The 30 best holiday rentals in Skegness
based on 8,004 holiday rental reviews on Booking.com
Guests' Choice
Sea Breeze Apartment Skegness
#1 of 138 Holiday rentals in Skegness
Last review posted: 23 days ago
“Perfect hosts, beautiful apartment, definitely return!”
“Amazing. Wonderful hosts. Beautiful, clean property with all the essentials and more.”
“Great stay, lovely hosts!”
See more reviews of Sea Breeze Apartment Skegness
Luxury 5* Woodland Retreat, In The Woods.
#2 of 138 Holiday rentals in Skegness
Last review posted: 9 days ago
“Peaceful and comfortable”
“Lovely stay”
“A brilliant relaxing break 😀”
See more reviews of Luxury 5* Woodland Retreat, In The Woods.
The Annex
#4 of 138 Holiday rentals in Skegness
Last review posted: 29 days ago
“Was fantastic time !!!”
“The private secure patio area.”
“Fantastic place to stay”
See more reviews of The Annex
Jockhedge Holiday Cottages
#5 of 138 Holiday rentals in Skegness
Last review posted: 12 days ago
“Beautiful place to stay”
“Brilliant, very clean, beautiful location”
“Jockhedge holiday, perfect 👌.”
See more reviews of Jockhedge Holiday Cottages
The Hideaway!! Skegness ground floor room free parking
#6 of 138 Holiday rentals in Skegness
Last review posted: 2 days ago
“we like everything”
“Lovely room, toiletries provided in bathroom, tea/...”
“Very homely and welcoming. Will definitely stay here again.”
See more reviews of The Hideaway!! Skegness ground floor room free parking
Skegness,North shore holiday park , new 8 berth caravan for rent
#7 of 138 Holiday rentals in Skegness
Last review posted: 35 days ago
“Had everything you needed, perfect location!”
“Beautiful caravan,clean,modern and very comfy! Will certainly revisit!”
“Absolutely brilliant”
See more reviews of Skegness,North shore holiday park , new 8 berth caravan for rent
North Shore Lodge Skegness
#8 of 138 Holiday rentals in Skegness
Last review posted: 6 days ago
“Perfect place to stay”
“Loved it”
“The welcome/ host
”
See more reviews of North Shore Lodge Skegness
CSL Holidays
#9 of 138 Holiday rentals in Skegness
Last review posted: 31 days ago
“Good, grandkids loved it 👍👍”
“Fantastic”
“One of the best”
See more reviews of CSL Holidays
Thrillseeker - next to Fantasy Island, Ingoldmells
#10 of 138 Holiday rentals in Skegness
Last review posted: 4 days ago
“Lovely break”
“All of our expectations on the accommodation were exceeded! It really made the holiday. Will return!”
“Lovely location and a really nice place to stay”
See more reviews of Thrillseeker - next to Fantasy Island, Ingoldmells
Victoria Apartments
#11 of 138 Holiday rentals in Skegness
Last review posted: 3 days ago
“Great Accommodation - no issues”
“lovely, modern apartment.”
“The location is great for the town.”
See more reviews of Victoria Apartments
Tarn Cottage
#12 of 138 Holiday rentals in Skegness
Last review posted: 11 days ago
“The property is in a great location, is spacious and very...”
“Was a lovely break away from everything and everyone , we was sad it had to come to a end ;(”
“Loved it, coming back”
See more reviews of Tarn Cottage
Sea Breeze at Winthorpe Skegness
#13 of 138 Holiday rentals in Skegness
Last review posted: 3 days ago
“Made me want to buy a caravan there”
“Excellent”
“A great few days away with friends, lovely sight, very clean. Would definitely recommend to friends and family to stay.”
See more reviews of Sea Breeze at Winthorpe Skegness
Ash Cottage
#14 of 138 Holiday rentals in Skegness
Last review posted: 4 days ago
“Lovely comfortable place, very quiet location”
“Enjoyable stay and will return if in that area again”
“We had a lovely stay here. Beautiful weather and countryside.”
See more reviews of Ash Cottage
3-Bedroom Family Holiday Home
#15 of 138 Holiday rentals in Skegness
Last review posted: 5 days ago
“Very clean and comfortable.”
“Spotless clean and dog friendly!”
“Loved it thank you! Look forward to coming back again hopefully”
See more reviews of 3-Bedroom Family Holiday Home
HALLSTEAD
#16 of 138 Holiday rentals in Skegness
Last review posted: 16 days ago
“Absolutely beautiful place”
“I can see why the place is so popular. A some nice luxuries”
“Everything was great, and It exceeded my expectations.”
See more reviews of HALLSTEAD
Caravan hire Winthorpe Skegness
#17 of 138 Holiday rentals in Skegness
Last review posted: 29 days ago
“Lovely property, very clean, site is fairly quiet.”
“Holiday”
“Thankyou Everything was fine and everyone there was...”
See more reviews of Caravan hire Winthorpe Skegness
Golden Palm Chapel St Leonards 8 Berth 3 Bedroom Caravan
#18 of 138 Holiday rentals in Skegness
Last review posted: 5 days ago
“Lovely and quiet.”
“The caravan was in a good position.”
“Was not aware of a £20 key deposit.”
See more reviews of Golden Palm Chapel St Leonards 8 Berth 3 Bedroom Caravan
The Penthouse - Luxury 2 Bed Apartment
#19 of 138 Holiday rentals in Skegness
Last review posted: 14 days ago
“Perfect apart from the number of stairs.”
“My son loved the fountain sink in the bathroom.”
“Perfect for a small family”
See more reviews of The Penthouse - Luxury 2 Bed Apartment
Sunnymede 2 Keyshare Holiday lets
#20 of 138 Holiday rentals in Skegness
Last review posted: yesterday
Birchwood in Skegness
#21 of 138 Holiday rentals in Skegness
Last review posted: 12 days ago
“Thoroughly enjoyed”
“Excellent stayed there twice now.so lovely”
“the attitude of the camp manager,we got kicked off site...”
See more reviews of Birchwood in Skegness
Static van on Smallgrove in Ingoldmells
#22 of 138 Holiday rentals in Skegness
Last review posted: 46 days ago
“had amazing time, property was spotless and in a really good area”
“We had a great night away, great location and perfect for...”
“Location was fantastic”
See more reviews of Static van on Smallgrove in Ingoldmells
Beach Court Holiday Apartments
#23 of 138 Holiday rentals in Skegness
Last review posted: 6 days ago
“Nice day for a few nights great location the owners were friendly”
“Good value overnight stay in Skegness”
“Perfect”
See more reviews of Beach Court Holiday Apartments
Grand Chalet 64 Disabled Friendly
#24 of 138 Holiday rentals in Skegness
Last review posted: 11 days ago
“Very nice and relaxing”
“An enjoyable relaxing stay in a well equipped chalet that was suitable and comfortable for my disabled mum.”
“It was exactly the kind of location and facilities that we needed. Great communication throughout.”
See more reviews of Grand Chalet 64 Disabled Friendly
Springs 46 by Vilija Southview Leisure Park Skegness
#25 of 138 Holiday rentals in Skegness
Last review posted: 6 days ago
“I likes that everything was close to drive to and the...”
“Had a great time”
“Great location, quiet and clean on arrival”
See more reviews of Springs 46 by Vilija Southview Leisure Park Skegness
Mulberry Prestige Holiday Home
#26 of 138 Holiday rentals in Skegness
Last review posted: 2 days ago
“It was a superb accomodation, facilities on site were very...”
“The location was perfect and away from the hustle and bustle.”
“Had a brilliant 4nights stay at Golden Palms Resort money well spent.”
See more reviews of Mulberry Prestige Holiday Home
Coastal Retreat - Skegness
#27 of 138 Holiday rentals in Skegness
Last review posted: 3 days ago
“The place was lovely and clean close to everything best...”
“Very comfortable stay very clean would definitely recommend 😀”
“A fantastic place to stay”
See more reviews of Coastal Retreat - Skegness
Meadow Lakes 39
#28 of 138 Holiday rentals in Skegness
Last review posted: 7 days ago
“Very enjoyable and relaxing. In a site near to everything from Fantasy Island to a petting zoo, Tesco to fruit picking”
“Perfect last minute stay for our family in a lovely location.”
“Arrived at the property early, it was still being cleaned.”
See more reviews of Meadow Lakes 39
Dainville Caravan Park
#29 of 138 Holiday rentals in Skegness
Last review posted: 7 days ago
“Ok caravan not suitable for 6 people if you have older teenagers or more than 2 adults staying.”
“Lovely and clean like a home from home, very peaceful...”
“Clean and friendly”
See more reviews of Dainville Caravan Park
Charlies
#30 of 138 Holiday rentals in Skegness
Last review posted: 7 days ago
“Great place. Great location”
“Good location and a comfy stay!”
“We had a great time”
See more reviews of Charlies
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