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Featured Cottages in Skegness and around

2 bedroom accommodation in Skegness
9.6 out of 10, Exceptional, (15)
"What a little gem barn cottage is ..hot tub fantastic extra ..Ian was a brilliant the little extras sweets for granddaughter wine for us and the flowers ment alot and the rest .will definitely be back..even Bailey the dog had fun..5stars plus .pauline n family"
2 bedroom accommodation in 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"
3 bedroom accommodation in Anderby Creek, near Skegness
4 bedroom accommodation in Wainfleet St. Mary, near Skegness
10.0 out of 10, Exceptional, (3)
"We booked for the weekend with family members to celebrate a 70th birthday. On arrival, we were amazed at the beautiful house and were very impressed with the high spec furnishings and sizes of the rooms. The bedrooms were so spacious and the quality again was excellent with plenty of bathrooms for everyone. The hot tub was amazing and extremely clean as was the whole house. We all had an amazing stay and will certainly be booking again"
4 bedroom accommodation in Wainfleet St. Mary, near Skegness
4 bedroom accommodation in Hogsthorpe, near Skegness
10.0 out of 10, Exceptional, (2)
"A lovely house which was perfect for our short family break. The house is completed to a high spec and the garden is very well maintained. The bar area is a bonus and a really nice area for socialising. Location was good to go to beaches and other local areas. Most things are within a 10-15 minute drive. Kids and grandparents really enjoyed the stay."
4 bedroom accommodation in Hogsthorpe, near Skegness
Stunning Seaside Cottage for the Perfect Winter Getaway ❤️It's Pet Friendly too!
9.4 out of 10, Exceptional, (66)
"Nice quiet village nice walks cottage everything you need ,could do with a slow cooker."
The price is €154
includes taxes & fees
5 Dec - 6 Dec
Stunning Seaside Cottage for the Perfect Winter Getaway ❤️It's Pet Friendly too!
George’s Gaff has all you and your family need to make you feel at home in and around Skegness.
10.0 out of 10, Exceptional, (5)
"Amazing accommodation and staff very helpful and friendly! Highly recommend"
George’s Gaff has all you and your family need to make you feel at home in and around Skegness.
11 bedroom accommodation in Wainfleet All Saints, near Skegness
11 bedroom accommodation in Wainfleet All Saints, near Skegness
3 bedroom accommodation in Burgh Le Marsh, Skegness
3 bedroom accommodation in Burgh Le Marsh, Skegness
3 bedroom accommodation in Anderby Creek, near Skegness
10.0 out of 10, Exceptional, (2)
"Quiet area away in a lovely position overlooking countryside. A short walk to the beach and a nearby beach cafe. A perfect place for our short break to the seaside."
3 bedroom accommodation in Anderby Creek, near Skegness
Westfields Bungalow is a wonderful newly refurbished detached bungalow.
8.0 out of 10, Very good, (1)
"Well equipped, spacious bungalow with delightful views across the Lincolnshire countryside. The online information misses many of the features of the premise, The two lounges, the bunk beds in the 'twin' bedroom, the existence of a dishwasher. It provides far more than promised. Only real downside were the mattresses on the double beds, thin with springs so uncomfortable and the beds have a solid frame around them so decidedly uncomfortable entry and exit. The walk in showers to the ensuites...
Westfields Bungalow is a wonderful newly refurbished detached bungalow.
4 bedroom accommodation in Chapel St. Leonards, near Skegness
8.8 out of 10, Excellent, (13)
"Ideal location, large property, staff very helpful and friendly, took feedback well, property in need of some TLC, damp is an issue in main bathroom, cleaning could be better, carpets stained and tired looking, no batteries in clocks, and a few other little things that would've made it the perfect stay, staff did say they would try to improve the property, would stay again 😊"
4 bedroom accommodation in Chapel St. Leonards, near Skegness
3 bedroom accommodation in Wainfleet St. Mary, near Skegness
10.0 out of 10, Exceptional, (13)
"Great little cottage in quiet locality, I'd say it's uber comfortable for 5 adults ( pull out bed for 6th isn't really usable other than snaffling the mattress & using in lounge... as we did). Cottage well equipped & everything clean. Local town great with nice pubs, co-op, chip shop. Short drive to great beaches. Lovely stay."
3 bedroom accommodation in Wainfleet St. Mary, near Skegness
Moggs Retreat
3.0 star property
Moggs Retreat
5 bedroom accommodation in Skegness
8.0 out of 10, Very good, (2)
"Arrived at 4pm the accommodation had not been prepared. we had to contact the agent to get the cleaners in ,also put the bedlinen and towels out. The accommodation suited our needs well, creaking floor boards on the landing just like a haunted house."
5 bedroom accommodation in Skegness
Close to the coast and the centre of the seaside village of Chapel St.
Close to the coast and the centre of the seaside village of Chapel St.
3 bedroom accommodation in Anderby Creek, near Skegness
10.0 out of 10, Exceptional, (1)
"lovely, spacious and homely."
3 bedroom accommodation in Anderby Creek, near Skegness
5 bedroom accommodation in Skegness
10.0 out of 10, Exceptional, (1)
"This was the most comfortable, cleanest, well equipped holiday home we have ever stayed in. We would definitely recommend to anyone, i think the owners have catered for everyones needs, i really can't praise it enough."
5 bedroom accommodation in Skegness
2 bedroom accommodation in Thorpe St Peter
2 bedroom accommodation in Thorpe St Peter
Bumble Bee Cottage
3.5 star property
8.0 out of 10, Very good, (1)
"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. "
Bumble Bee Cottage
1 bedroom accommodation in Wainfleet St. Mary, near Skegness
10.0 out of 10, Exceptional, (19)
"Just had a lovely stay it this cottage. Perfect base for us to explore. The property has everything you need for your stay. Checkin was quick and easy. Took our little dog with us who had a fab time. It’s a short walk to the village where there are a couple of pubs, take always plus a co-op for all your essentials. It’s a short train ride or drive to Skegness. It’s a lovely cottage the hot tub was a bonus too. Thanks for a nice stay."
1 bedroom accommodation in Wainfleet St. Mary, 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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Other property types in Skegness

The Chase Holiday Park
3.0 star property
7.6 out of 10, Good, (21)
"Clean an good friendly staff "
The Chase Holiday Park
6 berth caravan on the Chase caravan park
8.8 out of 10, Excellent, (29)
"Great location , clean and spacious , easy check in , pet friendly. Great short break 👌 "
6 berth caravan on the Chase caravan park
Lyndene Holiday Apartments
2.5 star property
5.6 out of 10, (116)
"Distgusting wasn’t worth a penny would never stay there again… want my money back was fooled and I’m gutted"
Lyndene Holiday Apartments
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.

Frequently asked questions

How much do cottages in Skegness cost?
Cottages in Skegness range between €154 and €154 per night. These stays offer a chance to get reacquainted with nature — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best cottages in Skegness?
Pick from multiple cottages in Skegness with a total average guest review rating of 9.5. The Annexe is a great place to rest and put your feet up between adventures. This 3.5-star cottage also has a fireplace and individually decorated rooms. Garden Cottage is another leading pick with travellers to the area. It has a 3.5-star rating and amenities including a furnished patio and a garden.
How many cottages are there in Skegness?
Take your pick of 147 cottages in Skegness. No matter if you’re taking a trip with the little ones or planning a weekend break with friends, Expedia can help you find the ideal space to enjoy nature’s beauty.
Why book your cottage in Skegness with Expedia?
Booking a cottage in Skegness is as simple as deciding on your travel dates and selecting your ideal place for a getaway in nature. From upmarket retreats to affordable properties and cottages that have perks like free WiFi, Expedia has something for all traveller tastes. As for epic deals? We’ve have them as well!
How can I find cheap cottages in Skegness?
The simplest way to get cheap cottages in Skegness is with Expedia’s handy filter tool. Fine-tune your search results by budget, star rating and amenities to access awesome bargains with only a few clicks.
What is there to do in Skegness near my cottage?
You’ll find loads of impressive things to fill your itinerary with in Skegness. Check out major attractions like Skegness Beach, Fantasy Island and Embassy Theatre. Skegness Aquarium, Natureland Seal Sanctuary and Lucky Strike also appeal to many visitors.