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Cottage vacation rentals in Skegness

Find and book unique cottages on Airbnb

Quick stats about cottage rentals in Skegness

  • Total vacation rentals

    Explore 20 vacation rentals in Skegness

  • Nightly prices starting at

    Skegness vacation rentals start at G$71,100 GYD per night before taxes and fees

  • Verified guest reviews

    Over 180 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Skegness vacation 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!

Top-rated cottage rentals in Skegness

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

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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, 277 reviews

1 bedroom boutique cottage new refurb paddock EV

The Stables at The Laurels cottages Relax in this calm, stylish space 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 EV charger

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
4.93 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 favorite
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
4.98 out of 5 average rating, 195 reviews

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.

Top guest favorite
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
4.97 out of 5 average rating, 170 reviews

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.

Top guest favorite
Cottage in Old Leake
4.96 out of 5 average rating, 194 reviews

The Scholars

A light open planned living space, with fitted kitchen, washing machine and fridge and cooker. Two comfy sofas, one of which is a bed settee, TV and Wi-fi . A dining table and chairs, complete this lovely holiday accommodation. Two large airy double bedrooms, with ample storage. A lovely walk in shower, complete with heated luxury towel rail. USB charging points throughout the property. It will be deep cleaned between guests , is self contained to ensure peace of mind with social distancing

Guest favorite
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
4.85 out of 5 average rating, 238 reviews

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.

Top guest favorite
Cottage in Lincolnshire
4.95 out of 5 average rating, 249 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 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, 282 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 favorite
Cottage in Spilsby
4.95 out of 5 average rating, 152 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 favorite
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 in Gosberton
4.92 out of 5 average rating, 478 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 favorite
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, 114 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 favorite
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 in Chapel Saint Leonards
4.99 out of 5 average rating, 135 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

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