
Cottage vacation rentals in Skegness
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Top-rated cottage rentals in Skegness
Guests agree: these cottages are highly rated for location, cleanliness, and more.

Fairytale Cottage in a Beautiful Garden
Step into this dreamy cottage, secluded within its rambling sunny gardens with ample seating to enjoy the view. Delight and relax in its thoughtfully curated interior. Wake up refreshed within pretty bedrooms tucked into the eaves, and look out over the garden with constant soundtrack of birdsong. Relax by the log burner, or fire up the BBQ after you explore the walks which extends beyond the country lane, even if you only venture as far as the delicious cosy gastro pub, cafes & farm shop nearby

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

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 50 miles of Beaches Bird Watching Golf Courses Cadwell Park & much more

Ivy cottage, at The Elms. Marshchapel, Lincs
Ivy Cottage is a one bed detached cottage set in the grounds of the owners main property. Located in the historic village of Marshchapel in N. E. Lincolnshire, it is a 10 minute drive to the seaside town of Cleethorpes and the Lincolnshire wolds and the market town of Louth. The bungalow is newly decorated with new bathroom, kitchen, furniture and carpets. It features a private patio with seating and secure private gated car parking. WiFi, TV, complementary tea, coffee, wine, beer and snacks.

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.

One bedroom boutique cottage NEW refurb with views
The Old Coach House at The Laurels Cottages. Relax in this calm, stylish space. A newly refurbished one 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. Bring your dog max 2 feel free to roam in our paddock . Footpaths on your door stop Amazing out door patio it's a sun trap with sunloungers, barbecue. All new furniture. Breakfast supplies will also be left

The Saddlery Holiday Cottage-Near Wolds And Coast
The Saddlery is a one-bedroom detached holiday cottage in North Thoresby, Lincolnshire. It has received 5 star ratings from every guest. North Thoresby offers shops, two pubs with excellent restaurants, and a heritage railway station. It's surrounded by open countryside, offering scenic walks and is close to the Lincolnshire Wolds, an Area of Outstanding Natural Beauty. The Lincolnshire coast, with its deserted sandy beaches and traditional seaside resorts is just a short drive away.

Beautifully converted former stables in Nettleham
The Stables is a beautifully converted Grade 11 listed building within the spacious garden walls of our home in Nettleham. It still retains many of the original features; a perfect retreat to enjoy a relaxing break away. Only 2 miles from the historic city of Lincoln, with easy acess to the city within 15 minutes. There is also safe, private parking on site. At the moment, the Co-op building is closed due to a fire & at times, 8.00am to 4pm, there is some building work taking place.

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 homely feel.

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.

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

Oak Cottage, optional hot tub.

Yew Tree Cottage with private hot tub

4 bed Cottage with Hot Tub sleeps 12 pet friendly

Beautiful cottage hideaway with Hot Tub

The Retreat-luxury cottage with hot tub (sleeps 4)

Hot tub. rural 4 bed Cottage sleeps 8 nr Stamford

1 Bed in Woodhall Spa (94133)

Westfields Bungalow
Pet-friendly cottage rentals

Secret Cottage in the Garden

Holly Cottage at The Chestnuts Holiday Cottages

Goys Cottage, Tealby, Lincolnshire Wolds

Little Walk Cottage Stable Conversion

Castle Square Cottage, Drury Lane, Lincoln

Rural retreat near Louth, Lincolnshire

Cottage with beautiful views - dog friendly

The Hideaway At Halton
Private cottage rentals

Cottage in peaceful surroundings

Beautiful, Secluded Cottage in Lincolnshire Wolds

Cosy riverside cottage in peaceful Lincolnshire

Charming Picturesque Country Cottage

Auctioneers Cottage - Louth

Thatched cottage in the Lincolnshire Wolds

Church View

Cosy Nest Cottage
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 ﺩ.ﺇ1,726 per night before taxes and fees

Verified guest reviews
Over 170 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!
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- Sandringham Estate
- Cromer Beach
- Burghley House
- Old Hunstanton Beach
- Fantasy Island Theme Park
- Lincoln Castle
- Sundown Adventureland
- Sheringham Beach
- Woodhall Spa Golf Club
- Felbrigg Hall
- Holkham Hall
- North Shore Golf Club
- Holkham beach
- Chapel Point
- Sheringham Park
- Cromer Lighthouse
- Heacham South Beach
- Mundesley Beach
- East Runton Beach