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Paddock Wood Vacation Rentals

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Dec 19 - Dec 21
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In four months
Mar 27 - Mar 29

Vacation Rentals in Paddock Wood

Cottage | Interior
Orchard Retreat

Orchard Retreat

3.0 star property
Tonbridge
$402 nightly
The price is $482
Dec 28 - Dec 29
Total with taxes and fees
Orchard Retreat
Interior
A Cosy unique luxurious River Boat with Castle Views in Maidstone Lady Florence.

A Cosy unique luxurious River Boat with Castle Views in Maidstone Lady Florence.

Maidstone
10.0 out of 10, Exceptional, (11)
"I can’t express just how lovely the Lady Florence is. A perfect weekend to kick back and relax. Lovely host, super easy check-in, and kitted out beautifully. Has absolutely everything you need for a very comfortable stay. I will most definitely be booking again!Thanks so much "
United Kingdom
Yona H.
$263 nightly
The price is $263
Dec 9 - Dec 10
Total with taxes and fees
A Cosy unique luxurious River Boat with Castle Views in Maidstone Lady Florence.
Marina
A luxurious unique River Boat with Castle Views in Maidstone

A luxurious unique River Boat with Castle Views in Maidstone

Maidstone
$270 nightly
The price is $270
Dec 10 - Dec 11
Total with taxes and fees
A luxurious unique River Boat with Castle Views in Maidstone
Fridge, microwave, electric kettle, toaster
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)
"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
$155 nightly
The price is $155
Jan 6 - Jan 7, 2026
Total with taxes and fees
Private Quiet Cabin, overlooking Paddocks Vineyards and Pine Forest
Miscellaneous
Green Cottages

Green Cottages

3.0 star property
Sittingbourne
10.0 out of 10, Exceptional, (11)
"Beautiful cottage in a fantastic, friendly village. It had everything we needed and was located close enough to the places we wanted to visit. Good local walks and a really nice pub over the road. We wouldn't hesitate to stay here again if we are in the area."
United Kingdom
Matthew
$333 nightly
The price is $400
Jan 6 - Jan 7, 2026
Total with taxes and fees
Green Cottages
Fridge, microwave, oven, coffee/tea maker
BridgeCity Central Maidstone Spacious 1 Bed Flat

BridgeCity Central Maidstone Spacious 1 Bed Flat

Maidstone
10.0 out of 10, Exceptional, (1)
"We had a very comfortable stay. Clean apartment and easily accessible. Good communication from the host throughout the process. We would happily return."
United States
Craig C.
$207 nightly
The price is $207
Dec 15 - Dec 16
Total with taxes and fees
BridgeCity Central Maidstone Spacious 1 Bed Flat
Exterior detail
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)
"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.
$122 nightly
The price is $122
Dec 8 - Dec 9
Total with taxes and fees
Luxury Shepherds Hut, W/large Garden, Firepit, & Wi-fi @ Cedar Gables Campsite
Cottage | Property grounds
Dreamwood Lodge

Dreamwood Lodge

3.0 star property
Bromley Common and Keston
$982 nightly
The price is $1,178
Dec 15 - Dec 16
Total with taxes and fees
Dreamwood Lodge
Interior
Cosy 18th-Century Cottage in Crowborough with Log Burner, Near Ashdown Forest

Cosy 18th-Century Cottage in Crowborough with Log Burner, Near Ashdown Forest

Crowborough
8.6 out of 10, Excellent, (4)
"Lovely place, will be booking again . "
United Kingdom
Laura
$205 nightly
The price is $205
Dec 8 - Dec 9
Total with taxes and fees
Cosy 18th-Century Cottage in Crowborough with Log Burner, Near Ashdown Forest
Exterior detail
Luxury Shepherd's Hut with woodburner

Luxury Shepherd's Hut with woodburner

Tenterden
$224 nightly
The price is $224
Dec 8 - Dec 9
Total with taxes and fees
Luxury Shepherd's Hut with woodburner
Interior
Chic and Airy Apartment

Chic and Airy Apartment

Tunbridge Wells
10.0 out of 10, Exceptional, (1)
"Great and spacious apartment. Google map kept showing. me the garages opposite! A pic of the outside would help. "
United Kingdom
Ian
$157 nightly
The price is $189
Dec 14 - Dec 15
Total with taxes and fees
Chic and Airy Apartment
Bar (on property)
Ernest - a holiday let by Bloom Stays that sleeps 2 guests in 1 bedroom

Ernest - a holiday let by Bloom Stays that sleeps 2 guests in 1 bedroom

Tenterden
10.0 out of 10, Exceptional, (1)
"We had a great time here for my boyfriends birthday. The hot tub is lovely and the surrounding area beautiful with lots of amenities. Feels very private even though you're next to 3 other huts. I'd really recommend it and will be coming back to stay"
United States
Anonymous traveler
$272 nightly
The price is $272
Dec 7 - Dec 8
Total with taxes and fees
Ernest - a holiday let by Bloom Stays that sleeps 2 guests in 1 bedroom
Exterior
Mafeking by inspirestays-com - a cottage that sleeps 6 guests in 3 bedrooms

Mafeking by inspirestays-com - a cottage that sleeps 6 guests in 3 bedrooms

Benenden
9.4 out of 10, Exceptional, (13)
"A wonderful place for a holiday Nice location. Good opportunity for excursions to Hastings, Tenterden, Bodiam. Stop off at The Bull or the Milkhouse in Sissinghurst."
United States
Hartmut K.
$973 nightly
The price is $973
Dec 9 - Dec 10
Total with taxes and fees
Mafeking by inspirestays-com - a cottage that sleeps 6 guests in 3 bedrooms
Living area
1 bedroom accommodation in Cowbeech, near Hailsham

1 bedroom accommodation in Cowbeech, near Hailsham

Cowbeech, near Hailsham
10.0 out of 10, Exceptional, (2)
"Cedar Lodge was exactly what we were looking for and we felt at home as soon as we arrived. The accommodation was clean, cosy and very well equipped and the hosts Caroline and Neil were very welcoming. The comments in the visitors book showed that many people have visited here several times and feel it’s the best holiday home they have stayed in. The location is very quiet and the view from the deck is beautiful. I wouldn’t hesitate to stay here again if we are visiting the area."
United States
Carolyn Armstrong
$203 nightly
The price is $203
Dec 7 - Dec 8
Total with taxes and fees
1 bedroom accommodation in Cowbeech, near Hailsham
Restaurant
The Lower Bell

The Lower Bell

3.0 star property
Aylesford
7.8 out of 10, Good, (148)
"Clean comfortable proprty"
United Kingdom
Pete
$77 nightly
The price is $93
Dec 12 - Dec 13
Total with taxes and fees
The Lower Bell
Exterior
The Field View 2 by Tiny Away

The Field View 2 by Tiny Away

Egerton
$229 nightly
The price is $229
Dec 7 - Dec 8
Total with taxes and fees
The Field View 2 by Tiny Away
Fridge, oven, coffee/tea maker
Stag Shepherds Hut - a holiday let that sleeps 4 guests in 1 bedroom

Stag Shepherds Hut - a holiday let that sleeps 4 guests in 1 bedroom

2.0 star property
Hartfield
$199 nightly
The price is $199
Dec 8 - Dec 9
Total with taxes and fees
Stag Shepherds Hut - a holiday let that sleeps 4 guests in 1 bedroom
Interior
New House Farm

New House Farm

3.0 star property
Robertsbridge
$1,236 nightly
The price is $1,483
Dec 10 - Dec 11
Total with taxes and fees
New House Farm
Apartment | Living area | TV
Cozy Rochester Apartment Retreat

Cozy Rochester Apartment Retreat

3.0 star property
Rochester
8.8 out of 10, Excellent, (3)
"We had a lovely weekend stay at this apartment. It was spotlessly clean, modern and very comfortable-perfect for a relaxing getaway. The kitchen was well-equipped, the beds were cosy and the whole place had a fresh, welcoming feel. The only small thing we noticed was that there weren’t many mirrors, which would have been handy-but that didn’t take away from the overall great experience. Would definitely stay again! "
United Kingdom
Sheniz
$168 nightly
The price is $202
Jan 6 - Jan 7, 2026
Total with taxes and fees
Cozy Rochester Apartment Retreat
Fridge, microwave, oven, stovetop
Bright ensuite Private Room in 2BR Apt – Singles, couples, families allowed

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

Chatham
$117 nightly
The price is $136
Dec 7 - Dec 8
Total with taxes and fees
Bright ensuite Private Room in 2BR Apt – Singles, couples, families allowed
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 Paddock Wood Hotel Reviews

Days Inn by Wyndham Sevenoaks Clacket Lane

Days Inn by Wyndham Sevenoaks Clacket Lane

10/10 Excellent
"Its good stay, good for couples and neat room and toilets "
Bichu 4-night trip
Posted 4 days ago
Days Inn by Wyndham Sevenoaks Clacket Lane

Find out more about Paddock Wood

Everything you need to know about Paddock Wood 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 Paddock Wood 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 Paddock Wood vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Paddock Wood vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Paddock Wood. 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 Paddock Wood 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 $93 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 Paddock Wood rentals

At Expedia, we put the best Paddock Wood 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 Paddock Wood 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 Paddock Wood 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 Paddock Wood. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there vacation rentals in Paddock Wood?

Yes, we give you a choice of vacation rentals close to well known sights in Paddock Wood, or you can go with a secluded option if you want a relaxing place to stay. Paddock Wood is known for its art.

What's the top vacation rental that Paddock Wood has to offer?

A beautifully renovated 5 Bedroom House with outdoor space and private Garden: Visitors like this Paddock Wood vacation home rental. It is located in the city center and has a garden, a barbecue grill, and laundry facilities 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.

What can I see and do in Paddock Wood?

Explore the area and family-friendly sights such as Hop Farm Family Park, or get out into nature at a spot like High Weald. The Hop Farm Country Park and Balfour Winery are a couple of places you'll find in the larger area.

What are vacation rentals like in Paddock Wood?

Vacation rentals are privately owned accommodations you can stay in for a short or long stay in Paddock Wood. Vacation rentals provide amenities such as patios, hot tubs, and fire pits so you'll have everything you want. If you're concerned about cleanliness, a vacation rental can offer a sense of security away from shared hotel elevators and bustling concierge desks while still allowing you to travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for families.