Photo by Chris Downer

Wool Holiday Rentals

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Check prices for these dates

Tonight
28 Dec - 29 Dec
Tomorrow
29 Dec - 30 Dec
Next weekend
2 Jan - 4 Jan
In two weeks
9 Jan - 11 Jan

Our top choices for Wool holiday rentals

Property amenity
Holiday Home With Hot Tub & Sauna

Holiday Home in Bournemouth

Holiday Home With Hot Tub & Sauna
4.0 star property
9.0 out of 10, Wonderful, (4)
" What the full holiday with my kids thanks guys"
United Kingdom
Ayhan
The price is S$592
includes taxes & fees
4 Jan - 5 Jan, 2026
Holiday Home With Hot Tub & Sauna
Interior
Old Higher Lighthouse Branscombe Lodge

Cottage in Portland

Old Higher Lighthouse Branscombe Lodge
3.0 star property
10.0 out of 10, Exceptional, (1)
"This property was absolutely amazed and having Access to one of the first lighthouses there "
United Kingdom
Trevor
The price is S$919
includes taxes & fees
5 Jan - 6 Jan, 2026
Old Higher Lighthouse Branscombe Lodge
Property grounds
Glamping Cabin - Great for Hikers - Breakfast Inc!

Cabin in Swanage

Glamping Cabin - Great for Hikers - Breakfast Inc!
3.0 star property
The price is S$235
includes taxes & fees
4 Jan - 5 Jan, 2026
Glamping Cabin - Great for Hikers - Breakfast Inc!
Exterior
The Cabin

Cottage in Swanage

The Cabin
3.0 star property
10.0 out of 10, Exceptional, (1)
"Amazing Cabin, which was super comfy and extremely clean. A little garden with 2 seats and table . A patio doors looking onto a very pretty garden. Right near to Swanage Beach which was perfect. Fully recommend. "
United Kingdom
Anonymous traveller
The price is S$593
includes taxes & fees
6 Jan - 7 Jan, 2026
The Cabin
Fridge, microwave, oven, stovetop
4 Bed-2 Bath-bar-pool Table-library- Xmas Venue

Residence in Dorchester

4 Bed-2 Bath-bar-pool Table-library- Xmas Venue
2.0 star property
The price is S$1,456
includes taxes & fees
30 Dec - 31 Dec
4 Bed-2 Bath-bar-pool Table-library- Xmas Venue
Property grounds
Hide-a-way

Cottage in Weymouth

Hide-a-way
3.0 star property
10.0 out of 10, Exceptional, (1)
The price is S$598
includes taxes & fees
2 Jan - 3 Jan, 2026
Hide-a-way
Private kitchen
Rowdens Barn

Cottage in Blandford Forum

Rowdens Barn
3.5 star property
10.0 out of 10, Exceptional, (2)
"Lovely countryside location. "
Canada
Michael
The price is S$659
includes taxes & fees
2 Jan - 3 Jan, 2026
Rowdens Barn
Beach
The Cottage

Cottage in Wimborne

The Cottage
3.0 star property
10.0 out of 10, Exceptional, (1)
"Beautiful cottage, really huge lounge and lots of fields around. Host Dawn was super helpful and the cottage had everything you needed. The showers were great and super clean, I always found that the pictures always look better than the actual place when you arrive, but this was even better in person. This is our first time renting a cottage rather than a hotel, and we're taking our puppy. We will be back with the whole family this time to enjoy it again."
United Kingdom
manjit
The price is S$785
includes taxes & fees
5 Jan - 6 Jan, 2026
The Cottage
Property grounds
Apple Tree Cottage

Cottage in Blandford Forum

Apple Tree Cottage
3.0 star property
9.0 out of 10, Wonderful, (2)
"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 S$737
includes taxes & fees
2 Jan - 3 Jan, 2026
Apple Tree Cottage
Beach nearby
Day Cottage

Cottage in Weymouth

Day Cottage
3.0 star property
10.0 out of 10, Exceptional, (1)
"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 S$679
includes taxes & fees
2 Jan - 3 Jan, 2026
Day Cottage
Interior
Guinea Cottage

Cottage in Weymouth

Guinea Cottage
3.5 star property
10.0 out of 10, Exceptional, (1)
The price is S$674
includes taxes & fees
2 Jan - 3 Jan, 2026
Guinea Cottage
Property grounds
Badgers Cottage

Cottage in Weymouth

Badgers Cottage
3.0 star property
10.0 out of 10, Exceptional, (1)
"Nice"
United Kingdom
Neil
The price is S$903
includes taxes & fees
8 Jan - 9 Jan, 2026
Badgers Cottage
Interior
Firkin Cottage

Cottage in Weymouth

Firkin Cottage
3.5 star property
8.0 out of 10, Very good, (1)
"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 S$902
includes taxes & fees
2 Jan - 3 Jan, 2026
Firkin Cottage
Interior
Pound Cottage

Cottage in Dorchester

Pound Cottage
3.0 star property
10.0 out of 10, Exceptional, (2)
"Lovely peaceful place "
United Kingdom
Enid
The price is S$591
includes taxes & fees
8 Jan - 9 Jan, 2026
Pound Cottage
Interior
Way's Forge

Cottage in Dorchester

Way's Forge
3.0 star property
10.0 out of 10, Exceptional, (3)
"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 S$898
includes taxes & fees
4 Jan - 5 Jan, 2026
Way's Forge
Interior
Jasmine Cottage

Cottage in Swanage

Jasmine Cottage
3.0 star property
8.0 out of 10, Very good, (2)
"Pretty nice place, easy to get into due to clear instructions. Easy parking, good wifi. Had a lot of spiders in the bathroom though, don't know why."
Canada
Keagan
The price is S$636
includes taxes & fees
2 Jan - 3 Jan, 2026
Jasmine Cottage
Interior
Oke Apple Cottage

Cottage in Blandford Forum

Oke Apple Cottage
3.0 star property
10.0 out of 10, Exceptional, (3)
"Location ideal "
United Kingdom
Nazir
The price is S$499
includes taxes & fees
5 Jan - 6 Jan, 2026
Oke Apple Cottage
Interior
Old Harbour View

Cottage in Weymouth

Old Harbour View
3.5 star property
9.6 out of 10, Exceptional, (4)
"Apartment was excellent with stunning views of the harbour and local fishing community."
United Kingdom
Caroline
The price is S$1,165
includes taxes & fees
6 Jan - 7 Jan, 2026
Old Harbour View
Interior
Meadow View Barn

Cottage in Wareham

Meadow View Barn
3.0 star property
10.0 out of 10, Exceptional, (1)
"Great little place, perfect for my stay. Nice and clean, all amenities and good communication from the owner."
United Kingdom
Mitch
The price is S$833
includes taxes & fees
5 Jan - 6 Jan, 2026
Meadow View Barn
Dining
26 High West

Cottage in Weymouth

26 High West
3.0 star property
8.0 out of 10, Very good, (1)
"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 S$721
includes taxes & fees
6 Jan - 7 Jan, 2026
26 High West
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 Wool Hotel Reviews

Holiday Inn Bournemouth by IHG

Holiday Inn Bournemouth by IHG

10/10 Excellent
"Friendly, efficient check in. Room spotless and comfortable. Food very good. Only complaint; no non alcoholic beverages available for first nights dinner……cider/0 Guinness "
Mohamed 2-night trip
Posted 4 days ago
Holiday Inn Bournemouth by IHG

Frequently asked questions

Can I find holiday rentals in Wool?

Yes, there are holiday rentals close to the most popular sights in Wool, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Wool has a good selection of restaurants. Make sure you have time to check out the bars and museums during your trip.

What are some of the best holiday rentals that Wool has to offer?

Blue Vista: This holiday home rental outside Wool is located near the beach, and has a fireplace, a garden and free WiFi to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a full-sized fridge, a dishwasher and a stovetop, so that you can cook with friends or family.

How many holiday rentals will I find in Wool?

With 4 Expedia holiday rentals, you're guaranteed to find just the right place for your Wool stay.

What can I see and do in Wool?

Cultural attractions include The Tank Museum, whereas Dorset Area of Outstanding Natural Beauty is a spot to enjoy nature. Monkey World Ape Rescue Center and Lulworth Castle are a couple of places you'll find in the wider area.

What are holiday rentals like in Wool?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Wool. Holiday rentals offer amenities such as patios, hot tubs and fire pits so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for family gatherings.