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Compare 463 Vacation Homes in Winterborne Stickland with updated reviews, rates, and availability.

Stunning Waterside Cottage in Poole Harbour

9.8 out of 10, Exceptional, (184)
"Loved the cottage…perfect for our needs & such a great location. The views were great & it was an easy walk for coffee out & meals. We booked an extra night whilst there…Andy was a brilliant communicator."
Stunning Waterside Cottage in Poole Harbour

7 bedroom, Stunning Cottage with Hot-Tub & Cinema Room

9.8 out of 10, Exceptional, (136)
"A very cozy place to spend a long weekend break."
7 bedroom, Stunning Cottage with Hot-Tub & Cinema Room

Sandbanks Holiday Home Poole 5 minutes walk to the Beach Sleeps 8/9

9.4 out of 10, Exceptional, (43)
"The house has everything you need and more. Plenty of room and cosy. Close to the beach and shops so no need to drive."
Sandbanks Holiday Home Poole 5 minutes walk to the Beach Sleeps 8/9

Remodelled historical cottage, super location, w/hottub

9.6 out of 10, Exceptional, (37)
"We enjoyed our stay and would definitely recommend."
Remodelled historical cottage, super location, w/hottub

Beautiful large Georgian house with a big garden. Perfect for a family or two!

10.0 out of 10, Exceptional, (69)
"Big house more then fully equipped and a very nice yard, walking distance to everything in town."
Beautiful large Georgian house with a big garden. Perfect for a family or two!

Accessible Holiday Let In Secluded Location

9.8 out of 10, Exceptional, (66)
"Very cosy, comfortable & conveniently situated"
Accessible Holiday Let In Secluded Location

A contemporary house close to the town centre with fantastic views over Radipole Lake.

9.4 out of 10, Exceptional, (15)
"Good comfortable house conveniently situated close to town, beach and all local facilities. "
The price is AED 2,974
AED 2,974 total
includes taxes & fees
6 Jun - 7 Jun
A contemporary house close to the town centre with fantastic views over Radipole Lake.

The La Di Da - 4 min walk to Beach/town

10.0 out of 10, Exceptional, (2)
"The property was perfect for hosting lots of people and very local to town!"
The price is AED 3,650
AED 5,796 total
includes taxes & fees
12 May - 13 May
The La Di Da - 4 min walk to Beach/town

New Home near Sandbanks + Hot Tub + Sleeps 9 guests. 3 x bathrooms

10.0 out of 10, Exceptional, (3)
"Just amazing! Matt was lovely "
New Home near Sandbanks + Hot Tub + Sleeps 9 guests. 3 x bathrooms

Bournemouth Getaway for 14

9.4 out of 10, Exceptional, (3)
"The house was very spacious, clean and well equipped for our group of 12 and 2 dogs. We had no issues with our stay. I would highly recommend, we had a brilliant time. Thanks Kim"
Bournemouth Getaway for 14

Purbeck cottage near Swanage & Studland - views of Corfe and I of Wight

9.4 out of 10, Exceptional, (64)
"The cottage was as described. It had everything you could ever need. Beds were very comfortable. The view from the cottage was fantastic!! "
Purbeck cottage near Swanage & Studland - views of Corfe and I of Wight

Private Luxury By The Sea

10.0 out of 10, Exceptional, (1)
"Lovely, well equipped place to stay. Modern finish, clean and everything you need. Lovely beach a short walk away. Great communication from host"
The price is AED 501
AED 696 total
includes taxes & fees
14 May - 15 May
Private Luxury By The Sea

Brand New 4 Bedroom House -Sleeps 9 - Free Parking

10.0 out of 10, Exceptional, (4)
"Very clean, very easy check in, communication etc. great stay, would recommend and stay again "
The price is AED 642
AED 1,153 total
includes taxes & fees
12 May - 13 May
Brand New 4 Bedroom House -Sleeps 9 - Free Parking

Farmhouse Annexe For 2 People In A Peaceful Location In North Dorset

9.8 out of 10, Exceptional, (53)
"Thoroughly enjoyed our stay in this well equipped accommodation in a a lovely rural setting."
Farmhouse Annexe For 2 People In A Peaceful Location In North Dorset

Barn conversion, quiet location and heated swimming pool ( from mid May)

9.4 out of 10, Exceptional, (59)
"Fantastic property. Great location. Clean, with all the necessary facilities and utilities."
Barn conversion, quiet location and heated swimming pool ( from mid May)

Holiday home hot tub and sauna

9.6 out of 10, Exceptional, (4)
"We had a brilliant time over Christmas 2023. The home was very clean and comfortable with everything we needed. Would love to stay again. Great location too."
The price is AED 949
AED 1,825 total
includes taxes & fees
11 May - 12 May
Holiday home hot tub and sauna

Beautiful Tranquil Barn in 14 acres of perfect peace within New Forest district

10.0 out of 10, Exceptional, (12)
"Beautiful stay couldn’t fault a thing lovley and clean loved the grounds great for the dogs was home from home highly recommend will definitely going back"
Beautiful Tranquil Barn in 14 acres of perfect peace within New Forest district

Stable Conversion Near Lulworth Cove/Jurassic Coast

10.0 out of 10, Exceptional, (106)
"A lovely property and hosts. Excellent accommodation and beautiful garden. Great for visiting Arne, Brownsea Island, Swanage, Wareham and Dorchester. Can't recommend it enough!"
Stable Conversion Near Lulworth Cove/Jurassic Coast

Sea-esta | 4BR Family Home w/ Garden, Game Room & EV Charger - Coastal Escape

10.0 out of 10, Exceptional, (5)
"Our stay was lovely, the property was just as pictured and there was literally something for everyone. The house smelled divine and the welcome packs were gorgeous. Our host was lovely and helpful and we can’t wait to go back."
Sea-esta | 4BR Family Home w/ Garden, Game Room & EV Charger - Coastal Escape

Stunning modern 6-Bedroom house all with en-suite

7.0 out of 10, Good, (2)
"We had good time, a few miner details, showers in rooms didn't drain away quick enough,would have been nice to have mirror on wall in bathroom, very congested in kitchen with a few of us there, noisy neighbours which is not your fault, more T towels would been nice, Price for 2 nights bit steep"
Stunning modern 6-Bedroom house all with en-suite
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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Other property types in Winterborne Stickland

The Dorset Resort

4.0 star property
10.0 out of 10, Exceptional, (30)
"I have stayed here a few times, never been disappointed and will always come back for another visit."
The Dorset Resort

Chelsea Hotel

3.0 star property
9.2 out of 10, Wonderful, (77)
"Overall a good place to stay."
The price is AED 324
AED 389 total
includes taxes & fees
14 May - 15 May
Chelsea Hotel

7 bedroom, Stunning Cottage with Hot-Tub & Cinema Room

9.8 out of 10, Exceptional, (136)
"A very cozy place to spend a long weekend break."
7 bedroom, Stunning Cottage with Hot-Tub & Cinema Room
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.