
Family-friendly holiday rentals in Boston
Find and book unique family-friendly homes on Airbnb
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 $91 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
Top-rated family-friendly rentals in Boston
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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!

A lovely 2 bedroomed residential home in Boston
A perfect place to stay, this recently renovated two bedroomed Victorian terraced house is in a delightful setting on the bank of the river Witham with stunning views of Boston Stump. Guests benefit from being in a great location, within a 5 minute walk you are in Boston town centre where you will find historic buildings, great shops, pubs & restaurants. Boston train station and a large ASDA supermarket are both within a 10 minute walk. This home from home also has its own private parking space.

The Annex @ Ormiston House
*MAY/JUNE OFFER* £69p/n 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 & 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.

Garden Bungalow, Hot tub and Gazebo
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!

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.

Cosy guest room, pet friendly with outdoor space
Named after our resident Robins, Robins Nest Guestroom is our self-contained accommodation offering a peaceful getaway for comfort and rest. Relax in your own private garden or explore the nearby attractions. Furthermore, we know that your fur babies are an important part of your family. We are pleased to welcome well-behaved pups. Together you can explore dog friendly beaches and Nature trails. Conveniently close to Skegness and Boston. Book your stay today. We look forward to welcoming you.

The Ultimate Romantic Retreat in the Countryside!
Old Tinny is a beautifully crafted cider hut that combines rustic charm with pure indulgence. This hidden gem is nestled in the Wellbeing Orchard, offering a romantic escape where every detail is designed for two. Your stay begins with the Prosecco Treasure Hunt. In the evening, toss another log to the fire, dim the lights, and enjoy a movie on Netflix. Whether you're celebrating a milestone or simply looking to escape the everyday, the Wellbeing Orchard is your perfect, idyllic sanctuary.

The Lodge at Thorpe House
Luxury converted barn in beautiful rural Lincolnshire. The Lodge at Thorpe House is a stunning, totally unique, spacious, newly refurbished, well equipped Lodge, bursting with character combining beautiful antique furniture featuring a stunning 19th Century 5 foot French Chateau Ballroom Chandelier and new fully fitted open plan kitchen, dining and living area. Oak flooring. A five bar gate leads to gravelled parking and a pretty ornate archway leads to a totally private enclosed garden.

Wren Lodge W/ Alpacas, Goats & Sheep | Wren Farm
Located at Wren Farm, our brand new to 2023 luxury lodge situated besides the alpaca fields, with Wren Farm Desserts cafe on site. Also near beaches, Skegness, Chapel, Mablethorpe, etc. We are dog friendly! Fully stocked (cutlery) Has 1 double bed and a sofa bed that sleeps 2. Private bathroom with shower. Surrounded by green fields, beautiful animals and excellent food! Add ons available on request - Ploughman's Grazing Box, Breakfast Boxes. Alpaca trekking also available.

Peaceful cottage in orchard with Hot tub and sauna
Forget your worries in this spacious and serene space. A new custom-built cottage with Air Conditioning, Oak furniture, a new Oak bed and kitchen, and a great bathroom. We finished building in June 2022, so be one of the first to enjoy it. It is an EPC A-rated eco-build. In a secluded orchard accessible by a country lane with minimal passing traffic, a tranquil, peaceful location. New hot tub Jan 2023, Sauna installed July 2023 We are pet friendly, but land is hedged not fenced.

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.
Popular amenities for Boston family-friendly rentals
Family-friendly home rentals with a hot tub

Luxury rural barn with hot tub

Little Oaks at Hillview

Luxury Rural Cabin with Wood Fired Hot Tub

Keepers Cabin - Private Hot Tub - Woodlands

Millwell Lodge, Luxury Holiday Cottage nr Lincoln

Tranquility Grange Glamping Dome

The East Wing at Old Hall Country Breaks

Hawthorn Lodge - Woodland Cabin with Hot Tub
Family- and pet-friendly home rentals

Railway Cutting Tree House

Fully equipped, quirky, comfortable Shepherds Hut.

♥pets; parking; garden; rural cycle/walks+more

✯Turtledove ✯ perfect for 2 ✯ Holme Beach✯

One bedroom boutique cottage NEW refurb with views

Beautiful Grade II Listed Barn Conversion

Luxury Barn Retreat, near Grantham

Fairytale Cottage in a Beautiful Garden
Family-friendly home rentals with a pool

Fable Lodge | Lakeside Lodge with Hot Tub & Views

Lakeside View

The Gig House - Relaxing Spa Break

Luxury Lodge in the Heart of The Fens

Luka Lodge with private swimming pool

Lovely Rural Countryside Escape

Luxury Lakeside Log Cabin - Private Garden Hot Tub

Luxury lakefront 3 bedroom lodge with Hot tub
When is the best time to visit Boston?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $227 SGD | $227 SGD | $228 SGD | $204 SGD | $207 SGD | $209 SGD | $226 SGD | $217 SGD | $218 SGD | $228 SGD | $226 SGD | $259 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 |
Destinations to explore
- Rentals with outdoor seating Boston
- Rentals with breakfast Boston
- Flat rentals Boston
- Cabin rentals Boston
- Cottage rentals Boston
- House rentals Boston
- Rentals with a washing machine and dryer Boston
- Hotel rooms Boston
- Rentals with a patio Boston
- Pet-friendly rentals Boston
- Family-friendly rentals Lincolnshire
- Family-friendly rentals England
- Family-friendly rentals United Kingdom
- Holkham beach
- Sandringham Estate
- Lincoln Castle
- Burghley House
- Old Hunstanton Beach
- Lincolnshire Wolds
- Fantasy Island Theme Park
- Heacham South Beach
- Motorpoint Arena Nottingham
- Belvoir Castle
- Kelling Heath Holiday Park
- Holkham Hall
- Go Ape Thetford (Treetop Challenge, Segways, Zip Lines, High Ropes)
- Brancaster Beach
- Southwell Minster
- University of Nottingham
- Skegness Beach
- National Justice Museum
- Sundown Adventureland
- University of Lincoln
- Ely Cathedral
- High Lodge Thetford Forest
- Searles Leisure Resort
- Woodhall Country Park





