
Family-friendly vacation 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.

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

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

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!

The Loft at Peace Haven near Woodhall Spa
Self contained peaceful loft studio with far reaching views over farm fields & Lincoln Cathedral. Access via private stairs. Parking space. 5 minutes from the inland resort of Woodhall Spa. Private oak balcony with seating area & beautiful views across countryside. Hotel designed King size bed (can be split into twin beds) (orthopaedic mattress). Tea, coffee & toast facilities only (tea/coffee/cereals/porridge/snacks & milk included). Fridge. En suite shower room. Table & chairs. Tv & radio.

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.

Cosy 1 bedroom space with wetroom and safe parking
Rest and relax in this cosy self-contained room with king sized bed and large wet-room with walk-in shower, surrounded by fields and open spaces, waking up to the peace and tranquility of its semi rural setting. Access to main routes to Stamford, ideal location for visiting events at Burghley House, Rutland Water, Peterborough, Boston and Norfolk. The room is equipped with fridge, microwave, toaster and tea making facilities. Relax just outside your own front door on the terrace.

School Cottage - Cosy 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 Log Burning 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.

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.

The Writer's Studio
Built as a writer's retreat, the Writer's Studio, sits in the grounds of a Georgian townhouse, in the heart of a traditional English village. A pub around the corner, village shop a few doors away and rolling countryside for walks are all you need for a relaxed break. 35 minutes from historic cathedral city of Lincoln and rail links to London, York & Edinburgh make it an ideal base for visitors to explore some of the best of the UK’s towns, cities and sights.
Popular amenities for Boston family-friendly rentals
Family-friendly home rentals with a hot tub

Fable Lodge - Lakeside Lodge with Sunken Hot Tub

Little Oaks at Hillview

Cosy Rural Cabin with Electric Hot Tub

Luxury retreat in Lincolnshire with hot tub

The Old Barn Holiday cottage

Hot Tub - Countryside Views - Spridlington

Seven Spires Barn with Private Hot Tub and Sauna

Luxurious Hideaway for two with HOT TUB
Family- and pet-friendly home rentals

The Bunker - Detached 1 Bedroom Annex

Private quiet luxury space.

The Scholars

A Magical Hobbit House In Rutland

Luxury Shepherds Hut in West Norfolk

Sunny Brook Lodge- a Cosy Brook-side setting

2 Guests - pet friendly stone cottage in Sleaford

The Reading Room
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

Lakeside Indulgent lodge 8 berth, Hottub & ramp

Udder Barn ‘Out Back & Beyond’

Countryside flat near Spalding

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

Tattershall Lakes Mini Breaks - Fishing Lake
When is the best time to visit Boston?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $206 CAD | $224 CAD | $231 CAD | $217 CAD | $221 CAD | $223 CAD | $241 CAD | $231 CAD | $232 CAD | $190 CAD | $202 CAD | $181 CAD |
| Avg. temp | 4 °C | 5 °C | 7 °C | 9 °C | 12 °C | 15 °C | 17 °C | 17 °C | 15 °C | 11 °C | 7 °C | 5 °C |
Quick stats about vacation rentals that are family-friendly in Boston

Total vacation rentals
Explore 40 vacation rentals in Boston

Nightly prices starting at
Boston vacation rentals start at $97 CAD per night before taxes and fees

Verified guest reviews
Over 1,120 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Boston vacation 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
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- Old Hunstanton Beach
- Burghley House
- Lincoln Castle
- Fantasy Island Theme Park
- Sundown Adventureland
- Wicksteed Park
- Woodhall Spa Golf Club
- Go Ape Thetford (Treetop Challenge, Segways, Zip Lines, High Ropes)
- The Nottinghamshire Golf & Country Club
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