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 410 holiday rentals in Skegness

  • Nightly prices starting at

    Skegness holiday rentals start at £46 per night before taxes and fees

  • Verified guest reviews

    Over 3,820 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 180 rentals that welcome pets

  • Holiday rentals with a pool

    60 properties feature pools

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

  • Wifi availability

    290 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

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
Top guest favourite
A quaint yellow cabin is nestled among lush greenery. A wide wooden deck features a glass-topped table surrounded by wicker chairs, creating an inviting outdoor dining space. The warm colors of the cabin contrast with the vibrant leaves overhead.
Hut
4.99 out of 5 average rating, 140 reviews

Peaceful Family Glamping Retreat in Nature

Welcome to Stewton Stars Hideaway ✨ A multi-award winning retreat located near Louth (East Lincolnshire). An idyllic, peaceful location set nestled between the pretty green hills of the Lincolnshire Wolds (AONB) and golden sands of the Lincolnshire Coast. *IMPORTANT NOTE* This cabin is designed for families (children must be 8 or over). Only peaceful family adult group bookings will be accepted. We are not a place to party and anyone not respecting this will be asked to leave without refund.

Top guest favourite
The living room features a spacious dark blue sofa, a yellow armchair, and a cozy ottoman. A large flat-screen TV is mounted on the wall, while windows provide natural light, enhancing the airy atmosphere. A potted plant adds a touch of greenery to the space.
Apartment
5 out of 5 average rating, 26 reviews

Parkview Holiday apartments Skegness

Parkview says it in the name! This property is an ideal location, being only two minutes from the town centre and two minutes from Skegness beach. The property boasts stunning views of the park so you can unwind from all your daily excitement "with some well deserved tranquility." Parkview has a double room with king size bed,twin room and a bunkbed room . The kitchen has a beautiful equipped dining area and the lounge has a 65 inch TV, making it the perfect place for some quality family time.

Guest favourite
A well-lit bedroom features a spacious bed covered in a light grey blanket. A wall-mounted television displays a scene of a beach. A mirror is mounted on the wall, while a window with a dark blind allows for natural light.
Flat
4.86 out of 5 average rating, 29 reviews

Olivias Apartments. Flat 1

The Olivia’s apartments are situated in central Skegness next door to Weatherspoons and only a minutes walk from the town centre and the train station. The apartment comprises of 1 main bedroom with a double bed, 1 open plan kitchen/lounge with a sofa bed and 1 bathroom. The apartment is situated above the popular Olivia’s Cocktail and Wine Bar and therefore some noise can be heard in the apartment above, however free drinks vouchers are present for guests to come and savour the atmosphere.

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
4.96 out of 5 average rating, 104 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.

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
4.93 out of 5 average rating, 101 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.

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, 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
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
4.94 out of 5 average rating, 279 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.

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
4.99 out of 5 average rating, 268 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.

Guest favourite
Flat
5 out of 5 average rating, 8 reviews

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

Top guest favourite
A modern lodge features a distinctive sloped roof and wooden cladding, set on a well-maintained lawn. Large glass doors provide access to the entrance, flanked by two seating benches. Lush greenery surrounds the property, creating a serene outdoor environment.
Home
5 out of 5 average rating, 53 reviews

Eider Lodge W/ Alpacas Wren Farm

Unwind at our spacious countryside lodge, surrounded by nature and friendly alpacas! Perfect for a relaxing escape, our cozy retreat offers peaceful views, modern comforts, and plenty of room to breathe. Wake up to birdsong, sip coffee on the deck, and meet our curious alpaca companions. Ideal for couples, families, or solo travelers seeking serenity and charm. Also, why not treat yourself at our on-site dessert bar featuring delicious homemade waffles and sweet treats

Top guest favourite
The exterior of a wooden beach hut is shown, framed by lush greenery. Bi-fold doors create a seamless entry, while steps lead up to the entrance. Sunlight filters through the trees, highlighting the natural wood finish and the tranquil surroundings.
Hut
4.95 out of 5 average rating, 37 reviews

Modern wooden cabin with beach views & access

Barefoot Beach Hut faces the North sea, with all its serenity and salt encrusted atmosphere. Standing alone, encased in greenery, this wooden hut offers picturesque beach views, while remaining nestled within the landscape, making it a perfect getaway for two. The concept behind its architecture is to immerse yourself in the harmonious surroundings, connecting with nature, while accompanied by home comforts. Offering the best balance between seclusion and adventure.

Top guest favourite
The rustic exterior of a green shepherd’s hut is shown, featuring a wooden door and a set of steps leading to the entrance. The hut is surrounded by well-kept grass and hedges, with a clear blue sky above, suggesting a peaceful outdoor setting.
Shepherd’s hut
4.98 out of 5 average rating, 186 reviews

Cosy authentic Shepherds Hut, and all amenities.

Get cozy and settle into this rustic space. Everything you need for a long or short stay. Double bed, all towels and linen included, TV, Wood Burner, quirky outdoor WC, shower and cooking area with a gas stove and a small BBQ. Kettle, tea, coffee, cooking pots and cutlery. Lovely 10 minute walk to Batemans Brewery and own centre which has numerous pubs, shops, takeaways. Train station with regular service to Skegness or 10 minute drive.

Popular amenities for Skegness family-friendly rentals

When is the best time to visit Skegness?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price£92£87£84£82£84£84£96£115£87£81£77£79
Avg. temp5°C5°C7°C9°C12°C15°C17°C17°C15°C11°C7°C5°C