An aerial view of a coastal area with a large marina, numerous mobile homes, and a beach.

Skegness Holiday Rentals

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Skegness holiday rentals

1 bedroom, desk, free WiFi

1. OYO Diamond Apartments Skegness

OYO Diamond Apartments Skegness
2.5 star property
Skegness
5.6 out of 10, (120 reviews)
"It was good except we lost electric for three days before someone fixed it and repaired the door closure. "
United Kingdom
Ashlyn
The price is HK$389
HK$493 total
includes taxes & fees
2 Sept - 3 Sept
OYO Diamond Apartments Skegness
Fireplace

2. Cabin Sleeps 5 With Parking and Balcony

Cabin Sleeps 5 With Parking and Balcony
2.0 star property
Skegness
The price is HK$511
HK$613 total
includes taxes & fees
2 Sept - 3 Sept
Cabin Sleeps 5 With Parking and Balcony
Bed sheets

3. Coasters Hotel & Apartments

Coasters Hotel & Apartments
3.0 star property
Skegness
8.4 out of 10, Very good, (134 reviews)
"Hi all On arrival check in was nice and quick,Staff very friendly and polite,Once I got my keys and was in my room I read the inventory there was a check list ,I went through it items where missing, I called the main Office, This took time only there for a day, Room was loverly size Kitchen need finishing off also Bathroom,But don’t let that put you off, Would stay there again,Great location."
United Kingdom
Peter
The price is HK$944
HK$1,132 total
includes taxes & fees
10 Aug - 11 Aug
Coasters Hotel & Apartments
Balcony

4. The Chadwick Holiday Flats

The Chadwick Holiday Flats
3.0 star property
Skegness
7.6 out of 10, Good, (4 reviews)
"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 HK$988
HK$1,185 total
includes taxes & fees
7 Aug - 8 Aug
The Chadwick Holiday Flats
2 bedrooms, desk, iron/ironing board, free WiFi

5. Two Bedroom - Apartment

Two Bedroom - Apartment
Skegness
8.0 out of 10, Very good, (2 reviews)
"We have been here a couple of times olredy, and enjoyed the facilities at the flat , To not go wrong we always bring same of our same of our plates cutlery and a large frying pan , so not to rely of the one on the premises as nothings wrong with it, but we prefer ours. Otherwise the flat is presented clean and with heating ( for those winter days) and nice confortable beds . By the way This 2 bedrooms flat is quite big We be back for sure ."
United Kingdom
Anna
The price is HK$940
HK$940 total
includes taxes & fees
1 Sept - 2 Sept
Two Bedroom - Apartment
1 bedroom, iron/ironing board, free WiFi

6. Comfort Studio Ensuite

Comfort Studio Ensuite
Skegness
5.0 out of 10, (2 reviews)
"Nice staff and clean room. Right on the front so easy to walk to everything "
United Kingdom
Ruth
The price is HK$970
HK$970 total
includes taxes & fees
9 Aug - 10 Aug
Comfort Studio Ensuite
Living area

7. Dormy Cottage

Dormy Cottage
3.0 star property
Skegness
The price is HK$2,498
HK$2,998 total
includes taxes & fees
31 Aug - 1 Sept
Dormy Cottage
Pool

8. Adams abodes family home

Adams abodes family home
Chapel Saint Leonards
8.0 out of 10, Very good, (1 review)
"It was a nice place and nothing bad l dont mind to rebook again"
United States
Sandra C.
The price is HK$847
HK$1,122 total
includes taxes & fees
24 Aug - 25 Aug
Adams abodes family home
Living area

9. Dormy Cottage, Skegness

Dormy Cottage, Skegness
Skegness
The price is HK$3,233
HK$3,233 total
includes taxes & fees
2 Sept - 3 Sept
Dormy Cottage, Skegness
TV, fireplace

10. Cabin Sleeps 5 with Parking and Balcony

Cabin Sleeps 5 with Parking and Balcony
Skegness
The price is HK$613
HK$613 total
includes taxes & fees
2 Sept - 3 Sept
Cabin Sleeps 5 with Parking and Balcony
Exterior

11. 2 bedroom accommodation in Addlethorpe

2 bedroom accommodation in Addlethorpe
Addlethorpe
10.0 out of 10, Exceptional, (11 reviews)
"Lovely place . In a great location . Would defo recommend. Swimming pool a bonus . Very enjoyable few days ."
United States
Ian Slack
The price is HK$3,838
HK$3,838 total
includes taxes & fees
31 Aug - 1 Sept
2 bedroom accommodation in Addlethorpe
Terrace/patio

12. 3 Bed Caravan - Sleeps 8 - Pool - Pet Friendly

3 Bed Caravan - Sleeps 8 - Pool - Pet Friendly
3.0 star property
Skegness
The price is HK$855
HK$1,026 total
includes taxes & fees
3 Sept - 4 Sept
3 Bed Caravan - Sleeps 8 - Pool - Pet Friendly
Interior

13. 66 Cherry Park, Chapel St Leonards

66 Cherry Park, Chapel St Leonards
Skegness
The price is HK$3,353
HK$3,353 total
includes taxes & fees
31 Aug - 1 Sept
66 Cherry Park, Chapel St Leonards
Property grounds

14. Charming Southview Holiday Park Retreat

Charming Southview Holiday Park Retreat
Skegness
The price is HK$3,617
HK$3,617 total
includes taxes & fees
31 Aug - 1 Sept
Charming Southview Holiday Park Retreat
Exterior

15. The Farmhouse, Burgh le Marsh

The Farmhouse, Burgh le Marsh
Skegness
The price is HK$20,354
HK$20,354 total
includes taxes & fees
1 Sept - 2 Sept
The Farmhouse, Burgh le Marsh
2 bedrooms

16. Seaside Retreat, Lincolnshire.

Seaside Retreat, Lincolnshire.
Skegness
6.0 out of 10, (1 review)
"Although the accommodation was as stated it wasn’t ready on time due to previous tenants a not leaving on time and b leaving a mess so the cleaner had double the work they had 2 large dogs and they let them mess and wee on Astro turf the cleaner did her best but when the sun was out you couldn’t sit in the yard or have doors open because of the smell which was awful they ai Lao smoked in the bedroom and we couldn’t sleep in there even with windows open so had to move in the small bedroom this...
United Kingdom
Margaret F.
The price is HK$3,803
HK$3,803 total
includes taxes & fees
31 Aug - 1 Sept
Seaside Retreat, Lincolnshire.
Living area

17. Peartree Cottage

Peartree Cottage
3.0 star property
Skegness
The price is HK$3,038
HK$3,645 total
includes taxes & fees
14 Aug - 15 Aug
Peartree Cottage
Living area

18. 5 Links Court, Skegness

5 Links Court, Skegness
Skegness
The price is HK$3,815
HK$3,815 total
includes taxes & fees
9 Aug - 10 Aug
5 Links Court, Skegness
Living area

19. The Dairy, Burgh Le Marsh

The Dairy, Burgh Le Marsh
Skegness
The Dairy, Burgh Le Marsh
Terrace/patio

20. Coastfield Holiday Village Retreat

Coastfield Holiday Village Retreat
Ingoldmells
Coastfield Holiday Village Retreat
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

The Monsell Hotel

The Monsell Hotel

10/10 Excellent
"Very good....room tidy quiet place to stay breakfast wasn't available but was recommended some good places to eat. Staff member very helpful and friendly."
Ian 1-night trip
Posted 1 day ago
The Monsell Hotel

Find out more about Skegness

Search for holiday rentals in Skegness on Expedia! 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
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  • 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. Our travellers also rate Ingoldmells - House - Sleeps 6 - Seaside - Parking as a favourite home for rent in Skegness.

How many holiday rentals are there in Skegness?

Expedia has 52 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.