Woolland Vacation Rentals

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Our top choices for Woolland vacation rentals

The Cygnet

The Cygnet
3.5 star property
Crewkerne
The price is CA $479
CA $575 total
includes taxes & fees
Apr 2 - Apr 3
The Cygnet

Little Norton Mill

Little Norton Mill
4.0 star property
Stoke-sub-Hamdon
10.0 out of 10, Exceptional, (35 reviews)
"Set in beautiful surroundings with lots of walks on your doorstep and two local dog friendly pubs that serve food. The owners are lovely and helpful in person and replied to our messages very quickly before we came. The accommodation is very clean and really cosy, dog friendly being a plus. Will definitely visit again this summer."
United Kingdom
Ruby
Little Norton Mill

The Dorset Resort

The Dorset Resort
4.0 star property
Wareham
9.8 out of 10, Exceptional, (44 reviews)
"Amazing properties set in a beautiful tranquil setting. Wildlife everywhere and great for children to be outdoors, lovely walks and grounds. "
United Kingdom
Helen
The Dorset Resort

Brand NEW 3 bedroom house - garden & parking +wifi

Brand NEW 3 bedroom house - garden & parking +wifi
Poole
9.2 out of 10, Wonderful, (5 reviews)
"Very nice property and well equipped. Would recommend it and hope to visit again."
United Kingdom
Stefania H.
The price is CA $255
CA $375 total
includes taxes & fees
Mar 29 - Mar 30
Brand NEW 3 bedroom house - garden & parking +wifi

1 bedroom accommodation in Boys Hill, near Sherborne

1 bedroom accommodation in Boys Hill, near Sherborne
Boys Hill, near Sherborne
10.0 out of 10, Exceptional, (3 reviews)
"Lovely peaceful location. Dark sky, fantastic views of the stars on a clear night.The lodge is well equipped and comfortable, with views over the pond and fields. If you are lucky you can watch a kingfisher and other wildlife whilst relaxing in comfort. We would definitely stay there again."
United States
Lawrence Hill
The price is CA $626
CA $626 total
includes taxes & fees
Apr 22 - Apr 23
1 bedroom accommodation in Boys Hill, near Sherborne

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 $203
CA $323 total
includes taxes & fees
Mar 29 - Mar 30
Beautiful NEW 3 bedroom house - garden & parking

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

Luxury ⭐⭐⭐⭐⭐- Near Sandbanks BEACH! Netflix & WiFi
Poole
9.4 out of 10, Exceptional, (24 reviews)
"Booked this apartment for 4 friends visiting me. Excellently presented and in a great location. All correspondence was easy and straightforward and would highly recommend. "
United Kingdom
Steve B.
The price is CA $333
CA $453 total
includes taxes & fees
Apr 5 - Apr 6
Luxury ⭐⭐⭐⭐⭐- Near Sandbanks BEACH! Netflix & WiFi

4 Bed-2 Bath-bar-pool Table-library- Xmas Venue

4 Bed-2 Bath-bar-pool Table-library- Xmas Venue
2.0 star property
Dorchester
The price is CA $1,086
CA $1,525 total
includes taxes & fees
Apr 27 - Apr 28
4 Bed-2 Bath-bar-pool Table-library- Xmas Venue

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 $599
CA $599 total
includes taxes & fees
Apr 17 - Apr 18
2 bedroom accommodation in Goathill, near Sherborne

1 bedroom accommodation in Ibberton, Blandford Forum

1 bedroom accommodation in Ibberton, Blandford Forum
Ibberton, Blandford Forum
10.0 out of 10, Exceptional, (9 reviews)
"Great location & lovely place to stay, had everything you need for a weekend break or longer…"
United Kingdom
Dominic
The price is CA $371
CA $371 total
includes taxes & fees
Apr 24 - Apr 25
1 bedroom accommodation in Ibberton, Blandford Forum

Keepers Cottage

Keepers Cottage
3.5 star property
Blandford Forum
The price is CA $621
CA $746 total
includes taxes & fees
Apr 15 - Apr 16
Keepers Cottage

Stunning annexe near Bruton

Stunning annexe near Bruton
Lamyatt
8.0 out of 10, Very good, (4 reviews)
"We stayed in the Annexe for just one night on our way north and it was the perfect rest stop. It was very clean and comfortable and had everything we needed for our brief stay - including milk in the fridge for morning teas. I would definitely recommend if you're visiting the area. 8 minute drive from Bruton. "
United Kingdom
Charlotte
The price is CA $148
CA $177 total
includes taxes & fees
Apr 9 - Apr 10
Stunning annexe near Bruton

Stunning Little House on Poole Quay -Free Parking

Stunning Little House on Poole Quay -Free Parking
Poole Old Town
9.4 out of 10, Exceptional, (3 reviews)
"Beautiful little house right in the heart of Poole old town would definitely stay again! The quay is less than 5 mins away with boat trips to Brownsea island and out into the bay a beautiful place"
United Kingdom
Chris
The price is CA $142
CA $262 total
includes taxes & fees
Mar 30 - Mar 31
Stunning Little House on Poole Quay -Free Parking

5 bedroom accommodation in Wimborne

5 bedroom accommodation in Wimborne
Wimborne
10.0 out of 10, Exceptional, (7 reviews)
"A fabulous stay! Our host was excellent. Everything about the house was perfect."
United States
Sarah
The price is CA $2,287
CA $2,287 total
includes taxes & fees
Apr 16 - Apr 17
5 bedroom accommodation in Wimborne

Pamper house holiday home and annex

Pamper house holiday home and annex
Ferndown
10.0 out of 10, Exceptional, (19 reviews)
"The house was perfect for our needs, lovely and clean, easy check in and great communication. Would highly recommend."
United Kingdom
Kristina M.
The price is CA $1,503
CA $2,019 total
includes taxes & fees
Apr 23 - Apr 24
Pamper house holiday home and annex

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, (3 reviews)
"The house was so very clean and we had such a peaceful time will definitely will return to this property . The way they have done the house up is amazing "
United Kingdom
Angel F.
The price is CA $222
CA $567 total
includes taxes & fees
Mar 30 - Mar 31
Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World

Stunning 3 bedroom Penthouse Apartment Free 2 Park

Stunning 3 bedroom Penthouse Apartment Free 2 Park
Poole Old Town
10.0 out of 10, Exceptional, (3 reviews)
"Great location very close to the quay, surrounded by pubs and restaurants. The Apartment was clean and secure - perfect for a weekend trip."
United Kingdom
Dave
The price is CA $284
CA $405 total
includes taxes & fees
Mar 29 - Mar 30
Stunning 3 bedroom Penthouse Apartment Free 2 Park

Nuthatch Cabin at Cloudshill Glade - Campsite

Nuthatch Cabin at Cloudshill Glade - Campsite
2.0 star property
Wareham
6.8 out of 10, (6 reviews)
"Lovely little cabin well equipped for its size, lovely and clean. Perfect spot to explore Dorest from. "
United Kingdom
katy
Nuthatch Cabin at Cloudshill Glade - Campsite

Hardy View Farm House

Hardy View Farm House
Dorchester
10.0 out of 10, Exceptional, (2 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 $277
CA $314 total
includes taxes & fees
Apr 22 - Apr 23
Hardy View Farm House

Classic Yacht Nadine with Hot Tub, Poole Harbour Bay

Classic Yacht Nadine with Hot Tub, Poole Harbour Bay
Poole
10.0 out of 10, Exceptional, (2 reviews)
"We loved our stay on the boat from start to finish. We had great weather so great views from the hot tub out over the water. Comfy beds and the luxury shower block was clean and had nice showers. The boat is a short drive or 30/40 min walk into Poole (40 as we waited to cross the bridge and watch the ships sail by) I hope to have the opportunity to stay there again. "
United Kingdom
Beverley H.
The price is CA $591
CA $768 total
includes taxes & fees
Apr 15 - Apr 16
Classic Yacht Nadine with Hot Tub, Poole Harbour Bay
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

Find out more about Woolland

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Woolland. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Luxury barn conversion sleeping 16 with hot tub and ensuite bedrooms: This Woolland vacation home rental is located in a rural location and has an indoor pool, a balcony, and laundry facilities to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation. Our travelers also rate Woodside Retreat – Private Barn with ensuite bedrooms, 3 Hot Tubs, Sleeps 18 as a favorite home for rent in Woolland.

How many vacation rentals will I find in Woolland?

Expedia has 3 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 Area of Outstanding Natural Beauty. In the larger area, you’ll find Cerne Abbas Giant and Sherborne Castle.

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.