Family-friendly holiday rentals in Shaftesbury

Find and book unique family-friendly homes on Airbnb

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, 249 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, 120 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.

Top guest favourite
Cottage in Shaftesbury
4.99 out of 5 average rating, 194 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
A cozy sitting area is furnished with a light-colored sofa and wooden dining table. Green plants accentuate the space, while artwork decorates the walls. A large mirror reflects natural light coming through the windows, enhancing the room's brightness.
Home in Dorset
4.96 out of 5 average rating, 124 reviews

Cosy Cottage on 450 pvt acres

Experience tranquility in a serene cottage nestled amid 450 private acres of woodland. 'Potiphar' sleeps 2 and offers breathtaking views. Situated near Fontmell Down, enjoy direct access to stunning downland walks. Discover nearby National Trust properties and villages, with Shaftesbury's iconic 'Gold Hill' just 4 miles away. Beaches and Stonehenge within an hour's drive. Potiphar features a sitting room and open kitchen. Spot rare wildlife, from deer to owls. Book now for a peaceful getaway!

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, 128 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.

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, 138 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
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, 274 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
Cottage in West Knoyle
4.96 out of 5 average rating, 131 reviews

Spacious cottage 2 en-suites large garden. V quiet

Quiet Corner 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 Swallow Cottage to sleep 8

Superhost
A sandy beach stretches along the coastline, meeting gentle waves as they roll ashore. In the background, tall cliffs rise sharply, contrasting with the open sky that holds scattered clouds. Small figures can be seen enjoying the beach, while a few distant structures are perched on the hillside.
Cottage in Weymouth
4.83 out of 5 average rating, 187 reviews

A peaceful retreat to rest, recharge and explore.

A cosy self-contained Annex with open plan living area, log burner and character wood floor and stone walls. A spiral staircase leads up to a very comfortable double bedroom with a king-size bed. The bedroom on the ground floor contains a double bed and enjoys patio doors leading onto a small private garden with patio table and chairs. The property is hidden away in a very quiet, peaceful setting and is entered from the gravel drive through the front door into the light airy kitchen.

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, 138 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

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Avg. price$207 SGD$227 SGD$194 SGD$212 SGD$239 SGD$243 SGD$232 SGD$256 SGD$223 SGD$216 SGD$198 SGD$218 SGD
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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 $154 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!

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