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Check prices for these dates

Next weekend
28 Feb - 2 Mar
In two weeks
7 Mar - 9 Mar
In one month
21 Mar - 23 Mar
In two months
18 Apr - 20 Apr

Compare 378 Vacation Homes in Winterborne Stickland with updated reviews, rates, and availability.

Stunning Waterside Cottage in Poole Harbour
View from Bedroom Window and back garden

Stunning Waterside Cottage in Poole Harbour

9.8 out of 10, Exceptional, (179)
"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
Beautiful Tranquil Barn in 14 acres of perfect peace within New Forest district
Exterior

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

10.0 out of 10, Exceptional, (7)
"We're just just back from a wonderful short break at the barn. The property is a really good size, plenty of space for the 4 of us. The barn is clean and well furnished, we really enjoyed settling down in the evening with the log burner on."
Beautiful Tranquil Barn in 14 acres of perfect peace within New Forest district
Sandbanks Holiday Home Poole 5 minutes walk to the Beach Sleeps 8/9
Beach

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

9.4 out of 10, Exceptional, (41)
"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
The Victorian Barn self catering holidays with pool & hot tubs
Room

The Victorian Barn self catering holidays with pool & hot tubs

4.0 star property
9.4 out of 10, Exceptional, (3)
"A lovely venue for a few days R&R in this part of Dorset. The accommodation is modern, spacious and of good quality, with great on-site facilities (pool, sauna, etc). Recommended."
The Victorian Barn self catering holidays with pool & hot tubs
STUNNING LARGE COUNTRY FAMILY HOME, INDOOR POOL, SLEEPS 12, SECLUDED GARDEN
Exterior

STUNNING LARGE COUNTRY FAMILY HOME, INDOOR POOL, SLEEPS 12, SECLUDED GARDEN

9.8 out of 10, Exceptional, (17)
"Had a wonderful family Xmas. In a lovely house with great facilities "
STUNNING LARGE COUNTRY FAMILY HOME, INDOOR POOL, SLEEPS 12, SECLUDED GARDEN
Bournemouth Getaway for 14
Kitchen

Bournemouth Getaway for 14

9.4 out of 10, Exceptional, (3)
"The house was clean and very functional. it was the perfect house for a group of friends."
Bournemouth Getaway for 14
Accessible Holiday Let In Secluded Location
Hill Lodge

Accessible Holiday Let In Secluded Location

9.8 out of 10, Exceptional, (66)
"Really lovely property warm cosy and comfortable. Beds very good quality. Plenty of secure parking, lovely garden. We would highly recommend. Ideally need a car to visit local areas but only short journeys. Would have liked a local pub for evening out or a meal unfortunately the closest was about 1 mile but it’s closed down, this issue didn’t matter as we had a fabulous time and saw friends that we haven’t seen since before COVID so it was very special. Thanks to Becky for the easy communication...
Accessible Holiday Let In Secluded Location
Eclectic Dorset Country House, Hot Tub, Pool Table, Movie Room,12 guests & pets
Exterior

Eclectic Dorset Country House, Hot Tub, Pool Table, Movie Room,12 guests & pets

10.0 out of 10, Exceptional, (1)
"Great property, warm and big x Fine location .Lovely garden Great host to meet us too "
Eclectic Dorset Country House, Hot Tub, Pool Table, Movie Room,12 guests & pets
Stunning modern 6-Bedroom house all with en-suite
Image 2

Stunning modern 6-Bedroom house all with en-suite

7.0 out of 10, Good, (2)
"Unfortunately the house was not clean. Shoes needed to be worn as the floors were not clean enough to wear just socks. There wasn’t enough cutlery for all of us to eat. The bedrooms were well equipped but the bed was uncomfortable and pillows were so thin they were pointless. However the fact that we all had a tv and an en-suite was brilliant. Unfortunately the main living space isn’t as large as the pictures show and for a home that accommodates 14, the main living space is not big enough the...
Stunning modern 6-Bedroom house all with en-suite
Edwardian House in the Heart of Weymouth 200m from Sandy Beach by the Sea
Bedroom 3

Edwardian House in the Heart of Weymouth 200m from Sandy Beach by the Sea

9.0 out of 10, Wonderful, (42)
"Very nice and i will stay again"
Edwardian House in the Heart of Weymouth 200m from Sandy Beach by the Sea
Holiday home hot tub and sauna
Main bedroom on the first floor for those relaxing sleepy nights

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 763
AED 1,595 total
includes taxes & fees
19 Feb - 20 Feb
Holiday home hot tub and sauna
Abbeydale - Three Bedroom House, Sleeps 5
Exterior

Abbeydale - Three Bedroom House, Sleeps 5

Abbeydale - Three Bedroom House, Sleeps 5
Host & Stay | Clearmount Cottage
Clearmount Cottage, Weymouth - Host & Stay

Host & Stay | Clearmount Cottage

10.0 out of 10, Exceptional, (2)
"Amazing"
Host & Stay | Clearmount Cottage
Historical, Characterful, Converted Old School House
Interior

Historical, Characterful, Converted Old School House

9.0 out of 10, Wonderful, (2)
"Very nice clean well furnished"
Historical, Characterful, Converted Old School House
The Boho - Large house - 4 min walk Town/Beach
Kitchen fireplace

The Boho - Large house - 4 min walk Town/Beach

9.6 out of 10, Exceptional, (14)
"A loveley house to celebrate with friends. Plenty of space and wonderful atmosphere with an excellent host in Chanine."
The price is AED 3,236
AED 5,534 total
includes taxes & fees
2 Mar - 3 Mar
The Boho - Large house - 4 min walk Town/Beach
Remodelled historical cottage, super location, w/hottub
Enjoy the hot tub with views of the forest and gardens

Remodelled historical cottage, super location, w/hottub

9.6 out of 10, Exceptional, (36)
"We had a great stay for new years, Timo looked after us well"
Remodelled historical cottage, super location, w/hottub
RENOVATED 5 BED HOUSE WITH HOT TUB + TABLE TENNIS
Interior

RENOVATED 5 BED HOUSE WITH HOT TUB + TABLE TENNIS

8.6 out of 10, Excellent, (4)
"The house was nice and clean with lovely clean cotton bedding and towels, and lots of small touches left like toiletpaper and handwash. There was also a hot tub which was vreat. The hosts were very helpful and also left a folder with instructions on how to use items in the house and the Wifi code. We were staying with 7 adults, 2 children and a dog. We all had a nice bedroom ( 5) and had a great time. We would certainly book it again. It was fabulous. Thank you very much! "
RENOVATED 5 BED HOUSE WITH HOT TUB + TABLE TENNIS
Seaside Elegance: Your Unforgettable Beach Retreat
Living area

Seaside Elegance: Your Unforgettable Beach Retreat

10.0 out of 10, Exceptional, (3)
"Thank you for a wonderful stay. The Shell House is immaculate and so beautifully decorated. It really had the wow factor for my friends surprise Hen Do. Host was attentive and the little bits left for our arrival were very thoughtful. Location was fantastic for the beach and shopping. Thank you and we will be back. "
Seaside Elegance: Your Unforgettable Beach Retreat
The Harbour Lookout - Sleeps 14 in 5 bedrooms
Property grounds

The Harbour Lookout - Sleeps 14 in 5 bedrooms

9.4 out of 10, Exceptional, (38)
"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."
The Harbour Lookout - Sleeps 14 in 5 bedrooms
Charming Cottage in idyllic location on Stourhead Estate
Charming 18th Century Cottage

Charming Cottage in idyllic location on Stourhead Estate

10.0 out of 10, Exceptional, (20)
"We had a lovely stay, the property was very well equipped and suited our needs perfectly "
Charming Cottage in idyllic location on Stourhead Estate
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

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

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

9.4 out of 10, Exceptional, (41)
"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
Beautiful Tranquil Barn in 14 acres of perfect peace within New Forest district
Exterior

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

10.0 out of 10, Exceptional, (7)
"We're just just back from a wonderful short break at the barn. The property is a really good size, plenty of space for the 4 of us. The barn is clean and well furnished, we really enjoyed settling down in the evening with the log burner on."
Beautiful Tranquil Barn in 14 acres of perfect peace within New Forest district
The Dorset Resort
Room

The Dorset Resort

4.0 star property
10.0 out of 10, Exceptional, (27)
"The property was clean. Just the beds were single Beds in all couple rooms. Would be great if they had double beds instead. "
The Dorset Resort
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.