
Cottage vacation rentals in Skegness
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Top-rated cottage rentals in Skegness
Guests agree: these cottages are highly rated for location, cleanliness, and more.
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Popular amenities for Skegness cottage rentals
Cottage rentals with a hot tub

Oak Cottage, optional hot tub.
We stayed in Oak Cottage at Elms Farm Cottages and couldn’t have been happier with our choice. Carol was a fantastic host - very communicative, flexible and helpful and the cottage was perfect - very comfortable and with excellent amenities - all the small things taken care of. We would highly recommend staying here and would love to come back one day.

Robins Nest - Luxury for 2 with Hot tub included
Can’t recommend Robin’s Nest enough! Booked it for my partners 21st birthday and it was lovely. Max had put up birthday decorations as requested and had even left a personalised note and treats which was so kind. We absolutely loved the hot tub, it was so easy to use and enjoyable, even when it was raining! The cottage felt incredibly homely and was equipped with everything we needed for a few days of relaxing. Thank you again for a wonderful stay! We will definitely be back again☺️

Riverside Cottage with Hot Tub
Had such a lovely stay at The Hatchery! It had everything you need and more. The little things were thought about. Really nice quality bedding and towels - and plenty of them! Natalie & family were friendly and kept on top of the hot tub while we were there making sure it had the right chemical levels in etc! It’s a lovely spot for a quiet weekend, near enough to beaches but far enough from the crowds! Lovely!

Gardeners Cottage, The Fring Estate
Wonderfully located for beaches and places to visit. Fantastic house for our group. Very well equipped with lots of parking. Thoroughly enjoyed our stay.

Butterfly
Had an amazing week. Loved our holiday home & high specifications. Great area with loads to see and do. Thank you.

Forestry Cottage. Hot tub, open fire, dog friendly
We had a wonderful stay here, felt right at home. Plenty of space for the 6 of us, comfortable sofas and beds, plenty of towels for the hot tub. The surrounding area was beautiful with a short walk to the lake. The hosts came back straight away with my many questions and we are getting a date sorted to book back in next year. One point to make is that there is pub down the road that although google said was open, it isn't at weekends. There is a great little cafe though on the lake that is a 5 minute walk away. Easy to get a food shopping order delivered and a really nice touch of a cake and bottle of wine as we were there celebrating Birthdays. Highly recommend this place. Thanks for having us.

Beautiful cottage hideaway with Hot Tub
This was our second year staying at the cottage. Like last time it was a wonderful holiday and we were sad to go. That Cottage feels like a second home to all of us. And we will be coming again next year. The property is beautiful and cosy. The surrounding area makes you feel so relaxed within nature. In the mornings we were able to see a barn owl on the garden fence. If you want somewhere to relax and unwind in the country I cannot recommend The Cottage enough.

The Retreat-luxury cottage with hot tub (sleeps 4)
The Retreat is an incredible place to stay! What a way to celebrate my husband’s 30th birthday with our baby girl too! We had a blast! The Retreat was immaculately clean and beautifully decorated! You had everything you needed and more! The welcome hamper and gift was so incredibly thoughtful! Louise was an amazing host- she kept us updated throughout! Couldn’t fault it! We will be back! Cannot recommend it enough! Thank you so much!
Pet-friendly cottage rentals

Conker Cottage at The Chestnuts Holiday Cottages
Our 2nd weekend stay with Claire in 7 months. Claire and her team are all friendly and helpful. Accommodation is good and comfortable for the price and has additional recreational facilities on site. Location is very peaceful. Would recommend and we hope to stay again later in the year when we visit family in Skegness again. Thank you Claire & Team.

Secret Cottage in the Garden
It was an absolutely lovely cottage. Henny checked that everything was fine after the first night and if I needed anything to make my stay there better.

Luxury Holiday Cottage, Docking, North Norfolk
This is a wonderful place to stay, Emma is a fantastic host, very responsive and helpful. We've stayed here a number of times and will do again!

Goys Cottage, Tealby, Lincolnshire Wolds
Was a lovely cottage and a lovely village. Didn’t get a chance to visit the tearoom as it was closed while we were there. Had a lovely meal at the local pub. We enjoyed our stay. Few little details in need of attention.

Quiet Lane Retreat: The Bee Cottage Rutland
Steve & Hanri have been the perfect hosts. A beautiful house set in a stunning location that's so quiet. The property had everything we needed and we did all our washing before coming home. There lots of little nooks to read a book. 'What Lies beneath' is a good read! On arrival we were left beautiful treats from the bakery, along with a bottle of wine and treats for our minature dachshund. The garden was a delight with a table and chairs for all the family. The yellow seated area near the rose is a real treat to enjoy a glass of wine or coffee on your own. All the recommendations are on a handmade map and we visted quite a few and we're very satisfied. The local pub 'The Sun Inn' offers the most outstanding food and service. The chip shop around the corner also satisfied our taste buds. Both our children enjoyed the recreation ground court where they played football and basket ball. The surrounding houses are just stunning. A 5* location and 5* hosts. We will be returning again.

Castle Square Cottage, Drury Lane, Lincoln
We were very comfortable at the cottage. It was charming and well equipped. It was ideally situated near to the Castle and the Cathedral. The car parking instructions were clear and easily accessible. There was a parking permit for our car on the street nearby or in an adjacent car park. We would like to return in the future. We have family in Lincoln

Cottage in beautiful location - dog friendly
we thoroughly enjoyed our stay with our dogs and were made to feel very welcome, the cottage was perfect and homely for us all. had great dog walk and dinner at the New Inn all easily walkable from the cottage.

Bluebell Cottage Docking - Cosy short breaks
We had a lovely stay – the property was super clean and beautifully kept, and communication throughout was excellent. The welcome gift was such a thoughtful touch and really made us feel at home right away! Thanks again for a great stay – we’d definitely recommend it.
Private cottage rentals

Cottage in peaceful surroundings
Great 1 bedroomed place to stay on the countryside but only a few mins from Grimsby and Cleethorpes. Great host!

Beautiful, Secluded Cottage in Lincolnshire Wolds
Wonderful place to stay, peaceful and full of nature. Lovely accommodation cleaned and fresh. Everything you need. Highly recommend

Cosy riverside cottage in peaceful Lincolnshire
The cottage has been planned and presented with excellent attention to detail. The gardens are huge and so well maintained. The gardens have lots of little 'hidden places' and quirky details that add to the whole experience. We loved the location, as it's off the beaten track but, not at the end of a dreadful dirt track but, amidst lovely open fields and with well laid access. Don't expect a million shops or restaurants in walking distance but, nice pubs and food are short drives away. Local town about 20 mins easy drive. A perfect haven for two people looking for peace and quiet.

Little Walk Cottage Stable Conversion
What a gem - we loved our stay here! Brilliant value for money. Such a beautiful location with a lovely view. It was also very clean and it has such a cosy feel but was very spacious. Emma was such a helpful host. Thank you so much for such a lovely stay. We would definitely stay again!

Auctioneers Cottage - Louth
Lovely cottage. Very clean, great facilities. As described. I would definitely recommend.

The Old Forge
We had a fantastic stay! The accommodation was exactly as described and had such a homely feel. The bathroom was just stunning and the beds were comfortable. We went with our dog and she seemed settled straight away, great to have a bit of garden that’s gated so there’s freedom outside for dogs. We would recommend going to visit Old Hunstanton; the beach was lovely as was the area.

Thatched cottage in the Lincolnshire Wolds
The cottage was perfectly clean and comfortable in a lovely, peaceful location. The adults appreciated the wine, and the kids loved their Easter eggs! The weather allowed us to enjoy the garden and the kids had fun with the toys. A perfect location for exploring local walk and bike routes.

Cosy Cottage in Picturesque Lincolnshire Village
We absolutely loved Cherry Cottage. 6 of us booked for 4 nights and had a fabulous stay. Everything had been thought of at the house down to hand-wash, dishwasher tablets, and a lovely welcome box. The house is described as dog friendly but it was more than that.....completely dog sorted with a well fenced in garden, boot room and dog pound. The patio and garden were sunny and great to sit out in of an evening with a beautiful view. We walked locally. through some beautiful villages and hamlets, visited Louth with all its grand architecture and had a good meal in the King's Head in Tealby.
Quick stats about cottage rentals in Skegness
Total rentals
20 properties
Nightly prices starting at
G$905,607 GYD before taxes and fees
Total number of reviews
80 reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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- Cromer Beach
- Sandringham Estate
- Fantasy Island Theme Park
- Holkham beach
- Lincoln Castle
- Burghley House
- Heacham South Beach
- Sundown Adventureland
- Old Hunstanton Beach
- Sheringham Beach
- Woodhall Spa Golf Club
- East Runton Beach
- Mundesley Beach
- Felbrigg Hall
- Sheringham Park
- Holkham Hall
- North Shore Golf Club
- Chapel Point
- Cromer Lighthouse