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Woolland Vacation Rentals

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Woolland vacation 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

1 bedroom accommodation in Ibberton, Blandford Forum
Ibberton, Blandford Forum
10.0 out of 10, Exceptional, (12 reviews)
"Lovely place, lovely countryside."
United States
Paul Mitchell
The price is CA $276
CA $276 total
includes taxes & fees
Nov 12 - Nov 13
1 bedroom accommodation in Ibberton, Blandford Forum
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.

A spacious, well equipped private annexe with garden and parking in Shaftesbury.
Shaftesbury Dorset
10.0 out of 10, Exceptional, (20 reviews)
"Superb apartment in a very quiet neighbourhood! Super clean and very comfortable! Highly recommend!"
United Kingdom
Virginia
The price is CA $160
CA $227 total
includes taxes & fees
Oct 25 - Oct 26
A spacious, well equipped private annexe with garden and parking in Shaftesbury.
A house with a tiled roof, a front door with glass panels, and a gravel driveway.

3. Oke Apple Cottage

Oke Apple Cottage
3.0 star property
Blandford Forum
10.0 out of 10, Exceptional, (3 reviews)
"Location ideal "
United Kingdom
Nazir
The price is CA $450
CA $540 total
includes taxes & fees
Oct 30 - Oct 31
Oke Apple Cottage
A beach with a natural rock arch formation.

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

Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World
Wool
10.0 out of 10, Exceptional, (5 reviews)
"The house was outstanding, probably the best we’ve ever experienced. It is exceptionally clean, comfortable for our family of 5, and convenient to the sites in the area. We would stay there again if we return."
United States
Kristina
The price is CA $169
CA $511 total
includes taxes & fees
Oct 27 - Oct 28
Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World
A modern outdoor patio with wicker furniture and a glass door leading to a covered area.

5. Private Luxury By The Sea

Private Luxury By The Sea
Poole
9.6 out of 10, Exceptional, (8 reviews)
"Nice location, quiet and relaxing"
United Kingdom
Luke
The price is CA $182
CA $276 total
includes taxes & fees
Nov 16 - Nov 17
Private Luxury By The Sea
A modern living room with a sofa, coffee table, and a kitchen area with a washing machine.

6. Streamside Apartments

Streamside Apartments
3.5 star property
Yeovil
10.0 out of 10, Exceptional, (37 reviews)
"Excellent accommodation!"
Norway
Anonymous traveller
The price is CA $206
CA $206 total
includes taxes & fees
Oct 30 - Oct 31
Streamside Apartments
A hot tub with a glass enclosure, a covered patio area, and a view of a residential backyard.

7. Luxurious Glass House with Private Hot tub

Luxurious Glass House with Private Hot tub
Blandford Forum
The price is CA $269
CA $323 total
includes taxes & fees
Nov 16 - Nov 17
Luxurious Glass House with Private Hot tub
A cozy room with exposed brick walls, wooden beams, and a mix of leather and fabric seating.

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

The Old Police House, sleeps 10, 1850,s cottage, Family Stay!
Winterborne Whitechurch
10.0 out of 10, Exceptional, (2 reviews)
"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...
United States
Stacia B.
The price is CA $618
CA $706 total
includes taxes & fees
Nov 11 - Nov 12
The Old Police House, sleeps 10, 1850,s cottage, Family Stay!
A modern living room with a grey sofa, yellow cushions, a pink throw, and a dining area in the background.

9. Beautiful NEW 3 bedroom house - garden & parking

Beautiful NEW 3 bedroom house - garden & parking
Poole
10.0 out of 10, Exceptional, (15 reviews)
"Amazing place "
United Kingdom
Lee
The price is CA $195
CA $317 total
includes taxes & fees
Oct 26 - Oct 27
Beautiful NEW 3 bedroom house - garden & parking
A small, single-story structure with a porch, a hot tub, and outdoor seating.

10. Cosy Woodland Studio with Private Hot Tub

Cosy Woodland Studio with Private Hot Tub
Blandford Forum
The price is CA $252
CA $336 total
includes taxes & fees
Nov 16 - Nov 17
Cosy Woodland Studio with Private Hot Tub
A bathroom with a window, a sink, and two potted plants.

11. Hardy View Farm House

Hardy View Farm House
Dorchester
10.0 out of 10, Exceptional, (3 reviews)
"Absolutely Fabulous Stay at this Farmhouse. Wonderful hosts in Luba and Chris who were so informative and helpful.Lovely property inside and out. So relaxing and peaceful. Missing the wonderful breakfasts already. 10 out of 10 !!"
Australia
Carol S.
The price is CA $300
CA $342 total
includes taxes & fees
Oct 26 - Oct 27
Hardy View Farm House
A kitchen with a dishwasher, oven, and a window with a view of greenery.

12. 2 bedroom accommodation in Glanvilles Wootton, near Sherborne

2 bedroom accommodation in Glanvilles Wootton, near Sherborne
Glanvilles Wootton, near Sherborne
10.0 out of 10, Exceptional, (30 reviews)
"The accommodation was very spacious and the hospitality was great"
United Kingdom
Caroline H.
The price is CA $644
CA $644 total
includes taxes & fees
Nov 16 - Nov 17
2 bedroom accommodation in Glanvilles Wootton, near Sherborne
A wooden cabin with a small patio area, a table with chairs, and a bench.

13. Tiny Willow

Tiny Willow
3.5 star property
Blandford Forum
10.0 out of 10, Exceptional, (1 review)
"We had 6 nights and thoroughly enjoyed the stay, it is a quirky cottage in the country but close to several towns, hosts were excellent and cottage very well thought out"
Australia
Kenneth
The price is CA $491
CA $590 total
includes taxes & fees
Oct 24 - Oct 25
Tiny Willow
A stone building with a tiled roof, a wooden bench, and a sign indicating a reception area.

14. Little Norton Mill

Little Norton Mill
4.0 star property
Stoke-sub-Hamdon
10.0 out of 10, Exceptional, (38 reviews)
"A beautiful location. Spotlessly clean and we wanted to stay longer. Thank you for meeting us and making us feel welcome. Carl and Jo"
United Kingdom
Timothy Carl
The price is CA $166
CA $199 total
includes taxes & fees
Nov 2 - Nov 3
Little Norton Mill
A modern living room with a brick wall, a dining area with a table and chairs, and a sofa.

15. Modern Apartment -Parking & WiFi

Modern Apartment -Parking & WiFi
Poole Old Town
9.0 out of 10, Wonderful, (8 reviews)
"Apartment was very clean and well equipped, with parking behind the building and very close to pubs, cafe and restaurant along the waterfront. "
United Kingdom
Paul
The price is CA $130
CA $252 total
includes taxes & fees
Oct 25 - Oct 26
Modern Apartment -Parking & WiFi
A covered outdoor seating area with wicker furniture and a potted plant.

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

Cabin Sleeps 8 - Free Parking, Patio, Pool
3.0 star property
Poole
The price is CA $194
CA $323 total
includes taxes & fees
Nov 2 - Nov 3
Cabin Sleeps 8 - Free Parking, Patio, Pool
A modern living room with a sofa, a round table, and a television mounted on the wall.

17. Elegant Apartment inc. Parking

Elegant Apartment inc. Parking
Poole Old Town
9.6 out of 10, Exceptional, (5 reviews)
"Very impressed with the very professional set-up of the apartments, clean, comfortable and extremely well equipped. Great location near lots of good places to eat. Can’t fault our stay! We will definitely re-book for another stay in Poole."
United States
Peter L.
The price is CA $109
CA $231 total
includes taxes & fees
Oct 22 - Oct 23
Elegant Apartment inc. Parking
A stone house with a red-tiled roof, surrounded by a pond with reflections and greenery.

18. 2 bedroom accommodation in Goathill, near Sherborne

2 bedroom accommodation in Goathill, near Sherborne
Goathill, near Sherborne
10.0 out of 10, Exceptional, (18 reviews)
"Idyllic location, beautiful cottage with everything we needed. Friendly welcome. Central location meant we were able to easily visit many places from Stonehenge to Lyme Regis and beyond."
United States
Jill Leeson
The price is CA $596
CA $596 total
includes taxes & fees
Nov 19 - Nov 20
2 bedroom accommodation in Goathill, near Sherborne
A modern hotel room with a bed, a black tray with pastries, a window with a view, and a wall-mounted shelf with a plant.

19. Stylish modern retreat overlooking Poole Quay

Stylish modern retreat overlooking Poole Quay
Poole
10.0 out of 10, Exceptional, (2 reviews)
"Nice Place, would stay again!"
United Kingdom
David R.
The price is CA $145
CA $313 total
includes taxes & fees
Oct 30 - Oct 31
Stylish modern retreat overlooking Poole Quay
A bedroom with a large bed, a map wallpaper, a window with curtains, and a hanging light fixture.

20. Amazing Modern Apartment - Free Secure Parking!

Amazing Modern Apartment - Free Secure Parking!
Poole Old Town
9.6 out of 10, Exceptional, (4 reviews)
"This was a lovely apartment. It was clean and had all the essential tools for the kitchen. The laundry facilities were easy to use. It was close to shops and the harbour. Grocery store was walking distance. We enjoyed our stay in Poole."
Canada
Heidi
The price is CA $130
CA $252 total
includes taxes & fees
Oct 22 - Oct 23
Amazing Modern Apartment - Free Secure Parking!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Woolland Hotel Reviews

Best Western Weymouth Hotel Rembrandt

Best Western Weymouth Hotel Rembrandt

8/10 Good
"Breakfast was excellent, location is good. We are a family and they put us in a 3 bed room so great for the kids. Only negative was the shower, low water pressure and not very hot water. Would stay there again."
Phillip 1-night trip
Posted 4 hours ago
Best Western Weymouth Hotel Rembrandt

Find out more about Woolland

Everything you need to know about Woolland vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Woolland vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Woolland vacation 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Woolland vacation rentals we have selected for you start as low as CA $236 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 vacation 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 vacation.

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 vacation rental in Woolland?

Yes, we offer vacation rentals close to popular local attractions in Woolland, or you can select a more secluded option if you'd like a relaxing place to stay.

What's the top vacation rental that Woolland has to offer?

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

How many vacation rentals will I find in Woolland?

Expedia has 4 vacation 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 larger area, you’ll find Cerne Abbas Giant and Sculpture by the Lakes.

What are vacation rentals like in Woolland?

Vacation rentals are privately owned properties you can book for several days or more in Woolland. Vacation rentals offer extras like kitchens and laundry facilities so you'll feel right at home. If you're concerned about a clean environment, vacation rentals can provide a sense of security away from public hotel elevators and bustling concierge desks while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for a family trip.