
Vacation rentals in Skegness
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Top-rated vacation 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.

One bedroom boutique cottage NEW refurb & VIEWS
The Stables at The Laurels cottages 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. Footpaths on the door stop . Amazing out door patio it's a sun trap with sunloungers, barbecue. All new furniture. Breakfast supplies will also be left.

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.

‘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.

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.

Skegness, peaceful, bungalow, king bed, parking.
A peaceful place to come back to after a day out in Skegness or enjoying Lincolnshire's beautiful big beaches and undiscovered countryside. Our bungalow is nestled at the end of a very quiet residential cul de sac in the Winthorpe area of Skegness (about 1 mile in either direction to Skegness North beach or Winthorpe (both dog friendly) Parking space right outside front door. 1 sm/med well behaved dog is very welcome. 3 minute walk to lovely footpaths across the fields.

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.
Popular amenities for Skegness vacation rentals
Other great vacation rentals in Skegness

Poppy Cottage A small home with a BIG welcome

The Loft

4 bed Cottage with Hot Tub sleeps 12 pet friendly

3 Bed Detached Modern Seafront House Skegness

Etna Laurel at Cherry Lea Holiday Park & Fishing

Luxury coastal cottage with private beach access

Skegness, maisonette, 2 bedroom

Olivias Apartments. Flat 2
Quick stats about vacation rentals in Skegness
Total rentals
500 properties
Nightly prices starting at
€ 26 before taxes and fees
Total number of reviews
4.7K reviews
Family-friendly rentals
350 properties are a good fit for families
Pet-friendly rentals
200 properties allow pets
Rentals with a pool
60 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 $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do holiday park rentals in Skegness have free parking?
Absolutely! We offer over 100 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 70 holiday park rentals with wifi in Skegness. Enjoy a tailored experience with all the comforts you desire.
Do holiday park rentals in Skegness have a kitchen?
Absolutely! We offer over 110 holiday park rentals with a kitchen 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 50 holiday park rentals for guests traveling with pets.
What are the most popular amenities for Holiday Park Rentals in Skegness?
Enhance your stay in our Holiday Park Rentals with the most popular amenities: over 70 homes with wifi, over 100 homes with free parking, over 110 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there family-friendly holiday park rentals in Skegness?
Skegness has more than 110 family-friendly holiday park rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
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 vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 60 vacation homes with pools in Skegness, available on Airbnb. Make a splash and soak up the sun in style!
What types of vacation rentals are available in Skegness?
Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Skegness. From over 40 cabin rentals, over 20 cottage rentals, over 20 house rentals to over 80 apartment rentals, we've got you covered.
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- Sandringham Estate
- Cromer Beach
- Burghley House
- Fantasy Island Theme Park
- Old Hunstanton Beach
- Lincoln Castle
- Sundown Adventureland
- Sheringham Beach
- Woodhall Spa Golf Club
- Holkham Hall
- Holkham beach
- Felbrigg Hall
- North Shore Golf Club
- Chapel Point
- Sheringham Park
- Cromer Lighthouse
- Heacham South Beach
- Mundesley Beach
- East Runton Beach