Family-friendly vacation rentals in Shaftesbury

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Top-rated family-friendly rentals in Shaftesbury

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Guest favorite

Cottage in Fordingbridge

4.97 out of 5 average rating, 413 reviews

Wisteria Lodge

This beautiful lodge is on the edge of the New Forest. A perfect retreat for those wanting a relaxing, peaceful getaway but also a great location for an active holiday and great for families, with lots of space around you and a host of opportunities nearby. The lodge is set in the garden of a lovely family home, it is surrounded by fields and private woodland to explore. You will have the entire lodge to yourselves. Tea, coffee and a delicious continental breakfast is provided on arrival.

Dec 2 – 9

G$23,583 GYD per night

Guest favorite

Cottage in Shaftesbury

4.92 out of 5 average rating, 107 reviews

Barbers Cottage, a popular, listed holiday home

A listed, 17th Century cottage in the heart of the Saxon town of Shaftesbury, Dorset. A very comfortable base to explore the local area. Lovely private garden with lawn and terraces, The home is furnished to a high standard with a private parking bay. A moment from Shaftesbury's shops (short walk) and access to stunning walks. Visit Bath / Longleat / Stourhead /Stonehenge / Jurrasic Coast / Castles / Museums / Go Ape and much more in the area. Please note, no changeover day on a Sunday. .

Mar 12 – 19

G$35,413 GYD per night

Guest favorite

Home in Salisbury

4.98 out of 5 average rating, 160 reviews

Spacious and cosy comfort with breathtaking views

A home from home. Spacious and very comfortable. Perfect for a couple, a family with small children, or 4 adults. 2 hours from London and a short walk to the award winning Horseshoe pub. Surrounded by peace and tranquility with stunning views. The perfect place for a romantic getaway, family holiday, walking in glorious countryside, or just to relax and unwind. Stonehenge, Salisbury Cathedral, Bath, Longleat, the New Forest, Studland Bay, Sandbanks and the Jurassic Coast an easy drive.

Dec 5 – 12

G$49,354 GYD per night

Guest favorite

Bungalow in Semley

4.99 out of 5 average rating, 326 reviews

The Beehouse, Semley, Wiltshire

Our house is a homely spacious 3 bedroom, 2 bathroom self contained holiday property on the Dorset / Wiltshire border. Ideal for both families and small groups of friends.There is ample off road parking in front of the property. Sitting and eating areas on the veranda and a large lawn for children to run and play. Perfect for rest, relaxation and as a base to explore the South West and the English Countryside. Or simply sit on the veranda and enjoy our amazing views and visiting wildlife.

Mar 23 – 30

G$30,781 GYD per night

Guest favorite

Cottage in Compton Abbas

4.89 out of 5 average rating, 287 reviews

Lakeside Cottage - at Incombe Farm

Really comfortable and warm converted stables next to our main house but with privacy, standing in idyllic private valley. Less than 2 miles from Shaftesbury. The cottage overlooks our small lake (about 1/2 acre). Peaceful countryside with buzzards, woodpeckers, a barn owl, ducks, pheasants, deer and even otters. See them at your breakfast table or in our indoor/outdoor veranda with circular table and overhead heater. Well behaved small / medium dogs only - strictly by prior agreement.

Sep 22 – 29

G$35,880 GYD per night

Guest favorite

Cottage in Wiltshire

4.98 out of 5 average rating, 167 reviews

The Dovecote, Broad Chalke, Salisbury.

Beautiful cottage in the idyllic Chalke Valley near Salisbury. Self-contained, with private access in courtyard setting. Relax and enjoy comfortable surroundings and lovely countryside views. Coast, Countryside, New Forest and ancient history on the doorstep. The beautiful city of Salisbury only 15mins drive. Tandem bicycle available for hire. Great village pubs within 2 mins drive, lovely country walks from the door, peace and tranquility in the Cranborne Chase AONB Dark Sky Reserve.

Mar 20 – 27

G$22,327 GYD per night

Guest favorite

Condo in Hilton, Blandford Forum

4.96 out of 5 average rating, 118 reviews

Stylish self-contained annexe in rural mid Dorset

A thoughtfully designed space for two in glorious, peaceful Dorset countryside. Located on the edge of the lovely village of Hilton, this is a perfect place to hunker down for a few days or to use as a base for exploring all the amazing places that Dorset has to offer all within easy reach. We are gentle half hour stroll from Milton Abbey which is set in a magnificent Capability Brown landscape. We are also an easy trip (approximately 20 miles) from the spectacular Jurassic coast.

Oct 1 – 8

G$23,015 GYD per night

Guest favorite

Guesthouse in Broad Chalke

4.83 out of 5 average rating, 327 reviews

Peaceful garden annexe

The perfect place to escape, the annexe at Barn Orchard is a beautiful, light filled space in the garden of a private home. Recently refurbished to a very high standard, guests can enjoy all the privacy of a home from home (off road parking, kitchen, garden terrace) with all the benefits of a larger rental (use of the family's amenities, including a full size tennis court). Local amenities, including an award-winning village shop and pub, are less than a minute's walk away.

Nov 3 – 10

G$15,355 GYD per night

Guest favorite

Home in South Cadbury, Yeovil

4.97 out of 5 average rating, 345 reviews

Castle Farm House Cottage Postcode: BA22 7HA

Nestled at the foot of historic Cadbury Castle in beautiful South Cadbury, our home is perfectly situated for anyone looking to escape the rat-race and recharge their batteries. Great local walks and fabulous local pubs within walking distance. A fabulous place to break a journey if you're travelling from London to Cornwall as we are pretty much half way. However, be warned, those that have done this so far, always wish they were staying for longer, and sometimes they do!

Nov 30 – Dec 7

G$21,740 GYD per night

Guest favorite

Guest suite in Ansty

4.99 out of 5 average rating, 142 reviews

Ansty, Tisbury - Spacious countryside getaway

PLEASE NOTE: The annex has 2 double bedrooms which need to be booked separately. Each double bedroom sleeps 2 guests, so to use both rooms please select 3-4 guests. If one double room is booked the other will be locked and not used. Our bright and sunny annex has 2 spacious double bedrooms with 2 superking size beds that can also be split into 4 single beds if requested. Each bedroom has an ensuite bathroom, one with a bath and shower, the other with a shower.

Dec 8 – 15

G$24,570 GYD per night

Guest favorite

Cottage in Okeford Fitzpaine

4.97 out of 5 average rating, 303 reviews

The Garden House Okeford Fitzpaine Dorset

The Garden House is a restored spacious 2 bedroom former 19th century Coach house, situated in the centre of an attractive rural village in the heart of the rolling North Dorset countryside. Okeford Fitzpaine, near Sturminster Newton is a picturesque, quiet and peaceful Dorset village with a shop /post office and a good local pub. A perfect destination for families, nature lovers, walkers, cyclists and anyone else wishing to escape to beautiful rural Dorset.

Jun 30 – Jul 7

G$36,843 GYD per night

Guest favorite

Cottage in Stour Provost

4.93 out of 5 average rating, 163 reviews

Delightful 3 Bed Cottage on The River Stour Dorset

A charming sunny river side cottage. Set in its own land with direct access to the River Stour. Newly refurbished three bedroom property. Delightful reception room with log fire TV and DVD selection. Three bedrooms upstairs two with king size beds and one twin room. One large new family bathroom. Outside terrace with table and chairs with views of the river. Garden with direct access to the river ideal for picnics or fishing.

Jun 5 – 12

G$59,071 GYD per night