
Cottage holiday rentals in Skegness
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Top-rated cottage rentals in Skegness
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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

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

Avocet House Hunstanton 250m from the sea NEW!!!
Treat yourself to a stylish and amazing experience at this centrally-located dog friendly property right by the sea and in the middle of a vibrant town. There is ample street parking outside the cottage leaving you free to come and go stress free and maximise your leisure time. There is so much to do in the town, seaside and the countryside. The birdlife and migration patterns are world renowned. There is a sealife centre plus lots more. Have a relaxing and value adding break at this property.

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 50 miles of Beaches Bird Watching Golf Courses Cadwell Park & much more

Beautifully converted former stables in Nettleham
The Stables is a beautifully converted Grade 11 listed building within the spacious garden walls of our home in Nettleham. It still retains many of the original features; a perfect retreat to enjoy a relaxing break away. Only 2 miles from the historic city of Lincoln, with easy acess to the city within 15 minutes. There is also safe, private parking on site. Within our village, there are 3 lovely pubs serving food, a fish & chip shop, Chinese takeaway and the Co-op store is within 2 minutes.

Cosy luxury one bed cottage pet friendly Norfolk
A spacious 1 bed cottage in the heart of the Norfolk village of Snettisham. The Rose and Crown pub which serves delicious home cooked food and fine ales is close by. The Old Bank restaurant which is listed in the Michelin guide is also within strolling distance and the village store is just around the corner. Cranston Cottage is perfect for couples. Smart TV, DVD, selection of films, woodburner, ideal to cosy up in front of. Why not bring a couple of your furry friends with you, Perfect!

Romantic Lakeside Cottage Log Burner next 2 Beach
❤ Fisherman's Cottage - Peacefully located on the edge of a lake, You'll be surrounded by an abundance of Nature and a stone-throw away from the Beach, providing you with the most unique, tranquil & charming Seaside experience. It's as Romantic as Romantic can be ! ❤ Snuggle up to the Log Burner & completely unwind in a place where the Beauty of Nature meets the Warm Comfort of Home ★ No Need to drive! Just park the car as everything is close by! ★ So Cosy - You won't want to leave!

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.

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

1 Bed in Faldingworth (83846)

Riverside Cottage with Hot Tub

Yew Tree Cottage with private hot tub

The Old Granary

4 bed Cottage with Hot Tub sleeps 12 pet friendly

Beautiful cottage hideaway with Hot Tub

Acorn Cottage - couples escape

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

Secret Cottage in the Garden

Lilac Cottage, Freedom and Fresh Air!

Goys Cottage, Tealby, Lincolnshire Wolds

Little Walk Cottage Stable Conversion

Stable conversion - rural - contemporary -Georgian

The Hideaway At Halton

The Scholars

Luxury coastal cottage with private beach access
Private cottage rentals

Beautiful, Secluded Cottage in Lincolnshire Wolds

Cosy riverside cottage in peaceful Lincolnshire

Charming Picturesque Country Cottage

Cosy rural retreat near Louth, Lincolnshire

Cottage with beautiful views - dog friendly

Auctioneers Cottage - Louth

Thor's Garden Homestead

Clematis Cottage Tealby LN8 3XU
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 $702 AUD 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
20 of Skegness holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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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- Old Hunstanton Beach
- Lincoln Castle
- Burghley House
- Cromer Beach
- Fantasy Island Theme Park
- Sundown Adventureland
- Sheringham Beach
- Woodhall Spa Golf Club
- The Deep
- Felbrigg Hall
- Holkham Hall
- North Shore Golf Club
- Holkham beach
- Heacham South Beach
- Mundesley Beach
- Sheringham Park
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- Cromer Lighthouse
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