Holiday rentals in Skegness

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Top-rated holiday rentals in Skegness

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Superhost
Chalet in Skegness
5 out of 5 average rating, 4 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 Skegness
4.97 out of 5 average rating, 39 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
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 Skegness
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.

Guest favourite
Home in Ingoldmells
4.91 out of 5 average rating, 33 reviews

Modern 2 bedroom holiday apartment private parking

Get to the Seaside! With the Covent Mews Apartment.You and your family ( including the dogs / furry children) can enjoy this cosy apartment located only a 10 minute walk from Fantasy Island , which is a perfect amusement for the kids.There are many restaurants and Pubs/bars within walking distance ( 1 minute being the closest).In addition the beach with its classic Mr whippys is a 15 minute walk from the apartment. Included is - -High speed wifi - Streaming services - Board games & kids toys

Guest favourite
A well-lit bedroom features a spacious bed covered in a light grey blanket. A wall-mounted television displays a scene of a beach. A mirror is mounted on the wall, while a window with a dark blind allows for natural light.
Flat in Skegness
4.86 out of 5 average rating, 29 reviews

Olivias Apartments. Flat 1

The Olivia’s apartments are situated in central Skegness next door to Weatherspoons and only a minutes walk from the town centre and the train station. The apartment comprises of 1 main bedroom with a double bed, 1 open plan kitchen/lounge with a sofa bed and 1 bathroom. The apartment is situated above the popular Olivia’s Cocktail and Wine Bar and therefore some noise can be heard in the apartment above, however free drinks vouchers are present for guests to come and savour the atmosphere.

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 in Skegness
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
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 Mumby
4.99 out of 5 average rating, 248 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
Apartment in Skegness
4.83 out of 5 average rating, 6 reviews

The Penthouse Luxury 2 Bed Apartment in Skegness

Located in Skegness only 750 yards from Skegness Beach, The Penthouse provides accommodation with lake views, WiFi & free street parking. The property features garden and sea views. This apartment is equipped with 2 bedrooms (3 beds), a kitchen with microwave, a flat-screen TV, a seating area & 1 bathroom with a shower. Towels & bed linen are provided. 67 steps from pavement to front door & no lift, so not suitable for wheelchairs, push chairs or anyone with walking difficulties.

Guest favourite
Holiday park in Skegness
5 out of 5 average rating, 7 reviews

Vintage 49 - Southview Holiday Park Skegness

Home from home holiday rental on an award winning family holiday park ( Park Dean Resorts). We provide all your self catering needs in a modern clean spacious Caravan great for small families and the dog. We provide a lot more than your standard caravan booking holiday from the park itself when you book privately we have fair better standards and service but still the great facilities that park offers. Park passes are xtra to use facilities when booking privately

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 Skegness
4.9 out of 5 average rating, 20 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.

Guest favourite
The exterior of a wooden beach hut is shown, framed by lush greenery. Bi-fold doors create a seamless entry, while steps lead up to the entrance. Sunlight filters through the trees, highlighting the natural wood finish and the tranquil surroundings.
Hut in Skegness
4.93 out of 5 average rating, 27 reviews

Modern wooden cabin with beach views & access

Barefoot Beach Hut faces the North sea, with all its serenity and salt encrusted atmosphere. Standing alone, encased in greenery, this wooden hut offers picturesque beach views, while remaining nestled within the landscape, making it a perfect getaway for two. The concept behind its architecture is to immerse yourself in the harmonious surroundings, connecting with nature, while accompanied by home comforts. Offering the best balance between seclusion and adventure.

Top guest favourite
A single-story bungalow features a charming brick exterior with blue accents. The front door, painted in a soft green, is flanked by two windows with vertical blinds. A small garden area with shrubs is visible alongside a paved parking area directly in front.
Bungalow in Skegness
4.98 out of 5 average rating, 110 reviews

Skegness, peaceful location, parking, kingsize bed

Warm and cosy 1 bedroom bungalow. Nestled at the end of a very quiet residential cul de sac in the Winthorpe area of Skegness (about 1 mile in either direction to Skegness North beach or Winthorpe (both dog friendly) Parking space right outside front door. 1 sm/med well behaved dog is very welcome at no extra cost. 3 minute walk to lovely footpaths across the fields.

Popular amenities for Skegness holiday rentals

When is the best time to visit Skegness?

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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 $39 SGD 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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