
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$71,107 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.

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
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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
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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
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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.
FamilyLocationLong stay

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.
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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
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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.
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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.
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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.
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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.
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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.
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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)
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Popular amenities for Skegness cottage rentals
Cottage rentals with a hot tub

Oak Cottage, optional hot tub.
WalkabilityComfortCleanliness

Homely Open Plan Cottage near to Heacham Beach
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Riverside Cottage with Hot Tub
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Red Robin Cottage
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4 bed Cottage with Hot Tub sleeps 12 pet friendly
ValueFamilySleep quality

1 bed holiday cottage with pool/hot tub/games room
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Beautiful cottage hideaway with Hot Tub
ValueLocationOutdoor spaces

Jolls Cottage with hot tub Lincolnshire Wolds
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Pet-friendly cottage rentals

Coastguard Cottage Retreat on Lincolnshire Coast
LocationFamilyQuiet

Lilac Cottage, Freedom and Fresh Air!
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Romantic Beach Getaway!
FamilyValueOutdoor spaces

Cosy luxury one bed cottage pet friendly Norfolk
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Spacious, peaceful accommodation on the coast
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Cosy Cottage in Picturesque Lincolnshire Village
ValueLocationQuiet

Luxury coastal cottage with private beach access
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Church Farm Cottage, Legbourne, Louth
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Private cottage rentals

Peaceful Stargazing Cottage in Lincolnshire Wolds
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Cosy riverside cottage in peaceful Lincolnshire
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Charming Picturesque Country Cottage
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Church View Retreat nr Louth
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Pinnacle Cottage grade II listed home at the coast
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Thatched cottage in the Lincolnshire Wolds
ValueLocationSleep quality

Family & Dog Friendly Cottage, Paddock, Log Burner
FamilyLocationAccess

Magnolia Cottage
FamilyLocationWalkability
Destinations to explore
- Family-friendly rentals Skegness
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- Pet-friendly rentals Skegness
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- Rentals with a hot tub Skegness
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- Cottage rentals Lincolnshire
- Cottage rentals England
- Cottage rentals United Kingdom
- Holkham beach
- Sandringham Estate
- Lincoln Castle
- Burghley House
- Lincolnshire Wolds
- Old Hunstanton Beach
- Cromer Beach
- Sheringham Beach
- Fantasy Island Theme Park
- Heacham South Beach
- Belvoir Castle
- Kelling Heath Holiday Park
- Mundesley Beach
- The Deep
- Brancaster Beach
- Skegness Beach
- Felbrigg Hall
- University of Lincoln
- Sundown Adventureland
- Sheringham Park
- Searles Leisure Resort
- Woodhall Country Park
- Rspb Titchwell Marsh
- Newark Castle & Gardens





