Cottage holiday rentals in Skegness

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Top-rated cottage rentals in Skegness

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Guest favourite
An outdoor deck area features comfortable seating with dark wicker furniture, providing views of sandy dunes and the sea. A glass balustrade surrounds the space, allowing unobstructed sightlines of the coastal landscape. Natural light fills the area, enhancing the inviting atmosphere.
Cottage
4.93 out of 5 average rating, 321 reviews

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

Top guest favourite
A charming wooden deck area is illuminated by soft lighting, featuring a small table and two chairs. The cottage's rustic brick facade is seen in the background, complemented by large windows showcasing a welcoming entrance.
Cottage
4.98 out of 5 average rating, 194 reviews

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.

Top guest favourite
A bright dining area is featured, highlighting a wooden table set for dining and a plush sofa against a wall. Natural light floods through sliding doors that open to the patio, where outdoor seating is visible. Decorative elements include a modern clock and artwork.
Cottage
4.99 out of 5 average rating, 273 reviews

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.

Top guest favourite
A inviting sitting room features two deep blue sofas facing a wooden coffee table. A fireplace is set in a white mantel, with decor accents and a large mirror above it. Light is provided by table lamps, complementing the natural light from a window.
Cottage
5 out of 5 average rating, 246 reviews

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

Top guest favourite
A detached cottage with a brick and white exterior is set back from a gravel driveway. The entrance is framed by a wooden gate, and light-colored shutters accent the windows. Surrounding greenery offers a sense of privacy, while the roof features a charming gable design.
Cottage
4.92 out of 5 average rating, 157 reviews

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'

Top guest favourite
Cottage
4.95 out of 5 average rating, 245 reviews

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.

Guest favourite
The charming cottage exterior features rustic brick walls and a pitched roof, framed by lush green foliage and flower beds. Seating areas with wooden chairs are situated on the lawn, inviting relaxation amidst the serene garden surroundings.
Cottage
4.94 out of 5 average rating, 277 reviews

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.

Top guest favourite
Cottage
4.95 out of 5 average rating, 151 reviews

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.

Guest favourite
A hot tub sits invitingly beneath a cloudy sky, surrounded by softly lit string lights against a trellis. The steam rises gently from the water, suggesting warmth and relaxation in the serene outdoor space.
Cottage
4.92 out of 5 average rating, 473 reviews

Peaceful cottage in orchard with Hot tub and sauna

Forget your worries in this spacious and serene space. A new custom-built cottage with Air Conditioning, Oak furniture, a new Oak bed and kitchen, and a great bathroom. We finished building in June 2022, so be one of the first to enjoy it. It is an EPC A-rated eco-build. In a secluded orchard accessible by a country lane with minimal passing traffic, a tranquil, peaceful location. New hot tub Jan 2023, Sauna installed July 2023 We are pet friendly, but land is hedged not fenced.

Top guest favourite
The lounge area features a comfortable sofa adorned with decorative cushions, facing a wooden coffee table. Natural light enters through a door leading to the outside, while the ceiling showcases exposed wooden beams. A tasteful arrangement of flowers is positioned on the table.
Cottage
4.96 out of 5 average rating, 323 reviews

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.

Top guest favourite
Cottage
4.99 out of 5 average rating, 364 reviews

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.

Guest favourite
An aerial view of Lilac Cottage is displayed, surrounded by lush greenery and open fields. The semi-detached cottage features a grey roof and brick façade, complemented by trees and well-kept gardens. A winding driveway leads to the property, with a glimpse of farmland in the background.
Cottage
4.91 out of 5 average rating, 115 reviews

Lilac Cottage, Freedom and Fresh Air!

Lilac Cottage at Northfield Farm is idyllically situated in a peaceful, rural location. It is one of a pair of semi detached cottages on a working arable farm, in an area of outstanding natural beauty and half a mile down a private driveway. There are some fantastic countryside walks on the doorstep along with beaches & wildlife marshes close by. Aviation & history enthusiasts are also well catered for. Something for everyone! . . Refreshing for your mind and body!

Popular amenities for cottage rentals in Skegness

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 £253 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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