A grassy hillside with a fence, a distant view of rolling hills, and a cloudy sky.

Woolland Vacation Rentals

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Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Woolland vacation rentals

A coastal landscape with a curved bay, cliffs, and a beach.

1. Rowdens Barn

Rowdens Barn
3.5 star property
Blandford Forum
10.0 out of 10, Exceptional, (2 reviews)
"Lovely countryside location. "
Canada
Michael
$456 nightly
The price is $547
Sep 2 - Sep 3
Total with taxes and fees
Rowdens Barn
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, (17 reviews)
"This was one of the better places we have stayed in. We highly recommend this Annex "
United Kingdom
Martin K.
$168 nightly
The price is $168
Aug 31 - Sep 1
Total with taxes and fees
A spacious, well equipped private annexe with garden and parking in Shaftesbury.
A wooden exterior with a sliding glass door, a small window, and a potted plant.

3. The Perk Inn, Cosy & Secluded Garden Lodge

The Perk Inn, Cosy & Secluded Garden Lodge
Poole
$119 nightly
The price is $119
Sep 3 - Sep 4
Total with taxes and fees
The Perk Inn, Cosy & Secluded Garden Lodge
A cozy room with exposed brick walls, wooden beams, and a mix of leather and fabric seating.

4. 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, (1 review)
"Great place!"
United States
Cord
$520 nightly
The price is $520
Sep 16 - Sep 17
Total with taxes and fees
The Old Police House, sleeps 10, 1850,s cottage, Family Stay!
A stone house with a red-tiled roof, surrounded by a pond with reflections and greenery.

5. 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
$454 nightly
The price is $454
Sep 16 - Sep 17
Total with taxes and fees
2 bedroom accommodation in Goathill, near Sherborne
A bathroom with a window, a sink, and two potted plants.

6. 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.
$233 nightly
The price is $233
Sep 2 - Sep 3
Total with taxes and fees
Hardy View Farm House
A beach with a natural rock arch formation.

7. 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
$467 nightly
The price is $467
Sep 6 - Sep 7
Total with taxes and fees
Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World
A modern living room with a sofa, coffee table, and a kitchen area with a washing machine.

8. Streamside Apartments

Streamside Apartments
3.5 star property
Yeovil
10.0 out of 10, Exceptional, (37 reviews)
"Excellent accommodation!"
Norway
Anonymous traveler
$177 nightly
The price is $177
Sep 8 - Sep 9
Total with taxes and fees
Streamside Apartments
A stone house with a tiled roof, a covered patio with a table and chairs, and a small attached structure with a window.

9. Stunning annexe near Bruton

Stunning annexe near Bruton
Lamyatt
8.4 out of 10, Very Good, (5 reviews)
"All you could want from a night stay, self catering. They also left us fresh milk which was much appreciated. "
United Kingdom
Jane
$131 nightly
The price is $131
Aug 31 - Sep 1
Total with taxes and fees
Stunning annexe near Bruton
A modern outdoor patio with wicker furniture and a glass door leading to a covered area.

10. Private Luxury By The Sea

Private Luxury By The Sea
Poole
9.6 out of 10, Exceptional, (7 reviews)
"Nice location, quiet and relaxing"
United Kingdom
Luke
$246 nightly
The price is $246
Sep 20 - Sep 21
Total with taxes and fees
Private Luxury By The Sea
A coastal landscape with a curved bay, cliffs, and a beach.

11. New Barn

New Barn
3.5 star property
Blandford Forum
10.0 out of 10, Exceptional, (1 review)
$460 nightly
The price is $553
Sep 2 - Sep 3
Total with taxes and fees
New Barn
A modern living room with a brick wall, a dining area with a table and chairs, and a sofa.

12. 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
$231 nightly
The price is $231
Aug 24 - Aug 25
Total with taxes and fees
Modern Apartment -Parking & WiFi
A living room with a sofa, a coffee table, a bookshelf, and a mounted TV.

13. Super Trendy Apartment - Free Parking & Fast WiFi

Super Trendy Apartment - Free Parking & Fast WiFi
Poole Old Town
10.0 out of 10, Exceptional, (1 review)
"Small, clean apartment, very handy for the harbour and old town. Well equipped. Not the best view from the balcony but can't have everything. Good communication from the host. First time on vrbo and can't fault them"
United States
Tim H.
$231 nightly
The price is $231
Aug 24 - Aug 25
Total with taxes and fees
Super Trendy Apartment - Free Parking & Fast WiFi
A modern living room with a sofa, a round table, and a television mounted on the wall.

14. 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.
$246 nightly
The price is $246
Sep 2 - Sep 3
Total with taxes and fees
Elegant Apartment inc. Parking
A living room with a wooden floor, a brown leather sofa, a wooden coffee table, a TV mounted on the wall, and large windows with curtains.

15. Designer Apartment inc. Free Parking & FAST WiFi

Designer Apartment inc. Free Parking & FAST WiFi
Poole Old Town
9.8 out of 10, Exceptional, (6 reviews)
"Perfect spot for our needs; well-equipped, tidy, on-site parking, and very responsive property manager. We would be happy to go back."
United States
Drew O.
$231 nightly
The price is $231
Aug 27 - Aug 28
Total with taxes and fees
Designer Apartment inc. Free Parking & FAST WiFi
A dining area with a round table, wicker chairs, and a view of boats at a marina.

16. 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, (3 reviews)
"Absolutely amazing stay! Wish it was for longer! The boat could have had some extra TLC but otherwise we will definitely return!"
United States
Lesley-Anne W.
$463 nightly
The price is $463
Sep 9 - Sep 10
Total with taxes and fees
Classic Yacht Nadine with Hot Tub, Poole Harbour Bay
A hotel room with a bed, green sofa, and a glass coffee table with a vase of flowers.

17. Chic Modern Apartment Suite - Free Parking & WiFi!

Chic Modern Apartment Suite - Free Parking & WiFi!
Poole Old Town
10.0 out of 10, Exceptional, (3 reviews)
"The apartment was very clean and comfortable. It is stylishly furnished and extremely centrally located. The secure parking, in such a central location as a real plus. It is literally moments on foot from the quay. We would not hesitate to stay here again."
United States
Richard W.
$293 nightly
The price is $293
Aug 28 - Aug 29
Total with taxes and fees
Chic Modern Apartment Suite - Free Parking & WiFi!
A modern interior with a glass partition, a carpeted floor, and a visible kitchen area in the background.

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

Luxury ⭐⭐⭐⭐⭐- Near Sandbanks BEACH! Netflix & WiFi
Poole
9.4 out of 10, Exceptional, (25 reviews)
"The property was clean and inviting. Perfect for our family. We really enjoyed our stay!!! "
United Kingdom
malka l.
$293 nightly
The price is $293
Aug 25 - Aug 26
Total with taxes and fees
Luxury ⭐⭐⭐⭐⭐- Near Sandbanks BEACH! Netflix & WiFi
A bedroom with a large mirror, a bed, a chair, and a window with curtains.

19. Beautiful Couples Retreat - FREE Parking & WiFi

Beautiful Couples Retreat - FREE Parking & WiFi
Poole Old Town
10.0 out of 10, Exceptional, (5 reviews)
"Lovely clean flat in the PERFECT location in Poole, very easily accessible and great communication with host throughout. Would recommend - 5* "
United Kingdom
Frazer
$246 nightly
The price is $246
Aug 30 - Aug 31
Total with taxes and fees
Beautiful Couples Retreat - FREE Parking & WiFi
A cozy living room with a green sofa, a dining table set with plates and cups, and a variety of wall art.

20. Cosy Peacehaven. Free on site Parking! Pet friendly!

Cosy Peacehaven. Free on site Parking! Pet friendly!
Weymouth
9.4 out of 10, Exceptional, (3 reviews)
"Perfect flat which contained everything we needed for a great stay. It is in an excellent location and parking was a great bonus to us. Communication was great with clear instructions and thoughtful little extras."
United Kingdom
Chloe
$185 nightly
The price is $185
Sep 2 - Sep 3
Total with taxes and fees
Cosy Peacehaven. Free on site Parking! 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

The Frampton Arms

The Frampton Arms

10/10 Excellent
"We booked this as we had visited durdle door, this was 10/15 mins away. Room was clean and cool with ac. Atmosphere of bar was lovely village vibe"
nicola 1-night trip
Posted 1 hour ago
The Frampton Arms

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 $172 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: This vacation home near Woolland 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 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 National Landscape. 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.