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Cottage holiday rentals in Skegness

Find and book unique cottages on Airbnb

Top-rated cottage rentals in Skegness

Guests agree: These cottages are highly rated for location, cleanliness and more.

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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
4.93 out of 5 average rating, 317 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 favourite
A spacious outdoor patio area features two sun loungers and a small table with breakfast items. The brick exterior of the cottage is visible, along with large glass doors leading inside. Green hedges create a boundary, ensuring privacy.
Cottage in Lincolnshire
4.99 out of 5 average rating, 270 reviews

One bedroom boutique cottage NEW refurb & VIEWS

The Stables at The Laurels cottages Relax in this calm, stylish space. A newly refurbished 1 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. Luxury bathroom 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.

Top Guest favourite
A rural road bordered by neatly trimmed hedges leads to a charming brick cottage, partially shaded by a large birch tree. Surrounding greenery contributes to the tranquil countryside setting, with fields visible in the background under a clear blue sky.
Cottage in Lincolnshire
4.96 out of 5 average rating, 450 reviews

Bresby Cottage, 3 Bedroom Country Cottage

Bresby Cottage is set in a rural farm location surrounded by private secure gardens. The Cottage is fully modernised and is a warm and comfortable. Comprises a cosy living room, fully fitted kitchen, electric oven and hob, fridge freezer, microwave and dishwasher. The washing machine and dryer are situated in the utility. There are two large bedrooms, one twin and a double, a third bedroom is situated off the double and can be utilised as a single bedroom/cot room or simply a dressing room.

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, 275 reviews

Fairytale Cottage in a Beautiful Garden

Step into this charming cottage, tucked away in sunny rambling gardens with plenty of spots to sit and soak up the view. Inside, you’ll find a cosy, thoughtfully styled space full of warmth and character. Wake in peaceful bedrooms nestled in the eaves, with birdsong drifting through the garden. After days spent wandering nearby walks and country lanes, curl up by the log burner or fire up the BBQ. Venture into nearby villages for traditional pubs, local shops and a slower pace of life.

Top Guest favourite
Cottage in Spilsby
4.95 out of 5 average rating, 151 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 clean homely feel.

Guest favourite
Cottage in Gosberton
4.92 out of 5 average rating, 471 reviews

Peaceful cottage in orchard with Hot tub and sauna

Forget your worries in this spacious and serene space. A new custom-built cottage with Air Conditioning, Oak furniture, a new Oak bed and kitchen, and a great bathroom. We finished building in June 2022, so be one of the first to enjoy it. It is an EPC A-rated eco-build. In a secluded orchard accessible by a country lane with minimal passing traffic, a tranquil, peaceful location. New hot tub Jan 2023, Sauna installed July 2023 We are pet friendly, but land is hedged not fenced.

Guest favourite
A private hot tub is visible in the foreground, featuring bubbling water. The backdrop includes a rustic brick building with large glass doors, surrounded by lush greenery. Outdoor seating is arranged nearby, providing a cozy setting for relaxation.
Cottage in Lincolnshire
4.85 out of 5 average rating, 181 reviews

Chestnut Cottage

Set well off the road in woodland with views over fields to the Wolds, Chestnut Cottage is the perfect location for those seeking a peaceful, beautiful setting. Offering every modern comfort, Chestnut Cottage offers a securely fenced private garden and private hottub. Walks from the door in every direction- through woodland to Market Rasen or go up the ridge to enjoy views of Lincoln on a clear day , and of course the walk into Tealby to enjoy the local pub and tea rooms.

Top Guest favourite
The exterior of The Granary is visible with a charming stone facade. Lush lavender and greenery decorate the garden, framed by a black picket fence. French windows invite natural light, while a shaded seating area is seen in the background, nestled in a peaceful countryside setting.
Cottage in Lincoln
4.99 out of 5 average rating, 361 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
A spacious hot tub is positioned on a wooden deck, offering panoramic views of the rolling landscape. Lush greenery and flowering shrubs surround the area, creating an inviting outdoor space. The background reveals undulating hills, contributing to a serene atmosphere.
Cottage in Horncastle
4.99 out of 5 average rating, 183 reviews

Beautiful cottage hideaway with Hot Tub

Our beautiful 150 year old cottage has unspoilt panoramic views of the Lincolnshire Wolds and it is surrounded by our own farm.There is an abundance of outdoor space, a 7 person hot tub, a small orchard and a fenced front garden with a hammock and garden furniture. We can provide secure storage for bicycles and it is an ideal location for both families and ramblers. Don't forget to look out for our Lincoln Red Cattle. A perfect retreat and an ideal location for families.

Top Guest favourite
A charming Victorian cottage is showcased, featuring a brick facade and a classic tiled roof. Lush greenery frames the front garden, which is bordered by an ornate iron gate. A light blue front door adds a subtle pop of color against the natural surroundings.
Cottage in Louth
4.98 out of 5 average rating, 110 reviews

Auctioneers Cottage - Louth

Nestled in the beautiful market town of Louth on the edge of the Lincolnshire Wolds is Auctioneers Cottage, a cosy quaint two bedroom victorian cottage full of character and charm. The recently renovated cottage is perfectly situated to offer easy access to the town centre, off street parking close by and a plentiful selection of good pubs & restaurants. The location is also ideal for exploring the superb walking and cycling trails the Lincolnshire Wolds has to offer.

Guest favourite
The exterior of a charming cottage features a brick façade with a warmly colored door. Window boxes, adorned with bright flowers, enhance the inviting appearance. Natural light reflects off the windows, contributing to the overall appeal of the quaint building.
Cottage in Binbrook
4.93 out of 5 average rating, 224 reviews

Magnolia Cottage

If your looking for a quiet break in a quaint cottage with rolling fields around you this cottage is a home from home, the cottage is in the heart of Binbrook Village with the Viking way on the doorstep. For sporty guests there's Market Rasen Racecourse which is a few miles away as well as Cadwell park. And if your a beach lover we are central to Cleethorpes and Skegness with all the attractions. The cottage can sleep 4 guests as there is a pull out guest bed available.

Top Guest favourite
A wooden sign is suspended on a post, clearly displaying the names 'Mollie’s Cottage' and 'Chuck’s Cabin.' The sign is framed by lush greenery and a clear blue sky, with a single-storey white building visible in the background.
Cottage in Chapel Saint Leonards
4.98 out of 5 average rating, 131 reviews

Mollie's Cottage

Mollie’s Cottage is a single-storey barn conversion located just a 10-minute walk from the sandy beach at Chapel Point. There is an enclosed garden, perfect for relaxing in after a busy days’ adventure. It makes a great base for a family holiday at the east coast. Outdoor pursuits nearby include good walks and cycle routes. Some areas of the beach are dog friendly. Beach ¾ mile. Shop, pub and restaurant ½ mile. One dog free per booking. 2 maximum (2nd dog chargeable)

Popular amenities for Skegness cottage rentals

Quick stats about cottage rentals in Skegness

  • Total holiday rentals

    Explore 20 holiday rentals in Skegness

  • Nightly prices starting at

    Skegness holiday rentals start at $587 NZD per night before taxes and fees

  • Verified guest reviews

    Over 180 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Skegness holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Skegness rentals

  • 4.9 Average rating

    Skegness stays are highly rated by guests—averaging 4.9 out of 5!

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