Dorset Boltholes with Enclosed Gardens
In a self-catering cottage with an enclosed garden you and your family can enjoy some added privacy and security. Help contain lively legs and take a look at our luxury portfolio in Dorset. At Classic Cottages, we want your whole experience to be the best it can be and handpick all of our cottages onto our books. Find your cottage today for dreams tomorrow.
Whether you are looking for family-friendly accommodation or a dog-friendly cottage with an enclosed garden, we have a selection of properties available in Dorset for you to choose from. To give you some added reassurance, let your kids play and your dog sniff around in a garden offering more security. You'll be able to relax knowing your loved ones are nearby.
Cottages with Enclosed Gardens in Dorset
Across Dorset we have a range of beautiful self-catering cottages of all shapes and sizes. Priding ourselves on marketing only the finest self-catering accommodation around, we want your holiday in Dorset to be the best it can be. Browse our selection of 25 available retreats with enclosed gardens and find your perfect one. The holiday of a lifetime is but moments away.
25 retreats with enclosed gardens in Dorset
The Dairy
26631 bedroom, rural cottage near the beach near Bridport, Dorset.
The Dairy is another extremely comfortable single-storey cottage in this small and friendly farm development. This property has French windows to its own enclosed outside space – t...
Price per week £307 - £592
Badgers Cottage
30141 bedroom, dog friendly self catering cottage near Bridport, Dorset.
Badgers Cottage, a snug semi-detached cottage for two, is set in a farmyard, beautifully converted from an 18th Century stone barn. All on one level, the open plan design gives a w...
Price per week £315 - £607
Don’t miss out; reserve your favourite 2019 holiday cottage for just £30
Reserve your 2019 holiday
Our portfolio gets better year after year, with all the old favourites and some stunning new additions, so get in there quick and reserve your preferred dates for only £30.
Pick a place close to the coast for that year-round holiday vibe, or book a holiday townhouse to be close to every convenience. Escape to the country for peace and quiet or take to the moors for walks through wide open spaces, we’ve got plenty of holiday cottages for you to choose from for next year.
Reserve next year's holiday in advance to give you peace of mind and put off paying your deposit till after this summer (5th November). That way you know your preferred dates are yours for the choosing and you can get on with enjoying the rest of this year's holiday (before looking forward to the next!).
Cedar Lodge
40142 bedroom, dog friendly holiday cottage near Dorchester, Dorset.
Cedar Lodge is a cosy cottage in a quiet rural location. All on one level, the open plan living-room with kitchen and dining areas creates a very sociable space for a couple or sma...
Price per week £389 - £795
The Old Coach House
13862 bedroom, rural holiday cottage near Dorchester, Dorset.
This pretty detached former coach house is in beautiful rural Dorset within easy reach of the stunning World Heritage Jurassic coastline. The Old Coach House has a spacious brig...
Price per week £399 - £1018
Celtic Blessing
22562 bedroom holiday cottage near Bridport, Dorset.
Close to Dorset's spectacular Jurassic Coast, the popular market town of Bridport and the harbour and beach at West Bay, this cottage has stunning views of the gentle Dorset countr...
Price per week £401 - £827
Phoebes House
29242 bedroom, rural self catering cottage near Beaminster, Dorset.
A stunning west Dorset location, amazing rural views and a truly luxurious property, Phoebes House is a hidden gem just a short drive inland from the famous Jurassic Coast. This de...
Price per week £428 - £1092
Ivy Cottage
41222 bedroom, dog friendly holiday cottage near Dorchester, Dorset.
Imagine life in a tranquil Dorset village and Ivy Cottage is just the sort of place you may picture in your mind. Set in the midst of an Area of Outstanding Natural Beauty, the cot...
Price per week £431 - £936
September Cottage
29482 bedroom self catering cottage near the sea near Weymouth, Dorset.
This comfortable semi-detached family home is on the edge of the countryside, yet only three miles from Weymouth with its sandy beaches and historic quay. A 20 minute walk takes yo...
Price per week £444 - £897
We’re a Visit England Quality Accredited Agency for our high standards in holiday letting.
Quality Accredited Agency
Only the highest quality of accommodation is awarded Visit England accreditation. The assessment takes place over a few days and looks at all of our policies, practices and procedures, making sure we meet a five star standard for our guests.
We set our own standards above and beyond and we’re very proud of this accolade and all it represents.
Furrow Lodge
40222 bedroom, rural self catering cottage near Beaminster, Dorset.
With stunning rural views from your deck, and a fabulous open plan interior, Furrow Lodge snuggles into the hillside in the delightful Dorset countryside and offers a real opportun...
Price per week £449 - £975
Lynchet Lodge
40232 bedroom, dog friendly holiday cottage near Beaminster, Dorset.
Lynchet Lodge is a gorgeous open plan cottage, beautifully furnished and equipped to provide all that you need for a relaxing holiday in rural Dorset. The open plan kitchen/dining/...
Price per week £449 - £975