Woolland Vacation Rentals

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Vacation Rentals in Woolland

Luxury villa for 22 people with pool, jacuzzi, large garden and private pub!
9.8 out of 10, Exceptional, (190)
"We celebrated my husbands 70th with ages from 5-70 . A great time was had by all . Great pool (could have been a bit warmer!) pool room & for extra end of evening cosy factor & sing along the bar in the garden was great. Great communication from Timo & Elina when they were needed for anything ! "
United Kingdom
Julie L.
Luxury villa for 22 people with pool, jacuzzi, large garden and private pub!
A charming character cottage with Abbey view
10.0 out of 10, Exceptional, (145)
"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! "
United Kingdom
Michelle
A charming character cottage with Abbey view
Luxury cottage, 15 minutes to beach, stunning garden views, two min walk to town
10.0 out of 10, Exceptional, (57)
"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."
United Kingdom
Chris H.
Luxury cottage, 15 minutes to beach, stunning garden views, two min walk to town
Ferndown Holiday Let
3.5 star property
9.6 out of 10, Exceptional, (9)
"Ideal accommodation for two people. Good base for visiting the Dorset area."
United Kingdom
Jeff
Ferndown Holiday Let
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"
United Kingdom
tina
The Dorset Resort
Little Norton Mill
4.0 star property
10.0 out of 10, Exceptional, (34)
"Excellent stay. Cottage lounge overlooked river, very tranquil view. Friendly hosts and very good accommodation."
United Kingdom
Jane
$97 nightly
The price is $117
Nov 26 - Nov 27
Total with taxes and fees
Little Norton Mill
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."
United Kingdom
Caroline
Quayside Quarters
Apartment near the beach with private parking and pet friendly
9.0 out of 10, Wonderful, (30)
"Comfortable apartment with just a short walk to the beach and the centre of Weymouth."
United Kingdom
sue p.
Apartment near the beach with private parking and pet friendly
The Old Coach House in Dorset's Area of Outstanding Beauty - 1 bedroom
9.6 out of 10, Exceptional, (45)
"A lovely relaxed stay, nice peaceful area, plenty of places to walk, highly recommend gor a bit of r&r."
United Kingdom
Spencer C.
The Old Coach House in Dorset's Area of Outstanding Beauty - 1 bedroom
18 Chamberlaine Road
2.5 star property
$439 nightly
The price is $527
Oct 30 - Oct 31
Total with taxes and fees
18 Chamberlaine Road
4 Bed-2 Bath-sleeps 8-large Garden-pet Friendly
2.0 star property
$347 nightly
The price is $417
Nov 4 - Nov 5
Total with taxes and fees
4 Bed-2 Bath-sleeps 8-large Garden-pet Friendly
Stunning Waterside Cottage in Poole Harbour
9.8 out of 10, Exceptional, (198)
"Great stay "
United Kingdom
Fiona B.
Stunning Waterside Cottage in Poole Harbour
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)"
United Kingdom
Nicholas
Four Corners Holiday Home with Hot Tub & Sauna
The Studio - Arne
3.5 star property
$1,523 nightly
The price is $1,828
Nov 3 - Nov 4
Total with taxes and fees
The Studio - Arne
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."
United Kingdom
Steve
$301 nightly
The price is $301
Oct 28 - Oct 29
Total with taxes and fees
THE BOATHOUSE. The gateway to the Jurassic Coast
STUNNING LARGE COUNTRY FAMILY HOME, INDOOR POOL, SLEEPS 12, SECLUDED GARDEN
10.0 out of 10, Exceptional, (22)
"Such an amazing property enjoyed every minute of my stay "
United Kingdom
Demi V.
STUNNING LARGE COUNTRY FAMILY HOME, INDOOR POOL, SLEEPS 12, SECLUDED GARDEN
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."
Australia
Esther K.
The Harbour Lookout - Sleeps 14 in 5 bedrooms
Charming Country Retreat on Old Sherbourne Road
9.0 out of 10, Wonderful, (2)
"A lovely little cabin hidden away for a break away, and a place to reset, So close to the beach and Weymouth town too was also a plus. thank you to Tracy the lovely host who made us feel so welcome."
United Kingdom
Suzie E.
Charming Country Retreat on Old Sherbourne Road
Birchcroft Hideaway
3.0 star property
$1,395 nightly
The price is $1,674
Nov 7 - Nov 8
Total with taxes and fees
Birchcroft Hideaway
Luxury ⭐⭐⭐⭐⭐- Near Sandbanks BEACH! Netflix & WiFi
9.4 out of 10, Exceptional, (24)
"The appartment was in a good condition, nicely decorated and had everything we needed. Communication was great and we enjoyed our stay. There were a few noisy people around on the Friday night in the streets but the area was safe. We would recommend this place. "
United Kingdom
Deborah
$218 nightly
The price is $218
Nov 2 - Nov 3
Total with taxes and fees
Luxury ⭐⭐⭐⭐⭐- Near Sandbanks BEACH! Netflix & WiFi
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 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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Woolland in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $117 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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?

Four Corners Holiday Home with Hot Tub & Sauna: You might like this vacation home rental near Woolland. It is located near the airport and has a furnished patio, a private yard, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a full-sized fridge, a dishwasher, and an oven, so you can cook with friends or family. You can relax into your vacation with a selection of games and a hot tub.

How many vacation rentals will I find in Woolland?

Expedia has 6 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 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.