Family-friendly vacation rentals in Dorchester

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Top-rated family-friendly rentals in Dorchester

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Guest favourite

Cottage in Dorchester

4.99 out of 5 average rating, 166 reviews

Charming Brick Cottage with a Patio and Hot Tub

Serve breakfast at a table for six or dine alfresco on a patio overlooking the countryside from this charming brick cottage. Later, take a dip in the hot tub before going inside where country-style decor and cosy furnishings will put you at ease. Relax under the shade of the Walnut Trees. Cottage comfortably sleeps six adults with room for one baby or toddler in a travel cot in one of the double bedrooms. Our cottage has beautiful views of the countryside in all directions. Relax and unwind in peace. The cottage is newly built with all modern interior and appliances. The cottage is ideal for family getaways with all the amenities you would ever need! Entire access to the private semi-detached cottage and back garden and parking in-front. We will meet you when we arrive to let you in and we live next door so ask us if you need anything! The cottage is a short drive from the quaint village of Piddletrenthide and its 15th-century buildings. It's also a short drive from the village of Cerne Abbas's pubs and restaurants, as well as its famous chalk figure giant. The cottage is on a working farm. Our cottage has beautiful views of the countryside in all directions. Relax and unwind in peace. The cottage is newly built with all modern interior and applian is ideal for family getaways with all the amenities you would ever need! The cottage is a 30-minute drive from the Beach and the Jurassic Coast and a five-minute drive from the quaint village of Piddletrenthide and its 15th-century buildings. It's also a short drive from the village of Cerne Abbas's pubs and restaurants, as well as its famous chalk figure giant.

Nov. 25 – Dec. 2

$418 CAD per night

Guest favourite

Guest suite in Portesham

4.84 out of 5 average rating, 164 reviews

Modern living in a Traditional quaint village.

A self contained house attached to owners property. Access via secure garage and own door. Offering privacy in beautiful countryside at the edge of the village with pub/ cafe and shop. Open plan living space with TV/DVD player and log burner for the colder months. Dishwasher and washing machine in the property. 1 Bedroom with sloping ceiling with double or twin beds. Can also accommodate 1 baby (under 2 years to share bedroom). Bathroom with bath and shower. Own small garden with patio area.

Jul. 17 – 24

$141 CAD per night

Guest favourite

Condo in Uplyme, Lyme Regis

4.93 out of 5 average rating, 595 reviews

Idyllic Garden Studio - Couple’s Sanctum - by Sea

Romantic hideaway on the East Devon Way. Luxurious couple’s bath, solid oak sleigh bed with sumptuous pocket sprung mattress, private outside space for dining/sunbathing. Fully equipped for self-catering. Overlooking delightful, tranquil courtyard garden. Perfect place of refuge and relaxation. Ideal base for walking the World Heritage Jurassic Coast or visiting River Cottage. Village centre 5 mins walk with pub, shop, tennis court. Lyme beach 10 mins drive or 45 mins via idyllic river walk.

Aug. 26 – Sep. 2

$211 CAD per night

Guest favourite

Cottage in Winfrith Newburgh

4.98 out of 5 average rating, 251 reviews

Bramble - 17th Century Barn Conv -enclosed garden

Bramble Barn is a beautiful 17th-century barn conversion situated down a private road just 4 miles from Lulworth Cove, Durdle Door and the Jurrasic Coast World Heritage Site. This large splendid brick barn has been converted into two identical properties creating accommodation of the highest standards. Each barn has its own enclosed garden and a south-facing terrace, ideal for eating out. Tadnoll Heath, a Dorset Wildlife Trust Reserve, lies just to the north. Ample off-road parking.

Mar. 10 – 17

$235 CAD per night

Guest favourite

Guesthouse in Dorchester

4.97 out of 5 average rating, 274 reviews

Lovely, Quiet Studio Annex (with Netflix)

Self contained, self catering studio annex based in the county town of Dorchester. The annex is suitable for 2 adults (a z-bed can be supplied for 1 child under 12). The towns amenities are all within a short walking distance, including the new 'Brewery Square' development. Great base to explore Dorset's fabulous coast, countryside and walk in the footsteps of Thomas Hardy's Casterbridge. Motorbike friendly, high chair & travel cot available. Complimentary tea and coffee. Netflix TV.

Sep. 22 – 29

$119 CAD per night

Guest favourite

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.

Sep. 3 – 10

$158 CAD per night

Guest favourite

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. 28 – Jul. 5

$249 CAD per night

Guest favourite

Cottage in Dorset

4.98 out of 5 average rating, 312 reviews

The Condo (Indoor Pool available May-Oct only)

Self contained detached cottage in a tranquil location close to the famous 'Jurassic Coast' ; Durdle Door, Lulworth, Corfe Castle, Weymouth and Dorchester are all a short drive away. Further attractions close by are Monkey World, Bovington Tank Museum, and Sculpture by the lakes. There is a well stocked village shop and good village pub. Dorset has so much to offer, with beautiful coastline and breathtaking scenery. Relax in the pool at your leisure!

Mar. 5 – 12

$178 CAD per night

Guest favourite

Cottage in Hooke

4.93 out of 5 average rating, 225 reviews

The Little House, Hooke, Nr Bridport, West Dorset

A perfect cottage for two. Come and relax and unwind in this hidden corner of West Dorset. Quiet and peaceful yet within easy reach of the coast and all the local attractions. Lovely private garden, fabulous walks and you can bring your dog too! BEAMINSTER (3 miles away) is enchanting, with fabulous shopping and food. Enjoy the fun of Bridport market, and then a walk by the sea. COME AND SEE THE SNOWDROPS ! THEY ARE AT THEIR BEST RIGHT NOW

Dec. 31 – Jan. 7

$223 CAD per night

Guest favourite

Guest suite in Cheselbourne

4.92 out of 5 average rating, 202 reviews

Dorset Farmhouse apartment with pet farm animals

The Granary is part of our Georgian family farmhouse home which is nestled in a valley beside a gentle chalk stream. We have a host of friendly pet farm animals; pigs, a pony, hand reared sheep, hens and mini goats. You are welcome get acquainted with them to join in with their feeding. We are off the road and down a short track. You can walk directly from the door into the Dorset Countryside.

Jul. 12 – 19

$212 CAD per night

Guest favourite

Condo in Dorset

4.95 out of 5 average rating, 275 reviews

Your hideaway on Weymouth harbourside!

Harbour Hideaway....light and airy basement apartment with own courtyard in fantastic harbourside location. Permit parking for 1 car and dogs welcome. Main sandy beach 5 mins away and town is just across the bridge. Friday changeovers preferred if weekly durations. Please note that there are two single beds in the bedroom and a drop down King Size bed in the lounge (not in a separate room) x

Nov. 8 – 15

$162 CAD per night

Guest favourite

Guest suite in Cattistock Dorchester

4.9 out of 5 average rating, 369 reviews

Willow Annexe

We welcome you to stay at our home and in the beautiful surroundings of West Dorset. We offer a lovely one bedroom (double bed) self catering annexe which has all the comforts that you'll need! It is well equipped and has fresh towels, bed linen, tea towels and everyday essentials. Relax and enjoy beautiful Cattistock. We have a beautiful village with a pub and shop.

Aug. 16 – 23

$139 CAD per night