
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$110,862 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

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

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.

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

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.

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.

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.

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.

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.

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 .

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.

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
Cottage rentals with a hot tub

Peaceful cottage in orchard with Hot tub and sauna

Beautiful cottage hideaway with Hot Tub

4 bed Cottage with Hot Tub sleeps 12 pet friendly

Oak Cottage, optional hot tub.

Riverside Cottage with Hot Tub

Mr George - Royal Oak Cottages

HOT TUB/ Luxury Woodland Retreat, Near Skegness.

Red Robin Cottage
Pet-friendly cottage rentals

The Scholars

Cosy luxury one bed cottage pet friendly Norfolk

Lovely Cottage just 100m from the Beach

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

Cosy Cottage in Picturesque Lincolnshire Village

Lilac Cottage, Freedom and Fresh Air!

Spacious, peaceful accommodation on the coast

Enola (previously 'Annex'), Ludford, Mkt Rasen
Private cottage rentals

Charming Picturesque Country Cottage

The Stables at Louth

Stable End Cottage - a relaxing, homely hideaway

Thatched cottage in the Lincolnshire Wolds

Family & Dog Friendly Cottage, Paddock, Log Burner

Cosy riverside cottage in peaceful Lincolnshire

Church View Retreat nr Louth

Clematis Cottage Tealby LN8 3XU
Destinations to explore
- Family-friendly rentals Skegness
- Hotel rooms Skegness
- Beachfront rentals Skegness
- Rentals with lake access Skegness
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- Rentals with a fireplace Skegness
- Rentals with a patio Skegness
- Rentals with beach access Skegness
- Rentals with pools Skegness
- Rentals with outdoor seating Skegness
- House rentals Skegness
- Pet-friendly rentals Skegness
- Waterfront rentals Skegness
- Chalet rentals Skegness
- Cabin rentals Skegness
- RV rentals Skegness
- Rentals with a hot tub Skegness
- Apartment rentals Skegness
- Rentals with a washer and dryer Skegness
- Cottage rentals Lincolnshire
- Cottage rentals England
- Cottage rentals United Kingdom
- Holkham beach
- Sandringham Estate
- Lincoln Castle
- Burghley House
- Old Hunstanton Beach
- Lincolnshire Wolds
- Cromer Beach
- Sheringham Beach
- Heacham South Beach
- Fantasy Island Theme Park
- Belvoir Castle
- Kelling Heath Holiday Park
- Mundesley Beach
- The Deep
- Brancaster Beach
- Skegness Beach
- Felbrigg Hall
- University of Lincoln
- Searles Leisure Resort
- Sheringham Park
- Sundown Adventureland
- Woodhall Country Park
- Rspb Titchwell Marsh
- Newark Castle & Gardens





