Family-friendly holiday rentals in Boston

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Top-rated family-friendly rentals in Boston

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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 in Boston
4.91 out of 5 average rating, 230 reviews

The Annex @ Ormiston House

*AUGUST SPECIAL OFFERS* 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 and 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.

Guest favourite
A scenic outdoor area is highlighted with a picnic table and a firepit, overlooking the tranquil lake. Nearby, a black storage unit is present, and several cabins are visible in the background against a clear blue sky.
Cabin in Old Leake
4.91 out of 5 average rating, 1,221 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
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 in Horbling
4.96 out of 5 average rating, 134 reviews

Garden Bungalow and Hot Tub

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 in Brothertoft
4.98 out of 5 average rating, 219 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 exterior of the barn features a rustic brick facade with a traditional red tile roof. Several windows allow natural light to illuminate the interior. Lush greenery and blooming flowers enhance the inviting entrance, while a trellis adds a charming detail to the landscape.
Cottage in South Hykeham
5 out of 5 average rating, 144 reviews

Church Farm Barn South Hykeham Lincoln

A beautifully converted Barn set in the boundaries of a 300 year old grade II listed farm house in the peaceful rural village of Old South Hykeham. With a wood burner in the open plan lower floor and a mezzanine level overlooking the lounge. There is a well equipped kitchen. The old apple loft serves as the master bedroom with a luxurious king size bed, ensuite toilet and basin, as well as a roll top bath. The bedroom downstairs is a twin room with two single beds and large wet room.

Guest favourite
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
4.95 out of 5 average rating, 279 reviews

Luxury Annex beside the River Bain Nr Woodhall Spa

A most beautiful luxury annex to the main residence , with an indoor heated luxury swimming pool and 2 person sauna infrared.The property is set on the River Bain ,with open views to the Bain valley. . The pretty village of Kirkby on Bain is just 600 yards away. The Ebbington Arms is a wonderful public house which is well renowned for its excellent food. The Edwardian inland resort of Woodhall Spa is just 4 miles away here you find fantastic restaurants, shops and wonderful walks.

Top guest favourite
The lounge area features a log burner for warmth and comfort. A wooden coffee table sits on a vibrant green rug, while a bouquet of flowers adds a touch of charm. A television is positioned across from two sofas, and patio doors provide access to the private rear garden.
Bungalow in Glinton
4.98 out of 5 average rating, 173 reviews

Luxury Barn in Picturesque Village with Breakfast

The Stables is a converted Barn set on a former farm yard in a safe and quiet area of Glinton with its charming Blue Bell Pub. It offers cosy, spacious & flexible accommodation & is furnished to a high standard with under-floor heating, log burner & private gardens capturing early and late sun. We provide a Welcome Tray with Breakfast & Treats, luxury bedding, a basket of logs & BBQ coals. Ideally located for Burghley Hse, Stamford, Ferry Meadows, P'Boro Cathedral, Market Deeping

Top guest favourite
The bathroom features a large copper bath set against exposed brick walls and timber beams. Natural light enters through a skylight and the space is complemented by antique-style decor, with fluffy white bathrobes hanging and decorative framed prints on the walls.
Cottage in Digby
4.99 out of 5 average rating, 344 reviews

Granary Digby, Luxury rural cottage nr Lincoln

Luxury self-catering accommodation on the border of the Lincolnshire limestone heath and the Witham valley. Centrally located at the heart of rural Lincolnshire, and only a 12 mile drive from The city of Lincoln. The Granary is a beautifully converted Lincolnshire barn, bursting with character and the perfect location from which to explore this historic county. Situated on the very edge of the rural village of Digby, the Granary forms one side of the original yard and stables.

Top guest favourite
The exterior of the barn conversion is captured, showcasing natural stone walls and a distinctive roof. A well-maintained gravel pathway leads to the entrance. Surrounding the entrance, vibrant flowers and neatly trimmed hedges add to the charm of the landscaped garden in a countryside setting.
Barn in Normanton
4.97 out of 5 average rating, 134 reviews

Small luxury barn, near Grantham

- Luxury open-plan barn conversion - countryside location - private/secure behind electric gates - high beamed ceilings throughout - open log fire - logs included all year round - lounge/65" TV Netflix/Amazon - kitchenette - oven/2 ring hob/microwave/fridge/kettle/toaster - one large bedroom with king bed and two single beds - large luxury bathroom with bath and separate walk-in shower - private patio with seating - BBQ - WiFi - off-road car parking (carport) - dogs welcome

Top guest favourite
The caravan is set on a grassy area, featuring a spacious deck. Surrounding trees provide a natural backdrop, while a gravel pathway leads to the entrance. The exterior is light-colored, with multiple windows allowing ample natural light.
Camper van/Motorhome in Stickford
4.95 out of 5 average rating, 533 reviews

Static Caravan on private garden

Situated in Stickford at the base of the Lincolnshire Wolds this is a great place to explore Lincolnshire. Wonderful dog friendly beaches 25 minutes away with plenty of walking and fishing locally. The historic city of Lincoln is 45 minutes, and the seaside town of Skegness is 15 miles away. The caravan is situated in our garden which has a large pond so children must be supervised at all times. We have 3 dogs, and free ranging chickens so visiting dogs must be on leads.

Top guest favourite
A spacious living area is highlighted by a brown leather sofa and a king size bed featuring yellow bedding. Dark wood paneling and decor create a cozy ambiance, while large windows are dressed with patterned curtains, allowing natural light to enter the room.
Home in Snettisham
4.95 out of 5 average rating, 137 reviews

Luxurious & unique coastal haven

Situated in Snettisham, Hammond’s Courtyard offers peace and tranquility, ideally located to explore the beaches. Snettisham is a stone throw away from the Royal residence, Sandringham House and RSPB Snettisham. The property is suitable for up to 2 adults and 2 children under 12 years old. Hammond’s Courtyard is the perfect place to stay with a luxurious, romantic and spacious living area with a private oriental courtyard, encompassing all your needs for a relaxing stay.

Guest favourite
An aerial view of Lilac Cottage is displayed, surrounded by lush greenery and open fields. The semi-detached cottage features a grey roof and brick façade, complemented by trees and well-kept gardens. A winding driveway leads to the property, with a glimpse of farmland in the background.
Cottage in Mavis Enderby
4.91 out of 5 average rating, 111 reviews

Lilac Cottage, Freedom and Fresh Air!

Lilac Cottage at Northfield Farm is idyllically situated in a peaceful, rural location. It is one of a pair of semi detached cottages on a working arable farm, in an area of outstanding natural beauty and half a mile down a private driveway. There are some fantastic countryside walks on the doorstep along with beaches & wildlife marshes close by. Aviation & history enthusiasts are also well catered for. Something for everyone! . . Refreshing for your mind and body!

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 $77 SGD 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