Holiday houses in Gibraltar

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Top-rated holiday rentals in Gibraltar

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A stylish living area features a black television mounted on a light gray wall. Two sofas, one black and one yellow, are arranged around a circular coffee table. A patterned area rug adds color to the space, complemented by natural light from large windows with blinds.
Home in Lincolnshire
4.98 out of 5 average rating, 54 reviews

Sea Breeze House

This stylish place to stay is perfect for group trips. Situated in the heart of Skegness, this newly refurbished holiday home sleeps for 6 people with its stylish and unique interior to give you that perfect seaside experience and stay. 🛏️ 🏖️ Walking distance from some fantastic town restaurants, bars, golf courses and the beach 🍛⛳️🏖️ This holiday home will give you the perfect peaceful stay and we can assure you that you will be coming back to the seaside time and time again once visited.

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Superhost
An outdoor deck area features comfortable seating with dark wicker furniture, providing views of sandy dunes and the sea. A glass balustrade surrounds the space, allowing unobstructed sightlines of the coastal landscape. Natural light fills the area, enhancing the inviting atmosphere.
Cottage in Anderby Creek
4.93 out of 5 average rating, 323 reviews

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

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Superhost
Cabin in Boston Lincolnshire
4.91 out of 5 average rating, 1,325 reviews

Adults Only Cabin With Log Burning Hot Tub

Lakeside Fishing Retreats offers peaceful lakeside stays in the middle of nowhere, yet perfectly placed. Just 8 miles from Boston town, 12 miles from Skegness Beach and 3 miles from the coast with award-winning RSPB marshes. We have 28 Cabins set on a 3 acre lake: - Adult Only Double Cabin with Log Burning Hot Tub (Pet friendly/Non Pet friendly Cabins) - Standard Double (Child/Pet friendly/Non Pet friendly Cabins). - Twin Cabin (Child/Pet friendly) You can also enjoy our onsite Pizza Shed & Bar!

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Top Guest favourite
A sandy path meanders through tall, golden grass, leading towards a clear blue sky. The scene captures the natural beauty of the coastal area, with gentle undulations in the landscape enhancing the serene atmosphere.
Cottage in Chapel Saint Leonards
5 out of 5 average rating, 51 reviews

Luxury coastal cottage with private beach access

'Miles' is a spacious bungalow with large garden and private access to the beach. The charming blue holiday home is situated on a quiet road at the north end of Chapel St Leonards. 500 metres to the south is the centre of the village with a traditional seaside resort flavour of cafes, bars, shops and arcades. For a quieter vibe, head north along the beach, via Chapel Point to vast stretches of sandy coastline, coastal country park and wonderful walking, cycling and nature spotting possibilities.

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Top Guest favourite
A comfortable lounge area is presented with two light-colored armchairs facing a flat-screen television. A faux fireplace adds warmth to the space, complemented by a textured area rug. Large windows allow natural light to illuminate the room, framed by flowing curtains.
Condo in Lincolnshire
4.97 out of 5 average rating, 33 reviews

Skegness Home 4 people, 2 bedroom, walk to the sea

This delightful 2 bedroom maisonette on the FIRST FLOOR close to the bus/train stations, main high street, Shopping centre, 3 supermarkets, pubs, clubs, arcades, The Embassy Theatre, the beach/ sea, (5 minute walk away. not 30 minutes like one review stated) near Gibraltar Point. Two golf courses, Bowls green. Fun Fair etc... A garden (Not gated) patio area, washing line. Your own front door and drive for 3 cars. Kitchen has a double oven, induction hob, fridge/freezer, toaster, iron. WiFi

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Top Guest favourite
The light-filled guestroom displays a spacious bed adorned with a soft throw, alongside two cozy wingback chairs. A large window offers views of the garden, while a wall-mounted television provides entertainment. French doors lead to the private outdoor space, enhancing the inviting atmosphere.
Guest suite in Friskney
4.97 out of 5 average rating, 115 reviews

Cosy guest room, pet friendly with outdoor space

Named after our resident Robins, Robins Nest Guestroom is our self-contained accommodation offering a peaceful getaway for comfort and rest. Relax in your own private garden or explore the nearby attractions. Furthermore, we know that your fur babies are an important part of your family. We are pleased to welcome well-behaved pups. Together you can explore dog friendly beaches and Nature trails. Conveniently close to Skegness and Boston. Book your stay today. We look forward to welcoming you.

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Top Guest favourite
Tiny home in Lincolnshire
5 out of 5 average rating, 22 reviews

Pixie House the complete home from home experience

You will find everything you need at Pixie house. Free parking, dishwasher, refrigerator, hob, air fryer, dishwasher and flat screen TV, are just some of the amenities available to guests. Please note we are unable to accommodate pets. Skegness train station and the town centre are 0.9 miles away, while Gibraltar Point is 2.4 miles away. In addition to Skegness Golf Course and a quieter beach, there are two local pubs such as well as two Chinese take-aways and a new pizza take-away nearby.

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Top Guest favourite
A charming log-house is set in a wooded area, featuring a dark exterior with a sloped roof. A welcoming porch with wooden railing is visible, and a vintage lamp post adds to the ambiance. Autumn leaves cover the ground, creating a peaceful atmosphere.
Treehouse in Hagworthingham
4.94 out of 5 average rating, 113 reviews

Narnia: Magical Woodland Loghouse with Hot Bath

Step into a magical woodland hideaway. Perfect for couples, families, remote workers (dog-friendly), enjoy an outdoor hot bath, private woodland, and a mezzanine treehouse. Cozy by the fire pit, cook in the fully equipped kitchen, listen to birdsong and rustling leaves, and lose yourself in a place where time slows and memories linger. Romance, adventure, and mindful work meet nature’s tranquility in this fairytale escape in Lincolnshire Wolds and only 20 minutes from golden sandy beaches.

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Guest favourite
A private hot tub is featured under a covered patio, with steam rising from the warm water. Sunlight filters through the trees in the background, casting a gentle glow on the surrounding garden, enhancing the serene atmosphere.
Barn in Lincolnshire
5 out of 5 average rating, 15 reviews

Romantic Cosy Cottage with Hot Tub. Dog friendly

Relax in this beautiful cosy barn converted cottage with exposed brickwork and oak beams. Bumble Cottage has a private hot tub and secure, south facing garden is set within 26 acres of grassland and well stocked fishing lake. The perfect place to take in the abundance of wildlife, tranquil surroundings and simply chill out. A short drive from fabulous blue flag beaches and the Lincolnshire Wolds infamous rolling countryside. Perfect for small families or a couples retreat. Dog friendly

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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
4.96 out of 5 average rating, 156 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.

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Top Guest favourite
Vibrant pink coneflowers fill the foreground, showcasing their large petals and distinctive center. Behind them, a cozy green Shepherds Hut can be seen, nestled within a well-tended garden. Lush greenery and flowering plants frame the scene under a bright blue sky.
Shepherd’s hut in Lincolnshire
4.99 out of 5 average rating, 126 reviews

Well equipped, quirky, comfortable Shepherds Hut.

Nestled in the AONB Lincolnshire Wolds at the heart of Tennyson country this cosy, comfortable, well equipped Shepherds Hut is the ideal getaway for 1/2 adults craving unspoiled countryside and a place to be quiet, retreat and to recharge. The Hut is in a peaceful country garden with its own fenced in area for privacy. Enjoy views over fields and hills beyond. Zero light pollution, so starry skies. Nominated for top 10 self-catering accommodation 2024 and 2025 by Lincolnshire Life Mag.

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Guest favourite
The charming cottage exterior features rustic brick walls and a pitched roof, framed by lush green foliage and flower beds. Seating areas with wooden chairs are situated on the lawn, inviting relaxation amidst the serene garden surroundings.
Cottage in Hagworthingham
4.94 out of 5 average rating, 288 reviews

Fairytale Cottage in a Beautiful Garden

Step into this charming cottage, tucked away in sunny rambling gardens with plenty of spots to sit and soak up the view. Inside, you’ll find a cosy, thoughtfully styled space full of warmth and character. Wake in peaceful bedrooms nestled in the eaves, with birdsong drifting through the garden. After days spent wandering nearby walks and country lanes, curl up by the log burner or fire up the BBQ. Venture into nearby villages for traditional pubs, local shops and a slower pace of life.

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Popular amenities for Gibraltar holiday rentals