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Woolland Vacation Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Woolland vacation rentals

A caravan-style accommodation with a covered outdoor area, including seating and a table.

1. 1 bedroom accommodation in Ibberton, Blandford Forum

1 bedroom accommodation in Ibberton, Blandford Forum
Ibberton, Blandford Forum
10.0 out of 10, Exceptional, (12 reviews)
"Lovely place, lovely countryside."
United States
Paul Mitchell
The price is AED 695
AED 695 total
includes taxes & fees
3 Dec - 4 Dec
1 bedroom accommodation in Ibberton, Blandford Forum
A dining area with a round table covered by a blue patterned tablecloth, two wooden chairs, and a vase with flowers.

2. 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 AED 1,279
AED 1,535 total
includes taxes & fees
17 Nov - 18 Nov
Oke Apple Cottage
A patio with a table and chairs, surrounded by potted plants and flowers.

3. 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, (20 reviews)
"Superb apartment in a very quiet neighbourhood! Super clean and very comfortable! Highly recommend!"
United Kingdom
Virginia
The price is AED 559
AED 583 total
includes taxes & fees
15 Nov - 16 Nov
A spacious, well equipped private annexe with garden and parking in Shaftesbury.
A modern outdoor patio with wicker furniture and a glass door leading to a covered area.

4. Private Luxury By The Sea

Private Luxury By The Sea
Poole
9.6 out of 10, Exceptional, (8 reviews)
"Nice location, quiet and relaxing"
United Kingdom
Luke
The price is AED 447
AED 690 total
includes taxes & fees
16 Nov - 17 Nov
Private Luxury By The Sea
A beach with a natural rock arch formation.

5. 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
The price is AED 437
AED 1,268 total
includes taxes & fees
15 Nov - 16 Nov
Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World
A garden with a wooden fence, various plants, and a small water feature.

6. Streamside Apartments

Streamside Apartments
3.5 star property
Yeovil
10.0 out of 10, Exceptional, (39 reviews)
"Excellent accommodation!"
Norway
Anonymous traveler
The price is AED 535
AED 535 total
includes taxes & fees
14 Nov - 15 Nov
Streamside Apartments
A cozy room with exposed brick walls, wooden beams, and a mix of leather and fabric seating.

7. 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, (2 reviews)
"Excellent cottage! Super quirky and perfect for a large group. My husband’s family all met at the Langham vineyard (jut 8 minute’s drive up the road from the accommodation) to celebrate his 50th ; adults, kids, dog…we had a wonderful time and carried on the celebrations with an evening of chat in the comfortable lounge and some food in the spacious dining area before heading to bed (all 10 of us). Martin was a wonderful host, very quick responses and super accommodating. The whole area is...
United States
Stacia B.
The price is AED 1,555
AED 1,613 total
includes taxes & fees
14 Nov - 15 Nov
The Old Police House, sleeps 10, 1850,s cottage, Family Stay!
A stone building with a pitched roof, a door, and windows.

8. 2 bedroom accommodation in Glanvilles Wootton, near Sherborne

2 bedroom accommodation in Glanvilles Wootton, near Sherborne
Glanvilles Wootton, near Sherborne
10.0 out of 10, Exceptional, (30 reviews)
"The accommodation was very spacious and the hospitality was great"
United Kingdom
Caroline H.
The price is AED 1,521
AED 1,521 total
includes taxes & fees
16 Nov - 17 Nov
2 bedroom accommodation in Glanvilles Wootton, near Sherborne
A modern living room with a grey sofa, yellow cushions, a pink throw, and a dining area in the background.

9. 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 AED 430
AED 745 total
includes taxes & fees
15 Nov - 16 Nov
Beautiful NEW 3 bedroom house - garden & parking
A stone building with a sloped roof, surrounded by greenery and a gravel path.

10. Little Norton Mill

Little Norton Mill
4.0 star property
Stoke-sub-Hamdon
10.0 out of 10, Exceptional, (38 reviews)
"A beautiful location. Spotlessly clean and we wanted to stay longer. Thank you for meeting us and making us feel welcome. Carl and Jo"
United Kingdom
Timothy Carl
The price is AED 360
AED 432 total
includes taxes & fees
23 Nov - 24 Nov
Little Norton Mill
A stone house with a sloped roof, surrounded by dense hedges and leafless trees, with a clear sky above.

11. 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.
The price is AED 777
AED 841 total
includes taxes & fees
23 Nov - 24 Nov
Hardy View Farm House
A wooden cabin with a small patio area, a table with chairs, and a bench.

12. Tiny Willow

Tiny Willow
3.5 star property
Blandford Forum
10.0 out of 10, Exceptional, (1 review)
"We had 6 nights and thoroughly enjoyed the stay, it is a quirky cottage in the country but close to several towns, hosts were excellent and cottage very well thought out"
Australia
Kenneth
The price is AED 1,401
AED 1,682 total
includes taxes & fees
20 Nov - 21 Nov
Tiny Willow
A modern living room with a grey sofa, yellow cushions, a yellow rug, and a large window with curtains.

13. Brand NEW 3 bedroom house - garden & parking +wifi

Brand NEW 3 bedroom house - garden & parking +wifi
Poole
9.4 out of 10, Exceptional, (6 reviews)
"Lovely, new clean house. Great location. Would happily return."
United Kingdom
James
The price is AED 430
AED 745 total
includes taxes & fees
15 Nov - 16 Nov
Brand NEW 3 bedroom house - garden & parking +wifi
A room with a bed, a view through a window, a potted plant, and a chair with a blanket.

14. Stylish modern retreat overlooking Poole Quay

Stylish modern retreat overlooking Poole Quay
Poole
10.0 out of 10, Exceptional, (2 reviews)
"Nice Place, would stay again!"
United Kingdom
David R.
The price is AED 374
AED 811 total
includes taxes & fees
18 Nov - 19 Nov
Stylish modern retreat overlooking Poole Quay
A stone house with a red-tiled roof, surrounded by a pond with reflections and greenery.

15. 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 AED 1,545
AED 1,545 total
includes taxes & fees
19 Nov - 20 Nov
2 bedroom accommodation in Goathill, near Sherborne
A modern kitchen with blue cabinets, a built-in oven, and a bar area with stools.

16. Stunning Apartment inc. Free Parking & Fast WiFi

Stunning Apartment inc. Free Parking & Fast WiFi
Poole Old Town
10.0 out of 10, Exceptional, (2 reviews)
"The apartment was very comfortable and clean with everything you would need provided. The location was fantastic with a supermarket opposite and on the doorstep of the town centre and the quayside. The bed was very comfortable and the communication from the hosts was excellent. I would highly recommend this apartment and would stay again. "
United Kingdom
Victoria R.
The price is AED 240
AED 555 total
includes taxes & fees
15 Nov - 16 Nov
Stunning Apartment inc. Free Parking & Fast WiFi
A covered outdoor seating area with wicker furniture and a potted plant.

17. Cabin Sleeps 8 - Free Parking, Patio, Pool

Cabin Sleeps 8 - Free Parking, Patio, Pool
3.0 star property
Poole
The price is AED 512
AED 848 total
includes taxes & fees
20 Nov - 21 Nov
Cabin Sleeps 8 - Free Parking, Patio, Pool
A modern room with a brick wall, a bed, a desk, and a TV mounted on the wall.

18. Modern Apartment -Parking & WiFi

Modern Apartment -Parking & WiFi
Poole Old Town
9.0 out of 10, Wonderful, (8 reviews)
"Great place well be presented very clean"
United States
Jo R.
The price is AED 240
AED 555 total
includes taxes & fees
15 Nov - 16 Nov
Modern Apartment -Parking & WiFi
A modern living room with a sofa, a coffee table, and a dining area with a table and chairs. There is a kitchen with a stove and cabinets.

19. 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.
Elegant Apartment inc. Parking
A neatly made bed with white and light blue pillows, a decorative pillow with a crest, and a vintage-style lamp on a metal bedside table.

20. Super Trendy Apartment - Free Parking & Fast WiFi

Super Trendy Apartment - Free Parking & Fast WiFi
Poole Old Town
10.0 out of 10, Exceptional, (2 reviews)
"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.
The price is AED 240
AED 555 total
includes taxes & fees
15 Nov - 16 Nov
Super Trendy Apartment - Free Parking & Fast 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

A traditional white building with a thatched roof, a signpost with directional information, and a hanging flower basket.
The Brace of Pheasants

The Brace of Pheasants

The Brace of Pheasants
Dorchester

10/10 Excellent

What an absolute lovely stay. Very simple yet very well executed. The dinner was absolutely delicious, really mesmerizing, don’t skip it! Breakfast was included and it was amazing!!!
United States
Alexandre
Reviewed June 7, 2026
The Brace of Pheasants

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?

Classic Holiday Home for 6, relaxing family getaway near Durdle Door: This vacation home rental near Woolland comes with WiFi so you can feel at home during your trip. Kitchen amenities include a fridge, a stovetop, and a microwave.

How many vacation rentals will I find in Woolland?

Expedia has 4 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 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.