Woolland Holiday Rentals from AU$267: 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

2 Oct - 3 Oct

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

2. Oke Apple Cottage

Blandford Forum

Nazir

includes taxes & fees

17 Sept - 18 Sept

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

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

Shaftesbury Dorset

Martin K.

includes taxes & fees

8 Sept - 9 Sept

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

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

Winterborne Whitechurch

Cord

includes taxes & fees

26 Sept - 27 Sept

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

3 Oct - 4 Oct

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

6. Hardy View Farm House

Dorchester

Carol S.

includes taxes & fees

6 Sept - 7 Sept

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

7. 2 bedroom accommodation in Goathill, near Sherborne

Goathill, near Sherborne

Jill Leeson

includes taxes & fees

19 Sept - 20 Sept

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

8. Private Luxury By The Sea

Poole

Luke

includes taxes & fees

4 Oct - 5 Oct

A beach with a natural rock arch formation.

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

Wool

Kristina

includes taxes & fees

1 Oct - 2 Oct

A stone house with a tiled roof, a covered patio with a table and chairs, and a small attached structure with a window.

10. Stunning annexe near Bruton

Lamyatt

Jane

includes taxes & fees

8 Sept - 9 Sept

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

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

Poole

James

includes taxes & fees

10 Sept - 11 Sept

A coastal landscape with a curved bay, cliffs, and a beach.

12. The Old Stables

Blandford Forum

includes taxes & fees

17 Sept - 18 Sept

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

13. Elegant Apartment inc. Parking

Poole Old Town

Peter L.

includes taxes & fees

6 Sept - 7 Sept

A modern living room with a brick wall, a dining area with a table and chairs, and a sofa.

14. Modern Apartment -Parking & WiFi

Poole Old Town

Paul

includes taxes & fees

6 Sept - 7 Sept

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.

includes taxes & fees

21 Sept - 22 Sept

A modern interior with a glass partition, a carpeted floor, and a visible kitchen area in the background.

16. Luxury ⭐⭐⭐⭐⭐- Near Sandbanks BEACH! Netflix & WiFi

Poole

malka l.

includes taxes & fees

10 Sept - 11 Sept

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

9 Sept - 10 Sept

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

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

Poole

Lesley-Anne W.

includes taxes & fees

10 Sept - 11 Sept

A bedroom with a large mirror, a bed, a chair, and a window with curtains.

19. Beautiful Couples Retreat - FREE Parking & WiFi

Poole Old Town

Frazer

includes taxes & fees

7 Sept - 8 Sept

A marina with boats docked, a statue in the foreground, and buildings in the background.

20. The Lighthouse Suite|Sleeps4|Weymouth Beach|

Weymouth Town Center

"Property very difficult to find as out of date pictures & false impression of outside. Property inside was fairly clean. But access stairs & Outlook really let it down as not clean. Apartmentment was well equipped & comfortable. Sadly shower was not working nor was the fan in the bathroom. It is however in a very noisy area late at night & early in the morning, so personally would not stay here with children. However it is very close to all amenities."

Lynn

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Top Woolland Hotel Reviews

The Jubilee Hotel East- with Spa Facilities

8/10 Good

"Only spent 1 night there in a small single room in the East wing, exactly as advertised though, small but comfortable bed, good value for money in my opinion. Paid for the buffet breakfast on the day, good value for money though even at the higher rate. Evening in the bar waa quite lively considering the time of year. Would recommend."

Best Western Weymouth Hotel Rembrandt

10/10 Excellent

"We were welcomed by friendly staff, Clare at reception was great. The Hotel was exceptionally clean. The room was well furnished, beds comfortable. Facilities were perfect. Bar and restaurant very comfortable. We had evening meal and breakfast both well cooked and a great variety at breakfast. Bar staff worked hard and remembered our drink choices . We saw a cleaner working in the lobby she was very attentive, the hotel was spotless . The Spa was relaxing. We saw locals comingni to use the pool which says alot for the hotel facilities . Its a flat 5 minute walk to the beachfront. Plenty of parking spaces. Will definitely return."

The Frampton Arms

8/10 Good

"On arrival, mid afternoon on a Saturday, bar tables were not cleared or wiped plus the floor could of done with a good sweep, on booking in we found the room to be of a good standard, we had dinner in the restaurant and the food was excellent, but again on getting refill drinks we had to ask for the used glasses to be removed. Coming down to breakfast Sunday morning, everything was great, the young man on duty making sure tables was cleared and wiped, breakfast items replenished and fresh coffee maintained, Well done him, Sundays roast was good but Monday morning things could of been a lot better, I asked if there was any tea spoons, and one was produced from behind the bar, sadly breakfast items were not replenished , and the area was not kept clean or tidy!!! Well done to the guy who did breakfast Sunday morning, 30/8"

The Manor Hotel by Greene King Inns

10/10 Excellent

"The single room was fine and reasonable value (the doors do shut loudly). The staff were all very friendly, helpful and impressive (excepting one rather sour lady behind the bar!). They were very polite and kind, it makes a big difference to how you feel about a hotel. The food was really good and not expensive, excellent value. The drinks selection was extensive. There's plenty of outside seating. All in all, I definitely recommend the hotel and would happily stay there again."

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 favourite 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 depend 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 AU$267 per night. Entering your travel dates in the search wizard might find you 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 Sherborne Castle.

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. Oke Apple Cottage

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

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

5. Streamside Apartments

6. Hardy View Farm House

7. 2 bedroom accommodation in Goathill, near Sherborne

8. Private Luxury By The Sea

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

10. Stunning annexe near Bruton

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

12. The Old Stables

13. Elegant Apartment inc. Parking

14. Modern Apartment -Parking & WiFi

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

16. Luxury ⭐⭐⭐⭐⭐- Near Sandbanks BEACH! Netflix & WiFi

17. Super Trendy Apartment - Free Parking & Fast WiFi

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

19. Beautiful Couples Retreat - FREE Parking & WiFi

20. The Lighthouse Suite|Sleeps4|Weymouth Beach|

Find holiday rentals that suit your style

Top Woolland Hotel Reviews

The Jubilee Hotel East- with Spa Facilities

Fairhaven Hotel

Best Western Weymouth Hotel Rembrandt

The Bridge House, BW Signature Collection

The Frampton Arms

Sleeping Bear Hotel Dorchester

TheHillbrookSherborne

Lulworth Cove Inn

The Manor Hotel by Greene King Inns

Find out more about Woolland

Frequently asked questions

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