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Our top choices for Rayleigh holiday rentals

Cottage in Sittingbourne

Green Cottages
3.0 star property
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 ฿10,481
฿12,577 total
includes taxes & fees
4 Jan - 5 Jan 2026
Green Cottages

Apartment in Chelmsford

Chelmsford Serviced Apartments
5.0 star property
9.6 out of 10, Exceptional, (53)
"Nothing negative to say - location & cleanliness all superb. Code system for doors worked well & parking useful "
United Kingdom
stephen
The price is ฿5,070
฿6,084 total
includes taxes & fees
29 Dec - 30 Dec
Chelmsford Serviced Apartments
2.0 star property
8.0 out of 10, Very good, (1)
"House is good comfortable stay, however parking is difficult and is located in a less desired area."
United Kingdom
Scott
The price is ฿5,066
฿6,079 total
includes taxes & fees
1 Jan - 2 Jan 2026
Fantastic Large Room with free parking

Cottage in Sittingbourne

Westgate Cottage
3.0 star property
The price is ฿13,641
฿13,641 total
includes taxes & fees
29 Dec - 30 Dec
Westgate Cottage

Apartment in Rochester

Cozy Rochester Apartment Retreat
3.0 star property
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 ฿4,465
฿6,364 total
includes taxes & fees
30 Dec - 31 Dec
Cozy Rochester Apartment Retreat

Holiday Home in Slade Green

Corporate 3bedroom home with parking
2.0 star property
The price is ฿6,987
฿10,481 total
includes taxes & fees
24 Dec - 25 Dec
Corporate 3bedroom home with parking
The price is ฿6,426
฿7,711 total
includes taxes & fees
1 Jan - 2 Jan 2026
Peaceful Family Home in Tilbury With Garden & Parking for 3 Cars
3.0 star property
9.2 out of 10, Wonderful, (115)
"This was a lovely place to stay! The breakfast was wonderful also."
Canada
Philip Raymond
The price is ฿2,096
฿2,515 total
includes taxes & fees
30 Dec - 31 Dec
Hogwarts Bed and Continental Breakfast

Cottage in Southend-on-Sea

493 Little Wakering Road
3.5 star property
The price is ฿11,902
฿14,283 total
includes taxes & fees
27 Dec - 28 Dec
493 Little Wakering Road
2.5 star property
The price is ฿5,470
฿6,564 total
includes taxes & fees
30 Dec - 31 Dec
Seaside Bliss Retreat in Heart of Isle of Sheppy
3.5 star property
10.0 out of 10, Exceptional, (2)
The price is ฿3,808
฿6,205 total
includes taxes & fees
28 Dec - 29 Dec
Luxurious ONE Bedroom Apartment IN Bond Street

Cottage in Dartford

Willow Cottage
3.5 star property
The price is ฿17,176
฿20,611 total
includes taxes & fees
28 Dec - 29 Dec
Willow Cottage
2.0 star property
The price is ฿5,618
฿10,515 total
includes taxes & fees
5 Jan - 6 Jan 2026
House - Sleeps 7 - Pet Friendly - Garden - Parking

Aparthotel in Maldon

Staycations Maldon Suites
4.0 star property
9.6 out of 10, Exceptional, (13)
"The place was huge the value wonderful parking right out back great people food, just walk everywhere myself wife and daughter came all the way from the USA and couldn't have ask for better."
United States
Hunter
The price is ฿4,018
฿4,821 total
includes taxes & fees
6 Jan - 7 Jan 2026
Staycations Maldon Suites
2.0 star property
9.8 out of 10, Exceptional, (6)
"Only stayed for one night but thoroughly enjoyed it and would definitely stay again. "
United Kingdom
Gillian
The price is ฿4,856
฿7,882 total
includes taxes & fees
24 Dec - 25 Dec
Luxurious 2 Bedroom Apartment With Free Parking
3.5 star property
7.4 out of 10, Good, (3)
"An outstanding property, I couldn’t fault this place. Very clean and has everything you need for a relaxing stay. The host was very professional at check in. Very secure for parking. I will definitely stay here again if visiting the area. Shops only 5 minutes walk. A true home from home feel from start to finish"
United Kingdom
Sean
The price is ฿3,459
฿5,785 total
includes taxes & fees
28 Dec - 29 Dec
Luxurious Private One Bedroom Apartment

Apartment in Chelmsford

Parkway House
3.5 star property
9.6 out of 10, Exceptional, (17)
"The apartment was clean, fresh and very cosy. Its like home away from home. Everything was in place, and in working orders. "
United Kingdom
Miss Sophia P C
The price is ฿3,808
฿6,205 total
includes taxes & fees
27 Dec - 28 Dec
Parkway House

Apartment in Aylesford

The Lower Bell
3.0 star property
7.8 out of 10, Good, (149)
"Clean comfortable proprty"
United Kingdom
Pete
The price is ฿2,445
฿2,935 total
includes taxes & fees
26 Dec - 27 Dec
The Lower Bell
3.5 star property
The price is ฿5,750
฿11,327 total
includes taxes & fees
30 Dec - 31 Dec
Sunrise Haven in Kent 2 bed Apartment Sleeps 7
2.0 star property
The price is ฿6,608
฿6,608 total
includes taxes & fees
30 Dec - 31 Dec
3 Bed Caravan - Sleeps 6 - Pets - Parking - Wifi
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 Rayleigh Hotel Reviews

Find out more about Rayleigh

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

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Frequently asked questions

Can I find a holiday rental in Rayleigh?

Yes, there are holiday rentals in Rayleigh close to Rayleigh Indoor Karting Stadium, or you can select a more secluded option if you're looking for a relaxing stay.

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

Cosy Escape Heated Luxury pod and hot tub: This holiday home rental outside of Rayleigh is located on the waterfront, and has an outdoor pool, a private garden and free WiFi to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and an electric kettle.

What’s there to see and do in Rayleigh?

While exploring the area, visit family-friendly sights like Rayleigh Indoor Karting Stadium, or get outside and enjoy nature at Hockley Woods. In the wider area, you’ll find Battlesbridge Antiques and Craft Centre and Hadleigh Castle.

What’s a holiday rental in Rayleigh like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Rayleigh. Holiday rentals offer amenities such as hot tubs, fire pits and patios so you'll have everything you need. If you're concerned about a sanitised environment, holiday rentals can offer a sense of seclusion away from shared hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for a small group gathering.