
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.

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 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

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.

Luxury Rural Cabin with Wood Fired Hot Tub
Crowtree by Wigwam Holidays is part of the UK's No1 glamping brand that has been providing guests with 'great holidays in the great outdoors' for over 20 years! Our site has 9 ensuite cabins, including 2 new Premium Cabins, and the capacity to accommodate for families, dogs and group bookings. Located near the banks of the River Welland in rural Lincolnshire, Crowtree by Wigwam Holidays offers a peaceful glamping retreat near Spalding.

Very private 2 bedroom holiday lodge
Enjoy the lovely setting of this modern and very private lodge set in 6 acres with 2 bathrooms a full kitchen a cosy lounge area sun terrace and a sunset decking built in the Christmas trees for evenings. Everything you need for a relaxing break.
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

Little Oaks at Hillview

Keepers Cabin - Private Hot Tub - Woodlands

The Old Barn Holiday cottage

Luxury lakefront 3 bedroom lodge with Hot tub

Hot tub 4 bed RURAL Cottage sleeps 8 nr Stamford
Family- and pet-friendly home rentals

Beautiful Grade II Listed Barn Conversion

Converted Wesleyan Chapel.

Beach-front cottage. Sea view from every room.

Quiet, cosy, charismatic w/large secure garden

Spacious 2 bed barn conversion in Rutland

Luxury Shepherds Hut in West Norfolk

Sunny Brook Lodge- a Cosy Brook-side setting

Cosy, country village cottage
Family-friendly home rentals with a pool

Luxury Lakeside Caravan With Hot Tub & Fishing Peg

Lakeside View

The Gig House - Relaxing Spa Break

Lakeside Indulgent lodge, Hot tub, ramp + Skylink

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

Lake side cosy Hot Tub Holiday Tattershall Lakes

C & C Holiday Let’s

Luxury Annex beside the River Bain Nr Woodhall Spa
When is the best time to visit Boston?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $224 SGD | $224 SGD | $225 SGD | $201 SGD | $205 SGD | $206 SGD | $222 SGD | $213 SGD | $215 SGD | $225 SGD | $222 SGD | $256 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
- House rentals Boston
- Rentals with a washing machine and dryer Boston
- Pet-friendly rentals Boston
- Cottage rentals Boston
- Rentals with a patio Boston
- Rentals with outdoor seating Boston
- Flat rentals Boston
- Hotel rooms Boston
- Rentals with breakfast Boston
- Cabin rentals 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
- Lincolnshire Wolds
- Kelling Heath Holiday Park
- Sundown Adventureland
- Go Ape Thetford (Treetop Challenge, Segways, Zip Lines, High Ropes)
- Holkham Hall
- Belvoir Castle
- National Justice Museum
- University of Lincoln
- Southwell Minster
- Ely Cathedral
- University of Nottingham
- Woodhall Country Park
- Searles Leisure Resort
- Skegness Beach
- High Lodge Thetford Forest
- Brancaster Beach





