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Paddock Wood Holiday Rentals

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Check prices for these dates

Tonight
26 Dec - 27 Dec
Tomorrow
27 Dec - 28 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Paddock Wood holiday rentals

Interior
Orchard Retreat

Orchard Retreat

Orchard Retreat
3.0 star property
Tonbridge
The price is HK$3,232
HK$3,878 total
includes taxes & fees
2 Jan - 3 Jan 2026
Orchard Retreat
Marina
Lady Lily Unique River Boat with Castle Views

Lady Lily Unique River Boat with Castle Views

Lady Lily Unique River Boat with Castle Views
Maidstone
The price is HK$1,497
HK$2,190 total
includes taxes & fees
5 Jan - 6 Jan 2026
Lady Lily Unique River Boat with Castle Views
Miscellaneous
Green Cottages

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
The price is HK$2,626
HK$3,151 total
includes taxes & fees
3 Jan - 4 Jan 2026
Green Cottages
Fridge, microwave, electric kettle, toaster
Private Quiet Cabin, overlooking Paddocks Vineyards and Pine Forest

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
The price is HK$945
HK$1,218 total
includes taxes & fees
9 Jan - 10 Jan 2026
Private Quiet Cabin, overlooking Paddocks Vineyards and Pine Forest
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

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.
The price is HK$803
HK$971 total
includes taxes & fees
9 Jan - 10 Jan 2026
Luxury Shepherds Hut, w/large garden, firepit, & Wi-Fi @ Cedar Gables Campsite
Property grounds
Dreamwood Lodge

Dreamwood Lodge

Dreamwood Lodge
3.0 star property
Bromley Common and Keston
The price is HK$8,106
HK$9,727 total
includes taxes & fees
9 Jan - 10 Jan 2026
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

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
The price is HK$1,418
HK$1,617 total
includes taxes & fees
1 Jan - 2 Jan 2026
Cosy 18th-Century Cottage in Crowborough with Log Burner, Near Ashdown Forest
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

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 traveller
The price is HK$2,141
HK$2,141 total
includes taxes & fees
19 Jan - 20 Jan 2026
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

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.
The price is HK$7,669
HK$7,669 total
includes taxes & fees
5 Jan - 6 Jan 2026
Mafeking by inspirestays-com - a cottage that sleeps 6 guests in 3 bedrooms
Living area
Cozy Rochester Apartment Retreat

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
The price is HK$1,107
HK$1,581 total
includes taxes & fees
2 Jan - 3 Jan 2026
Cozy Rochester Apartment Retreat
Exterior
A beautifully renovated 5 Bedroom House with outdoor space and private Garden

A beautifully renovated 5 Bedroom House with outdoor space and private Garden

A beautifully renovated 5 Bedroom House with outdoor space and private Garden
Royal Tunbridge Wells
10.0 out of 10, Exceptional, (1)
"Even better than the pictures"
United Kingdom
Emily L.
The price is HK$11,552
HK$13,159 total
includes taxes & fees
28 Dec - 29 Dec
A beautifully renovated 5 Bedroom House with outdoor space and private Garden
Terrace/patio
Cosy duplex Cottage on Ashdown Forest

Cosy duplex Cottage on Ashdown Forest

Cosy duplex Cottage on Ashdown Forest
Forest Row
10.0 out of 10, Exceptional, (2)
"We had the most amazing experience staying in this property. Fully functional, the perfect hosts and in wonderful surroundings. Thank you for the most magical time!"
United Kingdom
Claire H.
The price is HK$1,560
HK$2,263 total
includes taxes & fees
5 Jan - 6 Jan 2026
Cosy duplex Cottage on Ashdown Forest
Exterior
The Field View 2 by Tiny Away

The Field View 2 by Tiny Away

The Field View 2 by Tiny Away
Egerton
The price is HK$1,434
HK$1,801 total
includes taxes & fees
28 Dec - 29 Dec
The Field View 2 by Tiny Away
TV, offices
Stylish & Spacious Apartment

Stylish & Spacious Apartment

Stylish & Spacious Apartment
Tunbridge Wells
10.0 out of 10, Exceptional, (2)
"Very clean, very spacious, very well equipped."
United States
Ian D.
The price is HK$882
HK$1,563 total
includes taxes & fees
11 Jan - 12 Jan 2026
Stylish & Spacious Apartment
Interior
Chic and Airy Apartment

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
The price is HK$882
HK$1,563 total
includes taxes & fees
11 Jan - 12 Jan 2026
Chic and Airy Apartment
Interior
New House Farm

New House Farm

New House Farm
3.0 star property
Robertsbridge
The price is HK$10,212
HK$12,255 total
includes taxes & fees
6 Jan - 7 Jan 2026
New House Farm
Dining
The Cottage at Harple Farm

The Cottage at Harple Farm

The Cottage at Harple Farm
Detling, near Maidstone
9.6 out of 10, Exceptional, (7)
"Very cosy and quiet and beautiful cottage"
United Kingdom
karen n.
The price is HK$2,416
HK$2,416 total
includes taxes & fees
10 Jan - 11 Jan 2026
The Cottage at Harple Farm
Fridge, microwave, oven, electric kettle
1 bed self-contained annex, with off-road parking.

1 bed self-contained annex, with off-road parking.

1 bed self-contained annex, with off-road parking.
Sittingbourne
10.0 out of 10, Exceptional, (1)
"We stayed for a long weekend. Warm and comfortable annex flat. All amenities. Very clean."
United Kingdom
deanna N.
1 bed self-contained annex, with off-road parking.
Living area
1 bedroom accommodation in Cowbeech, near Hailsham

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
The price is HK$1,596
HK$1,596 total
includes taxes & fees
2 Jan - 3 Jan 2026
1 bedroom accommodation in Cowbeech, near Hailsham
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

Bright ensuite Private Room in 2BR Apt – Singles, couples, families allowed
Chatham
The price is HK$756
HK$1,075 total
includes taxes & fees
1 Jan - 2 Jan 2026
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

ORIDA Maidstone Hotel

ORIDA Maidstone Hotel

10/10 Excellent
"Amenities are good - pool - gym - bar - food Good location to or from London/ports "
Ian 1-night trip
Posted 3 days ago
ORIDA Maidstone Hotel

Find out more about Paddock Wood

Search for holiday rentals in Paddock Wood on Expedia! You can easily find your home rentals, villas, holiday apartments in Paddock Wood using one of the methods below:

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Look no further and take a look at our great range of rental properties in Paddock Wood!

Frequently asked questions

Are there holiday rentals in Paddock Wood?

Yes, there are holiday rentals close to the most popular sights in Paddock Wood, or you can select a more secluded option if you're looking for a relaxing stay. Paddock Wood is known for its art.

What are some of the best holiday rentals that Paddock Wood has to offer?

A beautifully renovated 5 Bedroom House with outdoor space and private Garden: This holiday home rental outside of Paddock Wood is located in the city centre, and has a garden, a BBQ 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 that 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. Balfour Winery and Scotney Castle are a couple of places you'll find in the wider area.

What are holiday rentals like in Paddock Wood?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Paddock Wood. Holiday rentals feature amenities like laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about a clean environment, a holiday rental can offer a sense of security away from shared hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great choice for family gatherings.