Holiday rentals in Skegness

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Top-rated holiday rentals in Skegness

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Top guest favourite
The exterior of a charming brick building features a unique arched window above two rectangular windows, all framed with white trim. A vine climbs the wall, adding a touch of nature to the façade. The surrounding area is landscaped with gravel and green foliage.
Home
4.91 out of 5 average rating, 228 reviews

The Annex @ Ormiston House

*AUGUST SPECIAL OFFERS* The Annex@Ormiston offers unique accommodation for up to 4 guests, in a self-contained building adjacent to our family home. It has ample private parking, a secure entrance, a private courtyard and access to a large garden. Downstairs, there's a kingsize bedroom, shower room, lounge and fully equipped kitchen. Upstairs, an additional bedroom contains one or two single beds. The property is a 10 minute walk from the town centre and less than a mile from Pilgrim Hospital.

Top 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
A patio area is highlighted with a small table and two chairs beneath a blue umbrella. The paved surface is complemented by a neatly maintained garden featuring green grass and diverse plantings around the edges. The entrance to the bungalow is visible in the background.
Home
4.88 out of 5 average rating, 33 reviews

Sandy Paws Bungalow Skegness

Entire detached bungalow in quiet area. Large private enclosed gardens suitable for small dogs. 10 minute walk to the Promenade and dog friendly beaches Parking - two cars Spacious living room with one electric riser chair 43" SMART TV/DVD player. Master bedroom: King-size bed TV ceiling fan 2nd bedroom: 2 single beds (one is electric adjustable bed) Wheelchair friendly. Portable lightweight wheel chair available on request. Bed linen/ hand/ bath towels. Pet friendly: Pet bowls/towels/bed.

Top guest favourite
A comfortable lounge area is presented with two light-colored armchairs facing a flat-screen television. A faux fireplace adds warmth to the space, complemented by a textured area rug. Large windows allow natural light to illuminate the room, framed by flowing curtains.
Apartment
5 out of 5 average rating, 18 reviews

Skegness Home 4 people, 2 bedroom, walk to the sea

This delightful 2 bedroom maisonette on the FIRST FLOOR which is close to the bus/train stations, main high street, Hildreds Shopping centre, 3 supermarkets, pubs, clubs, arcades, The Embassy Theatre, the beach/ sea, Gibraltar Point. Two golf courses, Bowls green. Fun Fair, Pitch n Putt etc... A garden (Not gated) which has a patio area and a collapsible washing line. Your own front door and drive which holds 3 cars. The kitchen has a double oven, induction hob, fridge/freezer, toaster, iron

Top guest favourite
A cozy lounge area features a soft sofa with a decorative yellow pillow, complemented by a warm rug on the floor. A log burner is positioned next to a television on a white cabinet, while a wooden door adds character to the space.
Cottage
4.99 out of 5 average rating, 352 reviews

Cosy luxury one bed cottage pet friendly Norfolk

A spacious 1 bed cottage in the heart of the Norfolk village of Snettisham. The Rose and Crown pub which serves delicious home cooked food and fine ales is close by. The Old Bank restaurant which is listed in the Michelin guide is also within strolling distance and the village store is just around the corner. Cranston Cottage is perfect for couples. Smart TV, DVD, selection of films, woodburner, ideal to cosy up in front of. Why not bring a couple of your furry friends with you, Perfect!

Top guest favourite
A charming brick facade of a single-story cottage is framed by a flowering tree. The entrance features a stone pathway leading to a pale blue door, accented by a small window on one side, creating an inviting exterior.
Home
5 out of 5 average rating, 109 reviews

Luxury cottage in Lincolnshire - Wolds and Coast

Relax in this calm, stylish space. Purpose built holiday cottage situated perfectly to explore the Lincolnshire Wolds and Coast. We hope you will love it as much as we do! ~ Ideal location 2 miles from Louth ~ Thermostatically controlled underfloor heating ~ Private patio area for eating outside and summer sun ~ Crisp white bedding ~ Fluffy towels ~ EV car charge point and private parking space ~ Beautiful countryside walks / bike rides from the doorstep ~ Local pub within walking distance

Top guest favourite
An open-plan living area features two large sofas, one leather, and one plush, arranged around a wooden coffee table on a traditional patterned rug. A large chandelier hangs from the ceiling, illuminating the space, while a smart TV is positioned near the opposite wall.
Home
4.95 out of 5 average rating, 128 reviews

The Lodge at Thorpe House

Luxury converted barn in beautiful rural Lincolnshire. The Lodge at Thorpe House is a stunning, totally unique, spacious, newly refurbished, well equipped Lodge, bursting with character combining beautiful antique furniture featuring a stunning 19th Century 5 foot French Chateau Ballroom Chandelier and new fully fitted open plan kitchen, dining and living area. Oak flooring. A five bar gate leads to gravelled parking and a pretty ornate archway leads to a totally private enclosed garden.

Guest favourite
Flat
4.94 out of 5 average rating, 248 reviews

Old Post Office Mablethorpe "Your Home From Home"

The old post office offers modern decor comfortable accommodation central heating the property is situated approx 300 metres from the blue flag Mablethorpe beach. 200 metres from local shop & cinema fish & chip shop nearby. we are approx 1 mile to town centre. there are lots of interesting walks & interesting places to visit within walking distance or short drive.the owners live on site and will be available for any help advice you may need also to help with any problems .

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, 254 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.

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, 278 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
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
4.98 out of 5 average rating, 160 reviews

School Cottage - Cosy 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.

Popular amenities for Skegness holiday rentals

When is the best time to visit Skegness?

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Avg. price£74£82£72£80£80£80£93£107£81£78£77£77
Avg. temp5°C5°C7°C9°C12°C15°C17°C17°C15°C11°C7°C5°C

Frequently Asked Questions

  • What are the best places to stay in Skegness?

    Many visitors choose accommodations near the beach for easy access to the promenade and seaside. Neighborhoods around the town center and seafront are popular for staying close to shops, entertainment, and local dining.

  • What are the best things to do in Skegness with kids?

    Children often enjoy the funfair rides, interactive museums, and miniature railways. A day at the beach, exploring arcades, or spending time in local nature parks makes for a memorable family outing.

  • What are some of the best things to do in Skegness?

    Explore sandy beaches, enjoy classic amusement arcades, and visit local parks or gardens. Many guests stroll the pier, sample local food, and visit popular seafront entertainment venues.

  • How is the weather in Skegness?

    Skegness has cool, damp winters averaging 35–47°F (2–8°C), while summers reach 54–71°F (12–22°C) with light breezes. Rain is spread across the seasons, so bringing a waterproof layer is a good idea.

  • When is the best time to visit Skegness?

    Late spring through early fall is often recommended for milder weather and more open attractions. During summer months, temperatures usually reach around 54–71°F (12–22°C), with many seasonal events.

  • What are the best places to visit in Skegness?

    Explore the town’s beach, wander along the pier, or relax in well-maintained public gardens. The area has amusement centers, a local aquarium, and venues for live shows and performances.

  • What are some hiking trails in Skegness?

    You can explore coastal walking paths along the beach, nature reserves with marked trails, and footpaths in surrounding countryside. Many trails have gentle elevations and are suited for a range of abilities.

  • What are some family activities we can do in Skegness?

    Families frequently enjoy seaside arcades, mini-golf, and safe swimming areas during warmer weather. Parks, gardens, and interactive museums also make good outings for visitors with children.

  • What are some of the best day trip ideas from Skegness?

    Day trips to nearby nature reserves, market towns, or historic landmarks are frequently suggested. Visiting animal sanctuaries or exploring local countryside villages adds variety to your stay.

  • Are there any pet friendly accommodations available in Skegness?

    Skegness has pet friendly accommodations, especially in areas near the seafront and town parks. Look out for rentals that welcome dogs and provide easy access to outdoor walking spots.

  • What are some local tips for visiting Skegness?

    Dress in layers as weather by the coast changes quickly, and bring comfortable shoes for walking on sand and promenades. Booking attractions or accommodations ahead, especially during school holidays, is frequently suggested.

  • What is Skegness known for?

    Skegness is known for its sandy beaches, traditional amusement parks, and lively seafront. The area has a legacy of classic British seaside holidays, with a mix of arcades, beachfront gardens, and family attractions.

  • What are the best hidden gems to explore in Skegness?

    Explore quieter sections of the beach, locally run art galleries, and nature reserves around the town. Some visitors enjoy discovering small cafes and spots with murals or outdoor sculptures.

  • What are the best foods to try in Skegness?

    Fish and chips by the seaside are frequently suggested, along with locally made ice cream and traditional British pastries. Many cafes and seaside vendors highlight fresh seafood and classic comfort dishes.

  • What should I bring for a trip to Skegness?

    Pack layers for varying coastal temperatures, sturdy shoes, and a waterproof jacket in case of rain. Sun protection, a beach towel, and a camera are useful for seaside activities and exploring outdoor attractions.

  • What is the nightlife in Skegness like?

    Skegness has laid-back nightlife with pubs, cocktail bars, and some live music venues around the seafront and town center. You can explore casual spots for drinks, plus venues that host themed nights and tribute acts.

  • What are the most popular events or festivals in Skegness?

    Seasonal festivals, classic car rallies, and themed weekends draw crowds throughout the year. Summer often features open-air concerts and community celebrations along the seafront.

  • Are there family friendly vacation rentals in Skegness?

    Family friendly rentals are available near the beach and central neighborhoods, with easy access to parks, playgrounds, and attractions. Many properties have amenities supporting guests with children.

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 510 holiday rentals in Skegness

  • Nightly prices starting at

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

  • Verified guest reviews

    Over 4,820 verified reviews to help you choose

  • Family-friendly holiday rentals

    400 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 210 rentals that welcome pets

  • Holiday rentals with a pool

    70 properties feature pools

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

  • Wifi availability

    380 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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