Family-friendly vacation rentals in Old Leake

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Old Leake

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

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Cabin in Boston

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!

KitchenFamilyView

4.91 out of 5 average rating, 1361 reviews
Top guest favorite
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 in Brothertoft

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 75” HD TV with SKY & Netflix and Free WiFi. Quiet and very peaceful. We 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!

FamilyKitchenAmenities

4.98 out of 5 average rating, 255 reviews
Guest favorite
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 spacesComfort

4.93 out of 5 average rating, 329 reviews
Top guest favorite
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

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.

Indoor spacesFamilyCheck-in

4.94 out of 5 average rating, 108 reviews
Top guest favorite
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

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.

Indoor spacesKitchenHospitality

4.92 out of 5 average rating, 255 reviews
Top guest favorite
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

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.

FamilyIndoor spacesOutdoor spaces

4.97 out of 5 average rating, 121 reviews
Top guest favorite
Cottage in Old Leake

The Scholars

A light open planned living space, with fitted kitchen, washing machine and fridge and cooker. Two comfy sofas, one of which is a bed settee, TV and Wi-fi . A dining table and chairs, complete this lovely holiday accommodation. Two large airy double bedrooms, with ample storage. A lovely walk in shower, complete with heated luxury towel rail. USB charging points throughout the property. It will be deep cleaned between guests , is self contained to ensure peace of mind with social distancing

FamilyKitchenAccuracy

4.96 out of 5 average rating, 207 reviews
Top guest favorite
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

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.

FamilyKitchenParking

4.93 out of 5 average rating, 123 reviews
Guest favorite
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 Thorpe Fendykes

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.

FamilyKitchenTV

4.94 out of 5 average rating, 162 reviews
Guest favorite
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 in Hagworthingham

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.

FamilyIndoor spacesTV

4.94 out of 5 average rating, 291 reviews
Top guest favorite
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.

FamilyKitchenAccess

4.99 out of 5 average rating, 300 reviews
Top guest favorite
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

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.

FamilyKitchenCheckout

4.87 out of 5 average rating, 553 reviews

Popular amenities for Old Leake family-friendly rentals

Family- and pet-friendly home rentals

Guest favorite
A modern eco-lodge with a wooden exterior is shown in this image. Large glass doors reflect natural light, and a well-kept garden surrounds the entrance. A pathway leads to the main entrance, providing access to the spacious interior and outdoor areas.
Barn in Docking

Woodlark Lodge at The Old Woodyard, Docking

KitchenIndoor spacesQuiet

4.93 out of 5 average rating, 107 reviews
Top guest favorite
A traditional brick and flint cottage is set amidst a gravel courtyard. Wooden outdoor furniture surrounds a circular table, inviting relaxation. Lush greenery borders the property, while large windows hint at a bright interior. Comfortable seating is positioned near the entrance, enhancing the welcoming atmosphere.
Cottage in Docking

Stylish Luxury Cottage close to the Coast

KitchenIndoor spacesBathroom

4.99 out of 5 average rating, 118 reviews
Top guest favorite
A rural road bordered by neatly trimmed hedges leads to a charming brick cottage, partially shaded by a large birch tree. Surrounding greenery contributes to the tranquil countryside setting, with fields visible in the background under a clear blue sky.
Cottage in Lincolnshire

Bresby Cottage, 3 Bedroom Country Cottage

Indoor spacesKitchenHospitality

4.96 out of 5 average rating, 465 reviews
Top guest favorite
Vibrant pink coneflowers fill the foreground, showcasing their large petals and distinctive center. Behind them, a cozy green Shepherds Hut can be seen, nestled within a well-tended garden. Lush greenery and flowering plants frame the scene under a bright blue sky.
Shepherd’s hut in Lincolnshire

Well equipped, quirky, comfortable Shepherds Hut.

Indoor spacesFamilyView

4.99 out of 5 average rating, 129 reviews
Top guest favorite
A traditional brick fireplace is complemented by a wood-burning stove, enhancing the room's charm. A rustic wooden table is adorned with teacups and a teapot, alongside a basket filled with firewood. Decorative items, including plants, add a touch of warmth.
Guesthouse in Thornham

Holiday Cottage in Thornham

Indoor spacesKitchenCleanliness

4.95 out of 5 average rating, 173 reviews
Top guest favorite
The lounge area features a comfortable sofa adorned with decorative cushions, facing a wooden coffee table. Natural light enters through a door leading to the outside, while the ceiling showcases exposed wooden beams. A tasteful arrangement of flowers is positioned on the table.
Cottage in Castle Rising

Stable cottage

Indoor spacesFamilyCheck-in

4.96 out of 5 average rating, 359 reviews
Top guest favorite
Cottage in Lincolnshire

Secluded High Beacon Cottage, Lincolnshire Wolds

Indoor spacesFamilyOutdoor spaces

4.95 out of 5 average rating, 256 reviews
Top guest favorite
A cozy living area features a warm wooden wall and an inviting pink sofa adorned with a textured cushion. A small window with white curtains looks into a serene sleeping nook with cozy bedding. A rustic wooden table holds two glasses of white wine, complementing the space.
Barn in Martin

Relaxing retreat in former hayloft, with spa bath

Indoor spacesKitchenWalkability

4.99 out of 5 average rating, 106 reviews

Family-friendly home rentals with a pool

Guest favorite
An indoor heated swimming pool is framed by large windows allowing natural light to fill the space. Exposed wooden beams add an architectural feature overhead, while a relaxed seating area is situated nearby, offering a view of the tranquil pool waters.
Home in Haceby

Private Indoor Pool | Countryside Retreat

FamilyIndoor spacesGetting around

4.9 out of 5 average rating, 338 reviews
Top guest favorite
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

KitchenFamilyDecor

4.95 out of 5 average rating, 316 reviews
Top guest favorite
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 spacesHeating

4.94 out of 5 average rating, 202 reviews
Guest favorite
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.
Vacation home in Tattershall

Luxury lakefront 3 bedroom lodge with Hot tub

FamilyKitchenHot tub

4.99 out of 5 average rating, 107 reviews
Top guest favorite
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

KitchenIndoor spacesCheck-in

4.95 out of 5 average rating, 205 reviews
Guest favorite
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

Indoor spacesFamilyHospitality

4.93 out of 5 average rating, 103 reviews
Top guest favorite
The lodge is presented with a modern exterior, featuring large windows that allow natural light to enhance the interior. A spacious decking area with a wooden railing surrounds the lodge, complemented by outdoor seating and an umbrella for shade.
Place to stay in Wisbech

Luxury Lodge in the Heart of The Fens

KitchenFamilyLayout

4.97 out of 5 average rating, 229 reviews
Guest favorite
A hot tub is positioned on a spacious deck, overlooking a scenic lake. The deck is lined with wooden railings, and a few signs are visible nearby. Natural greenery borders the area, with soft clouds above contributing to a relaxed atmosphere.
Cabin in Tattershall

Lakeside Indulgent lodge, Hot tub, ramp + Starlink

KitchenIndoor spacesTV

4.86 out of 5 average rating, 119 reviews