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 49 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
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • 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 £308

  • Sleeps8
  • Bedrooms3
  • PetsYes

    4.6

    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
  • Off-road parking
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Games room

7 nights from £835

  • Sleeps6
  • Bedrooms3
  • PetsYes
  • Sykes rating

Beach Haven is a charming, contemporary home resting in Anderby Creek near Chapel St Leonards, Lincolnshire, with a hot tub and close by beach. Chapel St Leonards 3 miles; Skegness 9.4 miles; Lincolnshire Wolds National Landscape 26.7 miles. (Ref. 1149054)

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

7 nights from £738

  • Sleeps4
  • Bedrooms2
  • PetsYes
  • Sykes rating

68 Cherry Park, a stunning holiday cabin located in the village of Chapel St Leonards in Lincolnshire. Single-storey. Near beach. On-site facilities. Skegness 5.9 miles; Mablethorpe 10.9 miles. (Ref. 1158838)

  • Ground floor bedroom

7 nights from £334

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.0

    Good

  • Sykes rating

A delightful bungalow situated in Anderby Creek, Lincolnshire. Pet-friendly. LED TV. Open-plan living. Chapel St Leonards 3.3 miles; Sandilands 3.8 miles. (Ref. 1109052)

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

7 nights from £389

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    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 £494

  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • 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 £355

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Seaside Retreat is a lovely home located in a holiday park in the beautiful seaside resort village of Chapel point near Chapel St Leonards. Open-plan living. Close to beach. Near fishing lake. Skegness 7.1 miles; Mablethorpe 9.5 miles. (Ref. 1150170)

  • Ground floor bedroom

7 nights from £378

Last booked 2 days ago
See more details
  • 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 £597

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A pleasant, one-bedroom cottage resting in Huttoft, Lincolnshire. Near beach. Close to amenities. Pet-friendly. Anderby Creek 3.1 miles; Skegness 10.9 miles; Lincoln 40.2 miles. (Ref. 1094394)

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

7 nights from £308

  • 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 £415

Last booked yesterday
See more details
  • 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 £408

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

39 Cherry Park is a lovely, two-bedroom lodges situated in Chapel St Leonards, Lincolnshire. Smart TV. Close to a beach. Close to amenities. Near an AONB. Open plan. Skegness 5.3 miles; Mablethorpe 10.8 miles (Ref. 1140459)

  • Wi-fi
  • Ground floor bedroom

7 nights from £391

  • 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 £391

Last booked yesterday
See more details
  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A delightful three-bedroom cottage resting in Alford, Lincolnshire. Near AONB. Close to amenities. Smart TV. Stylish. Pet-friendly. Mablethorpe 7.9 miles; Louth 13.6 miles; Skegness 13.9 miles; Horncastle 14.3 miles. (Ref. 1119378)

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

7 nights from £443

  • Sleeps2
  • Bedrooms1
  • PetsYes

    5.0

    Perfect

  • Sykes rating

A romantic, single-storey cottage near the beach in Sandilands, Sutton-On-Sea, Lincolnshire. Off-road parking. Pet-friendly. Studio-style layout. Enclosed courtyard. Mablethorpe 4.1 miles; Ingoldmells 8.7 miles; Lincoln 42.3 miles. (Ref. 1103638)

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

7 nights from £634

  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

Semi-detached, single-storey cottage located in the Lincolnshire town of Skegness. Pet-friendly. WiFi. Pretty enclosed garden. Off-road parking. Boston 22 miles. (Ref. 990946)

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

7 nights from £317

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.1

    Good

  • Sykes rating

This delightful, detached chalet sits close to the beach in Cherry Park Skegness, Chapel St Leonards, Lincolnshire. Off-road parking. Dog-friendly. Open-plan. Skegness 6 miles; Mablethorpe 10.9 miles. (Ref. 1103319)

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

7 nights from £333

  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A fabulous cottage converted from stables, set in Wrangle near Old Leake, Lincolnshire. Large garden. Countryside views. All-ground-floor. Boston 11.7 miles; Skegness 12.6 miles. (Ref. 1049681)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £832

  • Sleeps18
  • Bedrooms8
  • PetsYes

    4.6

    Outstanding

  • 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

7 nights from £1679

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.