Perched high on a Dorset hill and surrounded by beautiful countryside, Shaftesbury is one of England's prettiest little towns. At its heart are the medieval abbey and castle ruins while its streets are full of thatched cottages. Enjoy the charms of Shaftesbury and the Dorset landscape by choosing accommodation that ranges from pretty holiday cottages to modern apartments.
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Popular holiday rental amenities in Shaftesbury
Travellers who are looking for a pet-friendly holiday rental will find Shaftesbury suitable, as many rentals are pet-friendly. Cottage are the most pet-friendly property type in Shaftesbury. A night in a pet-friendly rental there is, on average, £181. You can also find suitable city properties, as a few of the pet-friendly rentals are centrally located (less than 2 kilometres from the city centre).
Having Fun With the Kids in Shaftesbury
All children love exploring castle ruins and Old Wardour Castle is definitely a substantial ruin. Discover the castle's chequered history while working out which ruins were the great hall and kitchens. Your little explorers will be ready for bed when you return to your Shaftesbury accommodation.
Another good place for the kids to explore is Larmer Tree Gardens. Designed by the Victorian ethnologist Pitt Rivers, these pleasure gardens have free-roaming peacocks roam and little monuments to search out. In the summer, borrow croquet equipment and introduce the children to this ancient game.
A short drive from your holiday accommodation is the Dorset Heavy Horse Farm Park. Take a stable tour and learn about the fascinating history of these giant horses. Among its other animals, the park also has Shetland ponies, donkeys and alpacas.
Things to See and Do In Shaftesbury
Wherever your holiday cottage accommodation is located you can easily join the Shaftesbury Heritage Trail, a pleasant way of exploring the town's history. Blue plaques and information boards take you past the Victorian Town Hall, the Abbey ruins and the 15th-century Church of St Peter.
A 1970s Hovis advert set to Dvořák's Symphony No 9 made Gold Hill one of England's most famous cobbled streets. The wall of Shaftesbury Abbey lines one side while on the other is a terrace of Georgian cottages. Ahead are breathtaking views of rolling hills.
Before returning to your accommodation visit Gold Hill Museum. Eight galleries cover Shaftesbury's history through an eclectic collection of artefacts. Children will love Dorset's oldest fire engine and looking through a 'squint hole' to St Peter's Church.
Information about holiday rentals in Shaftesbury
| 🏡 Holiday homes available | 136 rentals |
|---|---|
| 🌙 Nightly prices from | £49 |
| ⭐ Popular amenities | Pets allowed, Parking and Internet |
| 🐾 Pet friendly rentals | 66 properties |
| 🏊 Holiday rentals with pools | 20 properties |
Frequently Asked Questions
What is the average nightly price for a holiday home in Shaftesbury?
The average starting price for a holiday cottage or rental in Shaftesbury is £49 per night. Whether you're after something simple or more luxurious, there's a wide range available. HomeToGo helps you filter by price to match your budget.
How many holiday lettings are available to book in Shaftesbury? And what are the most popular types of holiday lets?
There are 136 holiday apartments in Shaftesbury to browse and book for your upcoming trip. Holiday homes in Shaftesbury often include spacious cottage and house rentals. These properties are perfect for families, couples, or groups looking for a cosy base. HomeToGo makes it easy to find a holiday home that fits your needs.
What is the most searched holiday home amenity in Shaftesbury?
When choosing a holiday apartment in Shaftesbury, consider looking for a place with Pets allowed, Parking, or Internet, which are the most popular amenities for this destination.
Do you offer holiday homes with a swimming pool in Shaftesbury?
There are plenty of holiday rentals with a pool in Shaftesbury – in fact, 15% of properties have one. Enjoy your own private swim spot by browsing one of the 20 properties with a pool available. Browse poolside holiday rentals on HomeToGo, starting from around £379.
Are there any pet-friendly holiday cottages in Shaftesbury?
Yes, 49% of holiday cottages in Shaftesbury welcome pets. So your furry friend doesn’t have to miss out on the adventure. Easily find your ideal pet-friendly holiday letting on HomeToGo.
What is the best time of year to travel to Shaftesbury?
Book your Shaftesbury holiday in March or June to avoid a washout; these are the months with the least amount of rain.
Where can I see deals on holiday lettings in Shaftesbury?
You can get great value holiday lets in Shaftesbury with the nightly price of a letting beginning at £49 - and HomeToGo has created plenty of filters that mean it's a piece of cake to discover some outstanding deals. When thinking about the timing for your break, you can use HomeToGo's flexible dates technology to scan for lower cost date options and see discounts of up to 10%. In addition, HomeToGo's 'distance from' filter lets you locate top quality accommodation offers in great value, under-the-radar spots that are just as close to the area of your choice, whether that's sand and sea, a mountain for snowboarding, or a city's urban hub. Start searching with time to spare to take advantage of the greatest variety of options and low prices - and do so with confidence by using HomeToGo's 'free cancellation' filter as you look for the perfect holiday home.
What are the advantages of booking a holiday letting in Shaftesbury with HomeToGo?
From increased privacy away from the crowds to plenty of room for relaxing with your family, friends or partner, holiday lets in Shaftesbury bring many advantages. HomeToGo shows you real reviews from verified visitors, and searching is secure, simple, and hassle-free - so with 136 rentals from 10 providers in the region, you're bound to uncover the ideal holiday home with all of the amenities you need in Shaftesbury.
Do you offer holiday accommodation for couples in Shaftesbury?
Absolutely – you’ll find plenty of cosy, well-rated holiday lettings in Shaftesbury perfect for two. Enjoy a romantic retreat with just the right amount of space and charm. Find your perfect base with HomeToGo.
Can I book a waterfront holiday rental in Shaftesbury?
Absolutely! You’ll find 136 holiday rentals close to lakes, rivers or the sea in Shaftesbury. They're great for beach lovers or anyone seeking a peaceful retreat by the water. Book with HomeToGo for a stay just steps from the water.
Why should I book my holiday rental with HomeToGo?
From seaside cottages to city apartments, HomeToGo has the best holiday rentals out there. You’ll enjoy a simple booking process, local expertise, and top prices from trusted providers. Book with confidence and enjoy support every step of the way.
Can I find family-friendly holiday lettings in Shaftesbury?
Holiday cottages in Shaftesbury are a great fit for families, offering comfort, space and handy amenities. Top options can host groups of up to 5, perfect for holidays with kids or extended family. Use HomeToGo to discover the best places to stay with the whole gang.
Can I cancel my holiday rental booking for free?
Yes, many holiday lettings on HomeToGo offer free cancellation. Always read the terms to avoid surprises.
Is it possible to rent a holiday home for a weekend getaway in Shaftesbury?
Yes, many holiday lets in Shaftesbury offer flexible booking options, including weekend stays. It’s perfect for a quick break without using too many holiday days. Just enter your dates on HomeToGo and browse weekend-ready options in seconds.
Are there any last-minute holiday rental deals in Shaftesbury?
There are plenty of last-minute holiday homes in Shaftesbury available at reduced prices. With HomeToGo, you can find great value — and save up to 10%, even at short notice. Check today’s offers and grab a holiday cottage at a great price.
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