
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.

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!

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!

Church Farm Barn South Hykeham Lincoln
A beautifully converted Barn set in the boundaries of a 300 year old grade II listed farm house in the peaceful rural village of Old South Hykeham. With a wood burner in the open plan lower floor and a mezzanine level overlooking the lounge. There is a well equipped kitchen. The old apple loft serves as the master bedroom with a luxurious king size bed, ensuite toilet and basin, as well as a roll top bath. The bedroom downstairs is a twin room with two single beds and large wet room.

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.

Luxury Barn in Picturesque Village with Breakfast
The Stables is a converted Barn set on a former farm yard in a safe and quiet area of Glinton with its charming Blue Bell Pub. It offers cosy, spacious & flexible accommodation & is furnished to a high standard with under-floor heating, log burner & private gardens capturing early and late sun. We provide a Welcome Tray with Breakfast & Treats, luxury bedding, a basket of logs & BBQ coals. Ideally located for Burghley Hse, Stamford, Ferry Meadows, P'Boro Cathedral, Market Deeping

Granary Digby, Luxury rural cottage nr Lincoln
Luxury self-catering accommodation on the border of the Lincolnshire limestone heath and the Witham valley. Centrally located at the heart of rural Lincolnshire, and only a 12 mile drive from The city of Lincoln. The Granary is a beautifully converted Lincolnshire barn, bursting with character and the perfect location from which to explore this historic county. Situated on the very edge of the rural village of Digby, the Granary forms one side of the original yard and stables.

Small luxury barn, near Grantham
- Luxury open-plan barn conversion - countryside location - private/secure behind electric gates - high beamed ceilings throughout - open log fire - logs included all year round - lounge/65" TV Netflix/Amazon - kitchenette - oven/2 ring hob/microwave/fridge/kettle/toaster - one large bedroom with king bed and two single beds - large luxury bathroom with bath and separate walk-in shower - private patio with seating - BBQ - WiFi - off-road car parking (carport) - dogs welcome

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.

Luxurious & unique coastal haven
Situated in Snettisham, Hammond’s Courtyard offers peace and tranquility, ideally located to explore the beaches. Snettisham is a stone throw away from the Royal residence, Sandringham House and RSPB Snettisham. The property is suitable for up to 2 adults and 2 children under 12 years old. Hammond’s Courtyard is the perfect place to stay with a luxurious, romantic and spacious living area with a private oriental courtyard, encompassing all your needs for a relaxing stay.

Lilac Cottage, Freedom and Fresh Air!
Lilac Cottage at Northfield Farm is idyllically situated in a peaceful, rural location. It is one of a pair of semi detached cottages on a working arable farm, in an area of outstanding natural beauty and half a mile down a private driveway. There are some fantastic countryside walks on the doorstep along with beaches & wildlife marshes close by. Aviation & history enthusiasts are also well catered for. Something for everyone! . . Refreshing for your mind and body!
Popular amenities for Boston family-friendly rentals
Family-friendly home rentals with a hot tub

Drake Lodge: Your Cosy Retreat

Little Oaks at Hillview

Cosy Rural Cabin with Electric Hot Tub

Millwell Lodge, Luxury Holiday Cottage nr Lincoln

Modern & spacious lodge with Hot Tub- Woodhall Spa

The Queens Head (Balmoral Cabin) with hot tub

Hot tub 4 bed hamlet Cottage sleeps 8 nr Stamford

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

Charming converted Barn

The Gig House - Relaxing Spa Break

Manton Lodge Valley View

Beach-front cottage. Sea view from every room.

Traditional Log Cabin Lodge in a Peaceful Location

The Scholars

Dog friendly bungalow by the beach with games area

Luxury Shepherds Hut in West Norfolk
Family-friendly home rentals with a pool

Luxury Lakeside Caravan With Hot Tub & Fishing Peg

Lakeside View

Luxury Lodge in the Heart of The Fens

Lakeside Indulgent lodge 8 berth, Hottub & ramp

Udder Barn ‘Out Back & Beyond’

Luxury Lodge Within Golf & Leisure Centre

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 | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $191 SGD | $207 SGD | $214 SGD | $201 SGD | $205 SGD | $206 SGD | $222 SGD | $214 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 $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
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- Motorpoint Arena Nottingham
- Lincoln Castle
- Old Hunstanton Beach
- Burghley House
- Fantasy Island Theme Park
- Wicksteed Park
- Holkham beach
- Go Ape Thetford (Treetop Challenge, Segways, Zip Lines, High Ropes)
- Holkham Hall
- Heacham South Beach
- Lincolnshire Wolds
- Belvoir Castle
- National Justice Museum
- University of Lincoln
- University of Nottingham
- Southwell Minster
- Searles Leisure Resort
- Brancaster Beach
- Woodhall Country Park
- Ely Cathedral
- Tattershall Castle
- Queensgate Shopping Centre
- Lincolnshire Wildlife Park
- Rspb Titchwell Marsh




