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.
Home in Boston
4.93 out of 5 average rating, 103 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 in Boston
4.92 out of 5 average rating, 245 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.

Top Guest favourite
The lounge features a cozy log burner, TV unit, and comfortable seating options arranged around a soft area rug. Dark blue walls provide a striking backdrop, accented by wall art and a modern light fixture, with ample natural light filtering through the windows.
Home in Hunstanton
4.98 out of 5 average rating, 206 reviews

Coastal home 2 minutes from seafront, Norfolk.

Beautiful, stylish Victorian four-bedroom house with room for eight guests. Sea views, two minutes walk from seafront and five minutes from Hunstanton town centre. Modern kitchen and bathrooms, luxurious lounge and dining room, two double bedrooms and two twin rooms, one with bunk beds. Private outdoor space with seating for eight. Perfect seaside retreat within minutes of local amenities: beach, shops, leisure centre, pool, canoe/paddleboard hire, supermarket, restaurants and much more.

Top Guest favourite
The cottage exterior is surrounded by lush greenery, featuring a gravel pathway leading to a covered seating area. A wooden deck with comfortable chairs invites relaxation, while an open yard borders the structure, enhancing the secluded feel of the tranquil setting.
Home in Willoughby
5 out of 5 average rating, 100 reviews

Jamestown Cottage

Jamestown Cottage offers tranquility and privacy in equal measure. The cottage is accessed at the end of our garden, once the gate is shut you are in your own secluded space with hot tub. The cottage is small but perfect for couples/individuals looking to relax. It is well equipped for self catering. It sits neatly between the Lincolnshire Wolds (ANOB) and the coast making it a great venue for exploring this wonderful county. The village pub is within a 2 minute amble. Enjoy! SORRY NO PETS!

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 in Lincoln
4.97 out of 5 average rating, 154 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 in Wainfleet All Saints
4.96 out of 5 average rating, 143 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 in Lincolnshire
4.93 out of 5 average rating, 156 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, 536 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, 155 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
Home in Louth
4.9 out of 5 average rating, 125 reviews

Cottage in prime location, south facing garden

Charming cottage with original features. Situated in a quiet, historic, conservation area of Louth within The Lincolnshire Wolds AONB. South facing garden and patio area overlooking Westgate fields having access to the sun throughout the day for wining, dining or simply relaxing outdoors. Ideal for walking and cycling enthusiasts with direct access to Westgate fields, leading to Hubbards hills and as far as you would like to adventure into the Lincolnshire wolds.

Top Guest favourite
Home in Heacham
4.98 out of 5 average rating, 103 reviews

Poppy’s Place - Heacham Walks & Coastal Paths

Welcome to Poppy’s Place. A dog friendly holiday home located in the beautiful coastal village of Heacham. Just a short stroll to the beautiful beaches and nearby the Victorian seaside town of Hunstanton. Central location in Heacham to local shops, bakeries & circular walks it is the perfect location for small families & couples to enjoy some quality time in Norfolk for all things coastal & country. Private drive way for up to 2 vehicles - secure rear garden.

Top Guest favourite
Aerial view captures the coastline with sandy beaches and funfair structures. The exterior of the Victorian home displays classic architectural details, complemented by a clear blue sky. The inviting bedroom features a spacious bed with blue and white plaid bedding. The private garden includes seating areas and a small table designed for outdoor relaxation.
Home in Hunstanton
4.96 out of 5 average rating, 435 reviews

Spacious Coastal House & Garden by Beach & Funfair

For once it’s true - Everything is practically on your doorstep! The BEACH, FUNFAIR, SeaLife Centre, Supermarket, Arcades, Crazy-Golf, Pubs - mere moments away from your superbly located house & fully-enclosed private garden. Large enough for multiple families holidaying together, yet cosy enough for small groups. The ‘Little Anchor’ is a stylishly refurbished and generously sized 3 storey, 4 bedroom Victorian home by the sea.

Popular amenities for Skegness house rentals

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 $116 AUD 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 and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Wi-Fi availability

    30 of Skegness holiday rentals include Wi-Fi 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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