Family-friendly holiday rentals in Skegness

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.

4.96 out of 5 average rating, 57 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.

Indoor spacesFamilyView

4.93 out of 5 average rating, 325 reviews

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

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

FamilyIndoor spacesNearby

4.86 out of 5 average rating, 21 reviews

4 bedroom family home - steps away from the beach

Welcome to our modern 4-bedroom detached home, perfectly situated just a short walk from the beach and steps from the town centre. Stylishly designed for comfort and relaxation, it’s ideal for families and groups alike. Enjoy the private garden with a kids swing set and toys or unwind with friends in the spacious living areas after a day by the sea. Whether you’re looking for a fun family escape or a peaceful coastal retreat, this home offers the perfect blend of modern comfort and seaside charm

KitchenFamilyQuiet

A patio area is highlighted with a small table and two chairs beneath a blue umbrella. The paved surface is complemented by a neatly maintained garden featuring green grass and diverse plantings around the edges. The entrance to the bungalow is visible in the background.

4.91 out of 5 average rating, 56 reviews

Sandy Paws Bungalow Skegness

Entire detached bungalow in quiet area. Large private enclosed gardens suitable for small dogs. 10 minute walk to the Promenade and dog friendly beaches Parking - two cars Spacious living room with one electric riser chair 43" SMART TV/DVD player. Master bedroom: King-size bed TV ceiling fan 2nd bedroom: 2 single beds (one is electric adjustable bed) Wheelchair friendly. Portable lightweight wheel chair available on request. Bed linen/ hand/ bath towels. Pet friendly: Pet bowls/towels/bed.

Indoor spacesKitchenHospitality

Cottage in Chapel Saint Leonards

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.

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.

FamilyKitchenWalkability

5.0 out of 5 average rating, 52 reviews

4.84 out of 5 average rating, 119 reviews

A two-story Edwardian-style house is framed by a well-maintained garden. The exterior features a mix of large windows and attractive gables, with a welcoming entrance. Lush greenery provides a natural border, enhancing the property's inviting presence.

Villa in Skegness

Lilac Villa Skegness

Lilac Villa is a very large and beautiful 5 bedroom Edwardian Style House, dated 1906, converted to a Holiday Home in Skegness. Just five minutes walk to the beach (dog friendly )and to the Sea Front and main promenade. The property is located in the quieter North part of the town, however it's only a 10 minute walk to the town centre. From the kitchen are double french doors onto the deck. Which has seating and a barbecue for your use. The garden is enclosed with a firepit and grass area.

KitchenFamilyWalkability

Treehouse in Hagworthingham

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.

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.

FamilyIndoor spacesHeating

4.93 out of 5 average rating, 120 reviews

4.99 out of 5 average rating, 294 reviews

The lodge's exterior showcases a modern wooden design with a sloped roof. Large glass doors reflect the warm glow of the sunset, while a stone pathway leads to a seated area with wooden chairs and tables on the manicured lawn, surrounded by greenery.

Cabin in Hogsthorpe

Wren Lodge W/ Alpacas, Goats & Sheep | Wren Farm

Located at Wren Farm, our brand new to 2023 luxury lodge situated besides the alpaca fields, with Wren Farm Desserts cafe on site. Also near beaches, Skegness, Chapel, Mablethorpe, etc. We are dog friendly! Fully stocked (cutlery) Has 1 double bed and a sofa bed that sleeps 2. Private bathroom with shower. Surrounded by green fields, beautiful animals and excellent food! Add ons available on request - Ploughman's Grazing Box, Breakfast Boxes. Alpaca trekking also available.

KitchenFamilyNearby

Apartment in Lincolnshire

Skegness centre close to beach, shops, beautiful

IDEALLY LOCATED IN THE HEART OF SKEGNESS 5 berth 2 bed beautiful large ground floor flat bath and shower free wifi tvs in 3 rooms dedicated work desk gas central heating all bedding and all towels included 4 poster kingsize bed/fireplace with fire/workdesk/smart tv all in main bedroom single bed/double bed/fire/smart tv in 2nd bedroom bath and large shower cubicle seperate toilet off road parking 2 mins to shops/pubs/amusements 5 mins to promenade large spacious, beautiful property

Indoor spacesKitchenHospitality

4.92 out of 5 average rating, 25 reviews

5.0 out of 5 average rating, 11 reviews

Cabin in Burgh-le-Marsh

Cozy Family Caravan Skegness

Enjoy a cozy stay at our family-friendly static caravan in Southview Holiday Park, Skegness. Perfect for families or small groups, it offers two bedrooms, a sofa bed, a fully equipped kitchenette, a welcoming lounge with TV, and heating throughout. Guests love the private patio and free on-site parking. The park features an indoor pool, sauna, bar, and gardens. Skegness beach, Pier, Butlins, and local attractions are just minutes away, with shops, arcades, and fish & chips nearby.

KitchenFamilyHospitality

Cottage in Chapel Saint Leonards

The single-storey barn conversion is showcased, featuring light-colored exteriors and a red-tiled roof. A wooden fence surrounds the property, complementing the manicured lawn. Windows allow for natural light, providing a welcoming exterior that connects with the surrounding landscape.

Mollie's Cottage

Mollie’s Cottage is a single-storey barn conversion located just a 10-minute walk from the sandy beach at Chapel Point. There is an enclosed garden, perfect for relaxing in after a busy days’ adventure. It makes a great base for a family holiday at the east coast. Outdoor pursuits nearby include good walks and cycle routes. Some areas of the beach are dog friendly. Beach ¾ mile. Shop, pub and restaurant ½ mile. One dog free per booking. 2 maximum (2nd dog chargeable)

FamilyIndoor spacesAccuracy

4.99 out of 5 average rating, 146 reviews

4.79 out of 5 average rating, 115 reviews

A caravan sits on a grassy area, featuring a wooden deck with a railing. Large windows are present along the side, allowing natural light to enter. A red life buoy is mounted on the wall, adding a splash of color to the exterior.

Cabin in Lincolnshire

8 Berth static caravan to let

3 bedrooms plus additional pullout sofa bed sleeping upto 8. has a fully equipped kitchen, shower room with separate toilet. Sited on Highfields and the Haven caravan park in Skegness. 10 minute walk to the beach and also on main bus route for town centre, train station and also Ingoldmells. Close to local amenities (B&M, Aldi, M&S and also a sports bar all across the road from the caravan site). Launderette around the corner and several fast food places close by.

FamilyIndoor spacesLocation

Popular amenities for Skegness family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.91 out of 5 average rating, 1347 reviews

Cabin in Boston

Adults Only Cabin With Log Burning Hot Tub

KitchenIndoor spacesWi-Fi

5.0 out of 5 average rating, 100 reviews

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

Jamestown Cottage

Indoor spacesFamilyBathroom

4.95 out of 5 average rating, 125 reviews

The lodge features a wooden exterior with a dark roof, set against a picturesque lakeside backdrop. A spacious deck extends from the lodge, inviting outdoor seating with views of the tranquil water and surrounding trees, enhancing the serene atmosphere.

Cabin in Tattershall

Fable Lodge | Lakeside Lodge with Hot Tub & Views

KitchenFamilyHeating

4.93 out of 5 average rating, 119 reviews

A hot tub is positioned on a spacious deck, featuring a light grey shell and wooden paneling. Bubbling water is visible, suggesting warmth and relaxation. A wooden railing and partially visible wall can be seen in the background, framed by natural light filtering through nearby trees.

Cabin in Louth

Hawthorn Lodge - Woodland Cabin with Hot Tub

KitchenIndoor spacesBathroom

4.92 out of 5 average rating, 121 reviews

A show-bred miniature horse is seen in a stable at night, illuminated by soft lighting. The horse has a brown and white coat, with its mane partially visible. An enclosure made of wooden fencing surrounds the horse, with greenery in the background.

Farm stay in Dogdyke

Unique stable annex retreat with hot tub & horses

KitchenIndoor spacesAccuracy

4.96 out of 5 average rating, 129 reviews

A modern glamping cabin is illuminated by soft outdoor lighting, showcasing a wooden exterior and a unique curved design. The spacious outdoor area includes a sheltered pergola with seating and a central chimney, creating a cozy ambiance against the twilight sky.

Cabin in Lincolnshire

Luxury Rural Cabin with Wood Fired Hot Tub

FamilyIndoor spacesAmenities

4.9 out of 5 average rating, 141 reviews

A tastefully decorated bedroom features a spacious bed with white linens and patterned throw pillows. Two nightstands with decorative lamps are positioned beside the bed. Hexagonal mirrors adorn the vibrant green wall, adding dimension to the space, illuminated by natural light from the window.

Bungalow in Friskney

Hurricane, RAF Wainfleet

FamilyIndoor spacesShared spaces

4.92 out of 5 average rating, 110 reviews

Cabin in Tattershall

Hideaway 2, LAKESIDE Lux Lodge, Hot Tub, Fishing

KitchenFamilyOutdoor spaces

Family- and pet-friendly home rentals

Apartment in Lincolnshire

Old Post Office Mablethorpe "Your Home From Home"

KitchenFamilyCleanliness

4.92 out of 5 average rating, 284 reviews

Home in Wainfleet All Saints

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.

The Lodge at Thorpe House

Indoor spacesFamilyWalkability

4.95 out of 5 average rating, 159 reviews

Holiday park in Lincolnshire

A bright and airy interior is displayed, featuring a dining table with four chairs and a cozy seating area with a sofa. Natural light filters through large windows, and a well-equipped kitchen is visible, showcasing modern appliances.

Swift Bordeaux Caravan with Decking in Skegenss

KitchenIndoor spacesGetting around

4.97 out of 5 average rating, 104 reviews

Cabin in Chapel Saint Leonards

The exterior of a log cabin is displayed, featuring wooden panels and joined double doors. Sunny skies are visible overhead, and a stone pathway leads toward the entrance. Lattice wooden shutters are positioned beside the windows, adding to the cabin's rustic charm.

Chuck's Cabin

Indoor spacesKitchenAmenities

4.96 out of 5 average rating, 289 reviews

A wooden dining table is set up on a spacious deck, surrounded by comfortable chairs featuring blue and white seat cushions. A vase with sunflowers adds color to the table, while the conservatory is visible in the background under a bright sky.

5.0 out of 5 average rating, 84 reviews

Weekend getaway 4-minute walk from the beach

Indoor spacesKitchenCheck-in

Campervan/RV in Lincolnshire

7 berth caravan with decking at Southview skegness

KitchenFamilyLocation

5.0 out of 5 average rating, 7 reviews

Holiday park in Lincolnshire

Vintage 49 - Southview Holiday Park Skegness

KitchenIndoor spacesBeach

5.0 out of 5 average rating, 24 reviews

Campervan/RV in Lincolnshire

Spacious Caravan Skegness | Sleeps 6 | Free WiFi

Indoor spacesFamilyCleanliness

4.9 out of 5 average rating, 52 reviews

Family-friendly home rentals with a pool

4.82 out of 5 average rating, 144 reviews

The exterior of a mobile home is shown, featuring a light-colored façade with a small porch at the entrance. Steps lead to the door, and windows allow natural light. Grass surrounds the home, with a clear blue sky above.

Cabin in Lincolnshire

C & C Holiday Let’s

FamilyKitchenAmenities

4.95 out of 5 average rating, 311 reviews

A spacious indoor heated pool area features a serene swimming pool surrounded by artificial grass. Expansive windows allow natural light to flood the room, framing views of the outdoor landscape. Comfortable seating areas are placed nearby, creating a relaxed atmosphere.

Barn in Kirkby on Bain

Luxury Annex beside the River Bain Nr Woodhall Spa

Indoor spacesFamilyCheckout

4.95 out of 5 average rating, 200 reviews

A modern living area is highlighted by a sleek stone fireplace, featuring a mounted flat-screen television above. Adjacent, a sunken hot tub is presented, surrounded by greenery, accompanied by a bottle of champagne and glasses, inviting relaxation and enjoyment.

Cabin in Tattershall

Castle View Holidays (hot tub) Tattershall Lakes

Indoor spacesFamilyDecor

4.93 out of 5 average rating, 200 reviews

The image captures a serene sunset over Tattershall Lakes Country Park, with silhouetted trees against a glowing orange and yellow sky. The foreground features parked vehicles, while the park's name is displayed prominently, inviting guests to enjoy the natural beauty of the surroundings.

Home in Tattershall

River View Holiday Let with Sunken Hot Tub

FamilyIndoor spacesWalkability

Guesthouse in Tattershall

A spacious deck is featured with comfortable seating arrangements and a hot tub. Surrounding greenery can be seen in the background, providing a relaxing outdoor space. The deck is accessible through large sliding doors from the inside.

Riverbank Retreat with Hot Tub Tattershall Lakes

KitchenFamilyBathroom

4.91 out of 5 average rating, 285 reviews

Holiday home in Tattershall

A spacious living area features large windows overlooking a lake, allowing natural light to fill the room. Comfortable seating arrangements include a light gray sofa and a dining table nearby. Soft textiles and simple decor complement the calming, relaxing environment of the lodge.

Luxury lakefront 3 bedroom lodge with Hot tub

Indoor spacesFamilyQuiet

4.99 out of 5 average rating, 107 reviews

4.93 out of 5 average rating, 102 reviews

A modern outdoor deck features a stylish hot tub surrounded by a spacious area. Large glass doors provide natural light and open views into the interior. A dining table accommodates several guests, while comfortable seating offers spaces to relax. Soft fabric robes are hung nearby.

Cabin in Woodhall Spa

10' Walk to Woodhall | Peaceful Lodge with Hot Tub

FamilyIndoor spacesBiking