Cottage holiday rentals in Skegness

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Top-rated cottage rentals in Skegness

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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 in Hagworthingham
4.94 out of 5 average rating, 236 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 in Anderby Creek
4.92 out of 5 average rating, 287 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

Guest favourite
The exterior of a charming lodge is displayed, showcasing a brick facade and a red-tiled roof. A wooden fence surrounds a gravel driveway and lush green lawn, with stairs leading to the entrance. Solar panels are installed on the roof, emphasizing eco-friendliness.
Cottage in Lincolnshire
4.82 out of 5 average rating, 430 reviews

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

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 in Marshchapel
4.98 out of 5 average rating, 129 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, wine, beer and snacks.

Guest favourite
The cottage's exterior displays a modernized, pale peach façade with three windows above and a centered green door. An inviting pathway leads to the entrance, while a mailbox is affixed to the left wall. The roof features a traditional tiled design, completing the welcoming appearance.
Cottage in Lincolnshire
4.85 out of 5 average rating, 225 reviews

Enola (previously 'Annex'), Ludford, Mkt Rasen

Clean modernised 100 year old cottage with oil central heating, double glazed recently decorated. Used for family visitors and holiday makers. Children friendly with access to travel cot, high chair, push chair and toys. Pets allowed with prior permission from owners. Located in a quiet village accessible to the Lincolnshire Wolds, local market towns Louth, Horncastle, Market Rasen Race course, Lincoln Cathedral/Castle. Plenty of public footpaths around the village and a local public house.

Top Guest favourite
A dining area features a long table set for a meal, surrounded by white chairs. Above, a large chandelier made of antlers provides lighting. Vibrant artwork depicting birds adorns the walls, complementing the soft furnishings and natural light flowing in from the window.
Cottage in Lincolnshire
4.99 out of 5 average rating, 221 reviews

One bedroom boutique cottage NEW refurb with views

The Old Coach House 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 & all the gorgeous market towns. local pubs amazing walks & cycle paths and antique shops. Bring your dog max 2 feel free to roam in our paddock . Footpaths on your 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
An outdoor patio area is presented with a set of four wicker chairs surrounding a round table. A bottle of champagne is placed on the table. The cottage's exterior features a combination of gray and light blue brick, with large windows allowing natural light to enter.
Cottage in North Thoresby
5 out of 5 average rating, 124 reviews

The Saddlery Holiday Cottage-Near Wolds And Coast

The Saddlery is a one-bedroom detached holiday cottage in North Thoresby, Lincolnshire. It has received 5 star ratings from every guest. North Thoresby offers shops, two pubs with excellent restaurants, and a heritage railway station. It's surrounded by open countryside, offering scenic walks and is close to the Lincolnshire Wolds, an Area of Outstanding Natural Beauty. The Lincolnshire coast, with its deserted sandy beaches and traditional seaside resorts is just a short drive away.

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 in Nettleham
4.98 out of 5 average rating, 315 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. At the moment, the Co-op building is closed due to a fire & at times, 8.00am to 4pm, there is some building work taking place.

Top Guest favourite
Cottage in Spilsby
4.96 out of 5 average rating, 140 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 homely feel.

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 in Lincoln
4.99 out of 5 average rating, 326 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
A quaint dining area is visible, featuring a small table set with tableware. A large window allows natural light to illuminate the space, showcasing greenery outside. A stable door is open, providing additional access to the outside garden.
Cottage in Lincolnshire
4.98 out of 5 average rating, 147 reviews

School Cottage - Cute 1 bedroom Country Cottage

A cosy mid terraced 1 bedroomed cottage in the small village of Ewerby, near Sleaford. Ideally situated for weddings, sight seeing, or a romantic break in the country. The cottage features an open plan lounge & kitchen with log burner, smart TV, cooker, fridge/freezer & microwave. Winding stairs lead up to the luxurious & cosy bedroom with a standard double bed & en-suite shower room. This is a non smoking cottage & parking is on the street in this safe & peaceful village.

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, 119 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 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 $814 NZD 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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