
Cottage vacation rentals in Skegness
Find and book unique cottages on Airbnb
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$110,894 GYD per night before taxes and fees

Verified guest reviews
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
LocationFamilyGetting around

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.
LocationFamilyView

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.
LocationFamilyCheckout

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.
LocationValueBeach

The Scholars
A light open planned living space, with fitted kitchen, washing machine and fridge and cooker. Two comfy sofas, one of which is a bed settee, TV and Wi-fi . A dining table and chairs, complete this lovely holiday accommodation. Two large airy double bedrooms, with ample storage. A lovely walk in shower, complete with heated luxury towel rail. USB charging points throughout the property. It will be deep cleaned between guests , is self contained to ensure peace of mind with social distancing
FamilyLocationHospitality

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.
ValueLocationPets

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.
ValueFamilyDecor

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.
ValueFamilyWalkability

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.
ValueLocationQuiet

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 .
FamilyLocationComfort

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.
LocationFamilyKitchen

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

Homely Open Plan Cottage near to Heacham Beach
ValueLocationDecor

Riverside Cottage with Hot Tub
ValueFamilyCleanliness

Country Cottage sleeps 4 with Hot Tub
FamilyValueWalkability

4 bed Cottage with Hot Tub sleeps 12 pet friendly
LocationValueGetting around

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

Beautiful cottage hideaway with Hot Tub
ValueFamilyLaundry

Acorn Cottage - couples escape
LocationValueHospitality

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

Coastguard Cottage Retreat on Lincolnshire Coast
LocationFamilyIndoor spaces

2 Bedroom, 2 Bathroom cottage next to Viking Way
ValueLocationLong stay

Goys Cottage, Tealby, Lincolnshire Wolds
LocationFamilyLaundry

1 bedroom boutique cottage NEW refurb paddock, EV
LocationValueHospitality

Church View Retreat nr Louth
LocationValueCleanliness

The Stables at Louth
FamilyValueCheckout

Where Dreams Come True
FamilyLocationBeach

Cosy Cottage in Picturesque Lincolnshire Village
LocationFamilyAccuracy
Private cottage rentals

Peaceful Stargazing Cottage in Lincolnshire Wolds
ValueFamilyOutdoor spaces

Cosy riverside cottage in peaceful Lincolnshire
LocationFamilyCheckout

Charming Picturesque Country Cottage
ValueFamilyParks

Thatched cottage in the Lincolnshire Wolds
LocationValueParking

Family & Dog Friendly Cottage, Paddock, Log Burner
FamilyLocationWifi

Swallow Cottage at West View
LocationValueHospitality

Magnolia Cottage
FamilyLocationHeating

Woldside Cottage- 5mins from Cadwell Race Track
ValueFamilyHeating
Destinations to explore
- Family-friendly rentals Skegness
- Hotel rooms Skegness
- Beachfront rentals Skegness
- Rentals with lake access Skegness
- Rentals with beach access Skegness
- Rentals with pools Skegness
- Campsite rentals Skegness
- RV rentals Skegness
- Cabin rentals Skegness
- Pet-friendly rentals Skegness
- House rentals Skegness
- Waterfront rentals Skegness
- Chalet rentals Skegness
- Rentals with a hot tub Skegness
- Apartment 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
- Belvoir Castle
- Kelling Heath Holiday Park
- Brancaster Beach
- Skegness Beach
- Mundesley Beach
- The Deep
- University of Lincoln
- Felbrigg Hall
- Searles Leisure Resort
- Woodhall Country Park
- Rspb Titchwell Marsh
- Sheringham Park
- Holkham Hall
- Sundown Adventureland





