
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

Welcoming Cottage in Lincolnshire Village !
The Old Telephone Exchange, is a spacious cottage offering a fullly equipped stay, within the charming village of North Thoresby. Located in the centre of the village, within a short stroll of the local shop, and pub yet remaining private, with an enclosed garden and patio, Just a short drive to the seaside town of Cleethorpes, and within easy reach of deserted beaches, unless its seal season! or a visit to Louth, a traditional market town, near the popular race circuit 'Cadwell Park'

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.

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

Coastguard Cottage Retreat on Lincolnshire Coast
No. 3 Coastguard Cottage Sleeps 2 adults in a Double Bed with the option of a single and additional pull out bed in an adjoining room for additional guests/children on request. It is a mid terrace, stunning character cottage in the village of Saltfleet, overlooking Haven Bank which leads out to Sea. The cottage has recently been refurbished to a high standard with an open fire, lawned garden to the front and closed courtyard to the back. Ideal for a romantic break with your dogs.

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 .

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 Perfect Romantic Cosy Cottage Getaway
❤ Coconut Cottage - The Perfect Romantic Hideaway - A little Gem! Snuggle up and get Cosy in this adorable Seaside hide-away retreat just a few steps from the Beach and perfectly nestled in a peaceful hamlet for Romantic shortbreaks or Family summer holidays ☻ NO CLEANING FEE'S ! ☻Just Park your car and Forget! ☻ Infant "Travel Cot" available upon request Large Secure Pet Friendly garden & Dog friendly beach just 5 mins walk away. So Cosy - You won't want to leave!

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 Skegness cottage rentals
Cottage rentals with a hot tub

Homely Open Plan Cottage near to Heacham Beach

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

Beautiful Cottage set in Lincolnshire countryside
Pet-friendly cottage rentals

Countryside Cottage Somersby Lincolnshire Wolds

Goys Cottage, Tealby, Lincolnshire Wolds

Church View Retreat nr Louth

The Old Forge

The Hideaway At Halton

School Cottage, Shernborne, Sandringham Estate

Cosy cottage in Rural Lincolnshire

Spacious cottage, close to beach & dog friendly.
Private cottage rentals

Beautiful, Secluded Cottage in Lincolnshire Wolds

Spacious, private character cottage

Cottage in Thornham

4 Malthouse Cottages - Thornham

Charming Picturesque Country Cottage

Jake’s Cottage - Langrick, Lincolnshire 3 Bedrooms

Thor's Garden Homestead

Immaculate cottage in exquisite rural setting!
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 $679 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
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
- Woodhall Country Park
- Tattershall Castle
- Brancaster Beach
- Queensgate Shopping Centre
- Lincolnshire Wildlife Park
- Newark Castle & Gardens
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