A beach at sunset with a pier extending into the water.

Rayleigh Holiday Rentals

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Our top choices for Rayleigh holiday rentals

1. Hogwarts Bed and Continental Breakfast

Hogwarts Bed and Continental Breakfast
3.0 star property
Sheerness
9.4 out of 10, Exceptional, (127 reviews)
"Lovely stay and great location. Easy check in and no complaints from us. I would stay here again."
United Kingdom
John
The price is NZ$152
includes taxes & fees
10 Sept - 11 Sept
Hogwarts Bed and Continental Breakfast

2. Salvation View 2 Bed Apartment

Salvation View 2 Bed Apartment
2.0 star property
Benfleet
8.0 out of 10, Very good, (1 review)
"Clean spacious flat although it's on a very busy main road. We booked it because of the garden but it was unusable because it was totally overgrown so nowhere to sit or stand. Another point I would like to make is that for safety we think there should be a hand rail on the stairs as they are quite steep and there is nothing to hold on to. Location is central to going places in the area."
United Kingdom
Jennifer
The price is NZ$286
includes taxes & fees
14 Sept - 15 Sept
Salvation View 2 Bed Apartment

3. Coastal House Opposite Beach Sleeps 6 Pet Friendly

Coastal House Opposite Beach Sleeps 6 Pet Friendly
3.5 star property
Southend-on-Sea
The price is NZ$412
includes taxes & fees
20 Sept - 21 Sept
Coastal House Opposite Beach Sleeps 6 Pet Friendly

4. Pier View Self Catering Apartments

Pier View Self Catering Apartments
3.0 star property
Southend-on-Sea
The price is NZ$280
includes taxes & fees
27 Sept - 28 Sept
Pier View Self Catering Apartments

5. Amazing studio room in a beautiful house

Amazing studio room in a beautiful house
Stanford-le-Hope
10.0 out of 10, Exceptional, (1 review)
"I didn t need any activities because I was there for family events. Nice place to stay. Lovely host. We really enjoy staying there."
United States
Blandine K.
The price is NZ$175
includes taxes & fees
24 Sept - 25 Sept
Amazing studio room in a beautiful house

6. Modern Studio w/private Kitchen, Bathroom & Garden

Modern Studio w/private Kitchen, Bathroom & Garden
Basildon
The price is NZ$267
includes taxes & fees
10 Sept - 11 Sept
Modern Studio w/private Kitchen, Bathroom & Garden

7. Two bedrooms house with a work space

Two bedrooms house with a work space
Basildon
The price is NZ$350
includes taxes & fees
10 Sept - 11 Sept
Two bedrooms house with a work space

8. Hadleigh Hideout | 1-Bed Apartment | Parking

Hadleigh Hideout | 1-Bed Apartment | Parking
Hadleigh
The price is NZ$323
includes taxes & fees
13 Sept - 14 Sept
Hadleigh Hideout | 1-Bed Apartment | Parking

9. Chelmsford Serviced Apartments

Chelmsford Serviced Apartments
5.0 star property
Chelmsford
9.6 out of 10, Exceptional, (57 reviews)
"Lovely apartment "
United Kingdom
Patricia
The price is NZ$318
includes taxes & fees
13 Sept - 14 Sept
Chelmsford Serviced Apartments

10. Spacious self-contained 2-bed apartment with a fully equipped kitchen dinner.

Spacious self-contained 2-bed apartment with a fully equipped kitchen dinner.
Daws Heath
The price is NZ$374
includes taxes & fees
15 Sept - 16 Sept
Spacious self-contained 2-bed apartment with a fully equipped kitchen dinner.

11. Staycations Maldon Suites

Staycations Maldon Suites
4.0 star property
Maldon
9.2 out of 10, Wonderful, (20 reviews)
"Fantastic suite. Unique. Comfortable. Spacious. Has everything you'll need for short or longer term stays."
United Kingdom
Jonathon
The price is NZ$288
includes taxes & fees
13 Sept - 14 Sept
Staycations Maldon Suites

12. Charming 4-bedroom House Rental in Basildon, UK

Charming 4-bedroom House Rental in Basildon, UK
2.0 star property
Basildon
The price is NZ$608
includes taxes & fees
14 Sept - 15 Sept
Charming 4-bedroom House Rental in Basildon, UK

13. Surridges Studio, Sleeps 4 w/ Parking & Dogs Ok

Surridges Studio, Sleeps 4 w/ Parking & Dogs Ok
3.0 star property
Chelmsford
The price is NZ$279
includes taxes & fees
10 Sept - 11 Sept
Surridges Studio, Sleeps 4 w/ Parking & Dogs Ok

14. The Studios at Taylors Court

The Studios at Taylors Court
Canvey Island
The price is NZ$299
includes taxes & fees
28 Sept - 29 Sept
The Studios at Taylors Court

15. Homely 3-bedroom House close to shops and also close to the town center

Homely 3-bedroom House close to shops and also close to the town center
Basildon
6.0 out of 10, (2 reviews)
"Such a lovely stay! The place felt warm and welcoming, very clean and comfortable. I really enjoyed my time here and would happily come back again. Thank you."
United Kingdom
Marian A.
The price is NZ$296
includes taxes & fees
10 Sept - 11 Sept
Homely 3-bedroom House close to shops and also close to the town center

16. Modern 1BR Flat | Walkable High Street Stay

Modern 1BR Flat | Walkable High Street Stay
Southend-on-Sea
The price is NZ$230
includes taxes & fees
1 Oct - 2 Oct
Modern 1BR Flat | Walkable High Street Stay

17. Thames view - Wheelchair-Friendly Static Caravan

Thames view - Wheelchair-Friendly Static Caravan
Allhallows
The price is NZ$534
includes taxes & fees
10 Sept - 11 Sept
Thames view - Wheelchair-Friendly Static Caravan

18. Country Cottage with moat

Country Cottage with moat
Ingatestone
10.0 out of 10, Exceptional, (2 reviews)
"Absolutely beautiful inside and out. Was perfect for what we needed. Peaceful and very comfortable. Definitely would stay again."
United Kingdom
keeley
The price is NZ$325
includes taxes & fees
30 Sept - 1 Oct
Country Cottage with moat

19. Frankies Beach House Southend On Sea. Cozy beach vibes 10 seconds from the beach

Frankies Beach House Southend On Sea. Cozy beach vibes 10 seconds from the beach
Southend-on-Sea
10.0 out of 10, Exceptional, (1 review)
"What can I say about Frankie's Place other than that it is absolutely picture-perfect! It looks exactly like the photos on the site, if not even better when you see it in person.We only stayed for one night, as the property was already booked for the following night, but we thoroughly enjoyed our stay. It was beautifully decorated, spotlessly clean, and a wonderful place to relax.I would definitely recommend Frankie's Place to my family and friends, and we would certainly love to come back...
United States
Marie M.
The price is NZ$350
includes taxes & fees
10 Sept - 11 Sept
Frankies Beach House Southend On Sea. Cozy beach vibes 10 seconds from the beach

20. Stylish Studio City Centre Flat Near High Street

Stylish Studio City Centre Flat Near High Street
Southend-on-Sea
8.0 out of 10, Very good, (1 review)
"Apartment was clean and exactly as stated in the advertisement! Only issue we encountered was the front door being locked and on latch at 2am… However the property manager responded within 10 minutes even at 2am in the morning. Excellent service!"
United Kingdom
Corbin N.
The price is NZ$237
includes taxes & fees
4 Oct - 5 Oct
Stylish Studio City Centre Flat Near High Street
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

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Rayleigh holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Rayleigh. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Rayleigh. Seeing all the best attractions is bound to make you fall in love with Rayleigh. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Rayleigh short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Rayleigh?

Yes, there are holiday rentals in Rayleigh close to Rayleigh Leisure Center, 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?

Luxury Pod-sleeps 2-hot Tub-pets-garden: 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.

How many holiday rentals are there in Rayleigh?

Choose from 5 Expedia holiday rentals in Rayleigh for a memorable holiday.

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 Chalkwell Beach. In the wider area, you’ll find Rayleigh Leisure Center 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.