A historic castle with a moat and a reflection in the water, surrounded by a field of daffodils.

Holiday Homes in Maidstone District

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Maidstone District Accommodation: Most Popular Cities to Stay

Our top choices for Maidstone District holiday homes

1. Shapelesslodge.com

Shapelesslodge.com
Whitstable
9.6 out of 10, Exceptional, (40 reviews)
"Property was as described, made for a nice base for a weekend away in Whitstable. Short walk into town centre / sea but loads of walking paths and trails around too. Sun trap front garden was lovely and a nice touch. "
United Kingdom
Catalina Marie
Shapelesslodge.com

2. Whitstable 3 Bedroom Home

Whitstable 3 Bedroom Home
Whitstable
6.0 out of 10, (1 review)
"The mirror was smeary and the glasses weren’t cleaned properly still had marks on. We didn’t get the caravan we were expecting on the ad. Was meant to have a 3 bedroomed caravan and ended up with 2. Needed it for 3 kids and a mum plus me and partner. Didn’t get communication until the day before we left. I had to find out throu social media platform as I needed a caravan for 4 dogs. Had to book another for my mother in law so dogs could go in."
United States
Nongnid S.
Whitstable 3 Bedroom Home

3. Strood Home-sleeps 6-great for Groups & Families

Strood Home-sleeps 6-great for Groups & Families
3.0 star property
Rochester
Strood Home-sleeps 6-great for Groups & Families

4. Converted barn / Oast House with amazing views and EV chargers

Converted barn / Oast House with amazing views and EV chargers
Rye
10.0 out of 10, Exceptional, (73 reviews)
"Really lovely house and setting that worked well for our family gathering over Christmas. Ambient, warm and comfortable - we would highly recommend and would happily return. "
United Kingdom
sharon m.
Converted barn / Oast House with amazing views and EV chargers

5. The House on the Hill, Hythe

The House on the Hill, Hythe
Hythe
10.0 out of 10, Exceptional, (1 review)
"Our family has just returned from an unforgettable stay at The House on the Hill, and it exceeded every expectation. This is one of those rare holiday homes that looks wonderful in the photos more impressive in person. Every bedroom is generously sized. The kitchen is fully equipped and had absolutely everything we needed. The outdoor space is equally spectacular. The heated swimming pool was the perfect size for both adults and children and quickly became everyone's favourite place to spend...
United States
Anonymous traveller
The House on the Hill, Hythe

6. Waters Edge - a holiday let by Bloom Stays that sleeps 15 guests in 6 bedrooms

Waters Edge - a holiday let by Bloom Stays that sleeps 15 guests in 6 bedrooms
Greatstone
9.8 out of 10, Exceptional, (30 reviews)
"A fantastic property for a family weekend away. We loved the space and exploring a remarkable area. The kitchen was a particular highlight and so well equipped."
United States
Anonymous traveller
Waters Edge - a holiday let by Bloom Stays that sleeps 15 guests in 6 bedrooms

7. House - Sleeps 8 - Garden - Parking

House - Sleeps 8 - Garden - Parking
Canterbury
House - Sleeps 8 - Garden - Parking

8. Pass the Keys | Townhouse in Rye, East Sussex, near Camber Sands

Pass the Keys | Townhouse in Rye, East Sussex, near Camber Sands
Rye
Pass the Keys | Townhouse in Rye, East Sussex, near Camber Sands

9. Camber Sands House Luxury 5 En-Suite bedrooms, minutes from beach. Dog friendly!

Camber Sands House Luxury 5 En-Suite bedrooms, minutes from beach. Dog friendly!
Camber
9.8 out of 10, Exceptional, (16 reviews)
"Great location, spacious property and amazing outside space. "
United Kingdom
Joanna M.
Camber Sands House Luxury 5 En-Suite bedrooms, minutes from beach. Dog friendly!

10. Barn conversion in beautiful, peaceful, rural location with stunning views.

Barn conversion in beautiful, peaceful, rural location with stunning views.
Hailsham
10.0 out of 10, Exceptional, (22 reviews)
"Our whole experience was wonderful. Our hosts were very friendly and helpful, and the property exactly as described. We hope to return at some point. "
United States
Andrew H.
Barn conversion in beautiful, peaceful, rural location with stunning views.

11. Great Higham Barn by Bloom Stays - sleeps 26 guests in 7 bedrooms

Great Higham Barn by Bloom Stays - sleeps 26 guests in 7 bedrooms
Sittingbourne
9.8 out of 10, Exceptional, (25 reviews)
"Stayed with family for my sons 40th birthday.. The barn is a fantastic place to stay everything you need is provided and nothing is too much trouble our food delivery arrived before us and the girls put it all away for us .."
United States
Anonymous traveller
Great Higham Barn by Bloom Stays - sleeps 26 guests in 7 bedrooms

12. Harbour House is a lovingly refurbished and centrally located beautiful three storey house, sleeping 9 guests, with private parking.

Harbour House is a lovingly refurbished and centrally located beautiful three storey house, sleeping 9 guests, with private parking.
Whitstable
8.6 out of 10, Excellent, (4 reviews)
"Great house at a superb location. "
United Kingdom
Angela J.
Harbour House is a lovingly refurbished and centrally located beautiful three storey house, sleeping 9 guests, with private parking.

13. The Coach House - 5 Star Traditional Barn Conversion In English Countryside

The Coach House - 5 Star Traditional Barn Conversion In English Countryside
Shadoxhurst
9.4 out of 10, Exceptional, (8 reviews)
"Truly enjoyed our stay "
United States
Bill H.
The Coach House - 5 Star Traditional Barn Conversion In English Countryside

14. Boatswains Cottage is a charming two-bedroom cottage, close enough to the sea to hear the gulls.

Boatswains Cottage is a charming two-bedroom cottage, close enough to the sea to hear the gulls.
Whitstable
10.0 out of 10, Exceptional, (1 review)
"It was soooooooooooooooooooo fun thank you for letting us stay! Love Emma, age 10."
United Kingdom
Helen M.
Boatswains Cottage is a charming two-bedroom cottage, close enough to the sea to hear the gulls.

15. Fabulous holiday home, close to Whitstable beach and the local attractions

Fabulous holiday home, close to Whitstable beach and the local attractions
Whitstable
9.8 out of 10, Exceptional, (14 reviews)
"Loved it, was perfect for us. Would like to stay again! "
United Kingdom
Katie M.
Fabulous holiday home, close to Whitstable beach and the local attractions

16. BLUE ROOM * * * * * Barn Stays

BLUE ROOM * * * * * Barn Stays
Westfield
8.8 out of 10, Excellent, (8 reviews)
"We loved our stay at the Blue Barn and would recommend in a heartbeat."
United Kingdom
Jodi W.
BLUE ROOM * * * * * Barn Stays

17. 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, (8 reviews)
"Great location and high quality premises - very clean and well equipped."
United Kingdom
Anonymous traveller
The price is £214
includes taxes & fees
6 Sept - 7 Sept
Cedar House at The Old Fire Station

18. The Roost Group - 8-Bed Home: Hot Tub WiFi Parking

The Roost Group - 8-Bed Home: Hot Tub WiFi Parking
Gravesend
10.0 out of 10, Exceptional, (2 reviews)
"The accommodation is indescribably beautiful and well equipped.We felt so comfortable that we immediately requested an offer for next year.Everything was prepared for our reception.Very clean and a super great location.Highly recommended for everyone, absolute top address.Many thanks for the great stay with you.Family Kenter"
Germany
Arnulf K.
The Roost Group - 8-Bed Home: Hot Tub WiFi Parking

19. Cosy terrace within city walls ideal for exploring - Pass the Keys

Cosy terrace within city walls ideal for exploring - Pass the Keys
Canterbury
10.0 out of 10, Exceptional, (1 review)
"We had a nice stay at the property. The beds and living room couches were comfortable. It is very convenient to restaurants and shopping."
United States
Kelly N.
Cosy terrace within city walls ideal for exploring - Pass the Keys

20. Beautiful Beach House in Camber - Pass the Keys

Beautiful Beach House in Camber - Pass the Keys
Camber
Beautiful Beach House in Camber - Pass the Keys
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 Maidstone District Hotel Reviews

Find out more about Maidstone District

Maidstone District Holiday Homes: Find the Perfect Place


What is the best time to enjoy a holiday home in Maidstone District?

It might be best to get a rental house in when the weather is ideal for enjoying local surroundings. If you go during the off-season months, there might be fewer tourists and often lower rates, like in .


How many holiday homes are available for rent in Maidstone District?

Choose from 1160 beautiful holiday homes in Maidstone District for your getaway.


How much is a holiday home in Maidstone District?

You can find perfect holiday homes in Maidstone District for as low as £214 per night. Holiday home prices vary depending on what time of year you visit, whether the home is in the city centre or near popular sightseeing spots, and what kinds of amenities it offers.


How can I get the best deal on a holiday home in Maidstone District?

Find the best deals on Maidstone District holiday homes by entering dates and the number of travellers in the search bar. You can use the map feature to view prices and more specific locations of several accommodations all at once. Or filter your search results by star rating, price, number of bedrooms, types of amenities, and accessibility features—Expedia offers incredible deals for every budget.


Why should I book a holiday home in Maidstone District?

There’s no better way to spend your well-earned holiday than in a private, cosy Maidstone District holiday home. You’ll be able to fit all travellers in your group and have a place to call home while you explore Maidstone District.


What amenities are available in a private holiday home?

Depending on your budget and the neighbourhood you choose, you’ll find amenities like a private pool, hot tub, free parking, a full-service kitchen or kitchenette, in-home laundry and WiFi. Your Maidstone District holiday won’t be complete without a beautiful view and easy access to popular activities, use our filter to browse our offers.


Why should I book a holiday home with Expedia?

With Expedia, you’ll earn points on every booking and get incredible deals and member prices. Choose from a vast inventory of holiday homes in Maidstone District—and book all your travel in one place. Save even more when you bundle your bookings together. Add a Maidstone District car hire to your holiday property into a holiday package.


What are the cancellation and flexibility options?

We suggest using the “free cancellation” filter during your search to make sure your booking is flexible. Some accommodations accept and refund cancellations within a specific timeframe, while others may be non-refundable. Before you book, check your rental terms, or reach out to our customer service portal for further assistance.

Maidstone District Holiday Homes information

Number of reviews
252
Accommodation
1160 Holiday Homes
Lowest Price
£214
Highest Price
£214

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