Skegness Holiday Rentals

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
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
26 Dec - 28 Dec
In two months
6 Feb - 8 Feb
In three months
6 Mar - 8 Mar
In four months
3 Apr - 5 Apr

Our top choices for Skegness holiday rentals

Dining
Two Bedroom - Apartment

Apartment in Skegness

Two Bedroom - Apartment
8.0 out of 10, Very good, (2)
"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$310
HK$518 total
includes taxes & fees
4 Jan - 5 Jan 2026
Two Bedroom - Apartment
Balcony
The Chadwick Holiday Flats

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 HK$722
HK$867 total
includes taxes & fees
14 Dec - 15 Dec
The Chadwick Holiday Flats
Exterior
Beachfront 6 Berth Caravan, 5mins walk to Fantasy Island

Mobile Home in Ingoldmells

Beachfront 6 Berth Caravan, 5mins walk to Fantasy Island
10.0 out of 10, Exceptional, (1)
"Property was a little out from Skegness raceway for walking too but that was my fault. Perfect for a little weekend away if want to go to fantasy island etc"
United Kingdom
Adele F.
The price is HK$885
HK$1,250 total
includes taxes & fees
25 Dec - 26 Dec
Beachfront 6 Berth Caravan, 5mins walk to Fantasy Island
1 bedroom, iron/ironing board, free WiFi, bed sheets
Duplex Family Apartment

Apartment in Skegness

Duplex Family Apartment
The price is HK$398
HK$606 total
includes taxes & fees
12 Dec - 13 Dec
Duplex Family Apartment
Front of property
57 Cherry Park

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 HK$2,321
HK$2,785 total
includes taxes & fees
17 Dec - 18 Dec
57 Cherry Park
Bed sheets
Coasters Hotel & Apartments

Apartment in Skegness

Coasters Hotel & Apartments
3.0 star property
8.6 out of 10, Excellent, (121)
"Ideal area, very close to the beach, bars, shops and arcades, room was very spacious "
United Kingdom
Mark
The price is HK$390
HK$469 total
includes taxes & fees
4 Jan - 5 Jan 2026
Coasters Hotel & Apartments
Exterior
Beach Front Holiday Apartments Skegness Apartment 6

Apartment in Skegness

Beach Front Holiday Apartments Skegness Apartment 6
10.0 out of 10, Exceptional, (1)
"The woman that owns and manages the property is so nice. The place is very old school looking but they are slowly renovating it one at a time. Despite this it was really homely feeling and actually we really liked the fact it didn’t just look like a hotel. We will be back next year "
United Kingdom
Kaitlynn
The price is HK$1,087
HK$1,253 total
includes taxes & fees
22 Dec - 23 Dec
Beach Front Holiday Apartments Skegness Apartment 6
Outdoor dining
10 Guests - 5 Bedrooms - Free Parking - Petok

Residence in Skegness

10 Guests - 5 Bedrooms - Free Parking - Petok
3.5 star property
The price is HK$1,360
HK$2,757 total
includes taxes & fees
14 Dec - 15 Dec
10 Guests - 5 Bedrooms - Free Parking - Petok
Fireplace
2 bedroom accommodation in Thorpe St Peter, near Skegness

Cottage in Thorpe St Peter, near Skegness

2 bedroom accommodation in Thorpe St Peter, near Skegness
10.0 out of 10, Exceptional, (2)
"Beautiful cottage in a quiet part of the world. Only 15 minutes drive to SkegnessWe both loved our stay at Curlew!Kevin and Andrea"
United States
Kevin Trundley
The price is HK$2,102
HK$2,102 total
includes taxes & fees
3 Jan - 4 Jan 2026
2 bedroom accommodation in Thorpe St Peter, near Skegness
Indoor pool
2 bedroom accommodation in Addlethorpe

Cottage in Addlethorpe

2 bedroom accommodation in Addlethorpe
10.0 out of 10, Exceptional, (10)
"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$2,875
HK$2,875 total
includes taxes & fees
12 Dec - 13 Dec
2 bedroom accommodation in Addlethorpe
Outdoor dining
1 bedroom accommodation in Burgh le Marsh, near Skegness

Cottage in Burgh le Marsh, near Skegness

1 bedroom accommodation in Burgh le Marsh, near Skegness
9.8 out of 10, Exceptional, (8)
"Lovely Lodge, clean and comfy,location was perfect"
United States
Phillip Brown
The price is HK$2,437
HK$2,437 total
includes taxes & fees
8 Jan - 9 Jan 2026
1 bedroom accommodation in Burgh le Marsh, near Skegness
Exterior
Southview VIP lodge brand new for 2020 stunning lodge fitted to 5 star standard

Holiday Home in Skegness

Southview VIP lodge brand new for 2020 stunning lodge fitted to 5 star standard
9.8 out of 10, Exceptional, (6)
"We took our teenage grandson away for a few days before he finally restarts school. Lovely lodge, excellent all round, beds so comfortable, decor luxurious, thumbs up for this property and so near to skegness and local beaches where you can social distance with ease."
United Kingdom
JOHN F.
The price is HK$1,562
HK$1,792 total
includes taxes & fees
31 Dec - 1 Jan 2026
Southview VIP lodge brand new for 2020 stunning lodge fitted to 5 star standard
1 bedroom, iron/ironing board, free WiFi
Comfort Studio Ensuite

Apartment in Skegness

Comfort Studio Ensuite
5.0 out of 10, (2)
"On arrival the outside was nothing like the photo .The main apartment door looked like it had been attempted to be broke into there was no balcony. There was a large cupboard which had broken locks on also like it had been broken into . Because of the security issue and feeling unsafe we ended up leaving not long after our arrival vwry disappointed"
United Kingdom
Sophie C.
The price is HK$214
HK$423 total
includes taxes & fees
12 Dec - 13 Dec
Comfort Studio Ensuite
Fishing
3 bedroom accommodation in Anderby Creek, near Skegness

Cottage in Anderby Creek, near Skegness

3 bedroom accommodation in Anderby Creek, near Skegness
10.0 out of 10, Exceptional, (3)
"Bigger than expected large rooms well equipped fabulous coastal village"
United Kingdom
Linda J.
The price is HK$2,510
HK$2,510 total
includes taxes & fees
8 Jan - 9 Jan 2026
3 bedroom accommodation in Anderby Creek, near Skegness
Living area
Seaside Retreat

Cottage in Skegness

Seaside Retreat
2.0 star property
The price is HK$2,761
HK$3,313 total
includes taxes & fees
2 Jan - 3 Jan 2026
Seaside Retreat
Exterior
3 bedroom accommodation in Anderby Creek, near Skegness

Cottage in Anderby Creek, near Skegness

3 bedroom accommodation in Anderby Creek, near Skegness
10.0 out of 10, Exceptional, (3)
"Excellent base for exploring surrounding areas. A quiet, cosy bungalow, with everything we needed."
United States
Linda Watkins
The price is HK$3,448
HK$3,448 total
includes taxes & fees
6 Jan - 7 Jan 2026
3 bedroom accommodation in Anderby Creek, near Skegness
3 bedrooms, free WiFi, bed sheets
3 bedroom accommodation in Skegness

Cottage in Skegness

3 bedroom accommodation in Skegness
The price is HK$3,729
HK$3,729 total
includes taxes & fees
8 Jan - 9 Jan 2026
3 bedroom accommodation in Skegness
Living area
Cedar Lake Apartment Retreat

Apartment in Skegness

Cedar Lake Apartment Retreat
2.5 star property
The price is HK$1,365
HK$2,322 total
includes taxes & fees
23 Dec - 24 Dec
Cedar Lake Apartment Retreat
3 bedrooms, desk, iron/ironing board, free WiFi
Three Bedroom - Apartment

Apartment in Skegness

Three Bedroom - Apartment
The price is HK$361
HK$570 total
includes taxes & fees
12 Dec - 13 Dec
Three Bedroom - Apartment
3 bedrooms, iron/ironing board, free WiFi, bed sheets
Three Bedroom - Apartment ( Sea View )

Apartment in Skegness

Three Bedroom - Apartment ( Sea View )
6.0 out of 10, (1)
"We arrived with the wrong door combination but luckily someone met us and let us in. The Wi-fi wasn't the correct one but no one got back to us. The tv in the living room has a smashed screen (again no answer). The tv in one bedroom was not connected to an aerial or cable and there was no tv in the small bedroom. The was nothing in two of the bedrooms to hang clothes and neither had mirrors. The shower door was broken. The sink in the bathrrom didn't emptying properly. The accomodation was for 5...
United Kingdom
Sian D.
The price is HK$398
HK$606 total
includes taxes & fees
12 Dec - 13 Dec
Three Bedroom - Apartment ( Sea View )
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Skegness Hotel Reviews

OYO Ivy Hotel

OYO Ivy Hotel

10/10 Excellent
"Easy "
Julian 4-night trip
Posted 7 days ago
OYO Ivy 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
  • 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 34 holiday rentals for your stay in Skegness.

What can I see and do in Skegness?

Skegness Aquarium and Skegness Pier 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.