Vacation rentals in Skegness

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Top-rated vacation rentals in Skegness

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Top guest favorite
The exterior of a charming brick annex is visible, featuring distinctive arched windows framed by greenery. The facade is adorned with hanging flower baskets, adding a touch of colour. A gravel driveway offers ample parking space, contributing to a welcoming entrance.
Home in Lincolnshire
4.92 out of 5 average rating, 223 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.

Guest favorite
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 in Hagworthingham
4.94 out of 5 average rating, 246 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 favorite
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 in Anderby Creek
4.92 out of 5 average rating, 293 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

Top guest favorite
A sandy beach at sunset features a richly textured foreground of tall grass and a pebbled shore. A small dog stands playfully at the water's edge, creating a sense of tranquility. The sky is painted with soft hues of orange and gray, reflecting on calm waters.
Guest suite in Holme-next-the-Sea
4.86 out of 5 average rating, 604 reviews

✯Turtledove ✯ perfect for 2 ✯ Holme Beach✯

Just a short walk from the beach. Your own front door, bright bathroom, double bed, leather sofa, fridge, microwave, free ground coffee & tea, wifi & wood burning stove in brick & flint cottage. Good pubs & restaurants. Historic villages & medieval churches. No pet fees. Amazing place - wonderful sunsets, starry dark skies & the sound of the sea. Tranquility. Turtle doves, cuckoos, curlews, natterjack toads & bitterns call in season. Wonderful beach walks. Norfolk Coast Path & Peddars Way.

Top guest favorite
The tranquil river reflects the surrounding greenery and the rustic barn structure. A pontoon is visible by the water's edge, alongside outdoor seating that invites relaxation. Trees frame the scene, creating a peaceful atmosphere for enjoying nature.
Barn in Brothertoft
4.98 out of 5 average rating, 212 reviews

The Barn at White House Farm 1800's 3 bed Barn

The Barn is situated in the grounds of White House Farm, on the banks of the River Witham. It's a wonderfully cosy and private barn conversion with a separate private garden which is fully enclosed ideal for Dogs. Self-contained, 2 bedrooms, newly renovated bathroom, kitchen, wood burner and 65” HD TV with Netflix and Free WiFi. Quiet and very peaceful. We also now have a pontoon on The River behind the Barn from which you can launch your paddle boards, canoes or even go wild water swimming!

Top guest favorite
An exterior view showcases a charming loft studio with a distinctive red brick façade, complemented by a wooden balcony. Lush greenery surrounds the property, with colorful flowers enhancing the tranquil environment. The clear blue sky creates a bright backdrop, highlighting the peaceful atmosphere.
Loft in Horsington
4.97 out of 5 average rating, 753 reviews

The Loft at Peace Haven near Woodhall Spa

Self contained peaceful loft studio with far reaching views over farm fields & Lincoln Cathedral. Access via private stairs. Parking space. 5 minutes from the inland resort of Woodhall Spa. Private oak balcony with seating area & beautiful views across countryside. Hotel designed King size bed (can be split into twin beds) (orthopaedic mattress). Tea, coffee & toast facilities only (tea/coffee/cereals/porridge/snacks & milk included). Fridge. En suite shower room. Table & chairs. Tv & radio.

Top guest favorite
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
4.95 out of 5 average rating, 120 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 favorite
The lounge features a three-seater and a two-seater sofa, both adorned with patterned cushions. A wooden coffee table is positioned in the center. Natural light enters through a large window, and a wall mural showcasing a city skyline enhances the room's ambiance.
Apartment in Lincolnshire
4.94 out of 5 average rating, 238 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 favorite
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, 234 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.

Top guest favorite
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 in Lincolnshire
4.99 out of 5 average rating, 249 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.

Guest favorite
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 in Kirkby on Bain
4.95 out of 5 average rating, 269 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 favorite
The open-plan lounge area features a bright red sofa, a coffee table, and a TV on a side cabinet. Sunlight is seen streaming through large glass doors that lead to a garden. A cozy rug with striped patterns complements the space.
Guesthouse in Dersingham
4.94 out of 5 average rating, 567 reviews

LookOut At The Lodge

Self contained annexe with minimal cooking facilities - downstairs open plan kitchenette with microwave and hob, lounge area (TV/dvd player), dining area. Upstairs in master bedroom king size bed sloping attic roof - separate shower room with toilet and wash handbasin. Second bedroom (request booking please) single bed, sloping roof. Outside toilet and fridge if required. Welcome pack for your first breakfast. Kitchen facilities suitable for breakfast and light lunches.

Popular amenities for Skegness vacation rentals

When is the best time to visit Skegness?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$21,146 GYDG$23,240 GYDG$20,518 GYDG$22,612 GYDG$22,612 GYDG$22,821 GYDG$26,380 GYDG$30,358 GYDG$23,030 GYDG$20,099 GYDG$20,099 GYDG$20,937 GYD
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.

Quick stats about vacation rentals in Skegness

  • Total vacation rentals

    Explore 500 vacation rentals in Skegness

  • Nightly prices starting at

    Skegness vacation rentals start at G$6,281 GYD per night before taxes and fees

  • Verified guest reviews

    Over 4,720 verified reviews to help you choose

  • Family-friendly vacation rentals

    350 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 200 rentals that welcome pets

  • Vacation rentals with a pool

    60 properties feature pools

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wi-Fi availability

    350 of Skegness vacation 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

  1. Airbnb
  2. United Kingdom
  3. England
  4. Lincolnshire
  5. Skegness