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Compare 451 Vacation Homes in Winterborne Stickland with updated reviews, rates, and availability.

7 bedroom, Stunning Cottage with Hot-Tub & Cinema Room - opens 15.4.25

9.8 out of 10, Exceptional, (135)
"We had a lovely stay, property unique and in perfect new forest setting. We will be back!"
7 bedroom, Stunning Cottage with Hot-Tub & Cinema Room - opens 15.4.25

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

9.4 out of 10, Exceptional, (42)
"Really lovely spot. Bedrooms are ideal for a family with little kids living the bunk beds!House was always lovely warm, and it was in a great location. "
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, (36)
"We had a great stay for new years, Timo looked after us well"
Remodelled historical cottage, super location, w/hottub

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

10.0 out of 10, Exceptional, (69)
"We have had an amazing weekend at this beautiful property which is spacious, comfortable, quirky and full of home comforts. Everything you need is here and Wareham was a delight…we had fun in Wareham pottery painting at Pottery Corner and an amazing meal at The Italian Kitchen. Thank you so much. "
Beautiful large Georgian house with a big garden. Perfect for a family or two!

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

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

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 SAR 446
SAR 640 total
includes taxes & fees
20 Mar - 21 Mar
Private Luxury By The Sea

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

9.4 out of 10, Exceptional, (63)
"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

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 SAR 640
SAR 1,150 total
includes taxes & fees
23 Mar - 24 Mar
Brand New 4 Bedroom House -Sleeps 9 - Free Parking

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

10.0 out of 10, Exceptional, (11)
"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)
"We had a lovely time on our stay in this cosy and beautifully clean property all was as described, and the milk, tea and cookies were a lovely touch. The booking in process was really easy and Paul was a good host. The garden is nicely kept and a paradise if you like birdwatching and the beautiful local surrounding area makes this a wonderful place to stay. We would definately recommend"
Stable Conversion Near Lulworth Cove/Jurassic Coast

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 SAR 800
SAR 1,674 total
includes taxes & fees
30 Mar - 31 Mar
Holiday home hot tub and sauna

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

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)

Sea-esta Stress free holiday 4 BR house ,game room, Ev charger , close to beach

10.0 out of 10, Exceptional, (5)
"We were a group of gals staying at this location. Beautiful and clean property. Hassle-free check-in. It is closer to the beach and other main areas. Getting Uber was pretty easy"
Sea-esta Stress free holiday 4 BR house ,game room, Ev charger , close to beach

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

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

Short stroll to Quay, shops and restaurants

10.0 out of 10, Exceptional, (6)
"The property was wonderful. Exactly as described. Check in simple.Mel was wonderful from first messages to arrival would recommend"
Short stroll to Quay, shops and restaurants

Host & Stay | Clearmount Cottage

10.0 out of 10, Exceptional, (2)
"Amazing"
Host & Stay | Clearmount Cottage
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

9.4 out of 10, Exceptional, (42)
"Really lovely spot. Bedrooms are ideal for a family with little kids living the bunk beds!House was always lovely warm, and it was in a great location. "
Sandbanks Holiday Home Poole 5 minutes walk to the Beach Sleeps 8/9

The Dorset Resort

4.0 star property
10.0 out of 10, Exceptional, (28)
"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

Chelsea Hotel

3.0 star property
9.2 out of 10, Wonderful, (77)
"Good and clean room. Have microwave in room and amenities which is a plus. "
The price is SAR 263
SAR 315 total
includes taxes & fees
31 Mar - 1 Apr
Chelsea Hotel
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.