
Cottage holiday rentals in Skegness
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Top-rated cottage rentals in Skegness
Guests agree: these cottages are highly rated for location, cleanliness and more.

2 Bedroom, 2 Bathroom cottage next to Viking Way
Bainfield Lodge is the ideal location to take in this Area of AONB. The Wolds is Situated close to the market town of Louth. A self-contained home, with a fully fitted kitchen. A double & twin room, each with its own en-suite shower room. You can walk straight from the cottage and enjoy a 360-degree view. Things to do: Horse Ridding Wolds Zoo Clay Pigeon Shooting Open Water Swimming Cycling Market Rasen Race Course Beaches Bird Watching Golf Courses Cadwell Park Climbing rope & much more

Beach-front cottage. Sea view from every room.
Anderby Creek was voted one of the UK's best undiscovered beaches by AOL, The Times & The Telegraph. The house has simply beautiful views of the beach, sea and sand dunes with extensive decking surrounded by glass balustrade where you can sit outside and enjoy the sea air. It's a family home, fully centrally heated and comfortable. Expect mismatched crockery & imperfection! It's a steep drive up to the house & steps to the beach (although you can go around the drive way) so not suitable for all

Secluded High Beacon Cottage, Lincolnshire Wolds
Secluded High Beacon Cottage is situated on one of the highest points of the Lincolnshire Wolds with amazing views of the rolling Wolds countryside, with Lincoln Cathedral and the coast of Norfolk visible on a clear day. Remote and tucked away down a private lane and surrounded by wide open arable and grazing (sheep) fields, this detached barn conversion is in a great holiday location to get away from the hustle and bustle of modern life, and a relaxing base from which to explore the area.

Fairytale Cottage in a Beautiful Garden
Step into this charming cottage, tucked away in sunny rambling gardens with plenty of spots to sit and soak up the view. Inside, you’ll find a cosy, thoughtfully styled space full of warmth and character. Wake in peaceful bedrooms nestled in the eaves, with birdsong drifting through the garden. After days spent wandering nearby walks and country lanes, curl up by the log burner or fire up the BBQ. Venture into nearby villages for traditional pubs, local shops and a slower pace of life.

One bedroom boutique cottage NEW refurb & VIEWS
The Stables at The Laurels cottages Relax in this calm, stylish space. A newly refurbished one bedroom cottage in the picturesque village of East Keal. Close to Horncastle, Skegness and all the gorgeous market towns. local pubs amazing walks and cycle paths and antique shops. Bring your dog and feel free to roam in our paddock. Footpaths on the door stop . Amazing out door patio it's a sun trap with sunloungers, barbecue. All new furniture. Breakfast supplies will also be left.

Retreat to a former Chapel, relax in privacy.
With unspoilt views over countryside, our former Chapel on the Lincolnshire Wolds doorstep offers the perfect place to enjoy a memorable relaxing stay. Visit all that this County has to offer, including miles of lovely beaches, followed by snug winter evenings in front of a Log Burner, or warm summer evenings relaxing on the Patio, perhaps observing the wildlife. There is a myriad of tracks and paths around for walkers and cyclists alike. We offer comfort with a clean homely feel.

Ivy cottage, at The Elms. Marshchapel, Lincs
Ivy Cottage is a one bed detached cottage set in the grounds of the owners main property. Located in the historic village of Marshchapel in N. E. Lincolnshire, it is a 10 minute drive to the seaside town of Cleethorpes and the Lincolnshire wolds and the market town of Louth. The bungalow is newly decorated with new bathroom, kitchen, furniture and carpets. It features a private patio with seating and secure private gated car parking. WiFi, TV, complementary tea, coffee and snacks.

Stable cottage
Take it easy at this unique and tranquil getaway. Situated on the outskirts of the historic village of castle rising, 5 miles from Sandringham, this idyllic peaceful cottage has been lovingly restored to provide a pleasant retreat. The cottage is double glazed, with a fully functioning kitchen. There is a small garden with plenty of space for your fur baby to exercise. Nearby in the village is a friendly pub serving meals throughout the day and a delightful coffee and cake shop.

Granary Digby, Luxury rural cottage nr Lincoln
Luxury self-catering accommodation on the border of the Lincolnshire limestone heath and the Witham valley. Centrally located at the heart of rural Lincolnshire, and only a 12 mile drive from The city of Lincoln. The Granary is a beautifully converted Lincolnshire barn, bursting with character and the perfect location from which to explore this historic county. Situated on the very edge of the rural village of Digby, the Granary forms one side of the original yard and stables.

Beautiful cottage hideaway with Hot Tub
Our beautiful 150 year old cottage has unspoilt panoramic views of the Lincolnshire Wolds and it is surrounded by our own farm.There is an abundance of outdoor space, a 7 person hot tub, a small orchard and a fenced front garden with a hammock and garden furniture. We can provide secure storage for bicycles and it is an ideal location for both families and ramblers. Don't forget to look out for our Lincoln Red Cattle. A perfect retreat and an ideal location for families.

Mollie's Cottage
Mollie’s Cottage is a single-storey barn conversion located just a 10-minute walk from the sandy beach at Chapel Point. There is an enclosed garden, perfect for relaxing in after a busy days’ adventure. It makes a great base for a family holiday at the east coast. Outdoor pursuits nearby include good walks and cycle routes. Some areas of the beach are dog friendly. Beach ¾ mile. Shop, pub and restaurant ½ mile. One dog free per booking. 2 maximum (2nd dog chargeable)

Sandpiper Cottage, Thornham
Sandpiper Cottage is located in the beautiful village of Thornham on the north Norfolk coast. The cottage is cozy and ideally located with proximity to nature reserves and beach walks. The property has a beautiful garden leading to a field where children, dogs and grown up can play. Sandpiper is ideal for couples with dogs and small families. It can sleep up to four people and is well equipped for a fun stay, with little hassle.
Popular amenities for cottage rentals in Skegness
Cottage rentals with a hot tub

Riverside Cottage with Hot Tub

Red Robin Cottage

4 bed Cottage with Hot Tub sleeps 12 pet friendly

1 bed holiday cottage with pool/hot tub/games room

Acorn Cottage - couples escape

The Retreat-luxury cottage with hot tub (sleeps 4)

Beautiful Cottage set in Lincolnshire countryside

Jolls Cottage with hot tub Lincolnshire Wolds
Pet-friendly cottage rentals

Secret Cottage in the Garden

Coastguard Cottage Retreat on Lincolnshire Coast

Bluebell Cottage Docking - Cosy short breaks

The perfect cottage for North Norfolk the coast

Cottage near to beautiful North Norfolk beaches

The Scholars

Church Farm Cottage, Legbourne, Louth

Avocet House Hunstanton 250m from the sea NEW!!!
Private cottage rentals

Charming Historic Cottage in the perfect location

Charming Picturesque Country Cottage

Pond View-Dog Friendly Cottage with Beautiful View

Family & Dog Friendly Cottage, Paddock, Log Burner

The Saddlery Holiday Cottage-Near Wolds And Coast

A hidden gem in the heart of Tealby village.

Filly Green Cottage

Luxury coastal cottage with private beach access
Quick stats about cottage rentals in Skegness

Total holiday rentals
Explore 20 holiday rentals in Skegness

Nightly prices starting at
Skegness holiday rentals start at £249 per night before taxes and fees

Verified guest reviews
Over 180 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Skegness holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Skegness rentals

4.9 Average rating
Skegness stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
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- Cottage rentals Lincolnshire
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- Sheringham Beach
- Lincoln Castle
- Old Hunstanton Beach
- Burghley House
- Fantasy Island Theme Park
- Cromer Beach
- Holkham beach
- Heacham South Beach
- Kelling Heath Holiday Park
- Holkham Hall
- Mundesley Beach
- Lincolnshire Wolds
- Belvoir Castle
- Felbrigg Hall
- University of Lincoln
- The Deep
- Woodhall Country Park
- Sheringham Park
- Searles Leisure Resort
- Skegness Beach
- Rspb Titchwell Marsh
- Brancaster Beach
- Newark Castle & Gardens
- Ferry Meadows in Nene Park





