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Vacation rentals in Skegness

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Top-rated vacation rentals in Skegness

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Cottage in Market Rasen

4.96 out of 5 average rating, 549 reviews

Bluebell Cottage, Wolds Retreat, Hot Tub. Walesby

A peaceful retreat. One of two semi detached converted stables. Open plan lounge/kitchen/diner, king bedroom, en-suite freestanding bath. Beautiful views. Surrounded by deer, sheep & horse paddocks. Terrace, seating and hot tub for private use of Bluebell cottage (not shared) No music outside please. Enjoy nature’s soundtrack ❤️ Parking. Wifi. Lincolnshire Wolds. Viking Way & Lindsey Trail for walking/cycling. Afternoon tea/breakfast packs available to order in advance from local caterer

Cabin in Old Leake

4.93 out of 5 average rating, 224 reviews

Adults only cabin with double bed with Hot Tub

In the middle of nowhere but only 8 miles from Boston town, 12 miles from Skegness Beach and 3 miles from the sea/coast boasting award winning RSPB nature reserves and marshes. 28 cabins on a 3 acre lake. Pet and children are more than welcome. We have 12 acres of land and orchard for you to go for a walk and even a dog agility area (Bookable). Double cabins with Finnish hot tubs (Adults only, charges apply for wood/firelighters). Twin cabins pet/child friendly. Double cabins pet/child friendly.

Cottage in Anderby Creek

4.9 out of 5 average rating, 207 reviews

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

Cabin in Hogsthorpe

4.98 out of 5 average rating, 124 reviews

Wren Lodge W/ Alpacas, Goats & Sheep | Wren Farm

Located at Wren Farm, our brand new to 2023 luxury lodge situated besides the alpaca fields, with Wren Farm Desserts cafe and Dough&Desserts wood fired pizza van on site. Also near beaches, Skegness, Chapel, Mablethorpe, etc. We are dog friendly! Fully stocked (cutlery) Has 1 double bed and a sofa bed that sleeps 2. Private bathroom with shower. Surrounded by green fields, beautiful animals and excellent food! Add ons available on request - Ploughman's Grazing Box, Breakfast Box, etc.

Guest suite in Holme-next-the-Sea

4.86 out of 5 average rating, 463 reviews

✯Turtledove ✯ perfect for 2 ✯ Holme Beach✯

Just a few minutes walk to the beach. Your own front door, bright bathroom, double bed, leather sofa, fridge, microwave, internet & wood burning stove in pet friendly brick & flint cottage. Amazing place - wonderful sunsets, starry skies & the sound of the sea. Turtle doves, cuckoos, curlews, natterjack toads & bitterns call in season. Wonderful beach walks. Tranquility. Miles of walking next to house - Norfolk Coast Path and Peddars Way. Good pubs and restaurants. Wonderful historic villages.

Cottage in Snettisham

5 out of 5 average rating, 225 reviews

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!

Cottage in Lincolnshire

4.97 out of 5 average rating, 168 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.

Cottage in Lincoln

4.99 out of 5 average rating, 236 reviews

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.

Barn in Great Carlton

4.99 out of 5 average rating, 169 reviews

‘Little Barn’ at Spring Farm

Great Carlton is approximately a 15 min drive to the market town of Louth and within 20 mins of the coast. The area is rural with plenty of walks and cycle routes to enjoy. There is a local Co-op shop 2 miles away which is open until 10 pm. There is a village hall and a country church within Great Carlton but generally it is nice and quiet. The accommodation is set within a lovely cutting flower garden and above my flower workshop and I am very happy for you to enjoy the garden.

Barn in Lincolnshire

4.96 out of 5 average rating, 132 reviews

The Clock House

A converted stable with private parking within a short distance of the amenities of Woodhall Spa. The property sits at the rear of the owner's residence, but with independent access. Enjoy the many bars and restaurants offered within the village or dine at home using the fully equipped kitchen and dining area. Ideal for cycling and fishing, with the River Witham and Cycle Route No. 1 only 300m away! Woodhall Spa is also home to England Golf and the famous Hotchkin course.

Guest suite in Lincolnshire

4.97 out of 5 average rating, 127 reviews

Old Mill Alford Suite - Private and Peaceful !

Luxury Suites in a peaceful and private setting suitable for couples to enjoy a private, relaxing and romantic getaway near the Alpacas. We are less than 10 minutes drive away from beautiful sandy award winning blue flag beaches, close to the Wolds and all amenities. A breakfast basket is included daily. A great place to just relax and get away from it all. We have a twin suite next door for larger families called Sibsey that can be booked together

Cottage in Lincolnshire

4.99 out of 5 average rating, 159 reviews

One bedroom boutique cottage NEW refurb & VIEWS

The Stables . Relax in this calm, stylish space. A newly refurbished one bedroom cottage in the picturesque village of East Keal. Close to Horncastle, Skegness and all the gorgeous market towns. local pubs amazing walks and cycle paths and antique shops. Bring your dog and feel free to roam in our paddock. Amazing out door patio it's a sun trap with sunloungers, barbecue. All new furniture. Breakfast supplies will also be left.

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Chalets

Adventure-ready homes with après-ski style

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for Skegness vacation rentals

Free parking on premises

Air conditioning

Stay near Skegness's top sights

Skegness Aquarium35 locals recommend

Natureland Seal Sanctuary22 locals recommend

Morrisons8 locals recommend

Lidl11 locals recommend

ALDI3 locals recommend

McDonald's (Skegness)6 locals recommend

Other great vacation rentals in Skegness

Treehouse in Hagworthingham

4.88 out of 5 average rating, 16 reviews

Narnia - a picture-perfect private woodland escape

Condo in Skegness

4.82 out of 5 average rating, 17 reviews

3 Victoria Apartments

Shepherd’s hut in Wainfleet Saint Mary

4.99 out of 5 average rating, 98 reviews

Cosy authentic Shepherds Hut, and all amenities.

Home in Lincolnshire

5 out of 5 average rating, 30 reviews

4 bed Cottage with Hot Tub sleeps 12 pet friendly

Home in Lincolnshire

5 out of 5 average rating, 47 reviews

Luxury cottage in Lincolnshire - Wolds and Coast

Home in Lincolnshire

4.95 out of 5 average rating, 73 reviews

Luxury at The Old Gatehouse Legbourne

Guest suite in Brancaster Staithe

5 out of 5 average rating, 11 reviews

Coastal Retreat for two in Brancaster Staithe.

Home in Wainfleet All Saints

4.94 out of 5 average rating, 77 reviews

The Lodge at Thorpe House

Quick stats about vacation rentals in Skegness

Total rentals
320 properties
Nightly prices starting at
$30 before taxes and fees
Total number of reviews
2.7K reviews
Family-friendly rentals
250 properties are a good fit for families
Pet-friendly rentals
120 properties allow pets
Rentals with a pool
50 properties have a pool

Frequently Asked Questions

How much does it cost to stay in holiday park rentals in Skegness?
Experience the best of Skegness with our holiday park rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there rv rentals with a dedicated workspace in Skegness?
Yes! Work meets play with ease at over 10 rv rentals in Skegness featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Skegness holiday park rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 holiday park rentals with pools in Skegness, available on Airbnb. Make a splash and soak up the sun in style!
Do holiday park rentals in Skegness have free parking?
Absolutely! We offer over 50 holiday park rentals with free parking in Skegness. Enjoy a tailored experience with all the comforts you desire.
Do holiday park rentals in Skegness have wifi?
Absolutely! We offer over 20 holiday park rentals with wifi in Skegness. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly holiday park rentals in Skegness?
Four-legged friends are welcome in Skegness. Choose from more than 20 holiday park rentals for guests traveling with pets.
Do holiday park rentals in Skegness have a kitchen?
Absolutely! We offer over 50 holiday park rentals with a kitchen in Skegness. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly holiday park rentals in Skegness?
Skegness has more than 50 family-friendly holiday park rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Destinations to explore