Holiday rentals in Skegness

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Top-rated holiday rentals in Skegness

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Guest favourite

Cottage in Market Rasen

4.97 out of 5 average rating, 508 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

30 Nov – 7 Dec

$189 SGD 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

31 Oct – 7 Nov

$343 SGD per night

Guest favourite

Guest suite in Old Leake

4.96 out of 5 average rating, 179 reviews

The Dog House Annexe

Ramp access, wide doorways and walk in shower for those less able Quiet, rural position yet just off a main route. Ideal for visiting the Gibraltar Point, Frieston Shore or Frampton Marsh nature reserves or a walk along the sea bank. Boston 8 miles, Skegness 12 miles. Pub at the end of the lane serving tasty food, two villages close by with Co-Op (+electric car charging point), Post Office, fish & chip shop, Indian takeaway, 2 more pubs Wi-Fi (though patchy - we are rural!) Dogs welcome

22–29 Jun

$140 SGD per night

Guest favourite

Cottage in Lincolnshire

4.97 out of 5 average rating, 159 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.

2–9 Dec

$172 SGD per night

Guest favourite

Flat in Lincolnshire

4.95 out of 5 average rating, 160 reviews

Old Post Office Mablethorpe "Your Home From Home"

The old post office offers modern decor comfortable accommodation central heating the property is situated approx 300 metres from the blue flag Mablethorpe beach. 200 metres from local shop & cinema fish & chip shop nearby. we are approx 1 mile to town centre. there are lots of interesting walks & interesting places to visit within walking distance or short drive.the owners live on site and will be available for any help advice you may need also to help with any problems .

1–8 Feb

$133 SGD per night

Guest favourite

Cottage in Spilsby

4.97 out of 5 average rating, 113 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.

29 Aug – 5 Sep

$144 SGD per night

Guest favourite

Barn in Lincolnshire

4.98 out of 5 average rating, 105 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.

27 Nov – 4 Dec

$139 SGD 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

3–8 Jan

$174 SGD per night

Guest favourite

Cottage in Lincolnshire

4.98 out of 5 average rating, 133 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.

25 Sep – 2 Oct

$191 SGD 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.

22–29 Oct

$146 SGD per night

Guest favourite

Cabin in Chapel Saint Leonards

4.95 out of 5 average rating, 181 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.

1–8 Jan

$139 SGD per night

Guest favourite

Apartment in Lincolnshire

4.85 out of 5 average rating, 26 reviews

Town Central Luxurious Apartment Near Seafront

** Please send a message for any additional requests ** Enjoy a stylish experience at the most centrally-based apartment in Skegness! This modern refurbish 1 bedroom apartment is the perfect choice for your getaway. Located less than a minute from the famous clock tower and a 2 minute walk from the beach front, amusement parks and amenities including bars, restaurants and arcades.

5–12 Mar

$157 SGD per night