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, 252 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

Guest favourite
A spacious two-story home with a warm-toned stone exterior is set amidst neatly manicured lawns. Surrounding trees and shrubs enhance the natural beauty, while a separate red brick outbuilding adds character. Clear blue skies create a bright atmosphere over the inviting property.
Guest suite in West Stour
4.79 out of 5 average rating, 155 reviews

Studio style room with separate kitchen diner

Weir Lodge is located in the beautiful Dorset countryside offering stunning views of River Stour & Thomas Hardy countryside. The house is located within an equestrian farm estate and only 5 minutes walk to an award winning pub and Spar shop in the village. Centrally located for fun packed days out from Stonehenge, Stourhead, Longleat, Gold Hill, to Monkey World, Sherborne Castle and the Jurassic Coast. It’s also a very short drive to the popular Todber fishing lakes and historic Shaftesbury.

Top guest favourite
Cottage in Shaftesbury
4.99 out of 5 average rating, 196 reviews

Little Coombe

Little Coombe welcomes all couples, lone travellers and fellow pooches. Little Coombe is a totally self-contained cottage attached to the main cottage, where the owner lives. It is a tranquil stone cottage sitting by the brook in a small hamlet near Shaftesbury. The cottage was formerly two thatched farm cottages and where our family has lived for nearly 100 years! We live next door in the main cottage, but guests will have their own entrance and garden space and their privacy is guaranteed.

Top guest favourite
The entrance to the studio apartment is framed by vibrant purple wisteria cascading over a decorative gate. The exterior is clad in light-colored paneling, complemented by potted plants placed symmetrically at the entrance. Gravel pathways provide access to the front door.
Guest house in Cann Common
4.98 out of 5 average rating, 139 reviews

Self-contained studio

Cute but spacious studio apartment on the edge of Cranborne Chase AONB; only 5 mins drive to the historic town of Shaftesbury. 'Bumbles' is the perfect place to provide easy access to a wealth of attractions, whether it be the newly re-opened Compton Airfield, famous Gold Hill and Shaftesbury Abbey, Breezy Ridge Vineyard, Stonehenge or even a day out at the beach! Guests are also offered discount on treatments at the onsite beauty studio, and are welcome to relax in the adjoining orchard.

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, 128 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
Cottage in West Knoyle
4.97 out of 5 average rating, 115 reviews

Fab Swallow Cottage 2 ensuite bedrooms, big garden

Stunning Swallow Cottage. Set in an Area of Outstanding National Beauty near to Stonehenge, Stourhead, Longleat Bath and Salisbury. Jurassic coast an hours drive. It is unspoilt and peaceful with wonderful walks on the doorstep. South facing this is one half of our stunning new barn conversion in Old Walled Garden. Easy access to A303 and A350. Superking beds and/or twins. Two spoiling en-suite bathrooms. Underfloor heating. This can be booked together with Corner Cottage to sleep 8

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, 114 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, 277 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, 242 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
The exterior of the Nissen Hut showcases a modern design with a curved wooden facade and large glass doors. A black chimney rises from the structure, and a stone patio area features two chairs overlooking the surrounding greenery.
Farm stay in Dinton
4.98 out of 5 average rating, 383 reviews

The Nissen Hut

Experience a unique blend of history and modern luxury in our beautifully renovated WW2 Nissen Hut. Nestled within the tranquil grounds of The Woods at Oakley, this iconic structure has been meticulously transformed into a 5-star accommodation, offering guests an unforgettable stay in a picturesque woodland setting. Whether you're planning a romantic getaway, a family holiday, or a quiet retreat, the Nissen Hut provides a unique and memorable accommodation experience.

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.

Guest favourite
Cabin in Dorset
4.88 out of 5 average rating, 170 reviews

The Boat House, Shaftesbury

A beautiful 2 bedroom wooden cabin set on a working farm, a short walk from the picturesque village of Shaftesbury, Dorsett. The Boat House is set in acres of rolling Dorset countryside looking out onto one of the number of lakes on the farm. The Boat house is dog friendly and sleeps up to 4 adults and 2 children. Relax with the whole family at this peaceful place to stay.

Popular amenities for Shaftesbury family-friendly rentals

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Avg. price$208 SGD$228 SGD$195 SGD$214 SGD$241 SGD$245 SGD$233 SGD$258 SGD$224 SGD$217 SGD$199 SGD$219 SGD
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