
Family-friendly holiday rentals in Shaftesbury
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Top-rated family-friendly rentals in Shaftesbury
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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

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.

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.

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.

“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.

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.

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.

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.

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.

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.

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.

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
Family-friendly home rentals with a hot tub

Secluded Garden Lodge with Private Hot Tub

80 acre Wood, Dutchtub, Lake, Treehouse & Zip-line

Haystore- Luxury Railway Carriage with Hot Tub

Amazing Tour Bus+Private Hot Tub Bristol Sleeps 6

Chic retreat, hot tub & pool nr Glasto &millfield

The Retreat ~ Hot Tub~ Sauna ~ Charming & Cosy Gem

Welcome to Bluebell

Cosy comfort, hot-tub, wood burner, in New Forest.
Family- and pet-friendly home rentals

Rose's Yard - Annex in delightful Dorset village

The Dog House, Mere - Dog Friendly with EV Charger

Idyllic rural cottage with beautiful views

The Milk Parlour; your hilltop village escape.

Little Coombe

Lakeside Cottage - at Incombe Farm

Cosy & Spacious Shepherd's Hut with Stunning Views

Stylish Barn Conversion
Family-friendly home rentals with a pool

Unique, romantic luxury countryside retreat

Rose Cottage (wood-fired hot tub/sauna - optional)

Pretty ‘Beach Getaway’ Hoburne Naish Nr New Forest

The Lodge with a Pool near Bath

Secret Rural Retreat

Elm Park Barn, Chewton Keynsham, BS31 2SS

Everdene shepherd's hut

A luxury unique home spa - White Stones Retreats.
When is the best time to visit Shaftesbury?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 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 |
| Avg. temp | 5°C | 5°C | 7°C | 9°C | 12°C | 15°C | 17°C | 17°C | 15°C | 11°C | 8°C | 6°C |
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!
Destinations to explore
- Rentals with outdoor seating Shaftesbury
- Rentals with a fireplace Shaftesbury
- Rentals with a patio Shaftesbury
- Cottage rentals Shaftesbury
- Rentals with a washing machine and dryer Shaftesbury
- House rentals Shaftesbury
- Family-friendly rentals Dorset
- Family-friendly rentals England
- Family-friendly rentals United Kingdom
- New Forest National Park
- Bournemouth Beach
- Weymouth Beach
- Paultons Park Home of Peppa Pig World
- Stonehenge
- Longleat Safari Park
- Southbourne Beach
- Lower Mill Estate
- Highclere Castle
- Boscombe Beach
- Brean Beach
- Mudeford Quay
- Lyme Regis Beach
- Winchester Cathedral
- The Tank Museum
- Durdle Door Holiday Park
- Kimmeridge Bay
- Bath Abbey
- Beer Beach
- Bournemouth International Centre
- Marwell Zoo
- No. 1 Royal Crescent
- Highcliffe Beach
- West Bay Beach





