Skegness Vacation Rentals

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Check prices for these dates

Our top choices for Skegness vacation rentals

1. Coasters Hotel & Apartments

Coasters Hotel & Apartments
3.0 star property
Skegness
8.4 out of 10, Very good, (139 reviews)
"Property was ok to sleep in few down points regarding bathroom cleaning and no toaster in kitchen Property may look into getting few more bits into kitchen for cooking facilities no frying pans there could do with few clothes hooks for coats too"
United Kingdom
Tom
The price is CA $79
CA $95 total
includes taxes & fees
Nov 15 - Nov 16
Coasters Hotel & Apartments

2. The Chadwick Holiday Flats

The Chadwick Holiday Flats
3.0 star property
Skegness
8.0 out of 10, Very good, (5 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 CA $178
CA $214 total
includes taxes & fees
Nov 15 - Nov 16
The Chadwick Holiday Flats

3. OYO Diamond Apartments Skegness

OYO Diamond Apartments Skegness
2.5 star property
Skegness
5.8 out of 10, (129 reviews)
"Comfortable bed, and very convenient location. TV and wifi worked well. Had to ring to ask for towels, which arrived a little while later. The room was very damp and parts of the carpet were wet. As there was no heating on in the building everything in the room got damper. I could not have a shower on my 2nd full day because there was no way the towel from the previous day could have dried out. Shower barely warm even when turned up to max heat."
United Kingdom
Guy
The price is CA $69
CA $87 total
includes taxes & fees
Dec 7 - Dec 8
OYO Diamond Apartments Skegness

4. Skegness Holiday Park 13968

Skegness Holiday Park 13968
5.0 star property
Skegness
Skegness Holiday Park 13968

5. Sleeps 8 With Parking and Balcony

Sleeps 8 With Parking and Balcony
3.0 star property
Skegness
The price is CA $266
CA $320 total
includes taxes & fees
Nov 29 - Nov 30
Sleeps 8 With Parking and Balcony

6. Dormy Cottage

Dormy Cottage
3.0 star property
Skegness
The price is CA $489
CA $587 total
includes taxes & fees
Nov 21 - Nov 22
Dormy Cottage

7. Beautiful 3 bed Caravan, Southviewpark Skegness

Beautiful 3 bed Caravan, Southviewpark Skegness
3.0 star property
Skegness
The price is CA $219
CA $304 total
includes taxes & fees
Nov 24 - Nov 25
Beautiful 3 bed Caravan, Southviewpark Skegness

8. 5 Links Court

5 Links Court
3.0 star property
Skegness
The price is CA $627
CA $752 total
includes taxes & fees
Nov 19 - Nov 20
5 Links Court

9. Bumble Bee Cottage

Bumble Bee Cottage
3.5 star property
Skegness
8.0 out of 10, Very good, (1 review)
"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 CA $539
CA $646 total
includes taxes & fees
Dec 1 - Dec 2
Bumble Bee Cottage

10. 104 The Laurels

104 The Laurels
3.0 star property
Skegness
10.0 out of 10, Exceptional, (1 review)
"Owner very helpful "
United Kingdom
Mark
The price is CA $442
CA $530 total
includes taxes & fees
Nov 19 - Nov 20
104 The Laurels

11. Peartree Cottage

Peartree Cottage
3.0 star property
Skegness
2.0 out of 10, (1 review)
"Before arrived was told the hot tub cover had broken from previous visitors, when looking on reviews a few previous people had been told this. The cottage needs a deep clean as was very dirty in all areas, misty smell which made me feel ill, hot tub very dirty, husband & son used it I wouldn’t, next morning husband wasn’t feeling too good not sure if this was hot tub related or not. Decor in the cottage looks like has just been thrown on the walls, the blinds all broken & blinds on the doors...
United Kingdom
Ray
The price is CA $583
CA $699 total
includes taxes & fees
Nov 19 - Nov 20
Peartree Cottage

12. 66 Cherry Park

66 Cherry Park
3.0 star property
Skegness
The price is CA $531
CA $638 total
includes taxes & fees
Nov 21 - Nov 22
66 Cherry Park

13. Kantankye Lodge

Kantankye Lodge
3.0 star property
Skegness
The price is CA $579
CA $695 total
includes taxes & fees
Nov 20 - Nov 21
Kantankye Lodge

14. Telford Lodge

Telford Lodge
3.0 star property
Skegness
The price is CA $794
CA $952 total
includes taxes & fees
Nov 19 - Nov 20
Telford Lodge

15. The Chase - Holiday Accommodation 16499

The Chase - Holiday Accommodation 16499
3.0 star property
Skegness
The price is CA $474
CA $569 total
includes taxes & fees
Nov 20 - Nov 21
The Chase - Holiday Accommodation 16499

16. The Old Stables

The Old Stables
3.0 star property
Skegness
The price is CA $618
CA $741 total
includes taxes & fees
Nov 24 - Nov 25
The Old Stables

17. 4 Dorothy Avenue

4 Dorothy Avenue
3.5 star property
Skegness
4.0 out of 10, (1 review)
"On arriving the location was great, parking was good as it was roadside. We were greeted by weeds to the front and filthy guttering. We couldn’t get in the door as the key lock wasn’t working so we rang the number and the spare key was under the plant pot by the front door. On entering the property it was very grim , not clean at all. Things were very grubby like cupboards were greasy and dusty. The shower in downstairs room was not useable as it’s was completely broken and needed a new hose and...
United Kingdom
Allison
The price is CA $740
CA $888 total
includes taxes & fees
Nov 17 - Nov 18
4 Dorothy Avenue

18. Coastfield Holiday Village - Holiday Accommodation 2604

Coastfield Holiday Village - Holiday Accommodation 2604
3.0 star property
Skegness
4.0 out of 10, (1 review)
The price is CA $546
CA $655 total
includes taxes & fees
Nov 22 - Nov 23
Coastfield Holiday Village - Holiday Accommodation 2604

19. Atlas Moonstone

Atlas Moonstone
3.0 star property
Skegness
The price is CA $835
CA $1,002 total
includes taxes & fees
Nov 18 - Nov 19
Atlas Moonstone

20. Moggs Retreat

Moggs Retreat
3.0 star property
Skegness
10.0 out of 10, Exceptional, (1 review)
The price is CA $539
CA $647 total
includes taxes & fees
Nov 23 - Nov 24
Moggs 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.

Find vacation rentals that suit your style

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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, cottages, cabins, villas... 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Skegness vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Skegness vacation rentals we have selected for you start as low as CA $69 per night. Entering your travel dates in the search wizard 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.

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: This Skegness vacation home rental 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. Our travelers also rate Ingoldmells -caravan- Sleeps 6 - Seaside - Parking as a favorite home for rent in Skegness.

How many vacation rentals are there in Skegness?

Expedia has 57 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 North Shore Golf Club 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.