24/7 “On Holiday” Support

Our friendly UK team are here to help, in case of any emergency.

Award Winning Holiday Experts

Over 30 years of experience in UK self-catering holidays.

B Corp Certified Business

Committed to making a positive social and environmental impact.

Safe & Secure Payments

Flexible payment options for peace of mind.

Dog-Friendly Cottages in Skegness

REFINE SEARCH

Your Skegness, Lincolnshire search returned 42 cottages

Most relevant
  • Distance to Location
  • Most relevant
  • Price (lowest first)
  • Price (highest first)
  • Sleeps (lowest first)
  • Sleeps (highest first)
  • Tick Rating (lowest first)
  • Tick Rating (highest first)
20
  • 10
  • 20
  • 50
  • 100
  • Sleeps29
  • Bedrooms13
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

Caxton House, a historic, thirteen-bedroom holiday home in Skegness, Lincolnshire. Off-road parking. Pet-friendly. Games room. Range cooker. En-suites. Boston 22.7 miles. (Ref. 1147750)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Games room

7 nights from £1988

Last booked yesterday
View cottage
  • Sleeps18
  • Bedrooms9
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Chalfont Lodge is a stunning, nine-bedroom property residing in Skegness, Lincolnshire. Electric fire. Hot tub. En-suite bedrooms. EV charging. Boston 22.2 miles. (Ref. 1143154)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Games room

7 nights from £1691

  • Sleeps12
  • Bedrooms5
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

This is an incredible 200-year-old farmhouse found in the village of Burgh Le Marsh in Lincolnshire. Luxury accommodation. Hot tub. Open fire and woodburning stove. Skegness 5.1 miles; Boston 21.2 miles. (Ref. 1000147)

  • Wi-fi
  • Off-road parking
  • Hot Tub
  • Dishwasher
  • Baby-friendly

7 nights from £1362

Last booked 9 hours ago
View cottage
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Kantankye Lodge is a pleasant, single-storey lodge resting in Thorpe St. Peter, Lincolnshire. Off-road parking. Open-plan living. Dog-friendly. Burgh le Marsh 3.4 miles; Skegness 6.4 miles; Ingoldmells 8.7 miles. (Ref. 1140599)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine

7 nights from £348

  • Sleeps8
  • Bedrooms3
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

A stunning, three-bedroom holiday home settled in Skegness, Lincolnshire. Near beach. Games room. Sauna. Hot tub. Boston 23.3 miles. (Ref. 1115396)

  • Wi-fi
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Games room

7 nights from £780

Last booked yesterday
View cottage
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A charming single-storey lodge tucked away on the outskirts of Wainfleet All Saints in Lincolnshire. Romantic retreat. Hot tub. Burgh le Marsh 5.4 miles; Skegness 5.8 miles; Ingoldmells 9.6 miles. (Ref. 1053346)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Hot Tub

7 nights from £378

Last booked yesterday
View cottage
  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Brambleberry Barn is a superb, four-bedroom holiday home resting in Halton Holegate near Spilsby. Hot tub. Smart TV. Woodburning stove. Open plan. Off-road parking. Countryside views. Horncastle 12.2 miles; Skegness 12.3 miles. (Ref. 1130024)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Washing machine

7 nights from £1013

  • Sleeps5
  • Bedrooms3
  • PetsYes

    3.4

  • Sykes rating

A pleasant, semi-detached property resting in the seaside town of Skegness. Beach nearby. Off-road parking. Enclosed garden patio. Boston 22.7 miles.  (Ref. 1082174)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £423

Last booked 2 days ago
View cottage
  • Sleeps6
  • Bedrooms3
  • PetsYes

    5.0

    Perfect

  • Sykes rating

This splendid single-storey holiday home rests in Alford, Lincolnshire. Near an AONB. Dog-friendly. Off-road parking. Smart TV. Mablethorpe 5.3 miles; Louth 13.8 miles; Skegness 14.7 miles; Horncastle 17.5 miles. (Ref. 1119249)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine

7 nights from £677

  • Sleeps7
  • Bedrooms3
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

This superb country cottage is based in Burgh le Marsh, Lincolnshire. Pet-friendly. WiFi. Open-plan living. Skegness 4 miles. (Ref. 997682)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £386

  • Sleeps7
  • Bedrooms4
  • PetsYes

    3.7

    Good

  • Sykes rating

A delightful semi-detached house, close to the centre of Skegness in Lincolnshire. Close to beach and amenities. Enclosed garden. Pet friendly. Boston 21.7 miles; Lincoln 42 miles. (Ref. 1058228)

  • Wi-fi
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £435

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A well-presented chalet located on Cherry Park in Chapel St Leonards, Lincolnshire. Open-plan living. Enclosed veranda. Smart TV. Skegness 5.9 miles; Mablethorpe 12.4 miles. (Ref. 1112030)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom

7 nights from £442

  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A detached single-storey cottage located in Sandilands near Sutton-On-Sea, Lincolnshire. En-suite bedrooms. Woodburning stove. Close to beach. Mablethorpe 4.1 miles; Ingoldmells 8.7 miles; Skegness 12.4 miles. (Ref. 1069237)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher

7 nights from £523

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Monty’s Retreat is located in Anderby Creek near Skegness in Lincolnshire. Detached. Close to beach. Impressive views. Off-road parking. Dog-friendly. Chapel St Leonards 3.2 miles. Ingoldmells 5.9 miles. Skegness 9.7 miles. (Ref. 20242)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Washing machine

7 nights from £487

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

1 The Bays is a charming, three-bedroom holiday home in Burgh Le Marsh, Lincolnshire. Near an AONB. Close to amenities. Garden. Skegness 4.3 miles. (Ref. 983749)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £441

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A charming single-storey property perched in Alford, Lincolnshire. Dog-friendly. Near an AONB. Pretty views. 5.3 miles; Louth 13.8 miles; Skegness 14.7 miles; Horncastle 17.5 miles. (Ref. 1122497)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Washing machine

7 nights from £552

  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • Sykes rating

114 Cherry Park, a lovey, single-storey chalet set in the seaside village of Chapel St Leonards in Lincolnshire. Pet-friendly. Enclosed garden. Near beach. Skegness 5.9 miles; Mablethorpe 10.9 miles. (Ref. 1139541)

  • Off-road parking
  • Ground floor bedroom
  • Washing machine

7 nights from £322

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

A beautiful 19th-century cottage resting in Burgh Le Marsh, Lincolnshire. Pet-friendly. Enclosed garden. Skegness 4.9 miles. (Ref. 1093349)

  • Wi-fi
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher

7 nights from £921

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

A contemporary, single-storey lodge resting in Chapel St Leonards, Lincolnshire. Open-plan. Smart TV. Electric fire. Off-road parking. Ingoldmells 2.2 miles; Skegness 5.3 miles; Mablethorpe 10.1 miles. (Ref. 1072248)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom

7 nights from £353

  • Sleeps18
  • Bedrooms8
  • PetsYes

    4.3

    Good

  • Sykes rating

Carlton House is a brilliant, eight-bedroom holiday home resting in Skegness, Lincolnshire. Close to a beach. Close to amenities. Near Lincolnshire Wolds AONB. Off-road parking. Hot tub. Boston 22 miles. (Ref. 1139060)

  • Wi-fi
  • Off-road parking
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Games room
  • £86 off - Fri 9th May to 12th May 2025

  • £120 off - Fri 20th Jun to 23rd Jun 2025

  • £90 off - Fri 27th Jun to 30th Jun 2025

  • £142 off - Fri 4th Jul to 7th Jul 2025

7 nights from £1554

If your four-legged friend loves to be beside the seaside nearly as much as you do, take them on a holiday they will remember with a dog-friendly break in Skegness. Situated on the beautiful Lincolnshire coast, Skegness boasts a number of family-friendly attractions; including go-karting, fun fairs, crazy golf and ten-pin bowling, as well as the Natureland Seal Sanctuary, offering visitors the chance to view seals, penguins, meerkats and more.

It also possesses a beautiful sandy beach that has been awarded with the prestigious Blue Flag award, confirming its status as one of the UK's best beaches. Not only is it perfect for families, Skegness Beach is also a hit with dogs and their owners. The southern section of the sandy stretch has no dog restrictions at any time of the year.

We have plenty of pet-friendly accommodation in Skegness and throughout Lincolnshire. For more information on our range of dog-friendly cottages, or to discuss any particular properties, please call our travel experts on 01244356666.