The 30 best holiday rentals in Skegness
based on 8,457 holiday rental reviews on Booking.com
Guests' Choice
Carron House Holiday Apartments
#1 of 133 Holiday rentals in Skegness
Last review posted: 72 days ago
“A great place to stay very clean the landlady was very nice...”
“Friendly and clean”
“Well located, tidy, a friendly welcome”
See more reviews of Carron House Holiday Apartments
Luxury 5* Woodland Retreat, In The Woods.
#2 of 133 Holiday rentals in Skegness
Last review posted: 5 days ago
“Lovely quiet location, very clean cabin and the hot tub was...”
“Was absolutely Gorgeous staying here could not fault anything x”
“Views hot tub”
See more reviews of Luxury 5* Woodland Retreat, In The Woods.
Sea Breeze Apartment Skegness
#3 of 133 Holiday rentals in Skegness
Last review posted: 9 days ago
“Amazing apartment great hosts.”
“The property was very clean and felt like home, very cozy.”
“Everything about the apartment was exceptional.”
See more reviews of Sea Breeze Apartment Skegness
North Shore Lodge Skegness
#4 of 133 Holiday rentals in Skegness
Last review posted: 4 days ago
“Lovely property and host, great location.”
“Highly recommend will definitely be returning The rooms were beautiful and clean. Had all the facilities we needed. Th”
“Perfect place to stay”
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Jockhedge Holiday Cottages
#6 of 133 Holiday rentals in Skegness
Last review posted: 3 days ago
“Can’t wait to book again”
“Worth every penny be back soon”
“Very comfortable. will be back with our dog next time”
See more reviews of Jockhedge Holiday Cottages
CSL Holidays
#7 of 133 Holiday rentals in Skegness
Last review posted: 243 days ago
“Good, grandkids loved it 👍👍”
“Fantastic”
“One of the best”
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The Annex
#8 of 133 Holiday rentals in Skegness
Last review posted: 23 days ago
“The beautiful Annexe”
“Very quiet area”
“Absolutely fantastic few days in a lovely property”
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Tarn Cottage
#9 of 133 Holiday rentals in Skegness
Last review posted: 10 days ago
“Very nice cottage well thought out and with ...”
“Better than most .”
“We will definitely be back”
See more reviews of Tarn Cottage
The Penthouse - Luxury 2 Bed Apartment
#10 of 133 Holiday rentals in Skegness
Last review posted: 5 days ago
“The 67 stairs to the penthouse!”
“Just wonderful!”
“The location is perfect for the shops and the seafront”
See more reviews of The Penthouse - Luxury 2 Bed Apartment
Skegness,North shore holiday park , new 8 berth caravan for rent
#11 of 133 Holiday rentals in Skegness
Last review posted: 29 days ago
“Great location , excellent modern home from home. We are definitely going back !!!”
“Fabulous caravan, super hosts. We will be back.”
“Excellent location and beautiful caravan”
See more reviews of Skegness,North shore holiday park , new 8 berth caravan for rent
Golden Palm Chapel St Leonards 8 Berth 3 Bedroom Caravan
#12 of 133 Holiday rentals in Skegness
Last review posted: today
“Lovely holiday.”
“Excellent break, our 4 year old nephew and 2 dogs loved it!”
“Great stay”
See more reviews of Golden Palm Chapel St Leonards 8 Berth 3 Bedroom Caravan
HALLSTEAD
#13 of 133 Holiday rentals in Skegness
Last review posted: 8 days ago
“I can see why the place is so popular. A some nice luxuries”
“Everything was great, and It exceeded my expectations.”
“Peaceful relaxing winter break”
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Birchwood in Skegness
#14 of 133 Holiday rentals in Skegness
Last review posted: yesterday
“Comfortable convenient - could have used the outside space if it had been available for the apartme”
“Great area, very secluded and close to the town and...”
“Host was really friendly, we had a great time and will definitely visit again”
See more reviews of Birchwood in Skegness
Sunnymede 2 Keyshare Holiday lets
#15 of 133 Holiday rentals in Skegness
Last review posted: 14 days ago
“Perfect location and amazing caravan”
“Great stay would recommend to anyone”
“Close to shops and fantasy island”
See more reviews of Sunnymede 2 Keyshare Holiday lets
Sea Breeze at Winthorpe Skegness
#16 of 133 Holiday rentals in Skegness
Last review posted: 16 days ago
“Perfect”
“Brilliant”
“Was really nice and quiet. Caravan was very well situated and very clean”
See more reviews of Sea Breeze at Winthorpe Skegness
3-Bedroom Family Holiday Home
#17 of 133 Holiday rentals in Skegness
Last review posted: 2 days ago
“Very clean and comfortable.”
“We found the property amazing with excellent value for money...”
“A lovely home that offers everything you need for a comfortable stay”
See more reviews of 3-Bedroom Family Holiday Home
Ash Cottage
#18 of 133 Holiday rentals in Skegness
Last review posted: 2 days ago
“Relaxing quiet retreat.lovely host made us very welcome”
“Superb quite little cottage. Dog friendly”
“Excellent cottage.”
See more reviews of Ash Cottage
Springs 46 by Vilija Southview Leisure Park Skegness
#19 of 133 Holiday rentals in Skegness
Last review posted: 52 days ago
“Great location, quiet and clean on arrival”
“Beautiful caravan with a pond just behind where an array of...”
“Rip off tickets”
See more reviews of Springs 46 by Vilija Southview Leisure Park Skegness
Caravan hire Winthorpe Skegness
#20 of 133 Holiday rentals in Skegness
Last review posted: 9 days ago
“The caravan was great lovely lay out very clean would b...”
“An excellent stay with lovely accommodation”
“Perfect peaceful caravan site”
See more reviews of Caravan hire Winthorpe Skegness
Beach Court Holiday Apartments
#21 of 133 Holiday rentals in Skegness
Last review posted: yesterday
“”
“Cleanliness and space”
“Nice location near beach big apartment quiet area”
See more reviews of Beach Court Holiday Apartments
Coastal Retreat - Skegness
#22 of 133 Holiday rentals in Skegness
Last review posted: 4 days ago
“Ideal for weekend stay”
“The closeness to the train station was perfect and only...”
“Very good. Clean warm and comfortable.”
See more reviews of Coastal Retreat - Skegness
Grand Chalet 64 Disabled Friendly
#23 of 133 Holiday rentals in Skegness
Last review posted: 87 days ago
“Review on Grand Chalet”
“Had a brilliant four days at this property with my partner,...”
“A very nice place to stay”
See more reviews of Grand Chalet 64 Disabled Friendly
The Hideaway!! Skegness ground floor room free parking
#24 of 133 Holiday rentals in Skegness
Last review posted: 2 days ago
“You get what you pay for”
“Good location, lovely clean room
”
“Pleasure to have stayed at the hideaway.”
See more reviews of The Hideaway!! Skegness ground floor room free parking
Victoria Apartments
#25 of 133 Holiday rentals in Skegness
Last review posted: 20 days ago
“Wonderful apartment one to return to”
“Lovely modern, spacious apartment with free parking & perfect location to explore around Skegness.”
“Fantastic Apartment”
See more reviews of Victoria Apartments
Meadow Lakes 39
#26 of 133 Holiday rentals in Skegness
Last review posted: 2 days ago
“The location itself, never been to skegness before, will...”
“Amazing, fun, and homely”
“Absolutely lovely can't wait to book again”
See more reviews of Meadow Lakes 39
Dainville Caravan Park
#27 of 133 Holiday rentals in Skegness
Last review posted: 8 days ago
“Would highly recommend for couples and elderly as the location is quiet without any noise from children.”
“Would come back when sunny”
“Quiet site”
See more reviews of Dainville Caravan Park
Thrillseeker - next to Fantasy Island, Ingoldmells
#28 of 133 Holiday rentals in Skegness
Last review posted: yesterday
“Clean, spacious and modern”
“Comfortable, clean, spacious and modern.”
“Our stay was perfect, just what we needed. Great communication and help if we needed it. Location was great, walking dis”
See more reviews of Thrillseeker - next to Fantasy Island, Ingoldmells
Driftwood Apartment - Skegness
#29 of 133 Holiday rentals in Skegness
Last review posted: 9 days ago
“Average”
“It was a good experience. Property very clean and nice inside”
“Really clean in a good location with parking available...”
See more reviews of Driftwood Apartment - Skegness
Charlies
#30 of 133 Holiday rentals in Skegness
Last review posted: 7 days ago
“Great apartment”
“The place was clean and comfortable a good place not far...”
“Good location just needs abit of tlc”
See more reviews of Charlies
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