
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.

Fairytale Cottage in a Beautiful Garden
Step into this dreamy cottage, secluded within its rambling sunny gardens with ample seating to enjoy the view. Delight and relax in its thoughtfully curated interior. Wake up refreshed within pretty bedrooms tucked into the eaves, and look out over the garden with constant soundtrack of birdsong. Relax by the log burner, or fire up the BBQ after you explore the walks which extends beyond the country lane, even if you only venture as far as the delicious cosy gastro pub, cafes & farm shop nearby

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.

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.

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 Beeches Bird Watching Golf Courses Cadwell Park & much more

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.

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.

The Ultimate Romantic Cosy Cottage with Log Burner
❤ Fisherman's Cottage - Peacefully located on the edge of a lake, You'll be surrounded by an abundance of Nature and all just a stone-throw away from miles of sandy beach! Providing Couples & Family's a unique Seaside relaxing experience. It's as Romantic as Romantic can be ! ❤ After a fun day of exploring, You'll be ready for a relaxing snuggle up to the cosy Log Burner Movie night in and perfect for the maximum unwind by the Sea. ★ So Cosy - You won't want to leave!

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)

Lovely Cottage just 100m from the Beach
Ridge Cottage is situated on a quiet private road just 2 mins walk to the beautiful beach at Old Hunstanton and is next door to the well renowned Hunstanton Golf Course. The property offers the perfect base from which to explore all that the North Norfolk Coastline has to offer. There is ample parking at the cottage and many local restaurants and pubs within walking distance. We allow one well behaved dog, as the beach is perfect for dog walking.
Popular amenities for Skegness cottage rentals
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 bedroom holiday cottage with pool/hot tub access

Beautiful cottage hideaway with Hot Tub

Acorn Cottage - couples escape

1 Bed in Woodhall Spa (94133)

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

Countryside Cottage Somersby Lincolnshire Wolds

Cottage in Thornham

Goys Cottage, Tealby, Lincolnshire Wolds

Pretty cottage in lovely village. Walk to pub.

The Hideaway At Halton

Norfolk cottage near beach. Private parking/garden

Luxury coastal cottage with private beach access

School Cottage, Shernborne, Sandringham Estate
Private cottage rentals

Beautiful, Secluded Cottage in Lincolnshire Wolds

Charming Picturesque Country Cottage

The Old Forge

Thor's Garden Homestead

Immaculate cottage in exquisite rural setting!

Cosy, well located Fisherman's Cottage Thornham

The Threshing Barn

Bright, modern cottage, free parking, near beach
Quick stats about cottage rentals in Skegness

Total holiday rentals
Explore 10 holiday rentals in Skegness

Nightly prices starting at
Skegness holiday rentals start at $814 NZD per night before taxes and fees

Verified guest reviews
Over 170 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
10 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!
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- Lincoln Castle
- Old Hunstanton Beach
- Burghley House
- Cromer Beach
- Fantasy Island Theme Park
- Sheringham Beach
- Holkham beach
- Felbrigg Hall
- Holkham Hall
- Heacham South Beach
- Lincolnshire Wolds
- Mundesley Beach
- Belvoir Castle
- The Deep
- University of Lincoln
- Sheringham Park
- Searles Leisure Resort
- Brancaster Beach
- Woodhall Country Park
- Tattershall Castle
- Queensgate Shopping Centre
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