Family-friendly holiday rentals in Chapel Saint Leonards

Find and book unique family-friendly homes on Airbnb

Quick stats about holiday rentals that are family-friendly in Chapel Saint Leonards

  • Total holiday rentals

    Explore 180 holiday rentals in Chapel Saint Leonards

  • Nightly prices starting at

    Chapel Saint Leonards holiday rentals start at £53 per night before taxes and fees

  • Verified guest reviews

    Over 1,000 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 100 rentals that welcome pets

  • Holiday rentals with a pool

    60 properties feature pools

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    130 of Chapel Saint Leonards holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Chapel Saint Leonards rentals

  • 4.6 Average rating

    Chapel Saint Leonards stays receive an average rating of 4.6 out of 5 from guests

Top-rated family-friendly rentals in Chapel Saint Leonards

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

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Guest favourite
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
4.93 out of 5 average rating, 321 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

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
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.

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.

Guest favourite
A cozy seating area is positioned by a large window, offering views of the sea. Plush pillows are arranged on the couch, creating a comfortable space. A birdhouse is visible outside, contrasting with the calm blue waters in the background.
Bungalow
4.8 out of 5 average rating, 122 reviews

Sea facing house. Awesome views across the sands

Sea facing property. Explore one of the UK’s best secret beaches as named by The Telegraph. Both bedrooms and the living room face the sea and sunrise. Wake up and open the bedroom door and enjoy coffee and sunrise over the sea. There is a big top terrace with a swing chair and furniture and camp chairs and fire bowl for beach evenings. The top terrace leads to a gate and steps directly onto sand dunes and the beach. Miles of coast-path to explore. Anderby Creek is surrounded by nature reserves

Top guest favourite
The tranquil river reflects the surrounding greenery and the rustic barn structure. A pontoon is visible by the water's edge, alongside outdoor seating that invites relaxation. Trees frame the scene, creating a peaceful atmosphere for enjoying nature.
Barn
4.98 out of 5 average rating, 237 reviews

The Barn at White House Farm 1800's 3 bed Barn

The Barn is situated in the grounds of White House Farm, on the banks of the River Witham. It's a wonderfully cosy and private barn conversion with a separate private garden which is fully enclosed ideal for Dogs. Self-contained, 2 bedrooms, newly renovated bathroom, kitchen, wood burner and 65” HD TV with Netflix and Free WiFi. Quiet and very peaceful. We also now have a pontoon on The River behind the Barn from which you can launch your paddle boards, canoes or even go wild water swimming!

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
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
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!

Superhost
Flat
4.54 out of 5 average rating, 26 reviews

4 berth 2 bedrooms cosy chalet by the beach

WE HAVE 2 CHALETS NEXT TO EACH OTHER, SEE OTHER LISTING Situated on eastfields Park Chapel st leonards Relax with the whole family at this peaceful place to stay 200 yards to pet friendly beach Fishing lakes on site North Sea observatory across road shop outside entrance Trafalga pub/restaurant outside site 10 mins walk to pubs, shops, amusements etc buses every 10/15 mins to Ingoldmells and skegness and mablethorpe All beds made up for your arrival private enclosed garden pets welcome

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.

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

Popular amenities for Chapel Saint Leonards family-friendly rentals

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