Sherborne Cottages
A fabulous castle built by Sir Walter Raleigh, so well preserved it remains a family home to this day, an impressive abbey and any number of medieval buildings – it's no wonder that Sherborne is a favourite among historians. Sherborne's glory isn't all in the past, though – this gorgeous town was recently voted the best place to live in the South West by The Times, and has some of the most diverse shopping you'll find anywhere.
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 31 self catering cottages in Sherborne to show you...
7 nights from £431
The Gardens
54062 bedroom, dog friendly cottage in historic Sherborne, Dorset.
From the rolling hills of the Dorset countryside to the beautiful historic streets of Sherborne and down to the Jurassic Coast, explore it all whilst staying at The Gardens. This c...
7 nights from £431
7 nights from £366
Owl's Nest Cottage
29421 bedroom, dog friendly cottage near Sherborne, Dorset.
This cosy, compact, delightful bolthole for two is set in a wonderfully tranquil hamlet in north Dorset with village shops and a choice of two pubs within two miles. Built in lo...
7 nights from £366
7 nights from £497
Pound Farm Cottage
40761 bedroom thatched cottage near Sherborne, Dorset.
Pound Farm Cottage is a hidden gem; this Listed thatched cottage has been thoughtfully renovated to create a spacious, stylish holiday home, retaining many of the original features...
7 nights from £497
7 nights from £694
Freshfields
57064 bedroom secluded cottage with large grounds near Dorchester, Dorset.
Freshfields is a truly outstanding property in a picturesque Dorset village. Recently renovated throughout, the house provides space and privacy for all the family. Just a short dr...
7 nights from £694
7 nights from £707
Keepers Cottage
51943 bedroom, dog friendly cottage with wonderful views near Yeovil, Somerset.
Keepers Cottage is the former gamekeeper's cottage for Montacute House and is set in the rolling countryside of south Somerset, close to the historic village of Montacute. Stunning...
7 nights from £707
7 nights from £565
Spring View
56863 bedroom rural cottage near the sea and close to Dorchester, Dorset.
A family friendly holiday home situated in a beautiful rural Dorset hamlet with countryside views galore. Recently renovated throughout, Spring View, offers a peaceful escape from ...
7 nights from £565
7 nights from £363
Spring View Cottage
57831 bedroom cottage with countryside views near Dorchester, Dorset.
A sweet bolthole for two, Spring View Cottage is nestled in the beautiful Dorset countryside. Easily accessible but far enough away to feel like you have really escaped, this compa...
7 nights from £363
From £94 per night
La Cabine Francaise
47261 bedroom, dog friendly Shepherds Hut near Dorchester, Dorset.
Welcome to La Cabine Francaise, a glorious expanse of glamping bliss with a French twist. Set in the stunning Dorset countryside, this exclusive spot for two provides the perfect r...
From £94 per night
Choose our flexible booking option and have the ability to cancel anytime.
7 nights from £871
The Old Mill
45032 bedroom, unique, dog friendly converted mill near Dorchester, Dorset.
If you are looking for a beautifully unique and special property for a perfect Dorset holiday, then look no further than The Old Mill. Formerly a working mill, this gorgeous proper...
7 nights from £871
7 nights from £519
Ivy Cottage
41222 bedroom, dog friendly cottage in Cattistock 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 (now ren...
7 nights from £519
