
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.

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

A hidden gem in the heart of Tealby village.
Hidden away from sight behind picturesque Front Street, surrounded by nature, Pheasant Cottage nestles in an Area of Outstanding Natural Beauty. The cottage offers quintessential country living as well as modern luxury for 2 people. With its own entrance from the main street, the cottage is the perfect bolthole for walkers, cyclists and nature lovers. This bijou cottage has been lovingly restored to a high standard and sits within minutes of all the village amenities and yet is entirely private.

One bedroom boutique cottage NEW refurb & VIEWS
The Stables at The Laurels cottages Relax in this calm, stylish space. A newly refurbished 1 bedroom cottage in the picturesque village of East Keal. Close to Horncastle, Skegness & all the gorgeous market towns. local pubs amazing walks & cycle paths and antique shops. Luxury bathroom 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.

Norfolk cottage near beach. Private parking/garden
Traditional, detached Norfolk cottage. Pet friendly up to 3 dogs. Easy walking distance to beach, pub and bakery/ coffee shop. Perfect for beach, bird watching, golf and foodie hotspots. In conservation area of quiet village. Enclosed garden/ parking for 2/3 cars. Great for couples & families with 2 bedrooms, 2 bathrooms (1 with bath and 1 with shower), well equipped kitchen with aga/oven/ microwave. Sitting room with log burner, TV/ Apple Box/ Sky Sports. All one level. Dedicated office space

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.

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.

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.

School Cottage - Cute 1 bedroom Country Cottage
A cosy mid terraced 1 bedroomed cottage in the small village of Ewerby, near Sleaford. Ideally situated for weddings, sight seeing, or a romantic break in the country. The cottage features an open plan lounge & kitchen with log burner, smart TV, cooker, fridge/freezer & microwave. Winding stairs lead up to the luxurious & cosy bedroom with a standard double bed & en-suite shower room. This is a non smoking cottage & parking is on the street in this safe & peaceful village.

Auctioneers Cottage - Louth
Nestled in the beautiful market town of Louth on the edge of the Lincolnshire Wolds is Auctioneers Cottage, a cosy quaint two bedroom victorian cottage full of character and charm. The recently renovated cottage is perfectly situated to offer easy access to the town centre, off street parking close by and a plentiful selection of good pubs & restaurants. The location is also ideal for exploring the superb walking and cycling trails the Lincolnshire Wolds has to offer.

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)
Popular amenities for cottage rentals in Skegness
Cottage rentals with a hot tub

1 Bed in Market Rasen (oc-83846)

Gardeners Cottage, The Fring Estate

Riverside Cottage with Hot Tub

Red Robin Cottage

4 bed Cottage with Hot Tub sleeps 12 pet friendly

Acorn Cottage - couples escape

Beautiful Cottage set in Lincolnshire countryside

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

Coastguard Cottage Retreat on Lincolnshire Coast

2 Bedroom, 2 Bathroom cottage next to Viking Way

Lilac Cottage, Freedom and Fresh Air!

The Old Forge

Cosy luxury one bed cottage pet friendly Norfolk

Spacious, peaceful accommodation on the coast

Church Farm Cottage, Legbourne, Louth

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

Petal Lodge, The Rosary Friskney, Lincs PE22 8RT

One bedroom cottage NE of Lincoln - New Listing

Charming Picturesque Country Cottage

Family & Dog Friendly Cottage, Paddock, Log Burner

The Saddlery Holiday Cottage-Near Wolds And Coast

Madison's Barn - rustic and peaceful!

Luxury coastal cottage with private beach access

The Old Ice Cream Shop, Brigsley
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 £257 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!
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- Holkham beach
- Sandringham Estate
- Lincoln Castle
- Burghley House
- Lincolnshire Wolds
- Old Hunstanton Beach
- Cromer Beach
- Fantasy Island Theme Park
- Sheringham Beach
- Heacham South Beach
- Belvoir Castle
- Kelling Heath Holiday Park
- Holkham Hall
- Mundesley Beach
- The Deep
- Brancaster Beach
- Felbrigg Hall
- Skegness Beach
- Sundown Adventureland
- University of Lincoln
- Sheringham Park
- Searles Leisure Resort
- Woodhall Country Park
- Rspb Titchwell Marsh





