Bedroom Home, free parking and garden!

The price is CA $211
CA $413 total
includes taxes & fees
Aug 26 - Aug 27
Elegant 3-Bedroom Home, free parking and garden!

Gravesend Guest Retreat

The price is CA $149
CA $194 total
includes taxes & fees
Aug 24 - Aug 25
Gravesend Guest Retreat

Enchanting Elegance on 6 Acres: Riverview Manor Wedding Venue

The price is CA $6,533
CA $7,969 total
includes taxes & fees
Aug 24 - Aug 25
Enchanting Elegance on 6 Acres: Riverview Manor Wedding Venue
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Isle of Sheppey Hotel Reviews