Skegness Vacation Rentals

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Our top choices for Skegness holiday rentals

Cottage in Skegness

Moggs Retreat
3.0 star property
10.0 out of 10, Exceptional, (1)
The price is RM1,478
RM1,774 total
includes taxes & fees
31 Jan - 1 Feb 2026
Moggs Retreat
3.5 star property
The price is RM767
RM1,509 total
includes taxes & fees
12 Jan - 13 Jan 2026
10 Guests - 5 Bedrooms - Free Parking - Petok

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 RM442
RM530 total
includes taxes & fees
2 Jan - 3 Jan 2026
The Chadwick Holiday Flats

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 RM245
RM294 total
includes taxes & fees
4 Jan - 5 Jan 2026
Coasters Hotel & Apartments

Cottage in Skegness

98 Cherry Park
3.5 star property
98 Cherry Park

Apartment in Skegness

Cedar Lake Apartment Retreat
2.5 star property
The price is RM719
RM1,223 total
includes taxes & fees
2 Jan - 3 Jan 2026
Cedar Lake Apartment Retreat

Cottage in Skegness

Seaside Retreat
2.0 star property
The price is RM1,515
RM1,819 total
includes taxes & fees
4 Jan - 5 Jan 2026
Seaside Retreat

Cottage in Skegness

107 The Laurels
3.0 star property
The price is RM1,441
RM1,730 total
includes taxes & fees
30 Jan - 31 Jan 2026
107 The Laurels

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 RM1,353
RM1,624 total
includes taxes & fees
21 Jan - 22 Jan 2026
Bumble Bee Cottage

Cottage in Skegness

Kantankye Lodge
3.0 star property
The price is RM1,525
RM1,830 total
includes taxes & fees
6 Jan - 7 Jan 2026
Kantankye Lodge

Cottage in Skegness

Rose Cottage
3.5 star property
The price is RM1,636
RM1,963 total
includes taxes & fees
3 Jan - 4 Jan 2026
Rose Cottage

Cottage in Skegness

Westcott
3.5 star property
The price is RM2,674
RM3,209 total
includes taxes & fees
4 Jan - 5 Jan 2026
Westcott

Cottage in Skegness

4 Dorothy Avenue
3.5 star property
The price is RM1,994
RM2,393 total
includes taxes & fees
3 Jan - 4 Jan 2026
4 Dorothy Avenue

Cottage in Skegness

Beach Haven
3.0 star property
The price is RM2,697
RM3,237 total
includes taxes & fees
5 Jan - 6 Jan 2026
Beach Haven

Cottage in Skegness

Hallstead
3.5 star property
The price is RM3,587
RM4,304 total
includes taxes & fees
17 Jan - 18 Jan 2026
Hallstead

Cottage in Skegness

Windyridge
2.0 star property
The price is RM3,087
RM3,704 total
includes taxes & fees
5 Jan - 6 Jan 2026
Windyridge

Cottage in Skegness

Carlton House
3.0 star property
The price is RM5,580
RM6,696 total
includes taxes & fees
4 Jan - 5 Jan 2026
Carlton House

Cottage in Skegness

Caxton House
3.0 star property
The price is RM8,180
RM9,816 total
includes taxes & fees
14 Jan - 15 Jan 2026
Caxton House

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 RM454
RM545 total
includes taxes & fees
3 Jan - 4 Jan 2026
Green Haven
3.5 star property
9.8 out of 10, Exceptional, (22)
"Such a clean nice quiet place to stay very comfertable"
United Kingdom
Phil
The price is RM479
RM575 total
includes taxes & fees
4 Jan - 5 Jan 2026
Pet-friendly - 2 Bedrooms Bungalow hot tub Parking
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 Skegness Hotel Reviews

Find out more about Skegness

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

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

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

Frequently asked questions

Can I find a holiday rental in Skegness?

Yes, there are holiday rentals in Skegness close to Skegness Aquarium, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Skegness speak positively about the popular beaches and lively bars in this destination. Make sure you have time to check out the aquarium and golf courses during your trip.

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

Beautiful 3 bed Caravan, Southviewpark Skegness: This highly rated holiday home rental in Skegness 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. Some other top choices in Skegness are Caravan - Sleeps 4 - Parking - 10mins To Beach and Ingoldmells - House - Sleeps 6 - Seaside - Parking.

How many holiday rentals are there in Skegness?

Expedia has 33 holiday rentals for your stay in Skegness.

What can I see and do in Skegness?

Skegness Aquarium and Fantasy Island are a couple of the family-friendly sights, whereas cultural attractions include Embassy Theatre and Anderby Drainage Museum. While here, Skegness Clock Tower and Skegness Beach are other places worth a visit.

What are holiday rentals like in Skegness?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Skegness. Holiday rentals feature amenities like WiFi and washers and dryers so you'll feel right at home. If you're concerned about cleanliness, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy lobbies while still allowing you to travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for small groups.