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Cottage holiday rentals in Skegness

Find and book unique cottages on Airbnb

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 £392 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    20 of Skegness holiday rentals include wifi 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!

Top-rated cottage rentals in Skegness

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

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Superhost
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
4.93 out of 5 average rating, 323 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 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
4.96 out of 5 average rating, 461 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.

Top guest favourite
A wooden picket fence encloses the entrance to Garden Lodge, adorned with purple flowers and shrubs. The gate opens to a green lawn, leading to the lodge's exterior, which features a light blue façade and a covered porch.
Cottage
4.97 out of 5 average rating, 134 reviews

Spacious, peaceful accommodation on the coast

A modern, spacious, well-equipped, dog-friendly, 4* Visit England-rated holiday home set in a fantastic location near the Saltfleetby-Theddlethorpe Nature Reserve. The peaceful location & high quality accommodation provide the perfect setting for a relaxing getaway. The beach is just a 5 minute wander away, Mablethorpe is a 3 mile walk along the beach or a 5 mile car drive, Louth & Alford are 20 minutes away by car with Skegness, Cleethorpes, Lincoln & the Lincolnshire Wolds within easy reach.

Top guest favourite
A cozy lounge area features a soft sofa with a decorative yellow pillow, complemented by a warm rug on the floor. A log burner is positioned next to a television on a white cabinet, while a wooden door adds character to the space.
Cottage
4.99 out of 5 average rating, 389 reviews

Cosy luxury one bed cottage pet friendly Norfolk

A spacious 1 bed cottage in the heart of the Norfolk village of Snettisham. The Rose and Crown pub which serves delicious home cooked food and fine ales is close by. The Old Bank restaurant which is listed in the Michelin guide is also within strolling distance and the village store is just around the corner. Cranston Cottage is perfect for couples. Smart TV, DVD, selection of films, woodburner, ideal to cosy up in front of. Why not bring a couple of your furry friends with you, Perfect!

Top guest favourite
Cottage
4.95 out of 5 average rating, 253 reviews

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.

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
4.94 out of 5 average rating, 288 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
4.95 out of 5 average rating, 153 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.

Top guest favourite
A hot tub sits invitingly beneath a cloudy sky, surrounded by softly lit string lights against a trellis. The steam rises gently from the water, suggesting warmth and relaxation in the serene outdoor space.
Cottage
4.92 out of 5 average rating, 488 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.

Top guest favourite
Cottage
4.98 out of 5 average rating, 133 reviews

Church Farm Cottage, Legbourne, Louth

Escape to the country, listen to the birdsong, take in the star studded night sky at our much loved holiday home. A farmhouse with a delightful cottage garden at the end of a quiet lane. At the edge of the Lincolnshire Wolds, Legbourne offers ancient woodlands, two pubs, a village shop, a children’s play area and many countryside walks. Explore the rolling hills of the Wolds, the stunning sandy beaches ,the local market town of Louth, or Cadwell Park which is within 6 miles .

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
4.85 out of 5 average rating, 186 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
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
4.98 out of 5 average rating, 119 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.

Top guest favourite
The single-storey barn conversion is showcased, featuring light-colored exteriors and a red-tiled roof. A wooden fence surrounds the property, complementing the manicured lawn. Windows allow for natural light, providing a welcoming exterior that connects with the surrounding landscape.
Cottage
4.99 out of 5 average rating, 140 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 cottage rentals in Skegness