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 46 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

    4.6

    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 £2060

  • 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 £555

Last booked yesterday
See more details
  • 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 £1693

  • 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 £422

  • 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 £531

  • 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 £314

  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • Sykes rating

This fabulous bungalow rests in Chapel St Leonards, Lincolnshire. Close to the beach and amenities. Off-road parking. Ground-floor living. Pet-friendly. Skegness 7.3 miles; Mablethorpe 9.4 miles. (Ref. 1052610)

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

7 nights from £725

Last booked yesterday
See more details
  • 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 £421

  • 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

  • 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
  • £2405 off - Sat 3rd Jan to 9th Jan 2026

7 nights from £1110

  • 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

  • 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 £345

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8

    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 £320

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

Ratty’s Retreat is a single-storey barn conversion resting in Candlesby, near Partney, Lincolnshire. Close to AONB. Countryside views. Woodburning stove. Burgh Le Marsh 3.4 miles; Skegness 7.8 miles; Louth 15.9 miles. (Ref. 1144472)

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

7 nights from £306

  • 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 £927

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 £427

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    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 £440

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

A lovely chalet nestled on Cherry Park resort in the village of Chapel St Leonards, in Lincolnshire. Open-plan ground floor accommodation. Dog friendly. Shop and pub 2 mins walk. Skegness 6.5 miles. (Ref. 1062320)

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

7 nights from £353

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • 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 £748

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

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

7 nights from £1255

Last booked yesterday
See more details

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.