
Family-friendly holiday rentals in Shaftesbury
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Top-rated family-friendly rentals in Shaftesbury
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Cosy cottage for 2
Entire cottage to yourselves. Light and airy on one ground floor. Cosy and comfy sitting area with Smart TV. WIFI. Fully fitted kitchen, bedroom (Kingsize bed), shower room and dressing room. Direct access via French doors to a pretty garden. Parking on the lane outside. Perfect for a weekend or mid-week getaway. Please note this property is for a maximum of two adults and is not suitable for children or babies of any age. Dogs usually accepted but please check with owner prior to booking.

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.

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.

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 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

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.

Self-contained annexe on organic dairy farm
Whether you’re wanting to have a base for a holiday with family, staying for a wedding, or here on business, I would love to have you stay at Lower Farm. The Annexe is situated on a working organic dairy farm, nestled in the most idyllic part of Dorset; perfectly located for beaching, country pubbing or long walks in the rolling countryside that surrounds. The property has a kingsize bed and a sofa bed. I will always do my utmost to cater to your requirements, just pop me a message ☺️

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 self contained Garden Room Annex
The private Annex has it's own access via the rear garden and is connected to the house via a lockable door. The Annex is a bed sitting room with basic kitchen facilities, a shower room and outside area, all for your sole use. You can choose a Large double or 2 single beds in the room. Towels, soap and linen are provided. Teas/coffee/milk available in the room. TV, Fridge, microwave, kettle, toaster, fan, iron/board, plates, cutlery. There's an Airfryer available on request.

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

shepherds hut /Goat Glamping private hot tub

Orchard Barn Spa, exclusively for you, New Forest

Cosy Shepherd's Hut with wood-fired hot tub

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

Haystore- Luxury Railway Carriage with Hot Tub

🦆🦉🐓Marrakesh the yurt 🦆🦉🐓🦡

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

Log Cabin/Hot Tub on Private Lake Jurassic Coast
Family- and pet-friendly home rentals

The Seed House, Shepton Montague

The Flower Barn

Ryalls Stud Cottage

Tudor Rose Luxury thatched cottage Dorset.
Tranquil South Wiltshire Cottage with Views.

Entire floor with breakfast Longleat

The Arch, Country Apartment

Charming 2 bed self-catering log cabin with garden
Family-friendly home rentals with a pool

Secluded hideaway, heated pool, walks, fossils

Sandy Balls New Forest Holiday Village

Headland Hideaway Shepherd's Hut in Lyme Regis

Unique, romantic luxury countryside retreat

The Potting Shed - cosy country cottage

Chic retreat hot tub+pool nr Millfield Glastonbury

Luxury flat with indoor pool

Clover Carriage with pool, sauna and outdoor bath
Quick stats about holiday rentals that are family-friendly in Shaftesbury
Total rentals
30 properties
Nightly prices starting at
$167 AUD before taxes and fees
Total number of reviews
1.4K reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wi-Fi availability
30 properties include access to Wi-Fi
Popular amenities
Kitchen, Wi-Fi and Pool
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- New Forest national park
- Bournemouth Beach
- Weymouth Beach
- Paultons Park Home of Peppa Pig World
- Stonehenge
- Boscombe Beach
- Lower Mill Estate
- Kimmeridge Bay
- Winchester Cathedral
- Highclere Castle
- Southbourne Beach
- Highcliffe Beach
- The Tank Museum
- Poole Quay
- Marwell Zoo
- Beer Beach
- Bath Abbey
- Mudeford Sandbank
- No. 1 Royal Crescent
- Man O'War Beach
- Blackgang Chine
- Bowood House and Gardens
- Charmouth Beach
- Lacock Abbey