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 Lincolnshire
4.92 out of 5 average rating, 215 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
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
4.94 out of 5 average rating, 234 reviews

Fairytale Cottage in a Beautiful Garden

Step into this dreamy cottage, secluded within its rambling sunny gardens with ample seating to enjoy the view. Delight and relax in its thoughtfully curated interior. Wake up refreshed within pretty bedrooms tucked into the eaves, and look out over the garden with constant soundtrack of birdsong. Relax by the log burner, or fire up the BBQ after you explore the walks which extends beyond the country lane, even if you only venture as far as the delicious cosy gastro pub, cafes & farm shop nearby

Guest favourite
A single-story brick annexe is visible, featuring large windows that allow natural light. A well-kept lawn surrounds the property, and a flower bush is situated in the foreground. The structure is complemented by a clear blue sky and scattered clouds.
Guest suite in Old Leake
4.95 out of 5 average rating, 230 reviews

The Dog House Annexe

Ramp access, wide doorways and walk in shower for those less able Quiet, rural position yet just off a main route. Ideal for visiting Gibraltar Point, Frieston Shore or Frampton Marsh nature reserves or a walk along the sea bank. Boston 8 miles, Skegness 12 miles. Pub at the end of the lane serving tasty food. Old Leake village has Co-Op (+electric car charging point), PO, fish & chip sho, Sweet V’s cafe, church. Wrangle has pub, Indian & pizza takeaway, Costcutter, farm shop. 2 Dogs welcome

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, 201 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
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
4.96 out of 5 average rating, 425 reviews

Bresby Cottage, 3 Bedroom Country Cottage

Bresby Cottage is set in a rural farm location surrounded by private secure gardens. The Cottage is fully modernised and is a warm and comfortable. Comprises a cosy living room, fully fitted kitchen, electric oven and hob, fridge freezer, microwave and dishwasher. The washing machine and dryer are situated in the utility. There are two large bedrooms, one twin and a double, a third bedroom is situated off the double and can be utilised as a single bedroom/cot room or simply a dressing room.

Top Guest favourite
The exterior of a red brick building is shown, featuring large windows and a white door. A patio area is visible, with a neatly maintained gravel surface and a lawn beyond. The sky is overcast, hinting at the tranquil countryside setting.
Cottage in Old Leake
4.96 out of 5 average rating, 182 reviews

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

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.
Campervan/RV in Stickford
4.95 out of 5 average rating, 525 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, 3 flightless ducks and free ranging chickens so visiting dogs must be on leads.

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, 259 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
A charming brick structure is visible, set amidst an open landscape. Lush hedges and a gravel driveway frame the entrance, while a modest white door offers access. The sloped roof and chimney add character, complemented by a serene sky with scattered clouds.
Cottage in Spilsby
4.96 out of 5 average rating, 139 reviews

Retreat to a former Chapel, relax in privacy.

With unspoilt views over countryside, our former Chapel on the Lincolnshire Wolds doorstep offers the perfect place to enjoy a memorable relaxing stay. Visit all that this County has to offer, including miles of lovely beaches, followed by snug winter evenings in front of a Log Burner, or warm summer evenings relaxing on the Patio, perhaps observing the wildlife. There is a myriad of tracks and paths around for walkers and cyclists alike. We offer comfort with a homely feel.

Top Guest favourite
A quaint dining area is visible, featuring a small table set with tableware. A large window allows natural light to illuminate the space, showcasing greenery outside. A stable door is open, providing additional access to the outside garden.
Cottage in Lincolnshire
4.98 out of 5 average rating, 146 reviews

School Cottage - Cute 1 bedroom Country Cottage

A cosy mid terraced 1 bedroomed cottage in the small village of Ewerby, near Sleaford. Ideally situated for weddings, sight seeing, or a romantic break in the country. The cottage features an open plan lounge & kitchen with log burner, smart TV, cooker, fridge/freezer & microwave. Winding stairs lead up to the luxurious & cosy bedroom with a standard double bed & en-suite shower room. This is a non smoking cottage & parking is on the street in this safe & peaceful village.

Superhost
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 Boston Lincolnshire
4.9 out of 5 average rating, 1,079 reviews

Adults only cabin with double bed with Hot Tub

In the middle of nowhere but only 8 miles from Boston town, 12 miles from Skegness Beach and 3 miles from the sea/coast boasting award winning RSPB nature reserves and marshes. 28 cabins on a 3 acre lake. Pet and children are more than welcome.We have an orchard for you to walk around and even a dog agility area (Bookable). Double cabins with Finnish hot tubs (Adults only, charges apply for wood/firelighters). Twin cabins pet/child friendly. Double cabins pet/child friendly.

Top Guest favourite
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
4.87 out of 5 average rating, 519 reviews

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.

Popular amenities for Boston family-friendly rentals

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

  • Total rentals

    40 properties

  • Nightly prices starting at

    $108 AUD before taxes and fees

  • Total number of reviews

    1.1K reviews

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    40 properties include access to Wi-Fi