Skegness Vacation 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

Tonight
Dec 26 - Dec 27
Tomorrow
Dec 27 - Dec 28
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

Our top choices for Skegness vacation rentals

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 traveler
The price is P6,426
P7,711 total
includes taxes & fees
Dec 27 - Dec 28
The Chadwick Holiday Flats
Interior
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 P18,140
P21,768 total
includes taxes & fees
Dec 29 - Dec 30
57 Cherry Park
Fitness facility
Coasters Hotel & Apartments

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 P3,570
P4,284 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Coasters Hotel & Apartments
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 P11,160
P21,960 total
includes taxes & fees
Jan 5 - Jan 6, 2026
10 Guests - 5 Bedrooms - Free Parking - Petok
Property grounds
Seaside Retreat

Cottage in Skegness

Seaside Retreat
2.0 star property
The price is P21,579
P25,895 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Seaside Retreat
Private kitchen
Cedar Lake Apartment Retreat

Apartment in Skegness

Cedar Lake Apartment Retreat
2.5 star property
Cedar Lake Apartment 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.
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

Harbour Flats

Harbour Flats

10/10 Excellent
"Very nice stay , bedding , towels , etc, white like new nice clean. It is older building but has been refurbished. Kitchen has new units , well equipped oven, microve, toaster, kettle. It is number key entry for main door and flat but easy to use and convenient for whater time you arrive. As a family with small child had a good stay."
carole 2-night trip
Posted 13 days ago
Harbour Flats

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 vacation rental in Skegness?

Yes, we give you a choice of vacation rentals in Skegness close to Skegness Aquarium, or you can go with a more secluded option if you're looking for extra privacy while you relax. 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's the top vacation rental that Skegness has to offer?

Beautiful 3 bed Caravan, Southviewpark Skegness: Visitors like this Skegness vacation home rental. It 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 you can cook with friends or family. Make the most of the private yard 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 vacation rentals are there in Skegness?

Expedia has 33 vacation rentals for your stay in Skegness.

What can I see and do in Skegness?

Skegness Aquarium and Fantasy Island are a couple of 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 vacation rentals like in Skegness?

Vacation rentals are privately owned accommodations you can stay in for several days or more in Skegness. Vacation rentals offer amenities such as WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, vacation rentals can offer a sense of safety away from public hotel elevators and busy front desks while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular choice for a small group gathering.