Hotels with Pool & Resorts in Skegness from NZ$165

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Check availability on Skegness Hotels with Pool

Best Skegness Hotels with Pool

Indoor pool
2 bedroom accommodation in Addlethorpe

2 bedroom accommodation in Addlethorpe

Addlethorpe
10.0 out of 10, Exceptional, (10)
"Lovely place . In a great location . Would defo recommend. Swimming pool a bonus . Very enjoyable few days ."
United States
Ian Slack
The price is NZ$640
includes taxes & fees
30 Nov - 1 Dec
2 bedroom accommodation in Addlethorpe
Cabin | Private kitchen
3br-sleeps6-parking-pool-nearbeach&skegness

3br-sleeps6-parking-pool-nearbeach&skegness

2.0 star property
Skegness
The price is NZ$505
includes taxes & fees
19 Nov - 20 Nov
3br-sleeps6-parking-pool-nearbeach&skegness
Indoor pool
2 bedroom accommodation in Addlethorpe

2 bedroom accommodation in Addlethorpe

Addlethorpe
9.4 out of 10, Exceptional, (6)
"What a fabulous place - set in stunning countryside but only approx 4 miles from Skegness. The gardens were beautiful, the swimming pool was perfect for swimming and exercise as well as relaxation. The apartment was spacious, warm and had all we needed. Our hosts were friendly and helpful, the smallest of things like the welcome plaque just made it seem more personal & inviting. For a quite and peaceful relaxing holiday we couldn’t of asked for more. That being said a taxi into Skegness was...
United States
Elaine
The price is NZ$591
includes taxes & fees
1 Dec - 2 Dec
2 bedroom accommodation in Addlethorpe
Indoor pool
3 bedroom accommodation in Addlethorpe

3 bedroom accommodation in Addlethorpe

Addlethorpe
10.0 out of 10, Exceptional, (10)
"We had a lovely holiday, the cottage was very clean and homely. Very spacious. The owners were really friendly and happy to help with any questions. The grounds had an area to play football as well as a small meadow to walk the dog early in the morning. A short drive to a dog friendly beach and skegness, lots to do for the week."
United States
Alison
The price is NZ$726
includes taxes & fees
30 Nov - 1 Dec
3 bedroom accommodation in Addlethorpe
Fridge, microwave, oven, stovetop
3BR-Sleeps6-Parking-Pool-NearBeach&Skegness

3BR-Sleeps6-Parking-Pool-NearBeach&Skegness

Skegness
The price is NZ$494
includes taxes & fees
22 Nov - 23 Nov
3BR-Sleeps6-Parking-Pool-NearBeach&Skegness
Indoor pool, outdoor pool
Best Western Plus Kenwick Park Hotel

Best Western Plus Kenwick Park Hotel

3.0 star property
Louth
8.6 out of 10, Excellent, (653)
"Breakfast good, evening meal excellent. Pool and Spa facilities excellent and helped us relax. Thoroughly enjoyed our stay."
United Kingdom
Denise
The price is NZ$165
includes taxes & fees
30 Nov - 1 Dec
Best Western Plus Kenwick Park Hotel
Smart TV, video games, DVD player
Luxury lakeside lodge with sunken hot tub prime location on bull rush lake @tattershall lakes

Luxury lakeside lodge with sunken hot tub prime location on bull rush lake @tattershall lakes

Tattershall
The price is NZ$901
includes taxes & fees
19 Nov - 20 Nov
Luxury lakeside lodge with sunken hot tub prime location on bull rush lake @tattershall lakes
Terrace/patio
Luxury lakeside Caravan at Tattershall Lakes award winning site with a hot tub, private Fishing Peg

Luxury lakeside Caravan at Tattershall Lakes award winning site with a hot tub, private Fishing Peg

Tattershall
10.0 out of 10, Exceptional, (1)
"I would highly recommend staying here. It was exactly what we needed in terms of space and peace and quiet. I only have 1 complaint, where we were staying, the lake is not well maintained so we were not able to fish at all from our peg as we were caught in reeds/moss etc on every cast. Other than the the property itself was clean and relaxing."
United Kingdom
James V.
The price is NZ$734
includes taxes & fees
19 Nov - 20 Nov
Luxury lakeside Caravan at Tattershall Lakes award winning site with a hot tub, private Fishing Peg
High chair
3 bedroom accommodation in Chapel Hill, near Lincoln

3 bedroom accommodation in Chapel Hill, near Lincoln

Chapel Hill, near Lincoln
The price is NZ$447
includes taxes & fees
20 Nov - 21 Nov
3 bedroom accommodation in Chapel Hill, near Lincoln
Cottage | Interior
Bittern Lodge

Bittern Lodge

3.0 star property
Lincoln
The price is NZ$1,555
includes taxes & fees
21 Nov - 22 Nov
Bittern Lodge
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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Top Skegness Hotel Reviews

Coasters Hotel & Apartments

Coasters Hotel & Apartments

10/10 Excellent
"Loved it, hopefully will return next year."
Bevan 2-night trip
Posted 3 months ago
Coasters Hotel & Apartments
The Craigside

The Craigside

10/10 Excellent
"This was my first stay at the craigside, i had a lovely clean room and everything in it i needed. With excellent breakfast. The staff were very accommodating and very friendly. I am looking to book my single room again for 2026."
Geraldine 3-night trip
Posted 4 months ago
The Craigside

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Frequently asked questions

What's it like visiting Skegness?
If lounging by a pool is your idea of the perfect getaway, you may want to explore welcoming Skegness, which offers 9 places to stay with pools. During your visit, you can explore attractions such as Skegness Clock Tower and Skegness Aquarium, and then take it easy poolside at one of the accommodation options in Skegness that guests like for their pools.
What are some accommodation options with pools in Skegness?
Harbour Hotel: Provides free self parking, an outdoor pool and complimentary wireless Internet access. Caravan - Sleeps 4 - Parking - 10mins To Beach: Offers free self parking, an indoor pool and televisions.
How many pool hotels will I find in Skegness?
Expedia has 9 hotels in Skegness for your poolside break.
What is there to see and do in Skegness?
The picturesque setting of Skegness Beach and Gibraltar Point National Nature showcase the area's natural beauty. During your stay, visit sights such as Skegness Clock Tower, Skegness Aquarium and Embassy Theatre. Skegness appeals to visitors with its beautiful beaches and bar scene.
When is the best time to book a hotel with a pool in Skegness?
Taking the local weather in Skegness into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. The hottest months are usually August and July, with an average temperature of 16°C, while the coldest months are January and February, with an average of 6°C. Average annual precipitation for Skegness is 777 mm.
What's the best way to travel around Skegness?
Knowing the transportation options in and around Skegness can help you enjoy the area beyond your hotel pool. If you want to see more of the area, take a train from Skegness Station, Havenhouse Station or Wainfleet Station. Skegness might not have many public transport choices, so consider a car rental to maximise your time.