Holiday rentals in Skegness

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Top-rated holiday 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
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
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 deck of the log cabin features a picnic table surrounded by neatly arranged fairy lights. A wooden railing offers a view of the peaceful, natural surroundings at dusk, with warm light spilling from large sliding glass doors into the cabin's interior.
Cabin
4.98 out of 5 average rating, 139 reviews

Hill View Lodge Luxury Log Cabin

A stylish 1 x bedroom log cabin perfect for a couple. Set in a peaceful, rural location on the edge of the Lincolnshire Wolds. Open views to the east coast some 10 miles away. The historic town of Louth with it's many cafes, restaurants & independent shops is only 5 minutes away. Coastal towns of Skegness, Mablethorpe & Cleethorpes, Market town of Horncastle, Dambusters famous Woodall Spa & Lincoln Cathedral are within local area. Ramblers rejoice! There are many picturesque walks nearby.

Top guest favourite
Cabin
4.98 out of 5 average rating, 152 reviews

Lovely Glamping Pod with Hot Tub

Experience luxury and comfort in our spacious glamping pods at Pepperwood Pods. The pod is fully centrally heated and features an ensuite bathroom, a well-equipped kitchen with a coffee machine, dishwasher, cooking utensils, and condiments. Relax in the double bed or on the sofa bed, and enjoy entertainment with the TV and WiFi. The unique glass end wall entrance offers stunning views and natural light. Unwind in your private hot tub or lounge around the fire pit for a serene evening.

Top guest favourite
The lodge's exterior showcases a modern wooden design with a sloped roof. Large glass doors reflect the warm glow of the sunset, while a stone pathway leads to a seated area with wooden chairs and tables on the manicured lawn, surrounded by greenery.
Cabin
4.99 out of 5 average rating, 228 reviews

Wren Lodge W/ Alpacas, Goats & Sheep | Wren Farm

Located at Wren Farm, our brand new to 2023 luxury lodge situated besides the alpaca fields, with Wren Farm Desserts cafe on site. Also near beaches, Skegness, Chapel, Mablethorpe, etc. We are dog friendly! Fully stocked (cutlery) Has 1 double bed and a sofa bed that sleeps 2. Private bathroom with shower. Surrounded by green fields, beautiful animals and excellent food! Add ons available on request - Ploughman's Grazing Box, Breakfast Boxes. Alpaca trekking also available.

Guest favourite
A spacious indoor heated pool area features a serene swimming pool surrounded by artificial grass. Expansive windows allow natural light to flood the room, framing views of the outdoor landscape. Comfortable seating areas are placed nearby, creating a relaxed atmosphere.
Barn
4.95 out of 5 average rating, 259 reviews

Luxury Annex beside the River Bain Nr Woodhall Spa

A most beautiful luxury annex to the main residence , with an indoor heated luxury swimming pool and 2 person sauna infrared.The property is set on the River Bain ,with open views to the Bain valley. . The pretty village of Kirkby on Bain is just 600 yards away. The Ebbington Arms is a wonderful public house which is well renowned for its excellent food. The Edwardian inland resort of Woodhall Spa is just 4 miles away here you find fantastic restaurants, shops and wonderful walks.

Top guest favourite
Cottage
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
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 modern structure features a spacious deck with glass railing and stairs leading up to it. The exterior showcases a blend of wood and white, set against a cloudy sky. The surrounding area includes gravel pathways and greenery.
Tiny home
4.99 out of 5 average rating, 135 reviews

Hot Tub - Countryside Views - Spridlington

Sleeping 2, this rural getaway is perfect for those wanting to retreat from the hustle and bustle of day to day life. Relax in the hot tub and soak up the sweeping views! Woldview retreat is on the edge of the small village of Spridlington, and has open plan living, dining and sleeping, with bifold doors opening out on to a balcony showcasing the scenic views of rural Lincolnshire. These can also be enjoyed from the hot tub. Maximum 2 Adults. No infants or children. No pets.

Guest favourite
A scenic outdoor area is highlighted with a picnic table and a firepit, overlooking the tranquil lake. Nearby, a black storage unit is present, and several cabins are visible in the background against a clear blue sky.
Cabin
4.9 out of 5 average rating, 1,087 reviews

Adults only cabin with double bed with Hot Tub

In the middle of nowhere but only 8 miles from Boston town, 12 miles from Skegness Beach and 3 miles from the sea/coast boasting award winning RSPB nature reserves and marshes. 28 cabins on a 3 acre lake. Pet and children are more than welcome.We have an orchard for you to walk around and even a dog agility area (Bookable). Double cabins with Finnish hot tubs (Adults only, charges apply for wood/firelighters). Twin cabins pet/child friendly. Double cabins pet/child friendly.

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, 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)

Top guest favourite
The exterior of a uniquely shaped wooden pod is depicted, featuring a sloping roof and a large arched window. The door is made of natural wood and is flanked by potted plants. The pod is surrounded by greenery, including shrubs and flowering plants.
Place to stay
4.95 out of 5 average rating, 163 reviews

♥cosy; parking; garden; rural cycle/walks+more

Idyllic, rustic, quiet self contained private 1 bed Pod in the meadow style garden of a Victorian house on the edge of the Lincolnshire Wolds and also within walking distance of Horncastle market place, shops and amenities. Private entrance with self check in and own parking space, use of large garden, galley kitchen (with sink, small fridge, microwave), dining area and bedroom (double bed) with en-suite suitable for 1-2 adults only (sorry no children or pets).

Popular amenities for Skegness holiday rentals

When is the best time to visit Skegness?

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Avg. price£76£83£73£81£81£82£91£108£82£72£72£75
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All about Skegness

Skegness is a quintessential British seaside resort in the county of Lincolnshire on the east coast of England. People flock to the vast expanse of golden sand on its Blue Flag beach along the North Sea. The historic pier stands on the front and overlooks a modern addition to the coast, the dramatic white turbines of the Lynn and Inner Dowsing wind farms.

The area next to the beach is bursting with entertainment, and the Skegness Pleasure Beach is at its heart. Here, you will find everything from golf, ten-pin bowling alleys, and amusement arcades to a boating lake and swimming pool. Compass Garden provides a relaxing green oasis and features the mascot of Skegness — the statue of the Jolly Fisherman. Brightly coloured ice cream parlours are dotted throughout the town, with many fish and chips restaurants to tempt you. The red-brick clock tower from 1898 marks the start of the Grand Parade, home to the Embassy Theatre.

What are the top things to do in Skegness?

Gibraltar Point National Nature Reserve

Less than five kilometres south of Skegness, you’ll find the 445-hectare Gibraltar Point National Nature Reserve, boasting a pristine coastline, freshwater marshes, and sand dunes. It features a brand new nature centre and visitor centre, you can watch for a variety of birds, depending on the season, from skylarks in the spring to hen harriers in the winter.

Victorian Pier

The Victorian Pier opened in 1881, and it’s a reminder of when Skegness became a popular seaside resort. The approach takes you through a modern centre with a range of facilities, from ten-pin bowling to climbing, before emerging onto the historic pier. Its appearance has changed over the years — the theatre once at the end has long since gone. But ambling the English pier will transport you back in time as you look towards the North Sea.

Bolingbroke Castle

Around a 30-minute drive west of Skegness are the ruins of Bolingbroke Castle. The birthplace of King Henry IV, the castle dates back to the early 13th century and is an example of a hexagonal enclosure castle. Although it was destroyed during the English Civil War in the 17th century, you can wander across the earthworks, cross the moat, and check out the ruins, now surrounded by grass.

Quick stats about holiday rentals in Skegness

  • Total holiday rentals

    Explore 500 holiday rentals in Skegness

  • Nightly prices starting at

    Skegness holiday rentals start at £22 per night before taxes and fees

  • Verified guest reviews

    Over 4,720 verified reviews to help you choose

  • Family-friendly holiday rentals

    350 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 200 rentals that welcome pets

  • Holiday rentals with a pool

    60 properties feature pools

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wifi availability

    350 of Skegness holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Skegness rentals

  • 4.6 Average rating

    Skegness stays receive an average rating of 4.6 out of 5 from guests

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  5. Skegness