
Family-friendly vacation 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 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.

Cosy 1 bedroom space with wetroom and safe parking
Rest and relax in this cosy self-contained room with king sized bed and large wet-room with walk-in shower, surrounded by fields and open spaces, waking up to the peace and tranquility of its semi rural setting. Access to main routes to Stamford, ideal location for visiting events at Burghley House, Rutland Water, Peterborough, Boston and Norfolk. The room is equipped with fridge, microwave, toaster and tea making facilities. Relax just outside your own front door on the terrace.

Bluebell Cottage - Woodhall Spa, Cosy Farm retreat
Escape to the countryside and enjoy some “peace & quiet” at the converted (2023) Bluebell Cottage at Grange Farm, Woodhall Spa. Cosy up and enjoy the open plan living area with smart TV or enjoy the freedom of nature, forests and walks surrounding the farm yard. This is a working farm, with cattle grazing in the fields from April - October . Woodhall Spa is just a 5 minute drive away, where you can enjoy an abundance of independent shops, and the award winning golf course

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.

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.

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

Fable Lodge - Lakeside Lodge with Sunken Hot Tub

Keepers Cabin - Private Hot Tub - Woodlands

Luxury retreat in Lincolnshire with hot tub

Church Farm Cottage South Hykeham Lincoln

Hot Tub - Countryside Views - Spridlington

Seven Spires Barn with Private Hot Tub and Sauna

Woodhaven Stays

Luxurious Hideaway for two with HOT TUB
Family- and pet-friendly home rentals

Lilac Cottage, Freedom and Fresh Air!

East Wing Folkingham

Harvest Cottage

The Bunker - Detached 1 Bedroom Annex

Private quiet luxury space.

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

One bedroom boutique cottage NEW refurb with views

Small luxury barn, near Grantham
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 | G$31,174 GYD | G$33,894 GYD | G$34,940 GYD | G$32,848 GYD | G$33,475 GYD | G$33,685 GYD | G$36,405 GYD | G$34,940 GYD | G$35,149 GYD | G$36,823 GYD | G$36,405 GYD | G$41,844 GYD |
| 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 vacation rentals that are family-friendly in Boston

Total vacation rentals
Explore 40 vacation rentals in Boston

Nightly prices starting at
Boston vacation rentals start at G$12,553 GYD per night before taxes and fees

Verified guest reviews
Over 1,190 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Boston vacation rentals include wi-fi 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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