
Family-friendly holiday rentals in Boston
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Top-rated family-friendly rentals in Boston
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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.

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

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

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!

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.

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

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.

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.

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.

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.

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.

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
Family-friendly home rentals with a hot tub

Fable Lodge - Lakeside Lodge with Sunken Hot Tub

Mill View Studio - Woodhall Spa

Little Oaks at Hillview

Cosy Rural Cabin with Electric Hot Tub

Lovely Glamping Pod with Hot Tub

Hideaway 3, Lux Lakeside Lodge, Fishing, Hot tub.

Hot Tub - Countryside Views - Spridlington

Cherry Lap Lodge:Luxury hot tub/treehouse/ getaway
Family- and pet-friendly home rentals

The Bunker - Detached 1 Bedroom Annex

Private quiet luxury space.

✯Turtledove ✯ perfect for 2 ✯ Holme Beach✯

One bedroom boutique cottage NEW refurb with views

Stable conversion - rural - contemporary -Georgian

Wren Lodge W/ Alpacas, Goats & Sheep | Wren Farm

Stylish Barn Conversion with Woodland Views

Sunny Brook Lodge- a Cosy Brook-side setting
Family-friendly home rentals with a pool

Lakeside View

AUGUSTA DREAMS, Luxury holiday lodge for all ages

Luxury Lodge in the Heart of The Fens

Luka Lodge with private swimming pool

Lakeside Indulgent lodge 8 berth, Hottub & ramp

Udder Barn ‘Out Back & Beyond’

Lovely Rural Countryside Escape

Riverbank Retreat with Hot Tub Tattershall Lakes
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
Destinations to explore
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- Sandringham Estate
- Burghley House
- Fantasy Island Theme Park
- Old Hunstanton Beach
- Lincoln Castle
- Sundown Adventureland
- Wicksteed Park
- Woodhall Spa Golf Club
- Go Ape Thetford (Treetop Challenge, Segways, Zip Lines, High Ropes)
- Holkham Hall
- The Nottinghamshire Golf & Country Club
- Holkham beach
- Aqua Park Rutland
- North Shore Golf Club
- Rufford Park Golf and Country Club
- Chapel Point
- National Justice Museum
- Heacham South Beach