Skegness Vacation Rentals

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Check prices for these dates

In two weeks
Jan 9 - Jan 11
In two months
Feb 20 - Feb 22
In three months
Mar 20 - Mar 22
In four months
Apr 17 - Apr 19

Our top choices for Skegness vacation rentals

Dining
Two Bedroom - Apartment

Two Bedroom - Apartment

Two Bedroom - Apartment
Skegness
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
$73 nightly
The price is $73
Jan 5 - Jan 6, 2026
Total with taxes and fees
Two Bedroom - Apartment
Family Apartment, Multiple Beds, Private Bathroom | Balcony
The Chadwick Holiday Flats

The Chadwick Holiday Flats

The Chadwick Holiday Flats
3.0 star property
Skegness
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
$108 nightly
The price is $130
Dec 24 - Dec 25
Total with taxes and fees
The Chadwick Holiday Flats
Cottage | Interior
57 Cherry Park

57 Cherry Park

57 Cherry Park
3.5 star property
Skegness
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
$306 nightly
The price is $367
Dec 29 - Dec 30
Total with taxes and fees
57 Cherry Park
Fridge, microwave, oven, stovetop
Duplex Family Apartment

Duplex Family Apartment

Duplex Family Apartment
Skegness
$90 nightly
The price is $90
Jan 4 - Jan 5, 2026
Total with taxes and fees
Duplex Family Apartment
Fitness facility
Coasters Hotel & Apartments

Coasters Hotel & Apartments

Coasters Hotel & Apartments
3.0 star property
Skegness
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
$58 nightly
The price is $70
Jan 4 - Jan 5, 2026
Total with taxes and fees
Coasters Hotel & Apartments
Exterior
Beach Front Holiday Apartments Skegness Apartment 6

Beach Front Holiday Apartments Skegness Apartment 6

Beach Front Holiday Apartments Skegness Apartment 6
Skegness
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
Beach Front Holiday Apartments Skegness Apartment 6
House | Dining
10 Guests - 5 Bedrooms - Free Parking - Petok

10 Guests - 5 Bedrooms - Free Parking - Petok

10 Guests - 5 Bedrooms - Free Parking - Petok
3.5 star property
Skegness
$309 nightly
The price is $370
Jan 5 - Jan 6, 2026
Total with taxes and fees
10 Guests - 5 Bedrooms - Free Parking - Petok
Interior
2 bedroom accommodation in Thorpe St Peter, near Skegness

2 bedroom accommodation in Thorpe St Peter, near Skegness

2 bedroom accommodation in Thorpe St Peter, near Skegness
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
$272 nightly
The price is $272
Jan 3 - Jan 4, 2026
Total with taxes and fees
2 bedroom accommodation in Thorpe St Peter, near Skegness
Fishing
3 bedroom accommodation in Anderby Creek, near Skegness

3 bedroom accommodation in Anderby Creek, near Skegness

3 bedroom accommodation in Anderby Creek, near Skegness
Anderby Creek, near Skegness
10.0 out of 10, Exceptional, (4)
"Stayed here for 4 nights in this lovely peaceful bungalow which over looks fields and is walking distance to the beach,Skegness and Mablethorpe is near by which is great if you’ve got kids."
United States
Jason Moore
$225 nightly
The price is $225
Jan 11 - Jan 12, 2026
Total with taxes and fees
3 bedroom accommodation in Anderby Creek, near Skegness
Fishing
1 bedroom accommodation in Burgh le Marsh, near Skegness

1 bedroom accommodation in Burgh le Marsh, near Skegness

1 bedroom accommodation in Burgh le Marsh, near Skegness
Burgh le Marsh, near Skegness
9.8 out of 10, Exceptional, (8)
"Lovely Lodge, clean and comfy,location was perfect"
United States
Phillip Brown
$272 nightly
The price is $272
Jan 8 - Jan 9, 2026
Total with taxes and fees
1 bedroom accommodation in Burgh le Marsh, near Skegness
Terrace/patio
Southview VIP lodge brand new for 2020 stunning lodge fitted to 5 star standard

Southview VIP lodge brand new for 2020 stunning lodge fitted to 5 star standard

Southview VIP lodge brand new for 2020 stunning lodge fitted to 5 star standard
Skegness
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.
$230 nightly
The price is $230
Dec 31 - Jan 1, 2026
Total with taxes and fees
Southview VIP lodge brand new for 2020 stunning lodge fitted to 5 star standard
Dishwasher, highchair, cookware/dishes/utensils
3 bedroom accommodation in Anderby Creek, near Skegness

3 bedroom accommodation in Anderby Creek, near Skegness

3 bedroom accommodation in Anderby Creek, near Skegness
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.
$322 nightly
The price is $322
Jan 8 - Jan 9, 2026
Total with taxes and fees
3 bedroom accommodation in Anderby Creek, near Skegness
Cottage | Private kitchen | Fridge, dishwasher, cookware/dishes/utensils
The Hayloft

The Hayloft

The Hayloft
3.5 star property
Skegness
The Hayloft
Fridge, microwave, oven, stovetop
Comfort Studio Ensuite

Comfort Studio Ensuite

Comfort Studio Ensuite
Skegness
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.
$62 nightly
The price is $62
Dec 30 - Dec 31
Total with taxes and fees
Comfort Studio Ensuite
Exterior detail
3 bedroom accommodation in Skegness

3 bedroom accommodation in Skegness

3 bedroom accommodation in Skegness
Skegness
$479 nightly
The price is $479
Jan 8 - Jan 9, 2026
Total with taxes and fees
3 bedroom accommodation in Skegness
Fridge, microwave, oven, stovetop
Three Bedroom - Apartment

Three Bedroom - Apartment

Three Bedroom - Apartment
Skegness
$85 nightly
The price is $85
Jan 4 - Jan 5, 2026
Total with taxes and fees
Three Bedroom - Apartment
Apartment | Private kitchen | Fridge, microwave, oven, stovetop
Cedar Lake Apartment Retreat

Cedar Lake Apartment Retreat

Cedar Lake Apartment Retreat
2.5 star property
Skegness
$250 nightly
The price is $300
Dec 25 - Dec 26
Total with taxes and fees
Cedar Lake Apartment Retreat
Fridge, microwave, oven, stovetop
Three Bedroom - Apartment ( Sea View )

Three Bedroom - Apartment ( Sea View )

Three Bedroom - Apartment ( Sea View )
Skegness
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.
$90 nightly
The price is $90
Jan 14 - Jan 15, 2026
Total with taxes and fees
Three Bedroom - Apartment ( Sea View )
1 bedroom, iron/ironing board, free WiFi, bed sheets
One Bedroom Apartment

One Bedroom Apartment

One Bedroom Apartment
Skegness
5.0 out of 10, (2)
"When I arrived after a long drive we couldn’t wait to check in my first notice was the image of where I thought we was staying was actually next door, as we approached the building the front door window had been smashed we then went to check in only to realise we had been given the wrong code to get the key and had to get the help of the guy boarding up the window to help us. Once finally being able to get in I went to make a cup of coffee but all the cups had coffee stains on them all the...
United Kingdom
Daniel E.
$68 nightly
The price is $68
Jan 4 - Jan 5, 2026
Total with taxes and fees
One Bedroom Apartment
Highchair
3 bedroom accommodation in Anderby Creek, near Skegness

3 bedroom accommodation in Anderby Creek, near Skegness

3 bedroom accommodation in Anderby Creek, near Skegness
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
$315 nightly
The price is $315
Jan 23 - Jan 24, 2026
Total with taxes and fees
3 bedroom accommodation in Anderby Creek, near Skegness
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

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 10 days ago
Harbour Flats

Find out more about Skegness

Everything you need to know about Skegness vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Skegness vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Skegness vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Skegness vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Skegness. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Skegness in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $70 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Skegness rentals

At Expedia, we put the best Skegness vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Skegness rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Skegness vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Skegness. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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.