Woolland Holiday Rentals from NZ$271: Search Short-Term Rentals

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Our top choices for Woolland holiday rentals

A small wooden structure with a door and steps leading up to it, surrounded by greenery and a picnic table with cushions.

1. 1 bedroom accommodation in Ibberton, Blandford Forum

Ibberton, Blandford Forum

Paul Mitchell

includes taxes & fees

9 Nov - 10 Nov

A two-story building with a blue storefront labeled "The Dorsel Store."

2. A spacious, well equipped private annexe with garden and parking in Shaftesbury.

Shaftesbury Dorset

Virginia

includes taxes & fees

15 Nov - 16 Nov

A house with a tiled roof, a front door with glass panels, and a gravel driveway.

3. Oke Apple Cottage

Blandford Forum

Nazir

includes taxes & fees

12 Nov - 13 Nov

A modern outdoor patio with wicker furniture and a glass door leading to a covered area.

4. Private Luxury By The Sea

Poole

Luke

includes taxes & fees

9 Nov - 10 Nov

A modern living room with a sofa, coffee table, and a kitchen area with a washing machine.

5. Streamside Apartments

Yeovil

Anonymous traveller

includes taxes & fees

12 Nov - 13 Nov

A beach with a natural rock arch formation.

6. Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World

Wool

Kristina

includes taxes & fees

11 Nov - 12 Nov

A cozy room with exposed brick walls, wooden beams, and a mix of leather and fabric seating.

7. The Old Police House, sleeps 10, 1850,s cottage, Family Stay!

Winterborne Whitechurch

"Excellent cottage! Super quirky and perfect for a large group. My husband’s family all met at the Langham vineyard (jut 8 minute’s drive up the road from the accommodation) to celebrate his 50th ; adults, kids, dog…we had a wonderful time and carried on the celebrations with an evening of chat in the comfortable lounge and some food in the spacious dining area before heading to bed (all 10 of us). Martin was a wonderful host, very quick responses and super accommodating. The whole area is...

Stacia B.

includes taxes & fees

9 Nov - 10 Nov

A bathroom with a window, a sink, and two potted plants.

8. Hardy View Farm House

Dorchester

Carol S.

includes taxes & fees

12 Nov - 13 Nov

A cozy living room with a fireplace, wooden furniture, and a comfortable sofa.

9. 2 bedroom accommodation in Glanvilles Wootton, near Sherborne

Glanvilles Wootton, near Sherborne

Caroline H.

includes taxes & fees

16 Nov - 17 Nov

A modern living room with a grey sofa, yellow cushions, a pink throw, and a dining area in the background.

10. Beautiful NEW 3 bedroom house - garden & parking

Poole

Lee

includes taxes & fees

9 Nov - 10 Nov

A stone building with a tiled roof, a wooden bench, and a sign indicating a reception area.

11. Little Norton Mill

Stoke-sub-Hamdon

Timothy Carl

includes taxes & fees

10 Nov - 11 Nov

A modern apartment with a kitchen, dining area, and living room. It features a large window, a ceiling light, and a painting on the wall.

12. Stunning Apartment inc. Free Parking & Fast WiFi

Poole Old Town

Victoria R.

includes taxes & fees

11 Nov - 12 Nov

A wooden cabin with a small patio area, a table with chairs, and a bench.

13. Tiny Willow

Blandford Forum

Kenneth

includes taxes & fees

20 Nov - 21 Nov

A covered outdoor seating area with wicker furniture and a potted plant.

14. Cabin Sleeps 8 - Free Parking, Patio, Pool

Poole

includes taxes & fees

17 Nov - 18 Nov

A hotel room with a bed, green sofa, and a glass coffee table with a vase of flowers.

15. Chic Modern Apartment Suite - Free Parking & WiFi!

Poole Old Town

Richard W.

A stone house with a red-tiled roof, surrounded by a pond with reflections and greenery.

16. 2 bedroom accommodation in Goathill, near Sherborne

Goathill, near Sherborne

Jill Leeson

includes taxes & fees

19 Nov - 20 Nov

A living room with a sofa, a coffee table, a bookshelf, and a mounted TV.

17. Super Trendy Apartment - Free Parking & Fast WiFi

Poole Old Town

Tim H.

includes taxes & fees

12 Nov - 13 Nov

A modern living room with a grey sofa, yellow cushions, a yellow rug, and a large window with curtains.

18. Brand NEW 3 bedroom house - garden & parking +wifi

Poole

James

includes taxes & fees

11 Nov - 12 Nov

A dining area with a round table, wicker chairs, and a view of boats at a marina.

19. Classic Yacht Nadine with Hot Tub, Poole Harbour Bay

Poole

Lesley-Anne W.

includes taxes & fees

10 Nov - 11 Nov

A modern living room with a sofa, a round table, and a television mounted on the wall.

20. Elegant Apartment inc. Parking

Poole Old Town

Peter L.

includes taxes & fees

9 Nov - 10 Nov

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Top Woolland Hotel Reviews

Sleeping Bear Hotel Dorchester

10/10 Excellent

"A lovely clean hotel with a big room & bathroom. The bed was v comfortable. Nice to have the option to have a drink in the lounge area. Will definitely stay again"

Holiday Inn Express Poole by IHG

10/10 Excellent

"We checked in and inputted our car registration on the desk screen. Parking is £10 per day. Staff informed us of breakfast times. Our room was very clean, lovely sheets and soft pillows. Breakfast the next morning was really good, lots of choice and very tasty. When we checked out the staff were really friendly asking if everything was okay. They couldn’t find a record of our car registration which was odd as we had entered our details! I would stay there again, was very central just a short walk into town. Good value."

Find out more about Woolland

Everything you need to know about Woolland holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Woolland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Woolland holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Woolland holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Woolland. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Woolland holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Woolland holiday rentals we have selected for you start as low as NZ$271 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Woolland rentals

At Expedia, we put the best Woolland holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Woolland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Woolland holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Woolland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a holiday rental in Woolland?

Yes, there are holiday rentals close to the most popular sights in Woolland, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Woolland has to offer?

Classic Holiday Home for 6, relaxing family getaway near Durdle Door: This holiday home rental outside of Woolland comes with WiFi so that you can feel at home during your trip. Kitchen amenities include a fridge, a stovetop and a microwave.

How many holiday rentals will I find in Woolland?

Expedia has 4 holiday rentals for your stay in Woolland.

What can I see and do in Woolland?

Explore the area and family-friendly sights such as Monkey World Ape Rescue Center, or get out into nature at a spot like Dorset National Landscape. In the wider area, you’ll find Cerne Abbas Giant and Sculpture by the Lakes.

What are holiday rentals like in Woolland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Woolland. Holiday rentals offer extras like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about cleanliness, a holiday rental can provide a sense of seclusion away from public hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for small groups.

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Check prices for these dates

Our top choices for Woolland holiday rentals

1. 1 bedroom accommodation in Ibberton, Blandford Forum

2. A spacious, well equipped private annexe with garden and parking in Shaftesbury.

3. Oke Apple Cottage

4. Private Luxury By The Sea

5. Streamside Apartments

6. Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World

7. The Old Police House, sleeps 10, 1850,s cottage, Family Stay!

8. Hardy View Farm House

9. 2 bedroom accommodation in Glanvilles Wootton, near Sherborne

10. Beautiful NEW 3 bedroom house - garden & parking

11. Little Norton Mill

12. Stunning Apartment inc. Free Parking & Fast WiFi

13. Tiny Willow

14. Cabin Sleeps 8 - Free Parking, Patio, Pool

15. Chic Modern Apartment Suite - Free Parking & WiFi!

16. 2 bedroom accommodation in Goathill, near Sherborne

17. Super Trendy Apartment - Free Parking & Fast WiFi

18. Brand NEW 3 bedroom house - garden & parking +wifi

19. Classic Yacht Nadine with Hot Tub, Poole Harbour Bay

20. Elegant Apartment inc. Parking

Find holiday rentals that suit your style

Top Woolland Hotel Reviews

Sleeping Bear Hotel Dorchester

Holiday Inn Express Poole by IHG

The Duchess of Cornwall Inn

The Manor Hotel by Greene King Inns

Best Western Shaftesbury The Royal Chase Hotel

Fairhaven Hotel

Crown Hotel

Durdle Door Hotel

Find out more about Woolland

Frequently asked questions

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