House holiday rentals in Skegness

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Top-rated house rentals in Skegness

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Top guest favourite
The image captures a view of Boston Stump, a prominent church tower, rising above the landscape against a clear blue sky. Surrounding trees and a grassy area add a natural touch, while a decorative fence frames part of the scene on the right.
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4.93 out of 5 average rating, 100 reviews

A lovely 2 bedroomed residential home in Boston

A perfect place to stay, this recently renovated two bedroomed Victorian terraced house is in a delightful setting on the bank of the river Witham with stunning views of Boston Stump. Guests benefit from being in a great location, within a 5 minute walk you are in Boston town centre where you will find historic buildings, great shops, pubs & restaurants. Boston train station and a large ASDA supermarket are both within a 10 minute walk. This home from home also has its own private parking space.

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
4.92 out of 5 average rating, 241 reviews

The Annex @ Ormiston House

*MAY/JUNE OFFER* £69p/n 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 & 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 open-plan living area features a cozy seating arrangement with a light grey sofa and accent chairs. Natural light floods through large windows and a skylight, illuminating the well-equipped kitchen in the background. A wooden dining table with chairs and a small decorative rug enhance the space.
Home
4.97 out of 5 average rating, 153 reviews

Seven Spires Barn with Private Hot Tub and Sauna

Seven Spires Barn is the perfect getaway for two, where traditional features meet modern luxury. Guests can relax, feel restored and explore the best that Lincolnshire has to offer. The barn features a freestanding roll top bath and woodburning stove. Outside guests can enjoy a private enclosed garden with hot tub and sauna. With special touches including luxury Bramley toiletries and complimentary toweling robes. Just 10 minutes from Woodhall Spa and 25 minutes from Historic Lincoln.

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, 140 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
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, 155 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, 117 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.
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4.87 out of 5 average rating, 533 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.
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4.95 out of 5 average rating, 150 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
The exterior of a historic house features a combination of red brick and light stone. The entrance boasts a pointed archway, framed by a blend of original architectural elements. Surrounding greenery adds a natural touch, complemented by a bright sky dotted with clouds.
Home
4.98 out of 5 average rating, 107 reviews

The Good Place, Spalding

The good place is in the centre of town making it easy to explore Spalding . We are a five minute walk from the train station. Our beautiful house contains interesting history and still has a lot of original features. It’s a great place for a relaxing weekend away or as a base to explore the local area. We are half hour away from Stamford , Peterborough and only an hour away from Norfolk . London is accessible in an hour and half by train.

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, 251 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.

Guest favourite
A stylish living area is presented, featuring a modern entertainment center with a large screen displaying the Netflix logo. Below, an electric fireplace is integrated into a wooden panel. A circular coffee table is positioned in front of a green plant, with natural light streaming through sliding glass doors.
Home
4.96 out of 5 average rating, 163 reviews

Hot Tub | 1 Min Beach | 2 Parking | Pets Welcome.

Welcome to your ultimate coastal retreat. Situated on a private road, this modern, pet friendly 2-bedroom house offers a luxurious double shower, a sprawling 60-inch TV, and a soothing hot tub for relaxation. With the added convenience of two complimentary private parking spaces, you're only a leisurely 2-minute walk away from the stunning beach. Embrace seaside living at its finest!

Top guest favourite
A quiet lane in a quaint village is lined with traditional cottages featuring brick and stone exteriors. A large tree is visible along the roadside, providing shade. The setting is bright and welcoming under a clear blue sky, suggesting a peaceful atmosphere.
Home
4.92 out of 5 average rating, 127 reviews

Keeper's Cottage, Snettisham

A stylish, cosy Victorian Norfolk cottage with a lovely modern feel. The award-winning Rose & Crown pub and Old Store bakery/deli are both yards from your front door. We're in a perfect spot for spectacular beach visits and country walks, trips to pubs in traditional Norfolk villages, world class nature reserves, the royal Sandringham estate and seaside fun in Hunstanton.

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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