Orlestone Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

Our top choices for Orlestone vacation rentals

Private Quiet Cabin, overlooking Paddocks Vineyards and Pine Forest

Private Quiet Cabin, overlooking Paddocks Vineyards and Pine Forest
East Sussex
10.0 out of 10, Exceptional, (11 reviews)
"Fabulous host. Private cabin, lovely log burner, absolutely magnificent bed ! Shower was great, everything you could need, like milk in the fridge, great coffee etc. lovely view in the morning of the horses, donkey and pony in the fields. Look forward to staying there again !"
United Kingdom
Mark
The price is CA $151
CA $199 total
includes taxes & fees
Jun 7 - Jun 8
Private Quiet Cabin, overlooking Paddocks Vineyards and Pine Forest

Extraordinary Huts

Extraordinary Huts
3.0 star property
Rye
9.6 out of 10, Exceptional, (42 reviews)
"Lovely stay at The Hut."
United Kingdom
Nicholas
The price is CA $272
CA $272 total
includes taxes & fees
Jun 15 - Jun 16
Extraordinary Huts

Birch - Flimwell Park Lodges

Birch - Flimwell Park Lodges
Ticehurst
10.0 out of 10, Exceptional, (1 review)
"very good clean room with excellent bathroom"
United States
james t.
The price is CA $168
CA $168 total
includes taxes & fees
Jun 4 - Jun 5
Birch - Flimwell Park Lodges

The Field View 2 by Tiny Away

The Field View 2 by Tiny Away
Egerton
The price is CA $216
CA $281 total
includes taxes & fees
Jun 10 - Jun 11
The Field View 2 by Tiny Away

Pet Friendly Private Cabin Town Eurotunnel Beach

Pet Friendly Private Cabin Town Eurotunnel Beach
3.0 star property
Hythe
8.0 out of 10, Very good, (3 reviews)
"The closeness to the High St. meant it was easy to walk to find something to eat/drink. The host was very helpful."
United Kingdom
David
Pet Friendly Private Cabin Town Eurotunnel Beach

Weeping Willow - 3 bedrooms with decking sleeps 8

Weeping Willow - 3 bedrooms with decking sleeps 8
Camber
The price is CA $134
CA $410 total
includes taxes & fees
Jun 4 - Jun 5
Weeping Willow - 3 bedrooms with decking sleeps 8

Ashland - 2 bedrooms with decking sleeps 4

Ashland - 2 bedrooms with decking sleeps 4
Hastings
The price is CA $179
CA $455 total
includes taxes & fees
Jun 4 - Jun 5
Ashland - 2 bedrooms with decking sleeps 4

90 Bay View

90 Bay View
2.0 star property
New Romney
The price is CA $551
CA $661 total
includes taxes & fees
Jun 7 - Jun 8
90 Bay View

Pinewood Camping Pods - At Port Lympne Reserve

Pinewood Camping Pods - At Port Lympne Reserve
2.0 star property
Hythe
9.4 out of 10, Exceptional, (35 reviews)
"Great location we could see the lions from our room! Only slight downside was the sofa bed was a little on the uncomfortable side, but we had a great time and the staff were great too."
United Kingdom
Steve
The price is CA $300
CA $360 total
includes taxes & fees
Jun 9 - Jun 10
Pinewood Camping Pods - At Port Lympne Reserve

Luxury Shepherds Hut, W/large Garden, Firepit, & Wi-fi @ Cedar Gables Campsite

Luxury Shepherds Hut, W/large Garden, Firepit, & Wi-fi @ Cedar Gables Campsite
Flimwell, Wadhurst
9.4 out of 10, Exceptional, (3 reviews)
"Our trip to the Shepherds Hut was nothing short of idyllic! Our host Jay was so helpful and kind, even going so far as to give us a lift to Tunbridge Wells when our pre-booked taxi didn't show up. The outdoor kitchen was so easy to use, and made an al fresco breakfast very lovely. We took full advantage of the firepit - logs and kindling provided for us - as well as the lovely walks nearby. I would recommend to anyone looking to get away for a bit of peace and beauty!"
United Kingdom
Josi K.
The price is CA $159
CA $189 total
includes taxes & fees
Jun 9 - Jun 10
Luxury Shepherds Hut, W/large Garden, Firepit, & Wi-fi @ Cedar Gables Campsite

Converted Granary in SE Kent UK

Converted Granary in SE Kent UK
Lyminge, nr Folkestone
10.0 out of 10, Exceptional, (65 reviews)
"We had a wonderful four-night stay at The Granary. It was spotlessly clean and had everything we could possibly need. The bed was so comfortable and we slept very well. We enjoyed the peaceful, relaxing location. It was also great to not have to worry about car parking. Thank you Hazel and Robin for being such great hosts."
United Kingdom
Allan R.
The price is CA $184
CA $270 total
includes taxes & fees
Jun 30 - Jul 1
Converted Granary in SE Kent UK

Green Cottages

Green Cottages
3.0 star property
Sittingbourne
10.0 out of 10, Exceptional, (12 reviews)
"A lovely cottage with everything we needed. "
United Kingdom
Nicholas
The price is CA $466
CA $559 total
includes taxes & fees
Jun 4 - Jun 5
Green Cottages

The Cabin - log fire cosy home. Sleeps 4

The Cabin - log fire cosy home. Sleeps 4
Folkestone
10.0 out of 10, Exceptional, (5 reviews)
""Absolutely loved our stay in this cabin It's a quirky, beautifully furnished little space that feels like a home away from home. Exceptionally clean, with everything we needed and thoughtful extras like cake and biscuits . Perfect location near the both town folkstone and dover, The host was incredibly friendly and helpful , Highly recommend for a unique getaway!" "
United States
Rekan H.
The price is CA $171
CA $201 total
includes taxes & fees
Jun 9 - Jun 10
The Cabin - log fire cosy home. Sleeps 4

Grogu's Rest - 2 bedrooms with decking sleeps 6

Grogu's Rest - 2 bedrooms with decking sleeps 6
Winchelsea Beach
8.8 out of 10, Excellent, (8 reviews)
"great stay again"
United Kingdom
lindsay r.
The price is CA $156
CA $432 total
includes taxes & fees
Jun 4 - Jun 5
Grogu's Rest - 2 bedrooms with decking sleeps 6

Rumwold by Bloom Stays - a rural shepherds hut sleeping 2 with amazing views!

Rumwold by Bloom Stays - a rural shepherds hut sleeping 2 with amazing views!
Ashford
9.8 out of 10, Exceptional, (45 reviews)
"We absolutely adored our stay with you! Everything was immaculate and everything was thought of. Thank you and we can't wait to return again!"
United States
Anonymous traveller
The price is CA $379
CA $379 total
includes taxes & fees
Jun 14 - Jun 15
Rumwold by Bloom Stays - a rural shepherds hut sleeping 2 with amazing views!

1-bedroom Apartment Sleeps 4, Parking

1-bedroom Apartment Sleeps 4, Parking
3.0 star property
Hythe
10.0 out of 10, Exceptional, (1 review)
The price is CA $205
CA $246 total
includes taxes & fees
Jun 10 - Jun 11
1-bedroom Apartment Sleeps 4, Parking

Songbirds

Songbirds
2.0 star property
Tenterden
The price is CA $439
CA $526 total
includes taxes & fees
Jun 10 - Jun 11
Songbirds

2 Bedroom Boutique Apartment, close to Le Shuttle & the Port of Dover

2 Bedroom Boutique Apartment, close to Le Shuttle & the Port of Dover
Mersham
The price is CA $261
CA $296 total
includes taxes & fees
Jun 7 - Jun 8
2 Bedroom Boutique Apartment, close to Le Shuttle & the Port of Dover

Amelia Cottage, Battle

Amelia Cottage, Battle
Battle
10.0 out of 10, Exceptional, (1 review)
"Our only negative is the location of the property on a major road... difficult to get out with the traffic. Otherwise this house is a gem and the reviews do it justice - spacious, well appointed, everything you need, great for visiting surrounding areas. Shame we came in winter and couldn't also enjoy the fabulous garden too!"
United States
Rachel S.
The price is CA $792
CA $792 total
includes taxes & fees
Jun 7 - Jun 8
Amelia Cottage, Battle

The Garden Room - a holiday let that sleeps 2 guests in 1 bedroom

The Garden Room - a holiday let that sleeps 2 guests in 1 bedroom
Rye
9.6 out of 10, Exceptional, (5 reviews)
"We had a delightful stay in the Garden Room. So peaceful and spacious. The bi-folding doors to the garden were a perfect touch - along with the comfortable bed and great coffee machine. Highly recommend!"
United States
Anonymous traveller
The price is CA $379
CA $379 total
includes taxes & fees
Jun 5 - Jun 6
The Garden Room - a holiday let that sleeps 2 guests in 1 bedroom
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 Orlestone Hotel Reviews

Find out more about Orlestone

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Orlestone. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Orlestone?

Yes, there are vacation rentals close to the most popular sights in Orlestone, or you can go with a secluded option if you're looking for a relaxing stay.

What are some of the best vacation rentals that Orlestone has to offer?

Converted barn / Oast House with amazing views and EV chargers: Visitors like this Orlestone vacation home rental. It is located in a rural location and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of books.

What can I see and do in Orlestone?

Explore the area and family-friendly sights such as South of England Rare Breeds Centre, or get out into nature at a spot like Hamstreet Woods National Nature Reserve. In the larger area, you’ll find Gusbourne Estate Winery and Ashford Designer Outlet.

What are vacation rentals like in Orlestone?

Vacation rentals are privately owned properties you can book for a couple days or more in Orlestone. Vacation rentals provide amenities like laundry facilities and kitchens so you'll feel right at home. If you're concerned about cleanliness, vacation rentals can offer a sense of safety away from public hotel elevators and busy lobbies while still allowing you to travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for family trips.