
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.

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.

Peaceful Family Glamping Retreat in Nature
Welcome to Stewton Stars Hideaway ✨ A multi-award winning retreat located near Louth (East Lincolnshire). An idyllic, peaceful location set nestled between the pretty green hills of the Lincolnshire Wolds (AONB) and golden sands of the Lincolnshire Coast. *IMPORTANT NOTE* This cabin is for families to enjoy (children must be 2 or over). Only peaceful family adult group bookings will be accepted. We are not a place to party and anyone not respecting this will be asked to leave without refund.

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!

Unique stable annex retreat with hot tub & horses
This unique 200 year old farmhouse annex has a style all its own. Renovated from up-cycled materials. Enter into the fragrance of ‘Seville oranges & oak on a warm night’. Hand-crafted bed & furniture/fittings. Come rest in genuine comfort with open field views. Show-bred miniature horse drift from the woodland area & ménage. The property boasts a Marquis Wish hot tub, and outdoor, aromatherapy heated shower cabin. Brand new is our Recovery Room; sauna, icebath, light therapy & soundbathing.

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.

One bedroom boutique cottage NEW refurb with views
The Old Coach House at The Laurels Cottages. Relax in this calm, stylish space. A newly refurbished one bedroom cottage in the picturesque village of East Keal Close to Horncastle, Skegness & all the gorgeous market towns. local pubs amazing walks & cycle paths and antique shops. Bring your dog max 2 feel free to roam in our paddock . Footpaths on your door stop Amazing out door patio it's a sun trap with sunloungers, barbecue. All new furniture. Breakfast supplies will also be left

Fairytale Cottage in a Beautiful Garden
Step into this charming cottage, tucked away in sunny rambling gardens with plenty of spots to sit and soak up the view. Inside, you’ll find a cosy, thoughtfully styled space full of warmth and character. Wake in peaceful bedrooms nestled in the eaves, with birdsong drifting through the garden. After days spent wandering nearby walks and country lanes, curl up by the log burner or fire up the BBQ. Venture into nearby villages for traditional pubs, local shops and a slower pace of life.

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.

Quiet quaint setting but not far from it all
The Gatehouse is on a private equestrian property in the lovely village of Upwell, near wisbech & downham market, 19 miles kingslynn, set on a lovely quiet country road, walk along the river within 2 minutes, we have sheep, goats, chickens and a little childrens play area, good gated private parking, We have another property available next to this one if you need 2 properties please see our other listing here https://www.airbnb.co.uk/rooms/38990188
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

Luxury rural barn with hot tub

Luxury retreat in Lincolnshire with hot tub

The Old Barn Holiday cottage

Stylish Hot Tub Lodge - Lincolnshire Retreat

Luxury lakefront 3 bedroom lodge with Hot tub

Beautiful cottage hideaway with Hot Tub
Family- and pet-friendly home rentals

Fully equipped, quirky, comfortable Shepherds Hut.

Lakeside View

Beautiful Grade II Listed Barn Conversion

Luxury Barn Retreat, near Grantham

The Scholars

The Old Piggery at Manor Farm, Runcton Holme.

Large charming cottage ideal for family sharing

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

Luxury Lakeside Caravan With Hot Tub & Fishing Peg

The Gig House - Relaxing Spa Break

Luxury Lodge in the Heart of The Fens

Lakeside Indulgent lodge, Hot tub, ramp + Skylink

Countryside flat near Spalding w/ heated pool

Luxury Lakeside Log Cabin in Private Fenced Garden

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

Lake side cosy Hot Tub Holiday Tattershall Lakes
When is the best time to visit Boston?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $223 SGD | $223 SGD | $225 SGD | $200 SGD | $204 SGD | $205 SGD | $222 SGD | $213 SGD | $214 SGD | $225 SGD | $222 SGD | $255 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 $89 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
- Rentals with a patio Boston
- Cabin rentals Boston
- Rentals with breakfast Boston
- Cottage rentals Boston
- Hotel rooms Boston
- Rentals with outdoor seating Boston
- Flat rentals Boston
- House rentals Boston
- Pet-friendly rentals Boston
- Rentals with a washing machine and dryer Boston
- Family-friendly rentals Lincolnshire
- Family-friendly rentals England
- Family-friendly rentals United Kingdom
- Motorpoint Arena Nottingham
- Lincoln Castle
- Old Hunstanton Beach
- Burghley House
- Sandringham Estate
- Holkham beach
- Fantasy Island Theme Park
- Heacham South Beach
- Sundown Adventureland
- Lincolnshire Wolds
- Kelling Heath Holiday Park
- Holkham Hall
- Go Ape Thetford (Treetop Challenge, Segways, Zip Lines, High Ropes)
- Belvoir Castle
- National Justice Museum
- University of Lincoln
- Southwell Minster
- Ely Cathedral
- University of Nottingham
- Woodhall Country Park
- Searles Leisure Resort
- High Lodge Thetford Forest
- Brancaster Beach
- Skegness Beach





