Woolland Holiday Rentals

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Our top choices for Woolland holiday rentals

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
The price is NZ$224
includes taxes & fees
16 Feb - 17 Feb
Little Norton Mill

Rowdens Barn

Rowdens Barn
3.5 star property
Blandford Forum
10.0 out of 10, Exceptional, (2 reviews)
"Lovely countryside location. "
Canada
Michael
The price is NZ$855
includes taxes & fees
23 Feb - 24 Feb
Rowdens Barn

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 NZ$1,867
includes taxes & fees
12 Mar - 13 Mar
4 Bed-2 Bath-bar-pool Table-library- Xmas Venue

Pamper House Holiday Home And Annex

Pamper House Holiday Home And Annex
3.0 star property
Ferndown
Pamper House Holiday Home And Annex

Day Cottage

Day Cottage
3.0 star property
Weymouth
10.0 out of 10, Exceptional, (1 review)
"The cottage was absolutely excellent , clean, had everything you need,cosy, couldn’t ask for more ,also not far from the beach "
United Kingdom
Cindy
The price is NZ$891
includes taxes & fees
20 Feb - 21 Feb
Day Cottage

Apple Tree Cottage

Apple Tree Cottage
3.0 star property
Blandford Forum
9.0 out of 10, Wonderful, (2 reviews)
"Nice 300 year old cottage in the countryside. Modern kitchen and extension also nice. Small garden suitable for a dog. Owners were responsive to questions."
United Kingdom
Daniel
The price is NZ$950
includes taxes & fees
14 Feb - 15 Feb
Apple Tree Cottage

Old Harbour View

Old Harbour View
3.5 star property
Weymouth
9.6 out of 10, Exceptional, (4 reviews)
"Apartment was excellent with stunning views of the harbour and local fishing community."
United Kingdom
Caroline
The price is NZ$1,491
includes taxes & fees
20 Feb - 21 Feb
Old Harbour View

Tom's Barn

Tom's Barn
3.5 star property
Yeovil
10.0 out of 10, Exceptional, (1 review)
The price is NZ$966
includes taxes & fees
18 Feb - 19 Feb
Tom's Barn

Firkin Cottage

Firkin Cottage
3.5 star property
Weymouth
8.0 out of 10, Very good, (1 review)
"The stay in general was fantastic With a great location The Firkin cottage was a good size, but the bathrooms really need updating "
United Kingdom
M A
The price is NZ$1,186
includes taxes & fees
13 Feb - 14 Feb
Firkin Cottage

Hide-a-way

Hide-a-way
3.0 star property
Weymouth
10.0 out of 10, Exceptional, (1 review)
The price is NZ$833
includes taxes & fees
13 Feb - 14 Feb
Hide-a-way

Guinea Cottage

Guinea Cottage
3.5 star property
Weymouth
10.0 out of 10, Exceptional, (1 review)
The price is NZ$887
includes taxes & fees
1 Mar - 2 Mar
Guinea Cottage

26 High West

26 High West
3.0 star property
Weymouth
8.0 out of 10, Very good, (1 review)
"The cottage has everything that is needed amenitieswise a short walk from the harbour and town and a little longer to the beach. The only reason i gave 4 for cleaness was the property needed a bit of a touch up paintwise but nothing drastic an was probably due to a long summer season and clients not givin property due care."
United Kingdom
Robert
The price is NZ$898
includes taxes & fees
13 Feb - 14 Feb
26 High West

Meadow View Barn

Meadow View Barn
3.0 star property
Wareham
10.0 out of 10, Exceptional, (1 review)
"Great little place, perfect for my stay. Nice and clean, all amenities and good communication from the owner."
United Kingdom
Mitch
The price is NZ$1,066
includes taxes & fees
13 Feb - 14 Feb
Meadow View Barn

Pound Cottage

Pound Cottage
3.0 star property
Dorchester
10.0 out of 10, Exceptional, (2 reviews)
"Lovely peaceful place "
United Kingdom
Enid
The price is NZ$756
includes taxes & fees
13 Feb - 14 Feb
Pound Cottage

Lobster Cottage

Lobster Cottage
3.5 star property
Weymouth
10.0 out of 10, Exceptional, (1 review)
The price is NZ$1,124
includes taxes & fees
13 Feb - 14 Feb
Lobster Cottage

Redcliff View Lodge

Redcliff View Lodge
2.5 star property
Weymouth
10.0 out of 10, Exceptional, (1 review)
The price is NZ$1,491
includes taxes & fees
13 Feb - 14 Feb
Redcliff View Lodge

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 NZ$638
includes taxes & fees
20 Feb - 21 Feb
Oke Apple Cottage

The Old School House

The Old School House
3.5 star property
Dorchester
10.0 out of 10, Exceptional, (1 review)
"a spacious and comfortable property that was well equipped for our stay"
United Kingdom
NIGEL
The price is NZ$1,258
includes taxes & fees
22 Feb - 23 Feb
The Old School House

Way's Forge

Way's Forge
3.0 star property
Dorchester
10.0 out of 10, Exceptional, (3 reviews)
"Way's Forge is a quirky, convenient accommodation for exploring a wide variety of locations in the area and further afield. . It was a very comfortable stay and we enjoyed it very much. "
United Kingdom
Virginia
The price is NZ$1,149
includes taxes & fees
16 Feb - 17 Feb
Way's Forge

Shippon Barn

Shippon Barn
3.5 star property
Yeovil
10.0 out of 10, Exceptional, (1 review)
"Lovely accommodation with everything you could want. Very helpful owner. Will certainly stay again when we are in the area"
United Kingdom
Peter
The price is NZ$943
includes taxes & fees
4 Mar - 5 Mar
Shippon Barn
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

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 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?

STUNNING LARGE COUNTRY FAMILY HOME, INDOOR POOL, SLEEPS 12, SECLUDED GARDEN: This holiday home rental outside of Woolland is located in a rural location, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals will I find in Woolland?

Expedia has 6 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 Area of Outstanding Natural Beauty. In the wider area, you’ll find Cerne Abbas Giant and Kingston Maurward Park and Gardens.

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.