House holiday rentals in Skegness

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Top-rated house rentals in Skegness

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Top guest favourite
The exterior of a charming brick annex is visible, featuring distinctive arched windows framed by greenery. The facade is adorned with hanging flower baskets, adding a touch of colour. A gravel driveway offers ample parking space, contributing to a welcoming entrance.
Home
4.91 out of 5 average rating, 234 reviews

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.

Guest favourite
An indoor heated swimming pool is framed by large windows allowing natural light to fill the space. Exposed wooden beams add an architectural feature overhead, while a relaxed seating area is situated nearby, offering a view of the tranquil pool waters.
Home
4.9 out of 5 average rating, 327 reviews

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+!

Top guest favourite
An open-plan living area features two large sofas, one leather, and one plush, arranged around a wooden coffee table on a traditional patterned rug. A large chandelier hangs from the ceiling, illuminating the space, while a smart TV is positioned near the opposite wall.
Home
4.96 out of 5 average rating, 135 reviews

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.

Guest favourite
The exterior of the cottage is shown, featuring a white facade with black doors and windows. A gravel driveway leads to the entrance, surrounded by neatly trimmed grass and decorative plants. A red-tiled roof complements the overall country style, with adjacent buildings in the background.
Home
4.91 out of 5 average rating, 128 reviews

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!!

Top guest favourite
A white-rendered cottage is set amidst lush greenery, featuring a welcoming archway at the entrance. Well-maintained hedges line the pathway leading to the front door, while the sun casts a gentle light, illuminating the exterior and garden area.
Home
4.93 out of 5 average rating, 149 reviews

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

Guest favourite
A well-lit living area is viewed through an open doorway, featuring a grey sofa adorned with cushions. A coffee table rests on a soft rug, positioned under large windows that frame a green, tree-lined view.
Home
4.96 out of 5 average rating, 112 reviews

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.

Top guest favourite
The exterior of a semi-detached cottage displays a whitewashed facade and a traditional green front door. Two brick chimneys rise from a sloped roof, while windows with white frames provide symmetry across the front. A sign above the doorway details the establishment's historical significance.
Home
4.87 out of 5 average rating, 528 reviews

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.

Top guest favourite
A spacious living area is highlighted by a brown leather sofa and a king size bed featuring yellow bedding. Dark wood paneling and decor create a cozy ambiance, while large windows are dressed with patterned curtains, allowing natural light to enter the room.
Home
4.95 out of 5 average rating, 144 reviews

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.

Top guest favourite
A round dining table made of wood is surrounded by four wicker chairs with cushion seating. A decorative bowl and glasses are placed at the center of the table. Soft light from an elegant chandelier illuminates the space, complemented by shutters on the nearby window.
Home
4.99 out of 5 average rating, 171 reviews

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

Guest favourite
A modern kitchen and dining area highlighted by a skylight, providing ample natural light. A round wooden table is surrounded by four chairs, while a decorative wooden cabinet adds character to the space. Lush green plants enhance the atmosphere with a touch of nature.
Home
4.87 out of 5 average rating, 164 reviews

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.

Top guest favourite
The exterior of the semi-detached house features a combination of textured brown brick and white trim. A light blue front door is centered below a window with white shutters, contributing to a charming and inviting entrance.
Home
4.94 out of 5 average rating, 123 reviews

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.

Guest favourite
The exterior of a charming red-brick building is displayed, featuring large arched windows and an intricate façade. A wrought-iron fence encloses the property, highlighting its unique architectural style. The entrance is framed by columns, providing an inviting perspective of this distinctive location.
Home
4.94 out of 5 average rating, 243 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.

Popular amenities for house rentals in Skegness

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

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