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Skegness Holiday Cottages

Our curated collection of Skegness cottages has something for everyone... Whether you're idea of a great holiday is a modern glamping pod, or a rustic thatched cottage that's a hundred years old, we've got you covered! Each of our rentals features a private hot tub and everything you need for your next family holiday, romantic retreat or that getaway with a group of friends. Discover find your perfect Skegness holiday home today.

Visitor Rating
Rating
4.7

Chalfont Lodge

Sleeps 18
Pets 1
Bedrooms: 9
  • Nine en-suite bedrooms sleeping 18
  • Hot tub in enclosed garden
  • Games room with pool table
  • Central Skegness, walk to beach
  • Parking for seven cars
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Visitor Rating
Rating
4.4

Carlton House

Sleeps 18
Pets 1
Bedrooms: 8
  • Eight bedrooms sleeping up to 18
  • Hot tub in enclosed courtyard
  • Games room with pool and air hockey
  • 0.4 miles to Skegness beach
  • Two dishwashers and well-equipped kitchen
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Visitor Rating
Rating
3.5

4 Dorothy Avenue

Sleeps 7
Pets 1
Bedrooms: 4
  • Enclosed garden perfect for dogs
  • Ground floor bedroom with en-suite
  • Off-road parking for two cars
  • Walking distance to Skegness beach
  • Close to train station and shops
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Visitor Rating
Rating
4.6

Caxton House

Sleeps 29
Pets 1
Bedrooms: 13
  • Private hot tub included
  • Lincolnshire Wolds AONB nearby
  • Modern open-plan living spaces
  • Parking for two cars
  • Skegness beach 12 miles away
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Visitor Rating
Rating
4

Rose Cottage

Sleeps 5
Pets 1
Bedrooms: 3
  • Three bedrooms all with TVs
  • Enclosed garden with covered seating
  • Off-road parking included
  • Walk to beach and shops
  • Two pets welcome
  • WiFi and Netflix throughout
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Visitor Rating
Rating
4.3

Hallstead

Sleeps 8
Pets 1
Bedrooms: 3
  • Hot tub and sauna in garden
  • Zip wire and play area
  • Secure enclosed garden for dogs
  • Games room with PlayStation 4
  • Walking distance to Skegness beach
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Beach Lodge

Sleeps 6
Pets 1
Bedrooms: 3
  • 150m from sandy beach
  • Hot tub in enclosed garden
  • Sleeps 6 with dog-friendly policy
  • Modern kitchen with French doors
  • 2 miles from Skegness attractions
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Visitor Rating
Rating
4

Covent

Sleeps 4
Pets 1
Bedrooms: 2
  • First-floor apartment sleeps 4
  • Fantasy Island under half mile
  • Private parking space included
  • Walk to beach in minutes
  • Two dog friendly accommodation
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Visitor Rating
Rating
3

Number Fifteen

Sleeps 6
Bedrooms: 3
  • Grade II-listed Georgian town house
  • Hot tub in private walled courtyard
  • King-size four-poster master bedroom
  • Five miles to Skegness sandy beaches
  • Off-road parking for two cars
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Visitor Rating
Rating
4

Seathorn

Sleeps 4
Pets 1
Bedrooms: 2
  • Private path to Anderby Beach
  • Two dogs welcome
  • Downstairs bedrooms and bathroom
  • Large garden with patio
  • Near Lincolnshire Wolds walks
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Visitor Rating
Rating
4.8

The Farmhouse

4 miles from Skegness
Sleeps 12
Pets 1
Bedrooms: 5
  • Hot tub in covered outhouse
  • Sleeps 12 across five bedrooms
  • Large enclosed garden for dogs
  • Four bathrooms including three en-suites
  • 4 miles from Skegness beach
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Visitor Rating
Rating
4.7

The Pine

4 miles from Skegness
Sleeps 6
Pets 1
Bedrooms: 3
  • Hot tub access on site
  • Two bedrooms sleeping five adults
  • Dog-friendly with secure garden
  • 15 minutes from Skegness attractions
  • Village amenities within walking distance
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Visitor Rating
Rating
4.5

The Dairy

4 miles from Skegness
Sleeps 2
Pets 1
Bedrooms: 1
  • Hot tub for two guests
  • 20 acres of peaceful grounds
  • On-site fishing lake included free
  • Dog-friendly with nearby beaches
  • Spotless and exceptionally well-equipped
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Visitor Rating
Rating
4

The Hayloft

4 miles from Skegness
Sleeps 2
Bedrooms: 1
  • Working farm location with countryside views
  • Off-road parking for two cars included
  • Shared hot tub with private sessions
  • Coastal access within 20 minutes drive
  • Fully equipped kitchen with dishwasher
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Visitor Rating
Rating
3

39 Cherry Park

5 miles from Skegness
Sleeps 4
Pets 1
Bedrooms: 2
  • Sleeps 4 in 2 bedrooms
  • Dog-friendly coastal lodge
  • 15 minute walk to beach
  • Enclosed veranda with furniture
  • Free WiFi and parking
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Visitor Rating
Rating
3

107 The Laurels

5 miles from Skegness
Sleeps 4
Pets 1
Bedrooms: 2
  • Two dogs welcome at property
  • Enclosed veranda with outdoor furniture
  • Beach just 10 minutes walking
  • Pub 0.1 miles from chalet
  • Ground floor with comfortable beds
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Visitor Rating
Rating
3

Kantankye Lodge

5 miles from Skegness
Sleeps 4
Pets 1
Bedrooms: 2
  • Single-storey lodge with private grounds
  • Two bedrooms sleeping four guests
  • Wraparound decking with field views
  • Welcomes two dogs with treats
  • Five miles from Skegness beaches
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Visitor Rating
Rating
3

23 Cherry Park

5 miles from Skegness
Sleeps 3
Pets 1
Bedrooms: 2
  • Spotlessly clean chalet accommodation
  • 10 minutes walk to beach
  • Dog friendly with coastal access
  • Excellent responsive owners
  • Bus stops outside park entrance
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Visitor Rating
Rating
3

114 Cherry Park

5 miles from Skegness
Sleeps 4
Pets 1
Bedrooms: 2
  • Spotlessly clean throughout
  • Sleeps 4 in two bedrooms
  • Dog-friendly with enclosed decking
  • Walking distance to beach
  • Parking for two cars
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Visitor Rating
Rating
3

19 Cherry Park

5 miles from Skegness
Sleeps 4
Pets 1
Bedrooms: 2
  • Enclosed veranda for outdoor relaxation
  • Short walk to Chapel beach
  • Spotlessly clean modern chalet interior
  • Comfortable bed praised by guests
  • Quiet peaceful park setting
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Visitor Rating
Rating
3

98 Cherry Park

5 miles from Skegness
Sleeps 4
Bedrooms: 2
  • Spotlessly clean two-bedroom chalet
  • Two minutes walk to shops
  • Enclosed sunny front decking area
  • Dog-friendly with secure outdoor space
  • Near beach and coastal walks
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Visitor Rating
Rating
3

57 Cherry Park

5 miles from Skegness
Sleeps 4
Pets 1
Bedrooms: 2
  • Contemporary coastal lodge sleeping four
  • Two pets welcome with treats provided
  • Smart TV and nautical themed decor
  • Beach walks just 0.3 miles away
  • On-site cafe and chip shop
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Burnt Oak

5 miles from Skegness
Sleeps 6
Pets 1
Bedrooms: 3
  • Newly renovated three-bedroom bungalow
  • Wood burner and sunroom
  • Enclosed garden backing onto fields
  • Two dogs welcome
  • 200 metres from traditional inn
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Rosedene Chapel St Leonards

5 miles from Skegness
Sleeps 6
Bedrooms: 3
  • Half mile from golden beach
  • Ground floor bedroom and bathroom
  • Sleeps six across three bedrooms
  • Fully enclosed garden with patio
  • Driveway parking for two cars
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Visitor Rating
Rating
4.8

Marsh View Cottage

5 miles from Skegness
Sleeps 2
Pets 1
Bedrooms: 1
  • Private two-person hot tub included
  • Fully enclosed secure rear garden
  • Walking distance to village amenities
  • One well-behaved pet welcome
  • Five miles from Skegness beach
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Visitor Rating
Rating
3

Seaside Retreat

6 miles from Skegness
Sleeps 4
Pets 1
Bedrooms: 2
  • Three-minute walk to beach
  • Fully enclosed six-foot fenced garden
  • Dog-friendly coastal location
  • On-site fishing lake available
  • Ground floor chalet accommodation
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Visitor Rating
Rating
4

Sea Point

6 miles from Skegness
Sleeps 4
Pets 1
Bedrooms: 2
  • Ground floor bungalow opposite beach
  • Sleeps 4 plus 2 dogs welcome
  • Enclosed garden with gazebo and patio
  • Parking for 3 cars with car port
  • 0.1 miles from dog-friendly sandy beach
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The Old Chapel Spilsby

7 miles from Skegness
Sleeps 5
Bedrooms: 3
  • Converted chapel with vaulted ceilings
  • Games room with pool table
  • Sleeps five across three bedrooms
  • Elevated views over Lincolnshire farmland
  • Six miles from Spilsby market town
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Visitor Rating
Rating
3

Ratty's Retreat

8 miles from Skegness
Sleeps 2
Pets 1
Bedrooms: 1
  • On-site fishing lakes 30 yards away
  • Single-storey barn conversion sleeps three
  • Woodburning stove and countryside views
  • Dog-friendly with lakeside walks available
  • Close to Skegness and Lincolnshire Wolds
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Visitor Rating
Rating
4

Westcott

8 miles from Skegness
Sleeps 6
Pets 1
Bedrooms: 3
  • Three minute walk to beach
  • Sleeps six in three bedrooms
  • Welcomes two dogs with garden
  • Woodburning stove and veranda
  • Near Skegness and Fantasy Island
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Lindum Business Park Station Road, North Hykeham, Lincoln, LN6 3QX