Holiday rentals in Skegness

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Top-rated holiday rentals in Skegness

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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 in Hagworthingham
4.94 out of 5 average rating, 237 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
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, 288 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

Guest favourite
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
4.85 out of 5 average rating, 595 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 favourite
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, 207 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!

Guest favourite
The exterior deck of the log cabin features a picnic table surrounded by neatly arranged fairy lights. A wooden railing offers a view of the peaceful, natural surroundings at dusk, with warm light spilling from large sliding glass doors into the cabin's interior.
Cabin in Lincolnshire
4.98 out of 5 average rating, 141 reviews

Hill View Lodge Luxury Log Cabin

A stylish 1 x bedroom log cabin perfect for a couple. Set in a peaceful, rural location on the edge of the Lincolnshire Wolds. Open views to the east coast some 10 miles away. The historic town of Louth with it's many cafes, restaurants & independent shops is only 5 minutes away. Coastal towns of Skegness, Mablethorpe & Cleethorpes, Market town of Horncastle, Dambusters famous Woodall Spa & Lincoln Cathedral are within local area. Ramblers rejoice! There are many picturesque walks nearby.

Top guest favourite
A dining area features a long table set for a meal, surrounded by white chairs. Above, a large chandelier made of antlers provides lighting. Vibrant artwork depicting birds adorns the walls, complementing the soft furnishings and natural light flowing in from the window.
Cottage in Lincolnshire
4.99 out of 5 average rating, 221 reviews

One bedroom boutique cottage NEW refurb with views

The Old Coach House 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 & all the gorgeous market towns. local pubs amazing walks & cycle paths and antique shops. Bring your dog max 2 feel free to roam in our paddock . Footpaths on your 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
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, 230 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
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, 262 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
The image captures the Little Barn, a newly built brick structure with a pantile roof, surrounded by a vibrant garden. Flower beds filled with colorful blooms stretch across the foreground, while a serene green lawn leads to the barn. Large trees provide shade in the background.
Barn in Great Carlton
4.99 out of 5 average rating, 210 reviews

‘Little Barn’ at Spring Farm

Great Carlton is approximately a 15 min drive to the market town of Louth and within 20 mins of the coast. The area is rural with plenty of walks and cycle routes to enjoy. There is a local Co-op shop 2 miles away which is open until 10 pm. There is a village hall and a country church within Great Carlton but generally it is nice and quiet. The accommodation is set within a lovely cutting flower garden and above my flower workshop and I am very happy for you to enjoy the garden.

Top guest favourite
Cottage in Spilsby
4.96 out of 5 average rating, 141 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 homely feel.

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, 329 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.

Top guest favourite
The exterior of a uniquely shaped wooden pod is depicted, featuring a sloping roof and a large arched window. The door is made of natural wood and is flanked by potted plants. The pod is surrounded by greenery, including shrubs and flowering plants.
Place to stay in Lincolnshire
4.95 out of 5 average rating, 163 reviews

♥cosy; parking; garden; rural cycle/walks+more

Idyllic, rustic, quiet self contained private 1 bed Pod in the meadow style garden of a Victorian house on the edge of the Lincolnshire Wolds and also within walking distance of Horncastle market place, shops and amenities. Private entrance with self check in and own parking space, use of large garden, galley kitchen (with sink, small fridge, microwave), dining area and bedroom (double bed) with en-suite suitable for 1-2 adults only (sorry no children or pets).

Popular amenities for Skegness holiday rentals

When is the best time to visit Skegness?

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Avg. price$132 SGD$145 SGD$128 SGD$141 SGD$141 SGD$142 SGD$164 SGD$189 SGD$143 SGD$125 SGD$125 SGD$130 SGD
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Frequently Asked Questions

  • How much does it cost to stay in holiday park rentals in Skegness?

    Experience the best of Skegness with our holiday park rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do holiday park rentals in Skegness have free parking?

    Absolutely! We offer over 100 holiday park rentals with free parking in Skegness. Enjoy a tailored experience with all the comforts you desire.

  • Do holiday park rentals in Skegness have wifi?

    Absolutely! We offer over 70 holiday park rentals with wifi in Skegness. Enjoy a tailored experience with all the comforts you desire.

  • Do holiday park rentals in Skegness have a kitchen?

    Absolutely! We offer over 110 holiday park rentals with a kitchen in Skegness. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly holiday park rentals in Skegness?

    Four-legged friends are welcome in Skegness. Choose from more than 50 holiday park rentals for guests traveling with pets.

  • What are the most popular amenities for Holiday Park Rentals in Skegness?

    Enhance your stay in our Holiday Park Rentals with the most popular amenities: over 110 homes with a kitchen, over 100 homes with free parking, over 70 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there family-friendly holiday park rentals in Skegness?

    Skegness has more than 110 family-friendly holiday park rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Are there Skegness vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 60 vacation homes with pools in Skegness, available on Airbnb. Make a splash and soak up the sun in style!

  • Do apartment rentals in Skegness have air conditioning?

    Absolutely! We offer over 10 apartment rentals with air conditioning in Skegness. Enjoy a tailored experience with all the comforts you desire.

  • What types of vacation rentals are available in Skegness?

    Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Skegness. From over 40 cabin rentals, over 20 cottage rentals, over 20 house rentals to over 100 apartment rentals, we've got you covered.

Quick stats about holiday rentals in Skegness

  • Total holiday rentals

    Explore 500 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 4,720 verified reviews to help you choose

  • Family-friendly holiday rentals

    350 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 200 rentals that welcome pets

  • Holiday rentals with a pool

    60 properties feature pools

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wifi availability

    350 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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