Photo by Nigel Mykura

Woolland holiday rentals

We found 309 holiday rentals — enter your dates for availability
Discover a selection of 5 cottages and other holiday rentals in Woolland that are perfect for your trip. Whether you’re travelling with friends, family or just with your pet, holiday homes have the best amenities for spending time at your holiday home, which might include a fireplace and a washer and dryer. No matter what you're looking for, you'll be sure to find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

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Book a holiday rental for your Woolland getaway

Learn about the unique charm of Woolland with a stay in a holiday home rental. This city has something for everyone. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Sightseeing in and around Woolland

Do you want to find attractions to visit during your stay? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that Woolland has to offer. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Warmwell Holiday Park Ski Slope (12 mi / 19.4 km)
  • Monkey World Ape Rescue Center (12.3 mi / 19.8 km)
  • Larmer Tree Gardens (12.4 mi / 20 km)
  • Badger Watch Dorset (5.3 mi / 8.5 km)
  • Ashley Wood Golf Club (8.7 mi / 13.9 km)
  • Skirmish Dorset (9 mi / 14.5 km)

Exploring the natural landscape of Woolland

Whether you're looking for adventure or just want to spend some time taking in the scenery, Woolland is a great spot to appreciate mother nature. These are some of the area's most eye-catching features, all within 30 miles (48.2 km) of the city centre:

  • Dorset National Landscape (10.4 mi / 16.7 km)
  • Cranborne Chase and the West Wiltshire Downs (15.8 mi / 25.5 km)
  • Ringstead Beach (15.9 mi / 25.6 km)
  • Osmington Bay Beach (16.1 mi / 25.9 km)
  • Bowleaze Cove Beach (16.2 mi / 26.1 km)
  • Durdle Door Beach (16.6 mi / 26.7 km)

How to get to and around Woolland

Book a flight to Bournemouth (BOH-Bournemouth Intl.), the closest airport, located 22 mi (35.4 km) from the city centre.

Frequently asked questions

What is the best area to stay in Woolland when booking a holiday rental?
When considering a holiday rental in Woolland, a charming village in Dorset, the surrounding areas offer delightful options. One particularly appealing neighbourhood is the nearby village of Sturminster Newton, known for its picturesque countryside and quaint market town atmosphere. Here, you'll find a selection of holiday properties that provide a great base for exploring the region.Sturminster Newton boasts attractions such as the historic Sturminster Newton Mill, which is not only a beautiful structure but also offers insight into the area's milling heritage. The town is also home to the scenic River Stour, ideal for leisurely walks or picnics along the water.Another great choice is the village of Hazelbury Bryan, located just a short drive from Woolland. This area features a tranquil setting with a variety of rental properties, allowing visitors to enjoy the peaceful rural lifestyle. A highlight of Hazelbury Bryan is the stunning countryside views and access to numerous walking trails, including those leading to the majestic Thomas Hardy's Cottage, where the famous author spent his early years.
When is the best time to visit Woolland for a holiday rental?
September is the most popular month to visit Woolland, as the summer crowds begin to wane, offering a more tranquil experience amidst the beautiful English countryside. This time of year boasts mild temperatures, typically ranging from 10 to 20 degrees Celsius, making it ideal for outdoor activities such as hiking and cycling along the scenic trails that meander through the area.The peak season in Woolland runs from February to April, attracting visitors who are keen to explore the rich natural beauty and engage in various outdoor pursuits. During these months, the landscape comes alive with vibrant spring blooms, creating a picturesque setting superb for sightseeing and leisurely walks.For those looking to enjoy a quieter and more budget-friendly experience, consider planning your visit in November. This month offers a unique opportunity to appreciate the peaceful beauty of Woolland as the autumn leaves create a stunning visual display. It's a great time for tranquil walks and enjoying the charm of the local village without the hustle and bustle of peak tourist traffic.
What are the top attractions in Woolland?
Woolland is a charming village that offers a tranquil escape into the heart of the Dorset countryside. Visitors can explore the picturesque surroundings, including the stunning landscapes of the nearby Blackmore Vale. This area is great for leisurely walks and enjoying the beauty of nature.The village is also close to the historic town of Dorchester, where you can visit attractions such as the Dorchester Museum and the beautiful Max Gate, the former home of Thomas Hardy. For those interested in wildlife, the nearby Cerne Abbas Giant, a chalk hill figure, is a fascinating sight and a short drive away.
Are all fees included in the Woolland holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Woolland holiday homes with parking?
Stayz offers a wide selection of holiday homes in Woolland with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Woolland holiday homes?
You can find great discounts on holiday homes in Woolland on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Woolland holiday home booking on Stayz?
To find Woolland holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Woolland?
A long-stay holiday home in Woolland is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Woolland holiday home?
Book your Woolland holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Woolland?
Prices for holiday homes in Woolland vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Woolland to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.