
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.

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

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!

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 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.

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

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.

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.

Stylish Great Value Cottage, Northborough PE6 9BN
"The grounds and gardens are a true unspoilt English country garden. You can't fail to fall in love with this place!" Anne and Peter C. "The place is marvelous!" Carlo and Lucie. Artistic, quiet, countryside cottage with two fun bedrooms and bright sitting-room / kitchen . Parking at the end of the drive Hosts next door. London 46 minutes by train from Peterborough. Near Stamford, A1 road north and south. Village store 400m. 'The Blue Bell' at Maxey. 1 mile.

Cosy authentic Shepherds Hut, and all amenities.
Get cozy and settle into this rustic space. Everything you need for a long or short stay. Double bed, all towels and linen included, TV, Wood Burner, quirky outdoor WC, shower and cooking area. Kettle, tea, coffee, cooking pots and cutlery. Lovely 10 minute walk to Batemans Brewery and own centre which has numerous pubs, shops, takeaways. Train station with regular service to Skegness or 10 minute drive.
Popular amenities for Boston family-friendly rentals
Family-friendly home rentals with a hot tub

Fable Lodge | Lakeside Lodge with Hot Tub & Views

Drake Lodge: Your Cosy Retreat

Mill View Studio - Woodhall Spa

Little Oaks at Hillview

Millwell Lodge, Luxury Holiday Cottage nr Lincoln

The Queens Head (Balmoral Cabin) with hot tub

Hot tub 4 bed RURAL Cottage sleeps 8 nr Stamford

The East Wing at Old Hall Country Breaks
Family- and pet-friendly home rentals

Fully equipped, comfortable, warm Shepherds Hut.

Lilac Cottage, Freedom and Fresh Air!

✯Turtledove ✯ perfect for 2 ✯ Holme Beach✯

Modern Coastal 2 Bedroom Home to Relax and Unwind

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

3 Larch Lodge at The Old Woodyard

Owl Cottage.

A Magical Hobbit House In Rutland
Family-friendly home rentals with a pool

Luxury Lakeside Caravan With Hot Tub & Fishing Peg

The Gig House - Relaxing Spa Break

Lakeside View

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.
When is the best time to visit Boston?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $191 SGD | $208 SGD | $214 SGD | $202 SGD | $206 SGD | $207 SGD | $223 SGD | $214 SGD | $216 SGD | $226 SGD | $223 SGD | $257 SGD |
| 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 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
Destinations to explore
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- Family-friendly rentals Lincolnshire
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- Family-friendly rentals United Kingdom
- Motorpoint Arena Nottingham
- Lincoln Castle
- Old Hunstanton Beach
- Burghley House
- Fantasy Island Theme Park
- Holkham beach
- Wicksteed Park
- Kelling Heath Holiday Park
- Holkham Hall
- Go Ape Thetford (Treetop Challenge, Segways, Zip Lines, High Ropes)
- Heacham South Beach
- Belvoir Castle
- Lincolnshire Wolds
- National Justice Museum
- University of Lincoln
- University of Nottingham
- Southwell Minster
- Woodhall Country Park
- Ely Cathedral
- Searles Leisure Resort
- Newark Castle & Gardens
- Brancaster Beach
- Rspb Titchwell Marsh
- Tattershall Castle




