
Cottage holiday rentals in Skegness
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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 $579 NZD 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 and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Skegness holiday rentals include Wi-Fi 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!
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

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.

Bresby Cottage, 3 Bedroom Country Cottage
Bresby Cottage is set in a rural farm location surrounded by private secure gardens. The Cottage is fully modernised and is a warm and comfortable. Comprises a cosy living room, fully fitted kitchen, electric oven and hob, fridge freezer, microwave and dishwasher. The washing machine and dryer are situated in the utility. There are two large bedrooms, one twin and a double, a third bedroom is situated off the double and can be utilised as a single bedroom/cot room or simply a dressing room.

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.

Church Farm Cottage, Legbourne, Louth
Escape to the country, listen to the birdsong, take in the star studded night sky at our much loved holiday home. A farmhouse with a delightful cottage garden at the end of a quiet lane. At the edge of the Lincolnshire Wolds, Legbourne offers ancient woodlands, two pubs, a village shop, a children’s play area and many countryside walks. Explore the rolling hills of the Wolds, the stunning sandy beaches ,the local market town of Louth, or Cadwell Park which is within 6 miles .

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.

Chestnut Cottage
Set well off the road in woodland with views over fields to the Wolds, Chestnut Cottage is the perfect location for those seeking a peaceful, beautiful setting. Offering every modern comfort, Chestnut Cottage offers a securely fenced private garden and private hottub. Walks from the door in every direction- through woodland to Market Rasen or go up the ridge to enjoy views of Lincoln on a clear day , and of course the walk into Tealby to enjoy the local pub and tea rooms.

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

Oak Cottage, optional hot tub.

Gardeners Cottage, The Fring Estate

Riverside Cottage with Hot Tub

Country Cottage sleeps 4 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

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

Secret Cottage in the Garden

Bluebell Cottage Docking - Cosy short breaks

The perfect cottage for North Norfolk the coast

Cottage near to beautiful North Norfolk beaches

Spacious, peaceful accommodation on the coast

The Scholars

Luxury coastal cottage with private beach access

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

Cosy riverside cottage in peaceful Lincolnshire

Spacious, private character cottage

Charming Picturesque Country Cottage

Pond View-Dog Friendly Cottage with Beautiful View

Thor's Garden Homestead

Family & Dog Friendly Cottage, Paddock, Log Burner

Self Catering Annex at Bardney Manor

Valentine Cottage nr Lincoln, Countryside & Coast
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- Lincoln Castle
- Sheringham Beach
- Old Hunstanton Beach
- Burghley House
- Sandringham Estate
- Holkham beach
- Fantasy Island Theme Park
- Cromer Beach
- Heacham South Beach
- Lincolnshire Wolds
- Mundesley Beach
- Kelling Heath Holiday Park
- Holkham Hall
- Sundown Adventureland
- The Deep
- Felbrigg Hall
- Belvoir Castle
- University of Lincoln
- Skegness Beach
- Searles Leisure Resort
- Woodhall Country Park
- Sheringham Park
- Brancaster Beach
- Newark Castle & Gardens





