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Cottage holiday rentals in Skegness

Find and book unique cottages on Airbnb

Top-rated cottage rentals in Skegness

Guests agree: These cottages are highly rated for location, cleanliness and more.

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Guest favourite
A spacious outdoor decking area is shown, surrounded by a glass balustrade. Comfortable wicker seating is arranged, offering a view of the sandy beach and sea in the distance. Lush greenery is visible nearby, enhancing the serene coastal environment.
Cottage in Anderby Creek
4.93 out of 5 average rating, 317 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 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 in Lincolnshire
4.99 out of 5 average rating, 269 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.

Guest favourite
A charming blue post office box is affixed to a stone wall, near a pale blue door with a unique circular window. The rustic stone facade complements the traditional design of the entrance, adding character to the property in the rural village.
Cottage in Branston
4.97 out of 5 average rating, 197 reviews

The Burrow Escape - 1 Bedroom Cottage Lincolnshire

Beautiful barn conversion; thoughtful finishes and a boutique feel. A perfect space for a romantic getaway or relaxing escape that’s an extra special treat. Super king bed, luxury bedding, premium bathroom products to enjoy in our roll top bath or spacious rainfall shower. Hampers available for an extra charge. Set in the centre of rural village just outside the beautiful city of Lincoln with its stunning Cathedral and historic castle to name but a few attractions. Winner of Best New Host 2022!

Top Guest favourite
The living area features a cozy seating arrangement with a dark sofa, an ottoman, and colorful cushions. A brick fireplace is positioned against a wall, complemented by a television stand. Natural light filters in through the window, enhancing the room's welcoming atmosphere.
Cottage in Lincolnshire
4.95 out of 5 average rating, 243 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
Cottage in Hagworthingham
4.94 out of 5 average rating, 273 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 in Spilsby
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.

Top Guest favourite
Cottage in Lincolnshire
4.98 out of 5 average rating, 122 reviews

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 .

Top Guest favourite
Cottage in Lincoln
4.99 out of 5 average rating, 359 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.

Top Guest favourite
The cottage is situated amidst lush greenery and well-maintained gardens, highlighted by the soft curvature of the landscape surrounding it. A pathway leads to the entrance, with a fenced area visible alongside an outdoor seating structure in the garden.
Cottage in Horncastle
4.99 out of 5 average rating, 183 reviews

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.

Top Guest favourite
The living room features a brown leather sofa and a green armchair, complemented by neutral carpet and walls. A circular mirror reflects light above a white fireplace, where a wood burner is positioned. A small TV sits on a shelf, and light enters through a window with a gray blind.
Cottage in Louth
4.98 out of 5 average rating, 109 reviews

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.

Top Guest favourite
The single-storey barn conversion is showcased, featuring light-colored exteriors and a red-tiled roof. A wooden fence surrounds the property, complementing the manicured lawn. Windows allow for natural light, providing a welcoming exterior that connects with the surrounding landscape.
Cottage in Chapel Saint Leonards
4.98 out of 5 average rating, 130 reviews

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)

Top Guest favourite
A rustic entrance is framed by a wooden fence and a gravel path leading to the front door. A small round table with two wooden chairs sits outside, surrounded by potted plants. The cottage exterior is adorned with wooden cladding and a gently sloping roof.
Cottage in Friskney
4.97 out of 5 average rating, 119 reviews

Petal Lodge, The Rosary Friskney, Lincs PE22 8RT

This semi rural, self contained, self catering holiday cottage is an ideal base for a UK short break on the East Lincolnshire Coast, just 15 minutes drive from Skegness, 25 mins from The beautiful Wolds and 1 hr from city of Lincoln. We take AirBnb and Private bookings only. A lot of our guests return year after year. Minimum stay is 3 nights. Property adjacent is currently being renovated but we anticipate very little impact on your stay.

Popular amenities for Skegness cottage rentals

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 $474 AUD 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!

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