Cottages in Wiltshire
With three beautiful National Landscapes on your doorstep, Wiltshire is an idyllic destination for a stay in a self-catering holiday cottage. From short breaks with the kids to romantic getaways in cosy cottages with bubbling hot tubs, we have something for every traveller in our carefully curated collection, so you can enjoy dog-friendly escapes and family-friendly adventures in this historic county. Discover rolling hills decorated with chalk-white horses, historic country inns with flickering fireplaces, and ancient stone circles that spark our imagination to this day. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 11 Wiltshire cottages for you
Weighbridge Barn
7 nights from £1248
7 nights from £607
Stable End
56481 bedroom, dog friendly self catering cottage near Chippenham.
Located in Grittleton, a short drive from both Chippenham and Bath, just on the edge of the Cotswolds, an area of beautiful countryside and picturesque villages, come and discover ...
7 nights from £607
Arrive at your handpicked holiday home safe in the knowledge it’s been fully inspected.
Quality inspections
We check our holiday homes to ensure that everything is up to our high standards for your holiday, from provision of our above standard minimum inventory to how fluffy the towels are, we make sure you’ll have a comfortable stay.
Hardworking teams of housekeepers will have the place spick and span, ready for your arrival, so when you get there you can just relax.
7 nights from £641
Weighbridge End
56471 bedroom, dog friendly self catering cottage near Chippenham.
This stunning barn located on the edge of the Cotswolds is a gem of a property just waiting to be discovered. Sympathetically converted with nods to its previous life as a working ...
7 nights from £641
7 nights from £720 *
2 West Nolands
56034 bedroom, dog friendly home close to Avebury.
Within an hour of the beautiful city of Bath and if you tire of the local landscape, the south Cotswolds and the New Forest are close enough for a day trip. Your four-legged friend...
7 nights from £720 *
7 nights from £1518 *
Merryfields
55724 bedroom, dog friendly self catering cottage near Bath.
This spacious detached Victorian house is set on a two acre site in the rural village of Colerne, occupying a spectacular position over Box Valley with views of Salisbury Plain in ...
7 nights from £1518 *
7 nights from £1789
Tap Cottage
54173 bedroom, dog friendly cottage in the heart of Stockbridge and close to Winchester
Within the bustling village of Stockbridge, this contemporary cottage has been renovated to an exceptional standard. There is so much to explore locally; with sites such as Salisbu...
7 nights from £1789
7 nights from £641
The Dovecote
53611 bedroom self catering cottage near Chippenham.
Peaceful, tranquil and surrounded by gorgeous greenery, welcome to The Dovecote. The clue is in the name, this pretty little hideaway is perfect for a romantic getaway and has been...
7 nights from £641
-
20% off
1 Aug 2025 - 8 Aug 2025
£855.00 £684.00
7 nights from £856 *
Park Farm Cottage
4558Detached 4 bedroom, dog friendly holiday cottage near Malmesbury, Wiltshire
If uninterrupted countryside views enjoyed from a beautiful farmhouse with space for all the family sounds appealing, then look no further than Park Farm Cottage. This delightful, ...
7 nights from £856 *
We’re here to help you find your perfect place to stay 7 days a week.
Open 7 days a week
Call our office on 01326 555555, email hello@classic.co.uk or click on the live chat button in the bottom right of the screen to talk directly to someone who can help with choosing your holiday. If you have any questions or need a hand with the booking process, we’re happy to help.
After booking your holiday with us, you’ll receive your holiday details two weeks before your holiday. This also includes our emergency out of hours phone number for when the office is closed, so we’re never more than a phone call away!
Hatts Farm
7 nights from £1217
7 nights from £623
Hatts Barn
20932 bedroom, rural holiday cottage near Shaftesbury, Dorset.
Hatts Farm is a working farm located in a National Landscape. The farm spreads over 150 acres, located in the stunning countryside of the Dorset and Wiltshire border. Hatts Barn...
7 nights from £623
Holidays in Wiltshire
Discover ancient sites, winding country lanes, and some of the prettiest towns and villages in the UK.
National Landscapes in Wiltshire
With the Cotswolds National Landscape, Cranborne Chase National Landscape, and North Wessex Downs National Landscape all within reach, a holiday in Wiltshire promises breathtaking views at every turn. The Cotswolds boasts a myriad of charming market towns and chocolate-box villages, while North Wessex Downs invites you to pull on your walking boots for a glorious walk across the park’s sweeping landscapes. In the heart of Salisbury Plain, you’ll find the UNESCO World Heritage Site of Stonehenge, while Cranborne Chase offers outstanding natural beauty in a postcard-pretty patchwork of rolling hills and idyllic countryside.
Things to do in Wiltshire
From stone circles to pretty villages, Wiltshire boasts an idyllic charm you’ll instantly fall in love with. Follow the many winding walking routes that trail across the sprawling countryside, or visit one of the fascinating stately homes that promise beautiful gardens and grand rooms decorated with stunning works of art. If you’re a history buff, Salisbury Cathedral and its incredible spire are well worth a visit, while the National Trust site at Stourhead offers a breathtaking mix of architecture and beautiful lakes. If you’re looking for something to do with the kids, head to Longleat for a fun - or rather animal - filled day out, or Studley Grange Butterfly World and Craft Village for a kaleidoscopic display of fascinating insects.
Places to eat in Wiltshire
The South West is famous for its warm welcomes and cosy pubs, and Wiltshire is no different. Whether you choose to drink and dine at a Michelin star restaurant in the idyllic village of Castle Combe or a dog-friendly pub on the banks of the pretty River Avon, you’re sure to find locally-grown fare, flickering firesides, and sun-soaked settings to enjoy throughout the year. Peppering the many market towns with colourful shopfronts, you’ll find lots of lovely cafés across Wiltshire, each boasting soul-warming coffee and an assortment of fresh bakes that will give anyone a sweet tooth!
