Photo by Jonathan Cardy

Rayleigh Holiday Rentals

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Check prices for these dates

In two weeks
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

Our top choices for Rayleigh holiday rentals

Miscellaneous
Green Cottages

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 S$520
includes taxes & fees
3 Jan - 4 Jan, 2026
Green Cottages
1 bedroom, iron/ironing board, rollaway beds, free WiFi
Chelmsford Serviced Apartments

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 S$249
includes taxes & fees
29 Dec - 30 Dec
Chelmsford Serviced Apartments
Living area
Cozy Rochester Apartment Retreat

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 S$261
includes taxes & fees
6 Jan - 7 Jan, 2026
Cozy Rochester Apartment Retreat
Reception
Fantastic Large Room with free parking

Apartment in Chatham

Fantastic Large Room with free parking
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 S$251
includes taxes & fees
1 Jan - 2 Jan, 2026
Fantastic Large Room with free parking
Interior
Westgate Cottage

Cottage in Sittingbourne

Westgate Cottage
3.0 star property
The price is S$564
includes taxes & fees
2 Jan - 3 Jan, 2026
Westgate Cottage
Private kitchen
Corporate 3bedroom home with parking

Holiday Home in Slade Green

Corporate 3bedroom home with parking
2.0 star property
The price is S$433
includes taxes & fees
29 Dec - 30 Dec
Corporate 3bedroom home with parking
Outdoor dining
Seaside Bliss Retreat in Heart of Isle of Sheppy

Residence in Sheerness

Seaside Bliss Retreat in Heart of Isle of Sheppy
2.5 star property
The price is S$249
includes taxes & fees
30 Dec - 31 Dec
Seaside Bliss Retreat in Heart of Isle of Sheppy
Interior
493 Little Wakering Road

Cottage in Southend-on-Sea

493 Little Wakering Road
3.5 star property
The price is S$591
includes taxes & fees
2 Jan - 3 Jan, 2026
493 Little Wakering Road
Exterior detail
Willow Cottage

Cottage in Dartford

Willow Cottage
3.5 star property
The price is S$852
includes taxes & fees
2 Jan - 3 Jan, 2026
Willow Cottage
Laundry
Peaceful Family Home in Tilbury With Garden & Parking for 3 Cars

Holiday Home in Tilbury

Peaceful Family Home in Tilbury With Garden & Parking for 3 Cars
2.0 star property
The price is S$315
includes taxes & fees
29 Dec - 30 Dec
Peaceful Family Home in Tilbury With Garden & Parking for 3 Cars
Exterior
Hogwarts Bed and Continental Breakfast

Cottage in Sheerness

Hogwarts Bed and Continental Breakfast
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 S$104
includes taxes & fees
29 Dec - 30 Dec
Hogwarts Bed and Continental Breakfast
Terrace/patio
House - Sleeps 7 - Pet Friendly - Garden - Parking

Residence in Sittingbourne

House - Sleeps 7 - Pet Friendly - Garden - Parking
2.0 star property
The price is S$428
includes taxes & fees
5 Jan - 6 Jan, 2026
House - Sleeps 7 - Pet Friendly - Garden - Parking
Exterior
Staycations Maldon Suites

Aparthotel in Maldon

Staycations Maldon Suites
4.0 star property
9.4 out of 10, Exceptional, (14)
"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 S$199
includes taxes & fees
6 Jan - 7 Jan, 2026
Staycations Maldon Suites
Private kitchen
Charming 2-bed Apartment in Brentwood Free Parking

Apartment in Brentwood Town Centre

Charming 2-bed Apartment in Brentwood Free Parking
3.0 star property
The price is S$326
includes taxes & fees
2 Jan - 3 Jan, 2026
Charming 2-bed Apartment in Brentwood Free Parking
Lounge
Luxurious ONE Bedroom Apartment IN Bond Street

Apartment in Chelmsford

Luxurious ONE Bedroom Apartment IN Bond Street
3.5 star property
10.0 out of 10, Exceptional, (2)
The price is S$257
includes taxes & fees
29 Dec - 30 Dec
Luxurious ONE Bedroom Apartment IN Bond Street
2 bedrooms
Luxurious 2 Bedroom Apartment With Free Parking

Apartment in Chelmsford

Luxurious 2 Bedroom Apartment With Free Parking
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 S$326
includes taxes & fees
29 Dec - 30 Dec
Luxurious 2 Bedroom Apartment With Free Parking
Restaurant
The Lower Bell

Apartment in Aylesford

The Lower Bell
3.0 star property
7.8 out of 10, Good, (149)
"Nice stay, good price, staff friendly "
United Kingdom
Gary
The price is S$121
includes taxes & fees
29 Dec - 30 Dec
The Lower Bell
Shared kitchen
Luxurious Private One Bedroom Apartment

Apartment in Braintree

Luxurious Private One Bedroom Apartment
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 S$239
includes taxes & fees
29 Dec - 30 Dec
Luxurious Private One Bedroom Apartment
Shared kitchen
Parkway House

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 S$257
includes taxes & fees
29 Dec - 30 Dec
Parkway House
2 bedrooms, free WiFi, bed sheets
Sunrise Haven in Kent 2 bed Apartment Sleeps 7

Apartment in Gravesend

Sunrise Haven in Kent 2 bed Apartment Sleeps 7
3.5 star property
The price is S$465
includes taxes & fees
29 Dec - 30 Dec
Sunrise Haven in Kent 2 bed Apartment Sleeps 7
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

King Charles Hotel

King Charles Hotel

10/10 Excellent
"Everything was 1st class. I have stayed in 5 star hotels that didn't match expectations that King Charles Hotel did. "
Colin 3-night trip
Posted 1 day ago
King Charles Hotel

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.