Family-friendly holiday rentals in Shaftesbury

Find and book unique family-friendly homes on Airbnb

Quick stats about holiday rentals that are family-friendly in Shaftesbury

  • Total holiday rentals

    Explore 30 holiday rentals in Shaftesbury

  • Nightly prices starting at

    Shaftesbury holiday rentals start at $155 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,350 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 of Shaftesbury holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Shaftesbury rentals

  • 4.9 Average rating

    Shaftesbury stays are highly rated by guests – averaging 4.9 out of 5!

Top-rated family-friendly rentals in Shaftesbury

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Top guest favourite
The open-plan living area features a soft carpet and neutral walls, with a comfortable armchair and simple side table. A modern kitchen is visible in the background, equipped with essential appliances. Decorative plants add a touch of warmth to the space.
Guest suite in Shaftesbury
4.98 out of 5 average rating, 251 reviews

Spacious, private annexe with garden, Shaftesbury.

Private and spacious annexe in Shaftesbury, with it’s own entrance Double bedroom with en-suite, walk in shower. Single fold away bed, cot and toddler bed available for younger guests. Well equipped kitchen - fridge freezer, hob, oven, microwave, coffee machine, washer dryer. Open plan living and dining area, Sky TNT Sports TV Private garden with table and chairs. Key safe entry system. Off road parking. 10 min walk from central Shaftesbury and Gold Hill. Close to Longleat, Stourhead, and more

Top guest favourite
The lodge is framed by greenery, featuring a private balcony with wooden railings. A gravel path leads to an assortment of outdoor seating arrangements and pots. The backdrop showcases panoramic views of the surrounding countryside, enhanced by the warm light of the setting sun.
Holiday home in Gillingham
4.98 out of 5 average rating, 122 reviews

Unique detached loft apartment, stunning views.

NOW WITH FAST FIBRE BROADBAND. ON SITE EV CHARGING POINT. In the Dorset countryside with stunning views, the heart of what was the Royal Stud, a great base to explore all that this area has to offer. Ideal for that relaxing romantic break for two people. Beautifully furnished it has a comfortable interior, a private balcony and courtyard, there is also a private large lawn with a fire pit and cooking grill. A great place for walks across the Blackmore Vale, there are several footpaths close by.

Guest favourite
The exterior of the barn features a blend of stone and wood, with light green double French doors that open to a spacious garden. Climbing flowers adorn the entrance, complemented by well-kept grass and greenery in the surrounding landscape.
Home in Shaftesbury
4.91 out of 5 average rating, 454 reviews

Beautiful country barn/peaceful location

Our double height wood and stone barn directly opposite our house is found at the end of a long private drive in lovely Dorset countryside. A very comfortable 5ft bed, woodburning stove and pretty views, a perfect relaxing and cosy retreat. Easy access to lots of interesting places. Guests can play tennis and croquet. The Barn sleeps two adults. Ample parking directly next to Barn. Please note the Barn unsuitable for children and infants. NB There are no shops or pubs within walking distance.

Guest favourite
The main living space features a warm-toned sofa alongside a dining table set for four. A sturdy wooden ladder leads to the cozy mezzanine area above. Modern kitchenette appliances, including a refrigerator and stove, are visible, enhancing the functionality of the space.
Tiny home in Child Okeford
4.92 out of 5 average rating, 130 reviews

The Studio: Unique 2-Bedroom Home

The Studio at Framley Orchard is a charming 2-bedroom home with a cozy mezzanine floor. Peaceful but with plenty to do it’s perfect for couples and families of all ages, with a garden featuring swings and climbing trees. You’re in a great spot—our village has an excellent pub, a village shop, and we’re right next to an Organic Farm Shop & Café with incredible food (Wednesday-Saturday). Off-road footpaths lead to the foot of Hambledon Hill. Plus, you’re close to the trailway for cycling too.

Guest favourite
The charming exterior of a green double-decker bus is showcased, featuring large windows and a wood-burner pipe on the roof. A circular picnic table with an umbrella is positioned on a wooden deck, surrounded by natural greenery, providing a relaxing outdoor space.
Bus in Somerset
4.94 out of 5 average rating, 187 reviews

“Rex the Bus” Quirky and fun bus conversion.

"Rex the Bus" is unique, fun and just a little bit quirky. This double decker bus has been converted to the highest standard and connected to mains electricity, water and drainage. Enjoy panoramic views of the countryside from the windows, watch the sunrise from your double bed or cabin bunk bed. Heating and a wood-burner will keep you warm and snug, whilst the kitchen area provides plenty of space to cook up a delicious meal. There is a shower downstairs and a loo and basin upstairs.

Top guest favourite
The rustic cottage exterior features a stone façade with a slate roof and white framed windows. A gravel driveway leads to the entrance, surrounded by well-maintained greenery and large terracotta pots planted with shrubs. Bright, clear skies create a serene backdrop.
Cottage in Donhead Saint Andrew
4.94 out of 5 average rating, 127 reviews

Holiday Cottage Donhead St Andrew, Talbot Cottage

Quiet, rural cottage in stunning countryside, Donhead St Andrew, just outside Tisbury, on the Wiltshire/Dorset border, in the Cranborne Chase AONB. Talbot Cottage is a delightful newly renovated two-bedroom single-story cottage, in seven acres of garden and fields. You have your own entrance, wheelchair friendly. Great wifi, underfloor heating, two ensuite bath/shower rooms (one with disabled facilities). Locally sourced Bramley products in the bathroom. East-facing terrace. Self-catering.

Top guest favourite
An iron gate, labeled 'Pump Yard,' opens into a landscaped area surrounded by stone cottages. Lush greenery and flowering plants frame the entrance, leading to a gravel path that connects the cottages in a serene courtyard.
Cottage in Shaftesbury
4.97 out of 5 average rating, 110 reviews

Cosy 1-bedroom cottage in Dorset

Welcome to peace and relaxation in my Grade II listed cottage in historic Shaftesbury. The self-catering cottage is in a unique gated courtyard near the foot of Gold Hill and is within a short walk of the town centre and a local pub. It is compact and therefore suitable for singles and couples (I do not accept 3rd party bookings), and we also welcome well-behaved pets. You will have use of a private enclosed garden a short walk from the cottage, and on-street parking is available nearby.

Top guest favourite
The exterior of a rustic barn features a stone façade with wooden elements. Large, sliding glass doors are framed by weathered wood. A small window with flower boxes is visible to the left, and a traditional wooden door borders the entrance, adding character to the setting.
Place to stay in Cann Common
4.97 out of 5 average rating, 275 reviews

The Barn - peaceful country setting.

A converted barn at Cann Common next to the main house with its own garden, patio and parking area. Located on a no-through road with only local residents traffic, giving a peaceful setting with views of the surrounding hills. Shaftesbury just over a mile with its historic Gold Hill and a good choice of shops and places to eat. It is a good base for exploring the area, offering historic houses, interesting gardens, walks, the Jurassic Coast, Stonehenge, Salisbury and Bath and much more.

Top guest favourite
A charming wooden structure is set against a backdrop of rolling hills shrouded in soft morning mist. Lush greenery and wildflowers surround the building, creating a serene atmosphere typical of the Dorset countryside.
Tiny home in Shaftesbury
4.98 out of 5 average rating, 238 reviews

The Apex: a tiny house retreat in a wild meadow

A wonderful and unique tiny house on wheels, The Apex is nestled within a wildlife habitat surrounded by unspoilt views of the rolling Dorset countryside. Stay and experience the ideal retreat in which to relax and unwind, from where you can venture out on country walks in nature and to neighbouring rural villages and towns. Enjoy the loft-style bedroom and separate reading room floating above a fully equipped kitchen and living area, looking out to an area of outstanding natural beauty.

Top guest favourite
An open living area features a modern, plush sectional sofa facing a large glass wall that connects to the outdoor space. Two small, round tables, one with a decorative tray, are positioned in front. Natural light fills the room, highlighting the simple decor.
Bungalow in Somerset
4.99 out of 5 average rating, 281 reviews

Modern & spacious house in the countryside.

The Pavilion is a modern, purpose built holiday house in the quiet Somerset village of Yarlington. It has all the conveniences: Wood burning stove, underfloor heating, Washer & tumble dryer, Iron & ironing board, fast fibre optic broadband and a charging station for an electric or plug in hybrid car, but sadly the mobile phone signal is very poor. The house is next to the pub and a stones throw from the church. The Newt and Hauser Wirth Gallery in Bruton are within a 15 minute drive.

Top guest favourite
A cozy bedroom features a spacious bed covered with a patterned quilt, complemented by soft lighting from bedside lamps. A light-colored armchair sits nearby, and a small round table adds functionality. Natural light enters through a curtained window, enhancing the calming atmosphere.
Guest house in Milkwell
4.95 out of 5 average rating, 104 reviews

Milkwell’s heavenly place

Wake up to the divine sound of rich birdsong- this one bedroom studio is exceptionally comfortable and has a peaceful, stylish atmosphere. It is separate to the main house so you have total privacy and the whole space is yours to be enjoyed. Underfloor heating makes it gloriously warm and inviting, the linen sheets are of the finest quality, and it is in a beautiful valley which has an unusual amount of song birds and owls. It has been designed with peace and comfort in mind.

Top guest favourite
A charming exterior of the cottage is surrounded by lush greenery and colorful flower beds. Two large windows brighten the front, while a white door invites entry. A wooden bench offers a serene spot for relaxation in the garden, complemented by various shrubs and plants.
Cottage in Shaftesbury
4.93 out of 5 average rating, 139 reviews

Charming Grade II listed cottage in Shaftesbury

A charming Grade II listed cottage, just a 10 minute walk from the centre of Shaftesbury with easy access to countryside and coast. Comfortable accommodation for up to 8 guests with off street parking. The cottage comprises of fully fitted kitchen, dining room and sitting room both with wood burning stoves, ground floor family bathroom, upstairs cloakroom and four bedrooms over two floors. There is a pretty garden to the front of the property with two seating areas.

Popular amenities for Shaftesbury family-friendly rentals

When is the best time to visit Shaftesbury?

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Avg. price$207 SGD$227 SGD$195 SGD$213 SGD$240 SGD$243 SGD$232 SGD$256 SGD$223 SGD$216 SGD$198 SGD$218 SGD
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