
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 $744 AUD 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 and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
20 of Skegness holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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
4.93 out of 5 average rating, 329 reviews
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.
4.98 out of 5 average rating, 204 reviews
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
4.83 out of 5 average rating, 454 reviews
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.
4.96 out of 5 average rating, 465 reviews
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.
4.97 out of 5 average rating, 178 reviews
1 bedroom boutique cottage NEW refurb paddock, EV
The 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 EV charger
4.99 out of 5 average rating, 261 reviews
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.
4.85 out of 5 average rating, 247 reviews
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.
4.95 out of 5 average rating, 256 reviews
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.
4.94 out of 5 average rating, 291 reviews
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.
4.96 out of 5 average rating, 157 reviews
Coastguard Cottage Retreat on Lincolnshire Coast
No. 3 Coastguard Cottage Sleeps 2 adults in a Double Bed with the option of a single and additional pull out bed in an adjoining room for additional guests/children on request. It is a mid terrace, stunning character cottage in the village of Saltfleet, overlooking Haven Bank which leads out to Sea. The cottage has recently been refurbished to a high standard with an open fire, lawned garden to the front and closed courtyard to the back. Ideal for a romantic break with your dogs.
4.9 out of 5 average rating, 247 reviews
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.
4.98 out of 5 average rating, 123 reviewsPopular amenities for Skegness cottage rentals
Cottage rentals with a hot tub

Beautiful cottage hideaway with Hot Tub
4.99 out of 5 average rating, 192 reviews
4 bed Cottage with Hot Tub sleeps 12 pet friendly
4.99 out of 5 average rating, 93 reviews
Acorn Cottage - couples escape
5.0 out of 5 average rating, 5 reviews
Mr George - Royal Oak Cottages
5.0 out of 5 average rating, 10 reviews
Hot Tub Retreat: Dog-Friendly Cottage in
4.92 out of 5 average rating, 63 reviews
HOT TUB/ Luxury Woodland Retreat, Near Skegness.
4.91 out of 5 average rating, 82 reviews
Country Cottage sleeps 4 with Hot Tub
5.0 out of 5 average rating, 7 reviews
1 bed holiday cottage with pool/hot tub access
4.98 out of 5 average rating, 46 reviewsPet-friendly cottage rentals

Cosy two Bedroom Cottage, Dog and Family Friendly
4.88 out of 5 average rating, 168 reviews
The Scholars
4.96 out of 5 average rating, 207 reviews
Cosy Cottage in Picturesque Lincolnshire Village
4.97 out of 5 average rating, 118 reviews
Lilac Cottage, Freedom and Fresh Air!
4.92 out of 5 average rating, 123 reviews
Goys Cottage, Tealby, Lincolnshire Wolds
4.82 out of 5 average rating, 140 reviews
Luxury coastal cottage with private beach access
5.0 out of 5 average rating, 53 reviews
Family & Dog Friendly Cottage, Paddock, Log Burner
4.93 out of 5 average rating, 60 reviews
Cosy Country Cottage, Somersby, Lincolnshire Wolds
4.97 out of 5 average rating, 64 reviewsPrivate cottage rentals

Magnolia Cottage
4.92 out of 5 average rating, 247 reviews
Charming Picturesque Country Cottage
4.99 out of 5 average rating, 84 reviews
Stable End Cottage - a relaxing, homely hideaway
4.96 out of 5 average rating, 76 reviews
Cosy riverside cottage in peaceful Lincolnshire
5.0 out of 5 average rating, 85 reviews
Thatched cottage in the Lincolnshire Wolds
4.95 out of 5 average rating, 99 reviews
Clematis Cottage Tealby LN8 3XU
4.95 out of 5 average rating, 79 reviews
Peaceful Stargazing Cottage in Lincolnshire Wolds
4.96 out of 5 average rating, 56 reviews
Swallow Cottage at West View
4.91 out of 5 average rating, 23 reviewsDestinations 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
- House rentals Skegness
- Pet-friendly rentals Skegness
- Waterfront rentals Skegness
- RV rentals Skegness
- Rentals with a hot tub Skegness
- Cabin rentals Skegness
- Apartment rentals Skegness
- Chalet rentals Skegness
- Cottage rentals Lincolnshire
- Cottage rentals England
- Cottage rentals United Kingdom
- Holkham beach
- Lincoln Castle
- Burghley House
- Lincolnshire Wolds
- Sandringham Estate
- Old Hunstanton Beach
- Cromer Beach
- Heacham South Beach
- Sheringham Beach
- Fantasy Island Theme Park
- Kelling Heath Holiday Park
- Belvoir Castle
- Mundesley Beach
- Skegness Beach
- The Deep
- Brancaster Beach
- University of Lincoln
- Searles Leisure Resort
- Felbrigg Hall
- Woodhall Country Park
- Sheringham Park
- Rspb Titchwell Marsh
- North Norfolk Railway
- Holkham Hall




