
Cottage holiday rentals in Skegness
Find and book unique cottages on Airbnb
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 $587 NZD per night before taxes and fees

Verified guest reviews
Over 180 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Skegness holiday 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

One bedroom boutique cottage NEW refurb & VIEWS
The Stables at The Laurels cottages Relax in this calm, stylish space. A 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.

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.

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.

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 .

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.

Granary Digby, Luxury rural cottage nr Lincoln
Luxury self-catering accommodation on the border of the Lincolnshire limestone heath and the Witham valley. Centrally located at the heart of rural Lincolnshire, and only a 12 mile drive from The city of Lincoln. The Granary is a beautifully converted Lincolnshire barn, bursting with character and the perfect location from which to explore this historic county. Situated on the very edge of the rural village of Digby, the Granary forms one side of the original yard and stables.

Beautiful cottage hideaway with Hot Tub
Our beautiful 150 year old cottage has unspoilt panoramic views of the Lincolnshire Wolds and it is surrounded by our own farm.There is an abundance of outdoor space, a 7 person hot tub, a small orchard and a fenced front garden with a hammock and garden furniture. We can provide secure storage for bicycles and it is an ideal location for both families and ramblers. Don't forget to look out for our Lincoln Red Cattle. A perfect retreat and an ideal location for families.

School Cottage - Cute 1 bedroom Country Cottage
A cosy mid terraced 1 bedroomed cottage in the small village of Ewerby, near Sleaford. Ideally situated for weddings, sight seeing, or a romantic break in the country. The cottage features an open plan lounge & kitchen with log burner, smart TV, cooker, fridge/freezer & microwave. Winding stairs lead up to the luxurious & cosy bedroom with a standard double bed & en-suite shower room. This is a non smoking cottage & parking is on the street in this safe & peaceful village.

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)

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 ❤️
Popular amenities for Skegness cottage rentals
Cottage rentals with a hot tub

Homely Open Plan Cottage near to Heacham Beach

Gardeners Cottage, The Fring Estate

Riverside Cottage with Hot Tub

Country Cottage sleeps 4 with Hot Tub

4 bed Cottage with Hot Tub sleeps 12 pet friendly

1 bed holiday cottage with pool/hot tub/games room

Acorn Cottage - couples escape

1 Bed in Saltfleetby (oc-b30072)
Pet-friendly cottage rentals

Farm Cottage Somersby Lincolnshire Wolds

Little Walk Cottage Stable Conversion

Pond View-Dog Friendly Cottage with Beautiful View

Pinnacle Cottage grade II listed home at the coast

Family & Dog Friendly Cottage, Paddock, Log Burner

Cosy Cottage in Picturesque Lincolnshire Village

3 bed cottage, peaceful location, secure parking

The Scholars
Private cottage rentals

Peaceful Stargazing Cottage in Lincolnshire Wolds

Cosy riverside cottage in peaceful Lincolnshire

Spacious, private character cottage

4 Malthouse Cottages - Thornham

Charming Picturesque Country Cottage

Thor's Garden Homestead

Immaculate cottage in exquisite rural setting!

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





