Hillside Cottage in Shaftesbury | Stunning Dorset Group Cottage

About Hillside Cottage

Hillside Cottage is a beautifully modernised 19th-century property sleeping 10 guests in Donhead St Mary, near Shaftesbury on the Dorset-Wiltshire border. This spacious group accommodation features five bedrooms with five bathrooms, making it perfect for multi-generational families. The property boasts a wood-fired hot tub and stunning open-plan living spaces ideal for group gatherings.

Set in peaceful countryside with terraced gardens, the cottage offers tree-top views and abundant wildlife. Guests regularly spot deer, pheasants and woodpeckers from the property. The location provides immediate access to countryside walks whilst being just minutes from Shaftesbury's famous Gold Hill.

Accommodation includes three first-floor king-size bedrooms (two ensuite), one ground-floor king-size with ensuite and private terrace, plus one twin room. The family bathroom features a bath with rain shower and double basin. The heart of the home is the open-plan kitchen-dining area with electric ovens, gas hob and two dishwashers, flowing into a comfortable sitting room with woodburning stove.

Groups can explore Salisbury Cathedral (20 miles, 30 minutes), Longleat Safari Park (15 miles, 25 minutes), Stourhead Gardens (12 miles, 20 minutes) and the Jurassic Coast at Durdle Door (35 miles, 45 minutes). The property offers excellent access to countryside walks directly from the door.

Hillside Cottage combines modern comfort with countryside tranquillity. Perfect for family reunions and group celebrations, this exceptional property offers space, privacy and memorable experiences for everyone.

Check Prices & Availability »

At Sykes Cottages

Need To Know

✓Oil central heating with woodburning stove
✓2 x electric ovens and gas hob, microwave, fridge, chest freezer, 2 x dishwasher, smart tv and full fibre wifi (150mb)
✓Fuel and power included in rent
✓Bed linen and towels included in rent
✓Ample off-road parking
✓Terraced gardens and patio with furniture, gas barbeque and wood-fired hot tub
✓One well-behaved dog welcome
✓Sorry, strictly no smoking
✓Shop 1.5 miles, pub 0.3 miles
✓Note: steep hill to the woods below, children to be supervised outside
✓Please note: this property is suitable for family holidays
✓Note: no stag/hen parties or similar
✓Note: this property may not suitable for people who are are less mobile or for wheelchairs due to steep location, althought the path leading to property has a handrail
✓Please contact our reservations team for more details
✓Please contact our reservations team if you are booking within 3 days of arrival date
✓Note:there is a type 2 electric car charge point at the property
✓There is a flat fee charge of £30 to use the facility during your holiday
✓Note: the ground - floor bedroom is accesed via two steps

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What Guests Love

What do previous guests think about their group stay at Hillside Cottage

Spacious accommodation for large groups

Five bedrooms and five bathrooms provide ample space for ten guests to stay comfortably together.

Wood-fired hot tub under the stars

Guests love relaxing in the eco-friendly hot tub whilst stargazing in the peaceful countryside setting.

Excellent kitchen facilities for group cooking

Two dishwashers, large ovens and extensive crockery make catering for ten people effortless and enjoyable.

Beautiful wildlife and countryside views

Regular sightings of deer, pheasants and woodpeckers create magical moments for all family generations.

Perfect location for exploring attractions

Easy access to Salisbury, Longleat, Jurassic Coast and Shaftesbury makes day trips convenient for everyone.

Ground floor bedroom with private terrace

Ideal accessibility option with ensuite facilities and French doors opening onto a peaceful private terrace.

Getting To Hillside Cottage

Find your way to your perfect countryside retreat

By Car

To reach Hillside Cottage by car, follow the A30 towards Shaftesbury then take local roads to Donhead St Mary. The cottage is easily accessible with ample off-road parking available for multiple vehicles upon arrival.

By Train

For those travelling by rail, the nearest station is Gillingham, approximately 8 miles away with regular taxi services. From there, it's a scenic journey through the Dorset countryside to your accommodation.

Ample off-road parking for multiple cars

Gillingham station (8 miles)

Easily accessible from A30 via Shaftesbury

Group Attractions & More Nearby

Stuff for larger groups and families to try!

Shaftesbury Abbey

Distance: 2.1 miles (4 min drive)

SP7 8JT

Gartell Light Railway

Distance: 13.3 miles (24 min drive)

BA8 0NB

Stonehenge

Distance: 25.7 miles (34 min drive)

SP4 7DE

Wessex Ridgeway

Distance: 1.1 miles (2 min drive)

Win Green

Distance: 3.5 miles (10 min drive)

SP7 0ES

Cranborne Chase & West Wiltshire Downs National Landscape

Distance: 4.3 miles (12 min drive)

SP7 0EX

Greenacre Farm Shop

Distance: 1.1 miles (2 min drive)

SP7 9ND

Cranbornes

Distance: 1.9 miles (4 min drive)

SP7 8JE

Lidl

Distance: 2 miles (5 min drive)

SP7 8TL

Gillingham Station

Distance: 6.6 miles (14 min drive)

SP8 4JL

Tisbury Station

Distance: 7.6 miles (18 min drive)

SP3 6JT

Bournemouth Airport

Distance: 27.9 miles (51 min drive)

BH23 6ED

Shaftesbury Abbey

Distance: 2.1 miles (4 min drive)

SP7 8JT

Gartell Light Railway

Distance: 13.3 miles (24 min drive)

BA8 0NB

Stonehenge

Distance: 25.7 miles (34 min drive)

SP4 7DE

Wessex Ridgeway

Distance: 1.1 miles (2 min drive)

Win Green

Distance: 3.5 miles (10 min drive)

SP7 0ES

Cranborne Chase & West Wiltshire Downs National Landscape

Distance: 4.3 miles (12 min drive)

SP7 0EX

Greenacre Farm Shop

Distance: 1.1 miles (2 min drive)

SP7 9ND

Cranbornes

Distance: 1.9 miles (4 min drive)

SP7 8JE

Lidl

Distance: 2 miles (5 min drive)

SP7 8TL

Gillingham Station

Distance: 6.6 miles (14 min drive)

SP8 4JL

Tisbury Station

Distance: 7.6 miles (18 min drive)

SP3 6JT

Bournemouth Airport

Distance: 27.9 miles (51 min drive)

BH23 6ED

Is Hillside Cottage Right For Your Group

Discover why this cottage is the one for your party or family reunion...

For Families

Children love the large garden with table tennis table and safe outdoor space for games. The wood-fired hot tub provides excitement for older children whilst the conservatory offers indoor play space. Wildlife spotting including deer and pheasants creates magical memories, though supervision is required due to steep garden areas.

Groups Will Love...

The wood-fired hot tub is the standout group feature, providing a unique eco-friendly experience under the stars. Unlike electric versions, this requires wood feeding but creates an authentic countryside atmosphere. Groups love gathering here for evening relaxation whilst enjoying the peaceful rural setting and wildlife sounds.

Pet Friendly

Hillside Cottage welcomes pets with a large garden perfect for dogs to explore safely. Hard flooring throughout much of the property makes cleaning easy after muddy walks. The countryside location offers immediate access to walking routes, though the garden isn't fully enclosed so supervision may be required.

Dining & Cafes

Taste the local flavours during your stay at Hillside Cottage

The Mitre Inn

Located 1 mile from your accommodation.

Postcode: SP7 8JW

The Beckford Arms

Located 5 miles from your accommodation.

Postcode: BA12 0SU

King John Inn

Located 4 miles from your accommodation.

Postcode: SP5 5PS

Frequently Asked Questions

Quick answers to our most common questions about Hillside Cottage

Is Hillside Cottage suitable for large families?

Yes, the cottage sleeps 10 guests across five bedrooms with five bathrooms, making it perfect for multi-generational family gatherings. The open-plan living spaces and large dining table accommodate group meals and socialising comfortably.

Is the property pet friendly?

Yes, Hillside Cottage welcomes pets and offers a large garden for dogs to explore safely. The property features hard flooring throughout much of the house, making it practical for pet owners.

What cooking facilities are available for groups?

The kitchen features electric ovens, gas hob, microwave, two fridges, chest freezer and two dishwashers. There's extensive crockery and glassware for ten guests plus a large dining table for group meals.

Are there mobility considerations for guests?

The property has several steps throughout and a steep path from parking to the cottage entrance. A ground-floor bedroom with ensuite is available, but the property isn't suitable for guests with significant mobility issues.

What outdoor facilities does the property offer?

The cottage features terraced gardens, patio furniture, gas barbecue, table tennis table and wood-fired hot tub. There's ample off-road parking and direct access to countryside walking routes from the property.

How does the wood-fired hot tub work?

The eco-friendly hot tub requires wood feeding to maintain temperature and doesn't have bubbles like electric versions.

What attractions are nearby for day trips?

Salisbury Cathedral is 30 minutes away, Longleat Safari Park 25 minutes, Stourhead Gardens 20 minutes. Shaftesbury's Gold Hill and local countryside walks are accessible within minutes of the property.

What welcome amenities are provided on arrival?

Guests receive fresh flowers, homemade cake, scones with clotted cream, milk and other treats. The property manager Emily checks in to ensure everything meets expectations during your stay.

Popular Stays Near This Cottage

Hillside Cottage Reviews

The place is beautiful, large accommodations Well kept gardens , absolutely no ... The place is beautiful, large accommodations Well kept gardens , absolutely no good for people with any form of disability, very off putting with real family pictures in toilet, great for large groups feels cosy but also spacious, definitely need proper curtains that fit the windows , lovely touch of biscuits , eggs, tea and coffee , overall a lovely get away cottage

Sheila

Super place for a family get together, plenty of room, we had 7 adults, 1 baby and a dog in our party.

From the moment we arrived at Hillside Cottage the whole family was relaxed and enjoyed one of the best locations we have ever stayed. The grounds were not only perfect for us humans but equally perfect for our dog, Teddy, who loved walking around and just watching the wildlife. The house was amazing and the open plan allowed us to do our own thing whilst being together. Perfect for large groups, multigenerational families and dogs.

Elizabeth

A truly idyllic cottage. .cottage being an understatement

Elaine

We were a multigenerational group, and Hillside Cottage was perfect for us. It is very well equipped and set out, with a large kitchen and dining area opening onto a lovely garden. The table tennis table provided a lot of enjoyment. The house is very quiet, apart from wonderful birdsong and the sounds of animals. The beds are extremely comfortable, and the house is attractively furnished. Overall, we were delighted and very grateful for such a lovely base for our week away.

Hillside Cottage an absolute delight to stay in. The property was everything as described and more. For a large party like ours it was extremely comfortable and spacious. It had everything you would need to make your stay extremely enjoyable. Set in a secluded location we could have been miles from anywhere but actually just a few minutes from Shaftesbury itself. It was an ideal location for visiting attractions within Dorset and Wiltshire. I'd certainly have no hesitation in recommending the wonderful property as a holiday destination.

Harriet

We loved our stay at Hillside cottage. It is perfect for a large family group with young children. The garden is wonderful and so peaceful. It is close to some lovely towns, and we could have spent a lot longer here. The house had everything we needed and was really comfortable. Perfect!

Vanessa

Great place for a family get together. Enough room for privacy but lovely well laid out large space for coming together for meals and chatting. The two wood burners kept the place toasty warm and there was plenty of logs to keep us going all week. Loved it and we will definitely be returning.

Very enjoyable week spent at the cottage. It was large enough to cope with 6 adults and 4 children, one very small without difficulty. The layout of the property was very good with plenty of space for all. Cooking was enjoyed in the large kitchen area and many hours were spent around the dining table. As we were there in October we did not have chance to try the outside areas but they looked great. A lovely place to stay.

Denise

The cottage was amazing! It was perfect for a multigenerational family of 10 people. The cottage was well equipped, with everything that we could possibly need. Large rooms, with enough space for everyone to spread out, but also cosy and warm with the wood burners. The kitchen was beautiful, with more than enough crockery, glasses, cooking utensils, cutlery and having 2 dishwashers was a real bonus. All the beds were very comfortable, with lots of storage. The wood fired hot tub was well used and easy to use. Steep, short walk up the big car park at the top, which for some people may be an issue. Outside was quiet and private. Great location for visiting the attractions around the area. We had a fantastic family break and would highly recommend Hillside Cottage.

Hillside cottage is a delightful holiday venue for families. The characterful rooms provided ample space for our multi generational holiday. It is well equipped for cooking , relaxing and playing games . The natural setting makes for a lovely outlook from every window. The wood fired hot tub gave an added experience to the stay . In an area known for its International Dark Sky Reserve the star gazing is incredible. We found some stunning walks along local foot paths and the location makes it easy to explore the local attractions we even went to the stunning coastline at Studland one day . As a mixed ability group we were made aware of the steep approach and we coped. We would suggest a gentle wide winding step approach would complete the enjoyment of visiting the cottage. All in all we made fantastic memories here and would certainly return again .

We were delighted with the property and the outside facilities. Has great fun playing croquet on the bumpy grass and table tennis on the patio. No problem lighting the log burner under the hot tub, it was easy! The bedrooms and beds were all great and so was the kitchen, as we had a chef and baker with us. Two dishwashers were an asset and loads of freezer and fridge space.

Perhaps another TV. With different ages wanting different programs. Otherwise all good thanks

The best holiday cottage we have stayed in. We could have stayed for another week, there is so much to do nearby. The cottage itself was perfect, it had everything we needed, we especially and unexpectedly loved the table tennis table! It took us a while to get the hot tub right but we did get the hang of it and it was a lovely treat at the end of a busy day. We would definitely stay here again.

Absolutely loved our time here. Would definitely go back. Thank you

Stephen

Delightful house with excellent facilities and in a lovely setting. Only suggestion is that we all could have used nonslip mats in the showers and bath in the family bathroom as they were very slippery and each of us had to take great care to avoid slipping.

Michael

A lovely place to stay in surrounding countryside. The birdsong, wildlife, trees and flowers made for an enjoyable rural stay. The property was clean, and large enough to fit our family travelling from all round the world for a get together. It was ideally placed to travel around DorsetWiltshire. A beautiful area. Lots of kitchenware and cooking facilities. Enough bathrooms for us all. Plenty of parking space. A steep slope, and quite a few steps inside and out was the only drawback but that was clearly noted on the website. Appreciated the lovely treats left for us on the first day. We also appreciated meeting the lady in charge of the place, and she quickly responded and helped in an emergency. Very friendly and helpful.

Hillside Cottage ticked all the boxes for me. So spacious, beautifully and tastefully decorated. Well equipped kitchen with all crockery, glasses and white goods and large cooker to facilitate eight guests. Hot tub was a delight to use on a cold November evening star gazing. Views around the property were mainly trees into a valley but brought an array of wildlife and birds, squirrels, pheasants and even a Woodpecker. Would definitely like to come and stay again .

10 friends & family gathered for 70th birthday celebrations & were delighted to find the cottage spacious & v comfortable for such a gathering & had a great weekend. We enjoyed walking from the property into Shaftesbury for a look around & lunch, & then another local autumnal walk from the property the following day. We found our way around the kitchen which had most of what we needed however an electric hand mixer would be a great addition to the kitchen utensils! Would happily recommend this property & stay again.

A wonderful holiday for three generations. Concerns about The Slope and garden proved unfounded providing you are steady on your feet the path down is no issue and there was ample space on the garden for little legs to run round and for older ones to stroll. It's a beautiful location and a clean, well stocked comfortable home.

Thomas

A fabulous house for a family gathering. Great communal social spaces and comfortable bedrooms really make the house perfect for a group of people to spend time together, and if necessary apart! The gardens are lovely and watching the wildlife is just one of the added treats. The wood fired hot tub was especially fun to spend time in. Ample parking on site and brilliantly located for day trips to Salisbury, Longleat, Bath etc. Would recommend to anyone.

An excellent property. Everything we needed was provided. The house was beautifully clean. The outside spaces were well used by all generations and the dog. Plenty of space for games. A good selection of games and puzzles were supplied to supplement the ones we brought. Bedrooms were very comfortable. We had a fantastic holiday.

Robert

We had a lovely time at Hillside Cottage, a comfortable , very clean house. There were eight of us, three generations, lots of space and very well equipped house. A lovely well kept garden, would be less of a worry if the end of the garden was fenced off from the very steep drop, as we had two children in our group. Emily the housekeeper was very helpful, checking in on us to see if we were happy with everything. We stayed for two weeks, and appreciated the end of week clean and change of linen. Lovely fresh flowers and hamper were also appreciated.

The property was excellent. Modern, and very clean and tidy. Our dog had a great time exploring the grounds. The local House Manger, was brilliant. Very quick and willing to help with any queries that we had regarding the property and a major help with a medical emergency that we encountered during our stay

Malcolm

Fantastic well equipped property. Superb location, ideal for family holiday, plenty of space inside and outside, would recommend, probably the best rental property we have used for the price, and we have purchased many over the last few years.

Michael

All was great thanks, plenty to do in the area and the cottage was great.

Hillside cottage was exactly as described, beautiful. There is absolutely nothing I can fault. The team do an amazing job on the cleaning side, it was immaculate. There were gifts of tea and cakes and other bits on arrival, that made it so welcoming. Emily popped in to make sure we were ok, which was another nice touch. These comments were not just from me, my three children and their respective husbands and wives all said the same ! So, thanks for letting us share your home. We loved it

Judith

A wonderful property just how it was described.

Deborah

We really enjoyed Hillside cottage and the accommodation was just perfect for us. We are a group of 4 couples enjoying a new years break and found that we all had the space to be together or to find a quiet spot to ourselves. We enjoyed being able to walk out the door and find amazing hikes just on the doorstep, although we did have pretty miserable weather. The cottage itself was really well equipped and there was plenty of room to store all left over goodies from Christmas as there are two fridges and a big chest freezer and two dishwashers. The log burner in the lounge and dining room were very welcome after a long walk in the mud and the rain. We did try the hot tub once, but it wasnt a lot of fun in the rain, but had to be done! Maybe it would be nice put up some outside lights by the hot tub as we did fumble around with torches. Overall this was lovely cottage and we had a fabulous time.

This was the third year for our family staying away over the Christmas period. The property was really lovely and unlike some was well stocked with things like dishwasher tablets, logs etc and beautifully decorated. All in all a very enjoyable stay in a lovely setting.

When we booked there was no mention of the several short flights of steps throughout the ground floor. None have hand rails. This makes it very difficult for those of us with mobility issues. The ground floor bedroom was particularly hazardess. I think the website is now more accurate. It is not suitable for those with mobility issues. In every other respect it is a very handsome and comfortable house. It has a lovely, peaceful setting. Perfect when the sun is shinning.. We could not find any small side plates but maybe we didn't open quite enough cupboards of which there are a lot. We were a party of4 couples who like to cook so the kitchen area was a perfect space for us to socialise. We very much enjoyed our stay.

Excellent holiday property thank you. Only a couple of minor things, but overall very enjoyable.

Timothy

Proved to be an excellent choice. Superb location, wonderful accomodation and amenities.

What a fabulous house! Our group of 8 friends had a wonderful stay at Hillside cottage in May 23. The house and grounds are immaculate and the manager Emily was very accommodating and helpful. Great location for walks into Shaftsbury or drives to the coast. We highly recommend it!

Lovely stay One of our party who has MS spoke to Sykes before we booked to discuss her limitations etc and was reassured it would be ok. As it was she couldnt come at the last moment But had she come she couldnt have stayed due to all the steps and the height of the steps. So although the website does say not great for elderly or people with mobility issues Its a shame the Sykes representative gave misleading reassurance with that matter. Otherwise lovely stay and great position immediate access to walks for dog. Very quiet position Had to supervise dog in garden as there are pheasants, and also there was discarded used Bbq coals dumped over the little wire fence along with all the grass waste which I found my dog licking off the fat! The garden is not secure but lovely and big. The door off entrance hall near toilet needs shaving as sticks Great stay and visited Bath, Salisbury, Lulworth cove and Dawdle Door all under an hour away.

Wonderful stay here, the house was beautiful both inside & out! Great location for getting out and about exploring areas such as Bath, Shaftesbury, Jurassic Coast, Corfe Castle, Swanage we did them all would definitely stay here again 10 out of 10

Charlotte

A beautiful and extremely well equipped holiday home. Lovely walks from the house and the hot tub was a bonus. We had a few problems with the cooker but Emily was brilliant and sorted it out quickly for us.

Very well equipped house with plenty of room for everyone. Good to have a big table to gather round in the kitchen, big fridges and plenty of shower roomsbathrooms. The hot tub was a big hit with our young adults but we were surprised to find it is wood fired and has no bubbles understandably eco friendly and a lovely place to wallow under the stars but it may be worth highlighting what type of hot tub it is and how it needs to be fed and nurtured if the water is to remain warm. Please can the owner change the curtains in the downstairs bedroom? They don't fit the window! Also, there were many, many flies and wasps gathering in the conservatory room. Probably not much to be done about that and thanks for leaving a waspfly killer spray, which helped a bit. Finally, I think the electric car charging point was new and not mentioned in the Sykes description but would have been a bonus for one of our family members who came in an electric car. Please can that be included in any future listing of this property? All in all though, a lovely house for our family holiday thank you

Natasha

We had a fantastic stay. It is a beautiful and peaceful home with wonderful facilities and is very well equipped. The children and adults had a wonderful time.

Leave a Review

Hillside Cottage, Shaftesbury

About Hillside Cottage

Need To Know

More Group Cottages You May Like

What Guests Love

Spacious accommodation for large groups

Wood-fired hot tub under the stars

Excellent kitchen facilities for group cooking

Beautiful wildlife and countryside views

Perfect location for exploring attractions

Ground floor bedroom with private terrace

Getting To Hillside Cottage

By Car

By Train

Group Attractions & More Nearby

Is Hillside Cottage Right For Your Group

For Families

Groups Will Love...

Pet Friendly

Dining & Cafes

The Mitre Inn

The Beckford Arms

King John Inn

Frequently Asked Questions

Location Name

Popular Stays Near This Cottage

Hillside Cottage Reviews