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Shepherdswell Vacation Rentals

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Dec 12 - Dec 14

Vacation Rentals in Shepherdswell

Chalet | Private kitchen | Fridge, microwave, oven, stovetop
2 Bed Chalet, St Margaret's at Cliffe, South Coast

2 Bed Chalet, St Margaret's at Cliffe, South Coast

3.0 star property
Dover
10.0 out of 10, Exceptional, (1)
"Perfect!"
United States
Julian
$247 nightly
The price is $247
Dec 8 - Dec 9
Total with taxes and fees
2 Bed Chalet, St Margaret's at Cliffe, South Coast
Interior
Walpole Bay Sea Views

Walpole Bay Sea Views

2.0 star property
Margate
10.0 out of 10, Exceptional, (1)
"One of the best places I've ever stayed, spotless clean, great location and what a view to wake up to. Just amazing"
United Kingdom
Anonymous traveler
Walpole Bay Sea Views
Penthouse, Private Bathroom | Balcony view
The Penthouse

The Penthouse

3.0 star property
The King's Mile
10.0 out of 10, Exceptional, (5)
"Spacious and comfortable with everything you'd expect from a self-catering apartment. Comfortable bed. Fairly quiet street despite its central location."
United Kingdom
Angus
$156 nightly
The price is $187
Dec 16 - Dec 17
Total with taxes and fees
The Penthouse
Deluxe Suite, 2 Bedrooms, Sea View | Beach/ocean view
The Clarendon Hotel

The Clarendon Hotel

4.0 star property
Deal
8.6 out of 10, Excellent, (99)
"Nice, clean hotel with good rooms."
United Kingdom
James
$84 nightly
The price is $101
Dec 8 - Dec 9
Total with taxes and fees
The Clarendon Hotel
View from property
Fishermen's Cottage

Fishermen's Cottage

4.0 star property
Deal
Fishermen's Cottage
Outdoor banquet area
Winterstoke View, Family and dog Friendly Beach Retreat

Winterstoke View, Family and dog Friendly Beach Retreat

5.0 star property
Ramsgate
10.0 out of 10, Exceptional, (1)
"Winterstoke is a HUGE house with 4 massive double bedrooms and a large twin room. This does not feel like a holiday rental, it feels like a home. I have never stayed in a property that is so well appointed, every detail is covered. The quality of the house is really fantastic and incredibly comfortable. The back garden is lovely with a great area for entertaining, unfortunately it was freezing so we could not make use of it. We had a baby with us and the owner (sheila) had EVERYTHING...
United Kingdom
David
$388 nightly
The price is $465
Jan 4 - Jan 5, 2026
Total with taxes and fees
Winterstoke View, Family and dog Friendly Beach Retreat
Standard Room, 1 Queen Bed | Premium bedding, down comforters, Select Comfort beds, blackout drapes
Old Town House by Ezestays

Old Town House by Ezestays

2.5 star property
Margate Old Town
9.8 out of 10, Exceptional, (36)
"Great location and lovely hotel "
United States
Claire Langley
$118 nightly
The price is $142
Dec 25 - Dec 26
Total with taxes and fees
Old Town House by Ezestays
Apartment | Property grounds
Countryside Annex- Sleeps 2, Free Parking & Garden

Countryside Annex- Sleeps 2, Free Parking & Garden

3.0 star property
Canterbury
10.0 out of 10, Exceptional, (5)
"The flat is very clean and well equipped, the hosts are friendly and helpful, and the area is lovely. I would definitely recommend."
United Kingdom
Dan
$134 nightly
The price is $160
Dec 5 - Dec 6
Total with taxes and fees
Countryside Annex- Sleeps 2, Free Parking & Garden
Cottage | Interior
Poppy Cottage

Poppy Cottage

3.5 star property
Deal
10.0 out of 10, Exceptional, (1)
"Very helpful owners with parking "
United Kingdom
Kevin
$429 nightly
The price is $514
Dec 10 - Dec 11
Total with taxes and fees
Poppy Cottage
House | 6 bedrooms, iron/ironing board, travel crib, free WiFi
6 Bedroom City Centre Townhouse

6 Bedroom City Centre Townhouse

3.0 star property
Canterbury
6 Bedroom City Centre Townhouse
Interior entrance
Ramsgate boutique

Ramsgate boutique

2.0 star property
Ramsgate
$297 nightly
The price is $357
Dec 5 - Dec 6
Total with taxes and fees
Ramsgate boutique
Deluxe Room
Aspendos Hotel

Aspendos Hotel

2.0 star property
Sturry
$96 nightly
The price is $116
Dec 5 - Dec 6
Total with taxes and fees
Aspendos Hotel
Luxury Villa, Ensuite, Garden View | Exterior
Cedar House at The Old Fire Station

Cedar House at The Old Fire Station

4.0 star property
Canterbury
9.4 out of 10, Exceptional, (6)
"Great location and high quality premises - very clean and well equipped."
United Kingdom
Anonymous traveler
$154 nightly
The price is $185
Dec 14 - Dec 15
Total with taxes and fees
Cedar House at The Old Fire Station
House, 1 Bedroom, Garden View | Exterior detail
Calm Private Annex Ideal to Work, Rest & Explore

Calm Private Annex Ideal to Work, Rest & Explore

2.0 star property
Ashford
$106 nightly
The price is $127
Dec 9 - Dec 10
Total with taxes and fees
Calm Private Annex Ideal to Work, Rest & Explore
Executive Duplex | Private kitchen | Full-size fridge, microwave, oven, dishwasher
Second Nest Ramsgate

Second Nest Ramsgate

3.5 star property
Ramsgate
8.0 out of 10, Very Good, (1)
Second Nest Ramsgate
Apartment | 1 bedroom
Stunning Chapel Margate Hideaway by Adliv

Stunning Chapel Margate Hideaway by Adliv

2.0 star property
Margate
$483 nightly
The price is $580
Dec 7 - Dec 8
Total with taxes and fees
Stunning Chapel Margate Hideaway by Adliv
House | Private kitchen | Fridge, microwave, oven, stovetop
Modern 3-bed Hideaway Near Westgate With Parking

Modern 3-bed Hideaway Near Westgate With Parking

2.0 star property
Canterbury
10.0 out of 10, Exceptional, (1)
"Very good "
Hong Kong SAR China
Lam
$184 nightly
The price is $221
Dec 7 - Dec 8
Total with taxes and fees
Modern 3-bed Hideaway Near Westgate With Parking
Cottage | Interior
Seashell Cottage

Seashell Cottage

3.0 star property
Deal
10.0 out of 10, Exceptional, (1)
$379 nightly
The price is $455
Dec 7 - Dec 8
Total with taxes and fees
Seashell Cottage
Standard Studio, Private Bathroom | Shared kitchen
Eastcliff Escape Folkestone

Eastcliff Escape Folkestone

2.5 star property
Folkestone
7.8 out of 10, Good, (10)
"nice, clean and short walk harbor"
United States
Rick
$152 nightly
The price is $152
Dec 7 - Dec 8
Total with taxes and fees
Eastcliff Escape Folkestone
Apartment, 2 Bedrooms | Beach
A Stylish Apartment on the Outskirts of Sandwich in Kent

A Stylish Apartment on the Outskirts of Sandwich in Kent

3.5 star property
Sandwich
2.0 out of 10, (1)
"I booked this apartment because the description said it was within walking distance of Sandwich town centre, and the map that was displayed prior to booking indicated it was located off Moat Sole in Sandwich town centre. It was only after I had gone through the booking process for what was a seriously expensive booking, a new address was provided for the property approx 1.6 miles away in Woodnesborough! I have restricted mobility and needed to be closer to the town so I asked if I could cancel....
United Kingdom
Barry
$299 nightly
The price is $358
Dec 7 - Dec 8
Total with taxes and fees
A Stylish Apartment on the Outskirts of Sandwich in Kent
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.
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Top Shepherdswell Hotel Reviews

voco The Clifton Folkestone by IHG

voco The Clifton Folkestone by IHG

10/10 Excellent
"A absolute hidden gem - fabulous boutique hotel. The Marco Pierre restaurant was delicious! "
Louise 1-night trip
Posted 3 days ago
voco The Clifton Folkestone by IHG

Find out more about Shepherdswell

Everything you need to know about Shepherdswell vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Shepherdswell vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Shepherdswell vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Shepherdswell vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Shepherdswell. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Shepherdswell in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $87 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Shepherdswell rentals

At Expedia, we put the best Shepherdswell vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Shepherdswell rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Shepherdswell vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Shepherdswell. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Shepherdswell?

Yes, we offer vacation rentals in Shepherdswell close to East Kent Railway, or you can go with a more remote option if you want a relaxing stay.

What are some of the best vacation rentals in Shepherdswell?

Dover Town Rooms: This vacation home rental near Shepherdswell offers a garden and free WiFi to help you feel comfortable in your new surroundings.

What can I see and do in Shepherdswell?

Explore the area and family-friendly sights such as Wingham Wildlife Park, or get out into nature at a spot like Dover Beach. East Kent Railway and Lydden Hill Race Circuit are a couple of places you'll find in the larger area.

What are vacation rentals like in Shepherdswell?

Vacation rentals are private accommodations you can stay in for a short or long stay in Shepherdswell. Vacation rentals feature extras like kitchens and laundry facilities so you'll have a home away from home. If you're concerned about a clean environment, vacation rentals can offer a sense of privacy away from public hotel elevators and bustling concierge desks while still allowing you to travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for small groups.