Family-friendly holiday rentals in Boston

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Boston

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

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Guest favourite
Cabin
4.91 out of 5 average rating, 1,293 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!

Top guest favourite
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
4.93 out of 5 average rating, 100 reviews

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.

Top guest favourite
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
4.92 out of 5 average rating, 241 reviews

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.

Top guest favourite
A large hot tub is housed in a separate garden building, featuring illuminated water jets that create soft ripples in the turquoise water. The surrounding area is designed for privacy, with subtle lighting enhancing the serene atmosphere.
Bungalow
4.96 out of 5 average rating, 167 reviews

Garden Bungalow, Hot tub and Gazebo

Relax in this calm peaceful bungalow set in our one and half acre garden with open views Kitchen has appliances Shower room Two bedrooms One single bed One 4ft bed ( small double) Good wardrobe space. WiFi and Alexa. Free view TV plus fire stick Fan Pool table Views to side and rear across Lincolnshire countryside. Fire pit Separate garden building which houses large hot tub overlooking fields and is private. Pub within walking distance. Local shops and butcher in next village, 20 minute walk

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, 233 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, 102 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.

Guest favourite
A detached brick property is featured with multiple white-paneled doors at the front, set against a backdrop of lush greenery and flowering shrubs. A spacious driveway is visible, providing access to the entrance. The scene is brightened by a clear blue sky and scattered clouds above.
Holiday home
4.89 out of 5 average rating, 151 reviews

Sunny Brook Lodge- a Cosy Brook-side setting

Feel at one with nature in this cosy brook-side setting surrounded by trees. In the corner of a cul-de-sac with parking, and garden with private area. Relax at this peaceful place to stay, within walking distance of to the thriving village of Ruskington. Centrally placed in Lincolnshire, and with train and bus services a walk away, visit the historic city of Lincoln, or Grantham, Boston or Newark. Beautiful woodland and waterfall walks are less than three miles. Wi-Fi is sometimes intermittent

Top guest favourite
A quaint cider hut stands surrounded by lush greenery and trees. Its dark exterior is complemented by a red roof. A set of stairs leads to the entrance. Chickens can be seen pecking around the grassy area, adding to the farm-like charm.
Shepherd’s hut
4.97 out of 5 average rating, 235 reviews

Luxurious, Romantic and Gorgeous! (inside & out)

Escape to the Wellbeing Orchard, a romantic retreat amidst 200 apple trees and wildflowers. "Burghley Mouse" is a Cider Hut, nestled in a rustic haven that blends charm with indulgence. Enjoy nights by the wood-burning stove, a gas fire pit under the stars, and crisp cotton sheets. Sip orchard cider, ride the tandem bike, or unwind. A Prosecco treasure hunt adds fun. With a Smeg fridge, Smart TV, and fast Wi-Fi, all comforts are covered. Reconnect, celebrate, or escape to this idyllic haven.

Top guest favourite
A dining area features a long table set for a meal, surrounded by white chairs. Above, a large chandelier made of antlers provides lighting. Vibrant artwork depicting birds adorns the walls, complementing the soft furnishings and natural light flowing in from the window.
Cottage
4.99 out of 5 average rating, 241 reviews

One bedroom boutique cottage NEW refurb with views

The Old Coach House at The Laurels Cottages. Relax in this calm, stylish space. A newly refurbished one bedroom cottage in the picturesque village of East Keal Close to Horncastle, Skegness & all the gorgeous market towns. local pubs amazing walks & cycle paths and antique shops. Bring your dog max 2 feel free to roam in our paddock . Footpaths on your door stop Amazing out door patio it's a sun trap with sunloungers, barbecue. All new furniture. Breakfast supplies will also be left

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, 273 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
A scenic view of the property is captured, showcasing a well-maintained garden with lush greenery and a pond. The charming buildings, framed by tall trees, are situated against a backdrop of blue sky with scattered clouds, creating a serene atmosphere.
Guest suite
4.99 out of 5 average rating, 124 reviews

The Beeches, Goulceby (Willow)

You’ll love this charming property, set on an equestrian yard in the beautiful Lincolnshire Wolds. A picturesque and peaceful location, with immediate access to walking trails (including The Viking Way), yet only a short drive away from popular attractions including Cadwell Park, local market towns and the Lincolnshire Coast. Goulceby is a quiet village with a popular pub five minutes walk from the property. We have ample parking for vehicles, including room for vehicle trailers.

Guest favourite
A well-lit living area is viewed through an open doorway, featuring a grey sofa adorned with cushions. A coffee table rests on a soft rug, positioned under large windows that frame a green, tree-lined view.
Home
4.96 out of 5 average rating, 117 reviews

Woodhaven Stays

If you are looking for a place to relax then look no further! Whether it be a couples weekend away or a holiday for the full family, Woodhaven Stays is the perfect location. Our beautiful house sleeps 6 people and don't forget we are pet friendly ! This spacious home provides all the comforts you need when you are away from home, a spacious living and dining area, stunning kitchen, utility and sitting area. Of course we cannot forget the scenic garden with hot tub and BBQ.

Popular amenities for Boston family-friendly rentals

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

  • Total holiday rentals

    Explore 40 holiday rentals in Boston

  • Nightly prices starting at

    Boston holiday rentals start at £52 per night before taxes and fees

  • Verified guest reviews

    Over 1,190 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    40 of Boston holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Boston rentals

  • 4.7 Average rating

    Boston stays receive an average rating of 4.7 out of 5 from guests