
Holiday rentals in Skegness
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Top-rated holiday rentals in Skegness
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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.

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

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.

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

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!

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

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.

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 .

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.

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.

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.

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
Stay near Skegness's top sights
Other great holiday rentals in Skegness

Vintage 95 - Southview Holiday Park Skegness

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Vintage 49 - Southview Holiday Park Skegness

Skegness Static Caravan Sleeps 6 Close To Beach

3 Bed Detached Modern Seafront House Skegness

luxury caravan close to beach

Luxury coastal cottage with private beach access

Cosy guest room, pet friendly with outdoor space
When is the best time to visit Skegness?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £74 | £82 | £72 | £80 | £80 | £80 | £93 | £107 | £81 | £78 | £77 | £77 |
| Avg. temp | 5°C | 5°C | 7°C | 9°C | 12°C | 15°C | 17°C | 17°C | 15°C | 11°C | 7°C | 5°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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- Lincoln Castle
- Burghley House
- Old Hunstanton Beach
- Cromer Beach
- Fantasy Island Theme Park
- Sheringham Beach
- Holkham beach
- Felbrigg Hall
- Holkham Hall
- Heacham South Beach
- Mundesley Beach
- Lincolnshire Wolds
- Belvoir Castle
- The Deep
- Sheringham Park
- University of Lincoln
- Searles Leisure Resort
- Tattershall Castle
- Brancaster Beach
- Kelling Heath Holiday Park
- Woodhall Country Park
- Queensgate Shopping Centre
- Newark Castle & Gardens
- Lincolnshire Wildlife Park




