Cottage holiday rentals in Skegness

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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 $744 AUD per night before taxes and fees

  • Verified guest reviews

    Over 200 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Skegness holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Skegness rentals

  • 4.9 Average rating

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

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

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

4.93 out of 5 average rating, 329 reviews
Top Guest favourite
A charming wooden deck area is illuminated by soft lighting, featuring a small table and two chairs. The cottage's rustic brick facade is seen in the background, complemented by large windows showcasing a welcoming entrance.
Cottage in Tealby

A hidden gem in the heart of Tealby village.

Hidden away from sight behind picturesque Front Street, surrounded by nature, Pheasant Cottage nestles in an Area of Outstanding Natural Beauty. The cottage offers quintessential country living as well as modern luxury for 2 people. With its own entrance from the main street, the cottage is the perfect bolthole for walkers, cyclists and nature lovers. This bijou cottage has been lovingly restored to a high standard and sits within minutes of all the village amenities and yet is entirely private.

4.98 out of 5 average rating, 204 reviews
Guest favourite
The exterior of a charming lodge is displayed, showcasing a brick facade and a red-tiled roof. A wooden fence surrounds a gravel driveway and lush green lawn, with stairs leading to the entrance. Solar panels are installed on the roof, emphasizing eco-friendliness.
Cottage in Lincolnshire

2 Bedroom, 2 Bathroom cottage next to Viking Way

Bainfield Lodge is the ideal location to take in this Area of AONB. The Wolds is Situated close to the market town of Louth. A self-contained home, with a fully fitted kitchen. A double & twin room, each with its own en-suite shower room. You can walk straight from the cottage and enjoy a 360-degree view. Things to do: Horse Ridding Wolds Zoo Clay Pigeon Shooting Open Water Swimming Cycling Market Rasen Race Course Beaches Bird Watching Golf Courses Cadwell Park Climbing rope & much more

4.83 out of 5 average rating, 454 reviews
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

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.

4.96 out of 5 average rating, 465 reviews
Top Guest favourite
The cottage entrance features a dark wooden door with a circular window and a decorative wreath. A flower box with red blooms is situated under the window. The pathway is lined with patterned tiles, leading to a small gate surrounded by brick walls.
Cottage in Hunstanton

Avocet House Hunstanton 250m from the sea NEW!!!

Treat yourself to a stylish and amazing experience at this centrally-located dog friendly property right by the sea and in the middle of a vibrant town. There is ample street parking outside the cottage leaving you free to come and go stress free and maximise your leisure time. There is so much to do in the town, seaside and the countryside. The birdlife and migration patterns are world renowned. There is a sealife centre plus lots more. Have a relaxing and value adding break at this property.

4.97 out of 5 average rating, 178 reviews
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

1 bedroom boutique cottage NEW refurb paddock, EV

The 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 EV charger

4.99 out of 5 average rating, 261 reviews
Guest favourite
The cottage's exterior displays a modernized, pale peach façade with three windows above and a centered green door. An inviting pathway leads to the entrance, while a mailbox is affixed to the left wall. The roof features a traditional tiled design, completing the welcoming appearance.
Cottage in Lincolnshire

Enola (previously 'Annex'), Ludford, Mkt Rasen

Clean modernised 100 year old cottage with oil central heating, double glazed recently decorated. Used for family visitors and holiday makers. Children friendly with access to travel cot, high chair, push chair and toys. Pets allowed with prior permission from owners. Located in a quiet village accessible to the Lincolnshire Wolds, local market towns Louth, Horncastle, Market Rasen Race course, Lincoln Cathedral/Castle. Plenty of public footpaths around the village and a local public house.

4.85 out of 5 average rating, 247 reviews
Top Guest favourite
Cottage in Lincolnshire

Secluded High Beacon Cottage, Lincolnshire Wolds

Secluded High Beacon Cottage is situated on one of the highest points of the Lincolnshire Wolds with amazing views of the rolling Wolds countryside, with Lincoln Cathedral and the coast of Norfolk visible on a clear day. Remote and tucked away down a private lane and surrounded by wide open arable and grazing (sheep) fields, this detached barn conversion is in a great holiday location to get away from the hustle and bustle of modern life, and a relaxing base from which to explore the area.

4.95 out of 5 average rating, 256 reviews
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

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.

4.94 out of 5 average rating, 291 reviews
Top Guest favourite
Cottage in Spilsby

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.

4.96 out of 5 average rating, 157 reviews
Top Guest favourite
A bathroom features a traditional design with soft green and pink walls. A decorative mirror hangs above a white sink, complemented by a vintage-style rocking chair positioned nearby. A small potted plant and candles create a gentle ambiance in the space.
Cottage in Saltfleet

Coastguard Cottage Retreat on Lincolnshire Coast

No. 3 Coastguard Cottage Sleeps 2 adults in a Double Bed with the option of a single and additional pull out bed in an adjoining room for additional guests/children on request. It is a mid terrace, stunning character cottage in the village of Saltfleet, overlooking Haven Bank which leads out to Sea. The cottage has recently been refurbished to a high standard with an open fire, lawned garden to the front and closed courtyard to the back. Ideal for a romantic break with your dogs.

4.9 out of 5 average rating, 247 reviews
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

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.

4.98 out of 5 average rating, 123 reviews

Popular amenities for Skegness cottage rentals