Photo by Michael Patterson

Search Holiday Rentals in Helsey

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Helsey holiday rentals

Cottage in Skegness

57 Cherry Park
3.5 star property
10.0 out of 10, Exceptional, (1)
"We were very happy with this accommodation, location to Golden Palm - excellent. Love the ducks roaming free!! We attended a motorcycle event based at the Golden Palm. Chip shop 2 mins away and breakfast Cafe- JT's over the road. Couldn't be better for a cheap as chips weekend away!!"
United Kingdom
Paul
The price is ฿9,562
฿11,475 total
includes taxes & fees
21 Dec - 22 Dec
57 Cherry Park

Camping in Boston

Green Haven
2.5 star property
9.8 out of 10, Exceptional, (34)
"I love the place, the staff were really friendly. The place was clean and cozy. Lovely walk around as well. Definitely going again "
United Kingdom
Harley-raine
The price is ฿3,511
฿4,213 total
includes taxes & fees
15 Jan - 16 Jan 2026
Green Haven

Apartment in Skegness

The Chadwick Holiday Flats
3.0 star property
7.4 out of 10, Good, (3)
"It was really a comfortable stay. Hospitality was amazing. Thank you for making our trip a memorable one !"
United Kingdom
Anonymous traveller
The price is ฿3,421
฿4,105 total
includes taxes & fees
19 Dec - 20 Dec
The Chadwick Holiday Flats
3.5 star property
The price is ฿5,570
฿11,245 total
includes taxes & fees
21 Dec - 22 Dec
10 Guests - 5 Bedrooms - Free Parking - Petok

Apartment in Skegness

Coasters Hotel & Apartments
3.0 star property
8.6 out of 10, Excellent, (122)
"Ideal area, very close to the beach, bars, shops and arcades, room was very spacious "
United Kingdom
Mark
The price is ฿1,615
฿1,939 total
includes taxes & fees
4 Jan - 5 Jan 2026
Coasters Hotel & Apartments

Cottage in Louth

Dove Farm Cottage
3.5 star property
8.0 out of 10, Very good, (1)
"Cute beautiful cottage. Maybe consider a welcome pack, would be good. "
United Kingdom
Andrew
The price is ฿9,775
฿11,730 total
includes taxes & fees
21 Dec - 22 Dec
Dove Farm Cottage

Apartment in Alford

Apple Loft
3.0 star property
9.4 out of 10, Exceptional, (18)
"Really enjoyed our stay :) thanku"
United Kingdom
Andrew
The price is ฿4,213
฿5,056 total
includes taxes & fees
20 Dec - 21 Dec
Apple Loft

Apartment in Skegness

Cedar Lake Apartment Retreat
2.5 star property
The price is ฿5,570
฿9,471 total
includes taxes & fees
19 Dec - 20 Dec
Cedar Lake Apartment Retreat

Cottage in Alford

Owl's Roost
3.0 star property
10.0 out of 10, Exceptional, (1)
"Absolutely beautiful house in a tranquil setting. It was fully equipped with everything we needed. Fab hosts who were always on hand and checked if we were ok or needed anything. "
United Kingdom
Emma
The price is ฿12,655
฿15,186 total
includes taxes & fees
28 Dec - 29 Dec
Owl's Roost

Cottage in Skegness

Moggs Retreat
3.0 star property
10.0 out of 10, Exceptional, (1)
The price is ฿11,339
฿13,607 total
includes taxes & fees
16 Jan - 17 Jan 2026
Moggs Retreat

Cottage in Alford

Berry Barn
3.0 star property
The price is ฿11,020
฿13,223 total
includes taxes & fees
5 Jan - 6 Jan 2026
Berry Barn

Cottage in Skegness

Bumble Bee Cottage
3.5 star property
8.0 out of 10, Very good, (1)
"A very nice well kept property all appliances were available we had a very nice stay although the garden furniture had been neglected glass table covered in dirt and chairs my wife cleaned them up but apart from that we had a very nice stay. "
United Kingdom
Geoffrey
The price is ฿13,117
฿15,741 total
includes taxes & fees
3 Jan - 4 Jan 2026
Bumble Bee Cottage

Cottage in Skegness

The Hayloft
3.5 star property
The price is ฿11,950
฿14,340 total
includes taxes & fees
23 Dec - 24 Dec
The Hayloft

Cottage in Louth

The New Build
3.5 star property
The price is ฿13,223
฿15,868 total
includes taxes & fees
16 Jan - 17 Jan 2026
The New Build

Cottage in Mablethorpe

Waterbeach
3.5 star property
The price is ฿22,359
฿26,831 total
includes taxes & fees
15 Jan - 16 Jan 2026
Waterbeach

Cottage in Horncastle

12 Banks Street
3.5 star property
12 Banks Street

Cottage in Horncastle

Woldsend Cottage
3.5 star property
The price is ฿8,723
฿10,467 total
includes taxes & fees
27 Dec - 28 Dec
Woldsend Cottage

Cottage in Alford

Shepherd's Cottage
3.5 star property
Shepherd's Cottage

Cottage in Spilsby

Hobhole
3.0 star property
The price is ฿10,024
฿12,029 total
includes taxes & fees
29 Dec - 30 Dec
Hobhole

Cottage in Spilsby

Catchwater
3.0 star property
The price is ฿10,850
฿13,020 total
includes taxes & fees
22 Dec - 23 Dec
Catchwater
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Helsey Hotel Reviews

Find out more about Helsey

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

  • View our selection of featured holiday rentals in Helsey
  • Use the map to find apartments and other holiday homes in the Helsey neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Helsey while they last

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

Frequently asked questions

Can I find a holiday rental in Helsey?

Yes, there are holiday rentals close to the most popular sights in Helsey, 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 Helsey has to offer?

Beautiful 3 bed Caravan, Southviewpark Skegness: This holiday home rental outside Helsey offers a fireplace, a balcony and free WiFi to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. Make the most of private gardens in this rental home to help you unwind.

How many holiday rentals are there in Helsey?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your Helsey stay.

What can I see and do in Helsey?

While exploring the area, visit family-friendly sights like Butlins, or get outside and enjoy nature at Skegness Beach. In the wider area, you’ll find Fantasy Island and Skegness Pier.

What are holiday rentals like in Helsey?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Helsey. Holiday rentals feature extras such as hot tubs, fire pits and patios so you'll have a home away from home. If you're concerned about cleanliness, holiday rentals can provide a sense of safety away from public hotel lifts and busy front desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for family trips.