
Holiday rentals in Skegness
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Top-rated holiday rentals in Skegness
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Fairytale Cottage in a Beautiful Garden
Step into this dreamy cottage, secluded within its rambling sunny gardens with ample seating to enjoy the view. Delight and relax in its thoughtfully curated interior. Wake up refreshed within pretty bedrooms tucked into the eaves, and look out over the garden with constant soundtrack of birdsong. Relax by the log burner, or fire up the BBQ after you explore the walks which extends beyond the country lane, even if you only venture as far as the delicious cosy gastro pub, cafes & farm shop nearby

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

Hill View Lodge Luxury Log Cabin
A stylish 1 x bedroom log cabin perfect for a couple. Set in a peaceful, rural location on the edge of the Lincolnshire Wolds. Open views to the east coast some 10 miles away. The historic town of Louth with it's many cafes, restaurants & independent shops is only 5 minutes away. Coastal towns of Skegness, Mablethorpe & Cleethorpes, Market town of Horncastle, Dambusters famous Woodall Spa & Lincoln Cathedral are within local area. Ramblers rejoice! There are many picturesque walks nearby.

Lovely Glamping Pod with Hot Tub
Experience luxury and comfort in our spacious glamping pods at Pepperwood Pods. The pod is fully centrally heated and features an ensuite bathroom, a well-equipped kitchen with a coffee machine, dishwasher, cooking utensils, and condiments. Relax in the double bed or on the sofa bed, and enjoy entertainment with the TV and WiFi. The unique glass end wall entrance offers stunning views and natural light. Unwind in your private hot tub or lounge around the fire pit for a serene evening.

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 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 Boxes. Alpaca trekking also available.

Luxury Annex beside the River Bain Nr Woodhall Spa
A most beautiful luxury annex to the main residence , with an indoor heated luxury swimming pool and 2 person sauna infrared.The property is set on the River Bain ,with open views to the Bain valley. . The pretty village of Kirkby on Bain is just 600 yards away. The Ebbington Arms is a wonderful public house which is well renowned for its excellent food. The Edwardian inland resort of Woodhall Spa is just 4 miles away here you find fantastic restaurants, shops and wonderful walks.

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.

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.

Hot Tub - Countryside Views - Spridlington
Sleeping 2, this rural getaway is perfect for those wanting to retreat from the hustle and bustle of day to day life. Relax in the hot tub and soak up the sweeping views! Woldview retreat is on the edge of the small village of Spridlington, and has open plan living, dining and sleeping, with bifold doors opening out on to a balcony showcasing the scenic views of rural Lincolnshire. These can also be enjoyed from the hot tub. Maximum 2 Adults. No infants or children. No pets.

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 an orchard for you to walk around 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.

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)

♥cosy; parking; garden; rural cycle/walks+more
Idyllic, rustic, quiet self contained private 1 bed Pod in the meadow style garden of a Victorian house on the edge of the Lincolnshire Wolds and also within walking distance of Horncastle market place, shops and amenities. Private entrance with self check in and own parking space, use of large garden, galley kitchen (with sink, small fridge, microwave), dining area and bedroom (double bed) with en-suite suitable for 1-2 adults only (sorry no children or pets).
Popular amenities for Skegness holiday rentals
Other great holiday rentals in Skegness

3 Victoria Apartments

Poppy Cottage A small home with a BIG welcome

Skegness, peaceful, bungalow, king bed, parking.

One bedroom boutique cottage NEW refurb with views

Etna Laurel at Cherry Lea Holiday Park & Fishing

Garden Bungalow and Hot Tub

Luxury coastal cottage with private beach access

Sandy Paws Bungalow Skegness
When is the best time to visit Skegness?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £76 | £83 | £73 | £81 | £81 | £82 | £91 | £108 | £82 | £72 | £72 | £75 |
| Avg. temp | 5°C | 5°C | 7°C | 9°C | 12°C | 15°C | 17°C | 17°C | 15°C | 11°C | 7°C | 5°C |
All about Skegness
Skegness is a quintessential British seaside resort in the county of Lincolnshire on the east coast of England. People flock to the vast expanse of golden sand on its Blue Flag beach along the North Sea. The historic pier stands on the front and overlooks a modern addition to the coast, the dramatic white turbines of the Lynn and Inner Dowsing wind farms.
The area next to the beach is bursting with entertainment, and the Skegness Pleasure Beach is at its heart. Here, you will find everything from golf, ten-pin bowling alleys, and amusement arcades to a boating lake and swimming pool. Compass Garden provides a relaxing green oasis and features the mascot of Skegness — the statue of the Jolly Fisherman. Brightly coloured ice cream parlours are dotted throughout the town, with many fish and chips restaurants to tempt you. The red-brick clock tower from 1898 marks the start of the Grand Parade, home to the Embassy Theatre.
What are the top things to do in Skegness?
Gibraltar Point National Nature Reserve
Less than five kilometres south of Skegness, you’ll find the 445-hectare Gibraltar Point National Nature Reserve, boasting a pristine coastline, freshwater marshes, and sand dunes. It features a brand new nature centre and visitor centre, you can watch for a variety of birds, depending on the season, from skylarks in the spring to hen harriers in the winter.
Victorian Pier
The Victorian Pier opened in 1881, and it’s a reminder of when Skegness became a popular seaside resort. The approach takes you through a modern centre with a range of facilities, from ten-pin bowling to climbing, before emerging onto the historic pier. Its appearance has changed over the years — the theatre once at the end has long since gone. But ambling the English pier will transport you back in time as you look towards the North Sea.
Bolingbroke Castle
Around a 30-minute drive west of Skegness are the ruins of Bolingbroke Castle. The birthplace of King Henry IV, the castle dates back to the early 13th century and is an example of a hexagonal enclosure castle. Although it was destroyed during the English Civil War in the 17th century, you can wander across the earthworks, cross the moat, and check out the ruins, now surrounded by grass.
Quick stats about holiday rentals in Skegness

Total holiday rentals
Explore 500 holiday rentals in Skegness

Nightly prices starting at
Skegness holiday rentals start at £22 per night before taxes and fees

Verified guest reviews
Over 4,720 verified reviews to help you choose

Family-friendly holiday rentals
350 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 200 rentals that welcome pets

Holiday rentals with a pool
60 properties feature pools

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wifi availability
350 of Skegness holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Skegness rentals

4.6 Average rating
Skegness stays receive an average rating of 4.6 out of 5 from guests
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- Sandringham Estate
- Cromer Beach
- Burghley House
- Old Hunstanton Beach
- Fantasy Island Theme Park
- Lincoln Castle
- Sundown Adventureland
- Sheringham Beach
- Woodhall Spa Golf Club
- Felbrigg Hall
- Holkham Hall
- North Shore Golf Club
- Holkham beach
- Chapel Point
- Sheringham Park
- Cromer Lighthouse
- Heacham South Beach
- Mundesley Beach
- East Runton Beach