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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 in Lincolnshire
4.91 out of 5 average rating, 229 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
A charming cottage features a rustic brick exterior with a gabled roof and flower boxes beneath the windows. A gravel area is presented at the front, with seating available and lush greenery surrounding the entrance.
Home in Rowston
4.96 out of 5 average rating, 264 reviews

Elms House Cottage

Rowston is a small farming village , south of the historic city of Lincoln. Sleaford, Newark and Grantham are all easily within half hour by car. You’ll love my place because it's a very old cottage, recently re-equipped (including dishwasher). It is near, but separate from, my own house, with it's own garden. The cottage is good for couples, solos, business travellers, and small families. We can also accommodate French speakers. A 10% discount and free weekly servicing for 7+ day stays.

Top guest favourite
A charming brick facade of a single-story cottage is framed by a flowering tree. The entrance features a stone pathway leading to a pale blue door, accented by a small window on one side, creating an inviting exterior.
Home in Lincolnshire
5 out of 5 average rating, 110 reviews

Luxury cottage in Lincolnshire - Wolds and Coast

Relax in this calm, stylish space. Purpose built holiday cottage situated perfectly to explore the Lincolnshire Wolds and Coast. We hope you will love it as much as we do! ~ Ideal location 2 miles from Louth ~ Thermostatically controlled underfloor heating ~ Private patio area for eating outside and summer sun ~ Crisp white bedding ~ Fluffy towels ~ EV car charge point and private parking space ~ Beautiful countryside walks / bike rides from the doorstep ~ Local pub within walking distance

Top guest favourite
The cozy lounge features a stone fireplace, providing warmth and character. A comfortable seating arrangement, including a striped sofa and an armchair, invites relaxation. A modern TV sits beside a wooden coffee table, enhancing the room's welcoming design.
Home in Lincolnshire
4.96 out of 5 average rating, 205 reviews

2 Guests - pet friendly stone cottage in Sleaford

Hideaway Cottage is a Grade 2, charming stone built holiday home in the heart of Sleaford . This three story 18th century period cottage is steeped in history, offering beams and a feature fireplace. It is a comfortable and convenient stay for guests with an array of local attractions & eateries all within easy reach. A fully equipped kitchen, cosy lounge, TV, dining area, and bedroom with attached WC. Hideaway Cottage is the perfect retreat. Parking is a 4 min walk away £4.00 for 24 hrs

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 in Wainfleet All Saints
4.95 out of 5 average rating, 128 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 in Legsby
4.91 out of 5 average rating, 126 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 in Lincolnshire
4.93 out of 5 average rating, 142 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

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 in Stickney
4.87 out of 5 average rating, 523 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 in Snettisham
4.95 out of 5 average rating, 135 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.

Guest favourite
A comfortable bedroom is presented with a spacious bed featuring a woven headboard, soft linens, and decorative cushions. Beside the bed, two elegant lamps provide soft lighting. A blanket and neatly rolled towels sit atop the bed, and a mirror reflects the warm ambiance of the room.
Home in Snettisham
4.88 out of 5 average rating, 409 reviews

Owl's Hoot - Coastal, Cosy & Dog Friendly.

Owl’s Hoot is a newly created holiday let in the popular North Norfolk village of Snettisham. This modern cottage, in the heart of the village provides plenty of facilities and is equally comfortable in the winter with the wood burner lit, as it is in the summer with the door open to the enclosed garden. The accommodation is very comfortable and stylish with good attention to detail and is located down a quiet cul-de-sac road.

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 in Heacham
4.94 out of 5 average rating, 116 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.

Top guest favourite
The front view of a two-story brick house is depicted, featuring multiple windows and a small fenced garden with colorful flowers. A shaded area from a large tree provides a natural backdrop, while a quiet road is visible alongside the property.
Home in Lincolnshire
4.96 out of 5 average rating, 219 reviews

Quiet, self-catering, dog-friendly house in Louth

Welcome to Linden View, a peaceful dog-friendly, self-catering holiday home in Louth. The two-bedroom house sits on a quiet, no-through road opposite a cemetery with views towards the countryside, but also a ten minute walk into the historic town of Louth. If you are looking for a self-catering stay with the countryside on your doorstep but also close to shops, pubs and restaurants - then this could be for you.

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 $102 SGD per night before taxes and fees

  • Verified guest reviews

    Over 240 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Wifi availability

    20 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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