
Cottage holiday rentals in Skegness
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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 £388 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.

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

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.

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.

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.

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!

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.

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.

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.

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 cottage rentals in Skegness
Cottage rentals with a hot tub

Beautiful cottage hideaway with Hot Tub

4 bed Cottage with Hot Tub sleeps 12 pet friendly

Riverside Cottage with Hot Tub

Oak Cottage, optional hot tub.

HOT TUB/ Luxury Woodland Retreat, Near Skegness.

Mr George - Royal Oak Cottages

Red Robin Cottage

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

Church Farm Cottage, Legbourne, Louth

Cosy Quince Cottage

1 bedroom boutique cottage new refurb paddock EV

The Scholars

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

2 Bedroom, 2 Bathroom cottage next to Viking Way

Enola (previously 'Annex'), Ludford, Mkt Rasen

Coastguard Cottage Retreat on Lincolnshire Coast
Private cottage rentals

Magnolia Cottage

Riverside cottage by old rural watermill. Sleeps 4

Luxury coastal cottage with private beach access

Stable End Cottage - a relaxing, homely hideaway

Cosy Country Cottage, Somersby, Lincolnshire Wolds

The Stables at Louth

Charming Picturesque Country Cottage

Church View Retreat nr Louth
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
- Motorhome rentals Skegness
- Cabin rentals Skegness
- Rentals with a hot tub Skegness
- Flat rentals Skegness
- Cottage rentals Lincolnshire
- Cottage rentals England
- Cottage rentals United Kingdom
- Holkham beach
- Sandringham Estate
- Lincoln Castle
- Lincolnshire Wolds
- Burghley House
- Cromer Beach
- Old Hunstanton Beach
- Heacham South Beach
- Sheringham Beach
- Fantasy Island Theme Park
- Kelling Heath Holiday Park
- Belvoir Castle
- Brancaster Beach
- Skegness Beach
- Mundesley Beach
- The Deep
- University of Lincoln
- Searles Leisure Resort
- Felbrigg Hall
- Woodhall Country Park
- Rspb Titchwell Marsh
- Sheringham Park
- Holkham Hall
- Sundown Adventureland





