
Cottage vacation rentals in Skegness
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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$110,723 GYD per night before taxes and fees

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Over 200 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 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.

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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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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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.
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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
ValueFamilyQuiet

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.
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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.
FamilyValueCheckout

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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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)
LocationFamilySleep quality

Honeysuckle, Wolds Cottage with Hot Tub, Walesby
Peaceful countryside retreat with hot tub Surrounded by fields with deer, sheep and horses Lounge/diner/kitchen, en-suite with freestanding bath with shower attachment. Parking. Wi-Fi. Beautiful views of the Lincolnshire Wolds. Ideal for walking & cycling One kingsize bedroom (Also bunkbeds, not suitable for adults) The hot tub is for the private use of guests in Honeysuckle Cottage. No music outside please. Enjoy nature’s soundtrack ❤️
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Popular amenities for Skegness cottage rentals
Cottage rentals with a hot tub

Beautiful cottage hideaway with Hot Tub
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Peaceful cottage in orchard with Hot tub and sauna
ValueFamilyAir conditioning

4 bed Cottage with Hot Tub sleeps 12 pet friendly
LocationValueBreakfast

Acorn Cottage - couples escape
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Mr George - Royal Oak Cottages
LocationHeatingCheck-in

Red Robin Cottage
ValueLocationLayout

HOT TUB/ Luxury Woodland Retreat, Near Skegness.
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Jolls Cottage with hot tub Lincolnshire Wolds
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Pet-friendly cottage rentals

Lilac Cottage, Freedom and Fresh Air!
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1 bedroom boutique cottage new refurb paddock EV
LocationValuePets

Cosy luxury one bed cottage pet friendly Norfolk
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Cosy Cottage in Picturesque Lincolnshire Village
FamilyValueComfort

Cosy two Bedroom Cottage, Dog and Family Friendly
LocationFamilyAmenities

Coastguard Cottage Retreat on Lincolnshire Coast
LocationValueLong stay

Luxury coastal cottage with private beach access
LocationFamilyIndoor spaces

Cosy Country Cottage, Somersby, Lincolnshire Wolds
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Private cottage rentals

A hidden gem in the heart of Tealby village.
ValueFamilyComfort

Stable End Cottage - a relaxing, homely hideaway
ValueLocationQuiet

Charming Picturesque Country Cottage
LocationValueWifi

Thatched cottage in the Lincolnshire Wolds
FamilyValueIndoor spaces

Spacious cottage, close to beach & dog friendly.
LocationFamilyParks

Church View Retreat nr Louth
FamilyLocationWalkability

Gorgeous Cottage by the sea sleeps 10 5 bed 4 bath
LocationFamilyBeach

Cosy riverside cottage in peaceful Lincolnshire
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Destinations to explore
- Family-friendly rentals Skegness
- Hotel rooms Skegness
- Beachfront rentals Skegness
- Rentals with lake access Skegness
- Campsite rentals Skegness
- Rentals with beach access Skegness
- Rentals with pools Skegness
- Pet-friendly rentals Skegness
- House rentals Skegness
- Waterfront rentals Skegness
- Chalet rentals Skegness
- RV rentals Skegness
- Cabin rentals Skegness
- Rentals with a hot tub Skegness
- Apartment rentals Skegness
- Cottage rentals Lincolnshire
- Cottage rentals England
- Cottage rentals United Kingdom
- Holkham beach
- Lincoln Castle
- Sandringham Estate
- Burghley House
- Lincolnshire Wolds
- Cromer Beach
- Old Hunstanton Beach
- Heacham South Beach
- Sheringham Beach
- Fantasy Island Theme Park
- Kelling Heath Holiday Park
- Belvoir Castle
- Skegness Beach
- Mundesley Beach
- Brancaster Beach
- The Deep
- University of Lincoln
- Searles Leisure Resort
- Felbrigg Hall
- Woodhall Country Park
- Rspb Titchwell Marsh
- Sheringham Park
- Holkham Hall
- Newark Castle & Gardens





