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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.

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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, 257 reviews

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

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, 303 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 stone cottage is framed by lush greenery, featuring a small, well-maintained garden with colorful flowers in pots. Glass doors provide access to the exterior, inviting sunlight into the space. The gravel pathway leads to the entrance, enhancing the natural, serene environment.
Cottage
4.98 out of 5 average rating, 336 reviews

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.

Guest favourite
Cottage
4.95 out of 5 average rating, 235 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.

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, 255 reviews

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.

Top guest favourite
Cottage
4.95 out of 5 average rating, 147 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
The living room features two light-toned sofas positioned around a wooden coffee table. A flat-screen TV is placed on a media unit against a wall. Natural light filters in through windows covered with sheer curtains, illuminating the soft gray carpet.
Cottage
4.99 out of 5 average rating, 137 reviews

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.

Top guest favourite
The bathroom features a large copper bath set against exposed brick walls and timber beams. Natural light enters through a skylight and the space is complemented by antique-style decor, with fluffy white bathrobes hanging and decorative framed prints on the walls.
Cottage
4.99 out of 5 average rating, 344 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
Cottage
4.86 out of 5 average rating, 174 reviews

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!

Top guest favourite
A charming Victorian cottage is showcased, featuring a brick facade and a classic tiled roof. Lush greenery frames the front garden, which is bordered by an ornate iron gate. A light blue front door adds a subtle pop of color against the natural surroundings.
Cottage
4.98 out of 5 average rating, 103 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.

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, 111 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!

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
4.98 out of 5 average rating, 121 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)

Popular amenities for cottage rentals in Skegness

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 £359 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 & 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

    10 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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