Holiday houses in Skegness

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Top-rated holiday rentals in Skegness

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Guest favourite
Chalet in Lincolnshire
5 out of 5 average rating, 5 reviews

Vintage 95 - Southview Holiday Park Skegness

Enjoy our lodge located in stunning Southview Holiday Park in Skegness . The lodge provides unsurpassed guest facilities, with attention to detail throughout. If you love the great outdoors but also crave luxurious comfort, this lodge is your perfect destination. As a self-catering lodge, you'll find everything you need for a perfect stay. The kitchen has a fridge, a hob, an oven, a kettle, a freezer and a microwave. The lodge is a perfect place to relax and offers a television and internet access. This lodge has 2 bedrooms and can comfortably sleep 4. In the first bedroom, you will find a double bed. The second bedroom contains 2 single beds which you can put together to make another double. There are 2 bathrooms. The first bathroom is en suite with toilet and sink and a walk-in shower. The second bathroom has a toilet and sink with over jacuzzi bath shower system. Linen and towels are all included to make your stay more enjoyable. House Rules: - Check-in time is 3pm and check-out is 11am. - Smoking is not allowed. - There are free parking on premises parking facilities available at the property. - Pets are allowed at the property up 2 dogs. Park passes are extra to use the site facilities (Off Peak 7 days 21.00pp less than 6 days 18.90pp) ( Peak 7days 29.95pp less then 6 days 26.96pp) !! We do not allow same sex groups or party groups !!! We will remove you from the property if found braking these rules. Season dates for park facility are March - October. Bookings made after this are for lodge only.

Top Guest favourite
A stylish living area features a black television mounted on a light gray wall. Two sofas, one black and one yellow, are arranged around a circular coffee table. A patterned area rug adds color to the space, complemented by natural light from large windows with blinds.
Home in Lincolnshire
4.98 out of 5 average rating, 42 reviews

Sea Breeze House

This stylish place to stay is perfect for group trips. Situated in the heart of Skegness, this newly refurbished holiday home sleeps for 6 people with its stylish and unique interior to give you that perfect seaside experience and stay. 🛏️ 🏖️ Walking distance from some fantastic town restaurants, bars, golf courses and the beach 🍛⛳️🏖️ This holiday home will give you the perfect peaceful stay and we can assure you that you will be coming back to the seaside time and time again once visited.

Guest favourite
Cabin in Boston Lincolnshire
4.91 out of 5 average rating, 1,264 reviews

Adults Only Cabin With Log Burning Hot Tub

Lakeside Fishing Retreats offers peaceful lakeside stays in the middle of nowhere, yet perfectly placed. Just 8 miles from Boston town, 12 miles from Skegness Beach and 3 miles from the coast with award-winning RSPB marshes. We have 28 Cabins set on a 3 acre lake: - Adult Only Double Cabin with Log Burning Hot Tub (Pet friendly/Non Pet friendly Cabins) - Standard Double (Child/Pet friendly/Non Pet friendly Cabins). - Twin Cabin (Child/Pet friendly) You can also enjoy our onsite Pizza Shed & Bar!

Top Guest favourite
A sandy path meanders through tall, golden grass, leading towards a clear blue sky. The scene captures the natural beauty of the coastal area, with gentle undulations in the landscape enhancing the serene atmosphere.
Cottage in Chapel Saint Leonards
5 out of 5 average rating, 50 reviews

Luxury coastal cottage with private beach access

'Miles' is a spacious bungalow with large garden and private access to the beach. The charming blue holiday home is situated on a quiet road at the north end of Chapel St Leonards. 500 metres to the south is the centre of the village with a traditional seaside resort flavour of cafes, bars, shops and arcades. For a quieter vibe, head north along the beach, via Chapel Point to vast stretches of sandy coastline, coastal country park and wonderful walking, cycling and nature spotting possibilities.

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 in Lincolnshire
4.87 out of 5 average rating, 39 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.

Guest favourite
A two-story Edwardian-style house is framed by a well-maintained garden. The exterior features a mix of large windows and attractive gables, with a welcoming entrance. Lush greenery provides a natural border, enhancing the property's inviting presence.
Villa in Skegness
4.83 out of 5 average rating, 109 reviews

Lilac Villa Skegness

Lilac Villa is a very large and beautiful 5 bedroom Edwardian Style House, dated 1906, converted to a Holiday Home in Skegness. Just five minutes walk to the beach (dog friendly )and to the Sea Front and main promenade. The property is located in the quieter North part of the town, however it's only a 10 minute walk to the town centre. From the kitchen are double french doors onto the deck. Which has seating and a barbecue for your use. The garden is enclosed with a firepit and grass area.

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.
Condo in Lincolnshire
5 out of 5 average rating, 20 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
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 in Wainfleet All Saints
4.96 out of 5 average rating, 137 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.

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 in Hogsthorpe
4.99 out of 5 average rating, 256 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.

Superhost
Apartment in Lincolnshire
5 out of 5 average rating, 4 reviews

Skegness centre close to beach, shops, beautiful

IDEALLY LOCATED IN THE HEART OF SKEGNESS 5 berth 2 bed beautiful large ground floor flat bath and shower free wifi tvs in 3 rooms dedicated work desk gas central heating all bedding and all towels included 4 poster kingsize bed/fireplace with fire/workdesk/smart tv all in main bedroom single bed/double bed/fire/smart tv in 2nd bedroom bath and large shower cubicle seperate toilet off road parking 2 mins to shops/pubs/amusements 5 mins to promenade large spacious, beautiful property

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, 353 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
The exterior of the property features a two-story design with a welcoming entrance. A balcony extends from the upper level, providing outdoor space. The driveway leads to a secure entrance, while plants are positioned along the perimeter, offering a touch of greenery.
Home in Lincolnshire
4.9 out of 5 average rating, 21 reviews

3 Bed Detached Modern Seafront House Skegness

Make some memories at this unique and family-friendly place. Prime Sea front location close to the centre of Skegness and all the entertainment and fun activities this seaside town has to offer. Recently renovated property to a high standard. Open plan lounge kitchen diner upstairs with balcony with great views. 3 Bedrooms, 2 Double beds, 2 singles and sofa bed. Will sleep 8 if 2 are on sofa beds. 2 ensuite bathrooms. Parking at the front suitable for 1 car.

Popular amenities for Skegness holiday rentals

When is the best time to visit Skegness?

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Avg. price$171 NZD$188 NZD$166 NZD$183 NZD$183 NZD$185 NZD$213 NZD$246 NZD$186 NZD$179 NZD$176 NZD$176 NZD
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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.

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 $85 NZD per night before taxes and fees

  • Verified guest reviews

    Over 4,790 verified reviews to help you choose

  • Family-friendly holiday rentals

    410 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 210 rentals that welcome pets

  • Holiday rentals with a pool

    70 properties feature pools

  • Rentals with dedicated workspaces

    150 properties have a dedicated workspace

  • Wi-Fi availability

    380 of Skegness holiday rentals include Wi-Fi 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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