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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Guest favourite

Cottage in Market Rasen

4.97 out of 5 average rating, 511 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

Mar. 23 – 30

$191 CAD per night

Guest favourite

Cottage in Anderby Creek

4.9 out of 5 average rating, 184 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

Dec. 15 – 22

$354 CAD per night

Guest favourite

Cottage in Snettisham

5.0 out of 5 average rating, 204 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!

Feb. 8 – 15

$153 CAD per night

Guest favourite

Cottage in Lincolnshire

4.97 out of 5 average rating, 160 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.

Sep. 29 – Oct. 6

$173 CAD per night

Guest favourite

Cottage in Spilsby

4.97 out of 5 average rating, 114 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 homely feel.

Oct. 14 – 21

$131 CAD per night

Guest favourite

Cottage in Lincoln

4.99 out of 5 average rating, 216 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.

Mar. 27 – Apr. 3

$186 CAD per night

Guest favourite

Barn in Lincolnshire

4.98 out of 5 average rating, 106 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.

Feb. 22 – Mar. 1

$139 CAD per night

Guest favourite

Condo in Lincolnshire

4.9 out of 5 average rating, 50 reviews

Lovely 3 bedroom ground floor apartment Skegness

The whole group will enjoy easy access to everything from this centrally located place. This lovely spacious two bedroom apartment is the perfect place for a family holiday. Located less that a five minute walk to all amenities you won’t be disappointed. Supermarkets, the high street, the beach, arcades, macdonalds and various other takeaway shops are all right on the doorstep. There is also a beautiful park just at the end of the road called tower gardens.

Sep. 17 – 24

$222 CAD per night

Guest favourite

Guest suite in Lincolnshire

4.97 out of 5 average rating, 121 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

Jan. 10 – 15

$174 CAD per night

Guest favourite

Cottage in Lincolnshire

4.98 out of 5 average rating, 107 reviews

One bedroom boutique cottage NEW refurb with views

The Old Coach House. 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. Amazing out door patio it's a sun trap with sunloungers, barbecue. All new furniture. Breakfast supplies will also be left.

Apr. 6 – 13

$193 CAD per night

Guest favourite

Home in Lincolnshire

4.95 out of 5 average rating, 139 reviews

1 Old Drill Hall - A little piece of History

This unique place has a style all its own. Centrally located to all amenities in the historic market town of Alford, and only a short drive to Lincolnshire’s east coastline beaches and villages. Whether you want a base from which to visit the beautiful local beaches, explore the countryside or visit some of the many local attractions, this fully equipped 2 bedroom home has all you need for a relaxing break.

Jul. 8 – 15

$140 CAD per night

Guest favourite

Cabin in Chapel Saint Leonards

4.95 out of 5 average rating, 182 reviews

Chuck's Cabin

Chuck's Cabin. A cosy log cabin situated on a quiet lane just a short walk from the beach and the village centre with its cafes bars and restaurants. On the edge of the Lincolnshire coastal country park ideal for a quiet short break or as a base while exploring beaches and the countryside with its historical market towns and lovely walks through the Lincolnshire Wolds. One small/medium dog welcome.

Mar. 17 – 24

$135 CAD per night