
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 $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!
Top-rated family-friendly rentals in Shaftesbury
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Idyllic rural cottage with beautiful views
Set in an Area of Outstanding Natural Beauty, 250 year old Wise Cottage has a boutique feel and sweeping views. Situated in a beautiful village near Shaftesbury, Dorset. The cottage sleeps four, 1 large master bedroom with a super kingsize bed and a small bedroom with adult bunks (plus a guest bed for a fifth guest). Well behaved dogs are welcome! Organic toiletries, bath robes, well equipped kitchen, wood burner, super fast Wifi, garden and beautiful walks straight out of the front door.

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

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.

Lake View Barn, Panoramic sunsets near Stourhead
A modern, eco-friendly and spacious four bedroom bungalow. A totally unique and rare find of a house with an open-plan kitchen/ living area where you get your own private sunset. Breathtaking views, ideal for family + friends/nature lovers/city breaks. (Sorry no parties/ or pets). Superfast broadband. Watch the sun go down with a cocktail in hand, accompanied by breathtaking views of countryside fields to King Alfred's Tower and far beyond. CLOSE TO: The Newt/ Stourhead Gardens & Bruton

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.

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.

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.

Accommodation Sleeps 2-4 (no kitchen)
Relax and unwind in this quiet, comfortable and convenient space, walking distance from Gillingham town centre and the train station. Pricing is based on 2 people sharing one room. Guests can book either a king size double bedroom or a twin room. If both rooms are needed, select 3 guests when booking. Newly installed stylish bathroom with large shower. ** OFF PEAK SPECIAL OFFER ** book one room for 2 nights mid week (mon-thurs) and get a second room free!

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
Family-friendly home rentals with a hot tub

Secluded Garden Lodge with Private Hot Tub

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

🦆🦉🐓Marrakesh the yurt 🦆🦉🐓🦡

Stargazing Studio with Private Hot Tub

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

A Hidden Gem With Private Hot Tub and Garden.

Luxurious Shepherd’s Hut with Hot Tub

Countryside Apartment with Hot Tub
Family- and pet-friendly home rentals

Rose's Yard - Annex in delightful Dorset village

Milkwell’s heavenly place

The Lodge at Cobweb Cottage

Little Coombe

The Milk Parlour; your hilltop village escape.

Lakeside Cottage - at Incombe Farm

The Studio: Unique 2-Bedroom Home

Cosy & Spacious Shepherd's Hut with Stunning Views
Family-friendly home rentals with a pool

Unique, romantic luxury countryside retreat

Lovely 'Seaside Lodge’ 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.

Scenic 2 bed barn, swimming pool & tennis court
When is the best time to visit Shaftesbury?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $206 SGD | $226 SGD | $194 SGD | $212 SGD | $239 SGD | $242 SGD | $231 SGD | $255 SGD | $222 SGD | $215 SGD | $197 SGD | $217 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 |
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





