Shown on this page are self catering cottages or other styles of self catering accommodation in Skegness or near Skegness. Please select the 'More Detail' button for additional information on each Skegness self catering listing. You will then be able to book direct with the owner of the cottage/property or in some cases, be able to book the accommodation online.
Archived directory. These 28 listings were captured from the original Self Catering Searcher directory in January 2022. Prices and availability have been removed and properties may no longer be let.
Self catering apartment sleeping up to 3 people.
This 3 star rated apartment is on the ground floor of a large Victorian building on a wide tree lined avenue in Skegness. It is within easy walking distance of the Pier, seafront, bowling greens, amusements, theatre, shops and all the resorts amenities. Centrally heated and double glazed for your home from home comforts. Totally non-smoking, clean and very comfortable, with free car-parking.
Self catering cottage sleeping up to 4 people.
This smart and beautifully furnished comtemporary detached barn conversion enjoys an ideal position on the northen edge of Skegness just 500 yards from the lovely sandy beach a mile from the bustling central area and 200 yards from the owner’s home. It is set on a quiet cul-de-sac adjacent to a golf course whose clubhouse/bar/restaurant welcomes visitors.
Self catering cottage sleeping up to 6 people.
Nestled in the tranquil grounds of Ashtree Court these cottages with a shared heated indoor pool really are some of the most delightful cottages you will find in the area.
Self catering cottage sleeping up to 4 people.
Nestled in the tranquil grounds of Ashtree Court these cottages with a shared heated indoor pool really are some of the most delightful cottages you will find in the area.
Self catering cottage sleeping up to 4 people.
Nestled in the tranquil grounds of Ashtree Court these cottages with a shared heated indoor pool really are some of the most delightful cottages you will find in the area.
Self catering cottage sleeping up to 6 people.
Nestled in the tranquil grounds of Ashtree Court these cottages with a shared heated indoor pool really are some of the most delightful cottages you will find in the area.
Self catering cottage sleeping up to 2 people.
With the fabulous beaches and seaside entertainments of Skegness and Ingoldmells under 3 miles away these two single storey converted farm buildings are ideal for family holidays or just to relax and unwind in tranquil countryside. Set with their individual patios around a shared courtyard area boasting a hot tub (for which private times can be booked) they are 50 yards from good coarse fishing.
Self catering cottage sleeping up to 3 people.
Nestling in the shadow of a well preserved former flour mill this comfortable property sits just 2 miles from the beaches at Ingoldmells and Skegness for family fun. Set with its own enclosed patio area adjoining the owners’ farmhouse it offers an ideal base from which to visit the glorious beaches of Anderby Creek and enjoy seal watching at Donna Nook.
Self catering cottage sleeping up to 4 people.
With the fabulous beaches and seaside entertainments of Skegness and Ingoldmells under 3 miles away these two single storey converted farm buildings are ideal for family holidays or just to relax and unwind in tranquil countryside. Set with their individual patios around a shared courtyard area boasting a hot tub (for which private times can be booked) they are 50 yards from good coarse fishing.
Self catering cottage sleeping up to 4 people.
A really lovely property with contemporary style and beautiful furnishings set in a private enclosed garden on the edge of the village enjoying views over gardens to countryside. 4 miles from Skegness with all the fun of the fair cinema nature park at Gibraltar Point and lovely sandy beach. Gunby Hall (NT) is 3 miles and Lincoln is a scenic drive across the Wolds.
Self catering cottage sleeping up to 6 people.
This wonderfully private detached holiday retreat is accessed via a gated drive and is set in countryside on the edge of Wainfleet and just 5 miles from the sandy beaches of Skegness. It is a spacious and beautifully furnished single-storey contemporary lodge with surrounding decking sunken hot tub covered barbecue area and seating.
Self catering cottage sleeping up to 4 people.
Situated on a section of the River Steeping known as the ’Haven’ these beautifully converted cottages offer cosy stylish holiday accommodation in a peaceful picturesque location and enjoy country views. Both River Cottage and Beacon Cottage have the added benefit of a private hot tub.
Self catering cottage sleeping up to 4 people.
Commanding lovely views across undulating countryside and set within easy reach of fabulous beaches these two well appointed properties also lie just 5 miles from a wealth of family entertainment at Skegness and Ingoldmells. Lovingly converted from farm buildings each cottage enjoys its own private patio with hot tub on each and the well stocked fishing lake is a fisherman’s delight.
Self catering cottage sleeping up to 3 people.
Situated on a section of the River Steeping known as the ’Haven’ these beautifully converted cottages offer cosy stylish holiday accommodation in a peaceful picturesque location and enjoy country views. Both River Cottage and Beacon Cottage have the added benefit of a private hot tub.
Self catering cottage sleeping up to 4 people.
Commanding lovely views across undulating countryside and set within easy reach of fabulous beaches these two well appointed properties also lie just 5 miles from a wealth of family entertainment at Skegness and Ingoldmells. Lovingly converted from farm buildings each cottage enjoys its own private patio with hot tub on each and the well stocked fishing lake is a fisherman’s delight.
Self catering cottage sleeping up to 6 people.
Situated on a section of the River Steeping known as the ’Haven’ these beautifully converted cottages offer cosy stylish holiday accommodation in a peaceful picturesque location and enjoy country views. Both River Cottage and Beacon Cottage have the added benefit of a private hot tub.
Self catering cottage sleeping up to 6 people.
Enjoying complete privacy and views over surrounding pastures this enchanting detached cottage (all of property shown) enjoys a large enclosed peaceful lawned garden a children’s play area a games room and lovely hot tub. The cottage delightfully combines beams and mellow brickwork with cosy heating and contemporary lighting furnishings and decor.
Self catering cottage sleeping up to 6 people.
Renovated to a very good standard and boasting fully enclosed gardens and its own hot tub this appealing cottage offers the beauty of both tranquillity and convenience – ideal for summer and winter breaks.
Self catering cottage sleeping up to 2 people.
Surrounded by mature trees and open countryside in 25 acres of landscaped parkland around four well established renowned fishing lakes Hillview has received five David Bellamy Gold Awards for conservation.
Self catering cottage sleeping up to 4 people.
Surrounded by mature trees and open countryside in 25 acres of landscaped parkland around four well established renowned fishing lakes Hillview has received five David Bellamy Gold Awards for conservation.
Self catering cottage sleeping up to 6 people.
In a peacful rural setting just 0.75 miles from the glorious sandy beach at Chapel St Leonards these three beautiful properties offer a superb base for holidays at any time of year. Commanding views over pastureland adjacent to the owners’ small farm they boast a high quality of contemporary decor and each cottage enjoys a widescreen TV and its own garden with private hot tub.
Self catering cottage sleeping up to 5 people.
In a peacful rural setting just 0.75 miles from the glorious sandy beach at Chapel St Leonards these three beautiful properties offer a superb base for holidays at any time of year. Commanding views over pastureland adjacent to the owners’ small farm they boast a high quality of contemporary decor and each cottage enjoys a widescreen TV and its own garden with private hot tub.
Self catering cottage sleeping up to 8 people.
A lovely detached holiday home in a peaceful setting with private access to the beach across the dunes - literally 150 yards to the sea at high tide! Furnished and equipped to a very high contemporary standard the property boasts views across the coastal plain; the east coast cycle route passes the gate and local footpaths offer extensive walking.
Self catering cottage sleeping up to 5 people.
Set in a quiet cul-de-sac within 500 yards of the beautiful sandy beach café and pub this is a very convenient smart and contemporary seaside bungalow. Anderby Creek is a conservation area and offers a peaceful and unspoilt environment with lovely coastal walking and cycling.
Self catering cottage sleeping up to 4 people.
Perfect for both summer seaside holidays and relaxing winter escapes this charming and comfortably furnished cottage sits just 50 yards from a glorious sandy beach. A pub and shop are close by and Anderby Creek boasts the UK’s first cloud observation deck. Visitors can enjoy watching the seals at Donna Nook and golf cycling walking and bird watching are all popular pastimes locally.
Self catering cottage sleeping up to 6 people.
Set within the peaceful orchard gardens of the old Priory Farm in Anderby’s nature preservation area in the Coastal Park these exceptionally lovely cottages share a pretty courtyard whilst each enjoying its own enclosed private garden and patio with hot tub.
Self catering cottage sleeping up to 5 people.
Set within the peaceful orchard gardens of the old Priory Farm in Anderby’s nature preservation area in the Coastal Park these exceptionally lovely cottages share a pretty courtyard whilst each enjoying its own enclosed private garden and patio with hot tub.
Self catering cottage sleeping up to 4 people.
Set within the peaceful orchard gardens of the old Priory Farm in Anderby’s nature preservation area in the Coastal Park these exceptionally lovely cottages share a pretty courtyard whilst each enjoying its own enclosed private garden and patio with hot tub.