Woolland Holiday Rentals

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Holiday Rentals in Woolland

The Victorian Barn self catering holidays with pool & hot tubs

4.0 star property
9.0 out of 10, Wonderful, (4)
"We stayed in Helena, it was very clean and well equipped. Concern about escape routes in the event of a fire. Some rooms didn’t have a large enough window to get out of. Swimming pool great, as was the hot tub. Lovely setting near Blandford. Would recommend getting shopping delivered as quite remote. "
The Victorian Barn self catering holidays with pool & hot tubs

The Dorset Resort

4.0 star property
9.8 out of 10, Exceptional, (44)
"PRPOERTY VERY SPACIOUS, VERY CLEAN AND JUST A LOVELY PROPERTY TO UNWIND AND RELAX WITH FAMILY, LOVED THE SAUNA"
The Dorset Resort

A charming character cottage with Abbey view

10.0 out of 10, Exceptional, (142)
"Bensly Cottage is a wonderfully cosy and characterful place to stay that is within easy walking distance for everything in Sherborne including the castles (and only a couple of minutes walk from the abbey). It makes it an ideal place to stay if you want to explore Sherborne on foot. We thoroughly enjoyed our stay! "
A charming character cottage with Abbey view

Luxury villa for 22 people with pool, jacuzzi, large garden and private pub!

9.8 out of 10, Exceptional, (190)
"We had the most wonderful last minute stay. timo was very helpful, available and accomodating. The venue was perfect - spotless and welcoming. Very spacious and beautiful inside and outside, with lovely thoughtful touches. None of us wanted to leave! Thank you Timo"
Luxury villa for 22 people with pool, jacuzzi, large garden and private pub!

Stunning Waterside Cottage in Poole Harbour

9.8 out of 10, Exceptional, (196)
"Great stay "
Stunning Waterside Cottage in Poole Harbour

Quayside Quarters

3.0 star property
9.8 out of 10, Exceptional, (60)
"We had a really lovely stay here. It was really close to loads of pubs and restaurants."
Quayside Quarters

STUNNING LARGE COUNTRY FAMILY HOME, INDOOR POOL, SLEEPS 12, SECLUDED GARDEN

10.0 out of 10, Exceptional, (22)
"Only thing to say…. Will book again."
STUNNING LARGE COUNTRY FAMILY HOME, INDOOR POOL, SLEEPS 12, SECLUDED GARDEN

Hawk House | Standard Double

The price is AU$104
includes taxes & fees
28 Sept - 29 Sept
Hawk House | Standard Double

Private Luxury By The Sea

9.4 out of 10, Exceptional, (3)
"Nice property, very helpful host, good amenities, very clean "
The price is AU$280
includes taxes & fees
29 Sept - 30 Sept
Private Luxury By The Sea

THE BOATHOUSE. The gateway to the Jurassic Coast

9.6 out of 10, Exceptional, (4)
"First class in every respect - perfect for a family with active children."
The price is AU$479
includes taxes & fees
30 Sept - 1 Oct
THE BOATHOUSE. The gateway to the Jurassic Coast

Ferndown Holiday Let

3.5 star property
9.6 out of 10, Exceptional, (8)
"So quiet had the Best Sleep ever!"
Ferndown Holiday Let

18 Chamberlaine Road

2.5 star property
The price is AU$808
includes taxes & fees
30 Sept - 1 Oct
18 Chamberlaine Road

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

10.0 out of 10, Exceptional, (2)
"A wonderful experience - THANK YOU!"
The price is AU$566
includes taxes & fees
28 Sept - 29 Sept
Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World

Dorchester Nook

8.8 out of 10, Excellent, (5)
"The en-suite room in Fiona's home was perfect for our short stay. The bed and pillows were very comfortable and we had a lovely peaceful sleep. The shower was really powerful, nice big bath towels and shampoo, conditioner and body wash were provided. The location was great for us to visit Weymouth and Durdle Door. Thanks for having us!"
The price is AU$179
includes taxes & fees
27 Sept - 28 Sept
Dorchester Nook

4 Bed-2 Bath-sleeps 8-large Garden-pet Friendly

2.0 star property
The price is AU$651
includes taxes & fees
29 Sept - 30 Sept
4 Bed-2 Bath-sleeps 8-large Garden-pet Friendly

The Harbour Lookout - Sleeps 14 in 5 bedrooms

9.4 out of 10, Exceptional, (40)
"The Habour lookout was a beautiful home the rooms had everything you needed for a fantastic stay they were clean and tidy the back garden area was perfect for fun in the sun and games."
The Harbour Lookout - Sleeps 14 in 5 bedrooms

Four Corners Holiday Home with Hot Tub & Sauna

5.0 star property
10.0 out of 10, Exceptional, (2)
"A group of us stayed for a weekend around a wedding. Excellent communication from booking onwards. A couple of tiny niggles were sorted straight away Everything was clean and we all had enough room (not your typical holiday let without enough room to open a suitcase)"
Four Corners Holiday Home with Hot Tub & Sauna

Luxury cottage, 15 minutes to beach, stunning garden views, two min walk to town

10.0 out of 10, Exceptional, (56)
"Quiet, peaceful location with amenities close to hand just the place for a relaxing week. Property is very well equipped and the secluded garden at the back a bonus."
Luxury cottage, 15 minutes to beach, stunning garden views, two min walk to town

Bay View Luxury Stays - Mount Pleasant, 6 bed with indoor pool

10.0 out of 10, Exceptional, (10)
"The property is done up to a really high standard and was ideal for our group. Great Facilities, kids had a blast Location is fabulous"
Bay View Luxury Stays - Mount Pleasant, 6 bed with indoor pool

Apartment near the beach with private parking and pet friendly

9.0 out of 10, Wonderful, (30)
"Quite close to local park to walk the dog. Allocated car parking space which was useful. Clean and tidy apartment. "
Apartment near the beach with private parking and pet friendly
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

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$104 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?

The Victorian Barn self catering holidays with pool & hot tubs: This highly rated holiday home rental in Woolland is located in a rural location, and has an indoor pool, a patio and free WiFi to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher and a stovetop. It offers a terrace, a garden and a selection of games 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 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.