
House holiday rentals in Skegness
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Top-rated house rentals in Skegness
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The Annex @ Ormiston House
*AUGUST SPECIAL OFFERS* The Annex@Ormiston offers unique accommodation for up to 4 guests, in a self-contained building adjacent to our family home. It has ample private parking, a secure entrance, a private courtyard and access to a large garden. Downstairs, there's a kingsize bedroom, shower room, lounge and fully equipped kitchen. Upstairs, an additional bedroom contains one or two single beds. The property is a 10 minute walk from the town centre and less than a mile from Pilgrim Hospital.

The Barns Haceby - Private indoor heated pool
The Small Barn forms part of our charming stables and outbuildings. Finished and decorated to a luxurious standard. In addition to the self-contained property you will also have exclusive use of our private heated swimming pool within our well kept gardens and grounds. Come and explore all Lincolnshire has to offer or relax and use the spa like facilities. This listing can include an additional bedroom with double bunks and a pullout trundle (sleep 5 more!). The entire block can accommodate 16+!

The Lodge at Thorpe House
Luxury converted barn in beautiful rural Lincolnshire. The Lodge at Thorpe House is a stunning, totally unique, spacious, newly refurbished, well equipped Lodge, bursting with character combining beautiful antique furniture featuring a stunning 19th Century 5 foot French Chateau Ballroom Chandelier and new fully fitted open plan kitchen, dining and living area. Oak flooring. A five bar gate leads to gravelled parking and a pretty ornate archway leads to a totally private enclosed garden.

Ideal to explore Wolds & Lincoln | Pass The Keys
Nestled out of view, School Cottage is enveloped by nature, within easy reach of the Lincolnshire Wolds and an easy drive to Lincolnshire's delightful capital city - Lincoln!! Restored to an exceptional standard, our cottage offers tasteful country living infused with all the modern touches you'd expect, ideal for a family break in the country. Featuring its own driveway that accommodates several cars, School Cottages is the perfect haven for walkers, cyclists, and nature lovers!!

Luxury Country Cottage, The Old Gatehouse
🏡Luxurious Countryside Cottage, with Cosy dining, large corner sofa & brand new kitchen. Ideal for walkers, cyclists, families and dogs 🏡 The Old Gatehouse has been fully renovated to offer a beautiful holiday retreat 🌳Set in a lovely Lincolnshire Wolds village, beautiful walks on the door step to the Ancient Woods and picturesque waterside walks to the pub. ✅ 5 mins to Louth, which is a thriving market town with an abundance of restaurants and shops. 🏖️15 mins to the beach

Woodhaven Stays
If you are looking for a place to relax then look no further! Whether it be a couples weekend away or a holiday for the full family, Woodhaven Stays is the perfect location. Our beautiful house sleeps 6 people and don't forget we are pet friendly ! This spacious home provides all the comforts you need when you are away from home, a spacious living and dining area, stunning kitchen, utility and sitting area. Of course we cannot forget the scenic garden with hot tub and BBQ.

Honeysuckle Cottage, 2 bedroom cottage
A historically significant building,Honeysuckle Cottage has been beautifully restored. The front has been kept with the original front door but actually it is semi detached. It has exposed ceiling beams and natural wood furniture. The vintage decor adds to the homely feel of this two-bed cottage, perfectly equipped for a couple or small family to stay. Easy to access by car or bus, this cottage provides the escape of the countryside with the convenience of a large village.

Luxurious & unique coastal haven
Situated in Snettisham, Hammond’s Courtyard offers peace and tranquility, ideally located to explore the beaches. Snettisham is a stone throw away from the Royal residence, Sandringham House and RSPB Snettisham. The property is suitable for up to 2 adults and 2 children under 12 years old. Hammond’s Courtyard is the perfect place to stay with a luxurious, romantic and spacious living area with a private oriental courtyard, encompassing all your needs for a relaxing stay.

Coastal Holiday House in Hunstanton, Norfolk
A beautifully finished 3 bedroom, 2 bathroom semi detached house. Just 150 yards from Hunstanton cliff tops towards the light house. A 5 minute walk from the beach and conveniently located close to local amenities. The house features a private garden, front and rear with an undercover eating/entertaining area. The perfect base when looking to explore the Norfolk coast. Suitable for families with children above 5 years, couples or friends. Apologies no pets

Relaxing stay by river near historic Lincoln
The house is located in a quiet street with the river Witham right next to it. Your space has a private entrance, dedicated parking, and is fully equipped with all you need to have a relaxing stay. The private garden is fully fenced and is pet safe. Enjoy the peace and quiet of the river right outside watching swans flying by. Have a walk to the South Common (5min), Boultham Park(15m) or the city centre(25m) and finish your day in front of the fire pit.

Howard’s Hideaway
A newly renovated stylish, modem semi detached 2 bedroom holiday home. Offers a double room and twin room, both with Smart TVs and a family bathroom upstairs with shower. Downstairs is an open plan kitchen, dining and lounge area with another smart TV, separate utility/cloakroom and downstairs loo. Outside there is a patio area with seating and shed for bicycle storage. A private drive offers room for 2 cars. Sorry no pets.

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.
Popular amenities for house rentals in Skegness
House rentals with a pool

Luxury Lakeside Caravan With Hot Tub & Fishing Peg

Hill Crest House Lincolnshire With Indoor Pool

AUGUSTA DREAMS, Luxury holiday lodge for all ages

Henry’s holiday home Hunstanton Manor Park

Squirrel Cottage, Covenham Holiday Cottages

Family and Pet Friendly Static Caravan Manor Park

Period cottage with pool 23 May-October sleeps 6

Homely lodge in Golf and Country Club
Weekly house rentals

New traditional village house

Modern 2 bedroom holiday apartment private parking

Poppy’s Place - Heacham Walks & Coastal Paths

Holiday Cottage with Hot Tub “The Saddle House”

Olive House

Sunset 5 - Southview Holiday Park Skegness

New Willow Cottage

Lincs Beach House
Private house rentals

Lakeside lodge w/hot tub & cinema surround sound

Home in Lincolnshire

Hesoun house

Stylish Cottage in North Norfolk

Spacious Norfolk Coach House – Close to Beach

The Mash Tun - Monstrous Swank in a Sleepy Village

The Tides @ Sandilands

Dog friendly, Hidden Gem in rural Lincolnshire
Quick stats about house rentals in Skegness

Total holiday rentals
Explore 30 holiday rentals in Skegness

Nightly prices starting at
Skegness holiday rentals start at £59 per night before taxes and fees

Verified guest reviews
Over 320 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Wifi availability
30 of Skegness holiday rentals include wifi access

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

4.7 Average rating
Skegness stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
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- House rentals Lincolnshire
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- Sheringham Beach
- Lincoln Castle
- Old Hunstanton Beach
- Burghley House
- Fantasy Island Theme Park
- Cromer Beach
- Holkham beach
- Kelling Heath Holiday Park
- Holkham Hall
- Heacham South Beach
- Felbrigg Hall
- Mundesley Beach
- Lincolnshire Wolds
- Belvoir Castle
- University of Lincoln
- The Deep
- Sheringham Park
- Woodhall Country Park
- Searles Leisure Resort
- Brancaster Beach
- Newark Castle & Gardens
- Rspb Titchwell Marsh
- Tattershall Castle
- Lincoln Cathedral




