Dog-Friendly Cottages in Skegness

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Dog-Friendly Cottages in Skegness

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Your Skegness, Lincolnshire search returned 49 cottages

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Map View
A house with a lawn and a paved path lined with trees and a statue at Hallstead in Skegness
62
Skegness, Lincolnshire, PE25
  • 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
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A small white house with a porch and outdoor furniture at 23 Cherry Park in Chapel St Leonards
Offer
18
Chapel St Leonards, Lincolnshire, PE24
  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.2★

    Good

  • Sykes rating

23 Cherry Park is a holiday cabin resting in the seaside town of Chapel St Leonards, Lincolnshire. Close to a shop and a pub. Close to a beach. Pet-friendly. Open-plan. Ingoldmells 2.1 miles; Skegness 5.9 miles. (Ref. 1125702)

  • Off-road parking
  • Ground floor bedroom

  • 10% off - Fri 30th May to 1st Aug 2025

7 nights from £348

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A front yard with a concrete driveway gravel areas a wooden picket fence a small shed and a brick house in the background at Bumble Bee Cottage in Skegness
22
Skegness, Lincolnshire, PE25
  • 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

Last booked yesterday
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A brick semi detached house with a wooden fence and gate in front at 4 Dorothy Avenue in Skegness
35
Skegness, Lincolnshire, PE25
  • 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 £439

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The front of a dark blue house with a white porch and pebble driveway at 4 Roman Bank in Sutton-On-Sea
36
Sutton-On-Sea, Lincolnshire, LN12
  • 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 2 days ago
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A brick house with a tiled roof a large grassy lawn and a wooden deck with outdoor furniture at Brambleberry Barn in Halton Holegate near Spilsby
Offer
54
Halton Holegate near Spilsby, Lincolnshire, PE23
  • 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

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A single story building with brick and gray wood siding with multiple windows and a tiled roof at The Stables in Wrangle near Old Leake
38
Wrangle near Old Leake, Lincolnshire, PE22
  • 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 £888

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A red wooden gate opening to a gravel driveway and a brick house with a red door at Marsh View Cottage in Wainfleet All Saints
19
Wainfleet All Saints, Lincolnshire, PE24
  • 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

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An outdoor patio area with two wicker chairs and a small table in front of wooden siding and glass double doors at Wagtail Cottage in Sandilands near Sutton-On-Sea
29
Sandilands near Sutton-On-Sea, Lincolnshire, LN12
  • 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 £591

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A living room with a glass coffee table a green patterned sofa and a TV on a wooden corner stand at Cranford House in Huttoft
15
Huttoft, Lincolnshire, LN13
  • 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

Last booked yesterday
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A small brick building with a white door and window with two wooden benches and a table outside at The Annexe in Burgh le Marsh
15
Burgh le Marsh, Lincolnshire, PE24
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.5★

    Outstanding

  • Sykes rating

All ground floor accommodation with a open plan living. En-suite shower. Pet-friendly. Located in the historic village of Burgh le Marsh. Skegness 4 miles. (Ref. 937272)

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

7 nights from £249

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An outdoor area with a wooden bench, a round table with a wine bottle and glasses, potted plants, and a brick building with a tiled roof at The Dairy in Burgh Le Marsh
20
Burgh Le Marsh, Lincolnshire, PE24
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

A characterful single-storey cottage resting in Burgh Le Marsh in Lincolnshire. Open-plan. Patio. Ground-floor living. Off-road parking. Skegness 4.9 miles; Chapel St Leonards 8.4 miles. (Ref. 1000150)

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

7 nights from £586

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A single-story brick building with four wooden doors and a tiled roof surrounded by potted plants and trees at Ratty's Retreat in Candlesby near Partney
21
Candlesby near Partney, Lincolnshire, PE23
  • 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

Last booked 2 days ago
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A white exterior house with patio chairs a table and a green lawn at 106 Cherry Park Chapel St Leonards
New property
15
Chapel St Leonards, Lincolnshire, PE24
  • Sleeps5
  • Bedrooms2
  • PetsYes

  • Sykes rating

106 Cherry Park is a pet-friendly single-storey chalet in Chapel St. Leonards, Lincolnshire, boasting an open-plan layout and only a short walk to a beach. Skegness 5.9 miles; Mablethorpe 12.4 miles. (Ref. 1174058)

  • Wi-fi
  • Ground floor bedroom
  • Baby-friendly

7 nights from £297

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Exterior view of a pub building with signs for Red Lion Orby and outdoor seating at The Old Stables in Burgh Le Marsh
New property
23
Burgh Le Marsh, Lincolnshire, PE24
  • Sleeps5
  • Bedrooms2
  • PetsYes

  • Sykes rating

The Old Stables, a agreeable annex resting in the village of Orby in Lincolnshire, this pet-friendly abode boasts an open-plan layout, and is near the pub. Skegness 6 miles. (Ref. 1173292)

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

7 nights from £386

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Front view of a brick house with two white windows and a sliding glass door with plants on both sides at Monty's Retreat in Anderby Creek
31
Anderby Creek, Lincolnshire, PE24
  • 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 £531

Last booked 2 days ago
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A single story blue house with a tiled roof and front garden at Meadowsweet in Anderby Creek
35
Anderby Creek, Lincolnshire, PE24
  • Sleeps4
  • Bedrooms2
  • PetsYes

    3.9★

    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 £445

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A wooden cabin with a deck and umbrella surrounded by trees and plants at Kantankye Lodge Thorpe St Peter near Wainfleet All Saints
25
Thorpe St. Peter near Wainfleet All Saints, Lincolnshire, PE24
  • 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 £395

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A bungalow with a white railing porch and lawn at 107 The Laurels in Chapel St Leonards
16
Chapel St Leonards, Lincolnshire, PE24
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.2★

    Good

  • Sykes rating

107 The Laurels is a well-positioned, two-bedroom chalet resting in Chapel St Leonards, Lincolnshire. Close to amenities and beach. Pet-friendly. Skegness 5.8 miles; Mablethorpe 12.3 miles. (Ref. 1140869)

  • Wi-fi
  • Ground floor bedroom

7 nights from £347

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A small patio area with a glass table outside a brick building with white framed windows and door at Seaside Retreat in Chapel Point near Chapel St Leonards
20
Chapel Point near Chapel St Leonards, Lincolnshire, PE24
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.5★

    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 £344

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Map View

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.