Some info has been automatically translated. Show original language

Family-friendly holiday rentals in Skegness

Find and book unique family-friendly homes on Airbnb

Quick stats about holiday rentals that are family-friendly in Skegness

  • Total holiday rentals

    Explore 430 holiday rentals in Skegness

  • Nightly prices starting at

    Skegness holiday rentals start at $99 AUD per night before taxes and fees

  • Verified guest reviews

    Over 4,230 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 200 rentals that welcome pets

  • Holiday rentals with a pool

    60 properties feature pools

  • Rentals with dedicated workspaces

    130 properties have a dedicated workspace

  • Wi-Fi availability

    300 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

Top-rated family-friendly rentals in Skegness

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
Superhost
Cabin in Boston Lincolnshire
4.91 out of 5 average rating, 1,329 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!

KitchenFamilyHospitality

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, 324 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

FamilyIndoor spacesAmenities

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, 119 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.

FamilyKitchenValue

Guest favourite
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
4.84 out of 5 average rating, 118 reviews

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.

KitchenFamilyValue

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, 114 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.

FamilyIndoor spacesLocation

Guest favourite
The exterior of the Old Methodist Church showcases a striking red brick facade, complemented by a tall spire and detailed stonework. Surrounded by well-maintained greenery, the church stands prominently on a tree-lined street with nearby parking visible.
Religious building in Woodhall Spa
4.89 out of 5 average rating, 101 reviews

Stunning 4 BDR converted church full of history

The whole group will be comfortable in this spacious and unique space. Sleeping eight people comfortably. Three of the bedrooms have double beds. The master suite has a super king bed. All bedrooms have their own en-suites with full baths. The Old Methodist Church is located right on the Broadway and central to everything. A simple stroll to the Golf Club. Enjoy the local flavours of the local restaurants within walking distance. Staying at the Old Methodist Church is unique experience!

FamilyIndoor spacesLocation

Top Guest favourite
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
4.99 out of 5 average rating, 282 reviews

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.

FamilyKitchenParking

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, 136 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!!

FamilyIndoor spacesParks

Top Guest favourite
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
4.96 out of 5 average rating, 125 reviews

Luxury Rural Cabin with Wood Fired Hot Tub

Crowtree by Wigwam Holidays is part of the UK's No1 glamping brand that has been providing guests with 'great holidays in the great outdoors' for over 20 years! Our site has 9 ensuite cabins, including 2 new Premium Cabins (no pets allowed in this cabin), and the capacity to accommodate for families, dogs and group bookings. Located near the banks of the River Welland in rural Lincolnshire, Crowtree by Wigwam Holidays offers a peaceful glamping retreat near Spalding.

Indoor spacesFamilyComfort

Top Guest favourite
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.
Cottage in Chapel Saint Leonards
4.99 out of 5 average rating, 142 reviews

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)

Indoor spacesKitchenDecor

Superhost
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
4.78 out of 5 average rating, 111 reviews

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.

KitchenFamilyLocation

Top Guest favourite
The exterior of a uniquely shaped wooden pod is depicted, featuring a sloping roof and a large arched window. The door is made of natural wood and is flanked by potted plants. The pod is surrounded by greenery, including shrubs and flowering plants.
Place to stay in Horncastle
4.95 out of 5 average rating, 185 reviews

♥cosy; parking; garden; rural cycle/walks+more

Idyllic, rustic, quiet self contained private 1 bed Pod in the meadow style garden of a Victorian house on the edge of the Lincolnshire Wolds and also within walking distance of Horncastle market place, shops and amenities. Private entrance with self check in and own parking space, use of large garden, galley kitchen (with sink, small fridge, microwave), dining area and bedroom (double bed) with en-suite suitable for 1-2 adults only (sorry no children or pets).

Indoor spacesFamilyParking

Popular amenities for Skegness family-friendly rentals

When is the best time to visit Skegness?

MonthJanFebMarAprMayJuneJulyAugSeptOctNovDec
Avg. price$171 AUD$162 AUD$157 AUD$174 AUD$176 AUD$176 AUD$179 AUD$213 AUD$161 AUD$150 AUD$144 AUD$147 AUD
Avg. temp5°C5°C7°C9°C12°C15°C17°C17°C15°C11°C7°C5°C