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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 820 Cottages in Winterborne Stickland with updated reviews, rates, and availability.

A charming character cottage with Abbey view
Courtyard garden

A charming character cottage with Abbey view

10.0 out of 10, Exceptional, (124)
"Kirsty was a responsive and helpful host. The cottage was cosy and as described. Excellent place to stay in Sherborne as it was near to the town and amenities. "
A charming character cottage with Abbey view
Country cottage set in a peaceful hamlet on the edge of the New Forest
Exterior

Country cottage set in a peaceful hamlet on the edge of the New Forest

10.0 out of 10, Exceptional, (116)
"We had a lovely stay at Kim’s place. It was very clean and comfortable, including very comfy bed. Kim was always quick to respond / communicate and very friendly. Nice location on edge of new forest and next to Blashford Lakes where you can see all sorts of birds. We really enjoyed! "
Country cottage set in a peaceful hamlet on the edge of the New Forest
Coach House In The Picturesque Village Of Mere
Exterior

Coach House In The Picturesque Village Of Mere

9.6 out of 10, Exceptional, (112)
"Very nice little cottage in a good location "
Coach House In The Picturesque Village Of Mere
Chelsea cottage set in heart of Dorset unspoiled countryside
Exterior

Chelsea cottage set in heart of Dorset unspoiled countryside

10.0 out of 10, Exceptional, (5)
"We spent a family Christmas here and weren’t disappointed. The property itself is large enough for 9-10 people comfortably, with lots of space. The village is wonderful, very quaint, with some superb country walks, but not too far from Dorchester or Yeovil.The only issues we had were with some of the mattresses in some rooms being too soft, but that’s down to personal preference.Overall, would highly recommend."
Chelsea cottage set in heart of Dorset unspoiled countryside
BARN COTTAGE. Delightful luxury rustic barn conversion nr New Forest/south coast
Barn cottage sitting behind Dairy Cottage

BARN COTTAGE. Delightful luxury rustic barn conversion nr New Forest/south coast

9.4 out of 10, Exceptional, (13)
"Fabulous stay, gorgeous barn, great location, very cosy would highly recommend. One small thing the bedrooms could do with having blinds as it’s very light in there especially if you’ve got young children"
BARN COTTAGE. Delightful luxury rustic barn conversion nr New Forest/south coast
Gorgeous thatched cottage in Purbeck - ideal for family holidays
Swallows Cottage is an 18th century cottage in a quiet lane in Bere Regis

Gorgeous thatched cottage in Purbeck - ideal for family holidays

9.8 out of 10, Exceptional, (32)
"This was our second Christmas spent at Andy’s cottage. Perfect size for the three of us. Kitchen has all of the essentials and is a lovely size looking out over the garden and fields. Shitterton is a lovely quiet hamlet with lovely period, thatched cottages.Most of our time was spent in the cosy, spacious living room with a fire roaring away. Lovely place and Andy is a great host and responds promptly to any questions."
Gorgeous thatched cottage in Purbeck - ideal for family holidays
The Little Granary
Property grounds

The Little Granary

3.0 star property
9.0 out of 10, Wonderful, (2)
"Good communication in advance of arrival, though more clarity on parking may have helped. Unit next to ours had a very loud barking dog which woke us up on a Sunday at 7am unfortunately… and triggered our dog to bark. The walls are quite thin for noise to travel in/out. Aside from that, it was a really great studio with all one would need! It is on a working farm but whilst that means potential activity outside the door, it also means great green-space and farm animals to enjoy as well!!"
The Little Granary
Cosy central Shaftesbury 2 bed cottage with Parking
Exterior

Cosy central Shaftesbury 2 bed cottage with Parking

10.0 out of 10, Exceptional, (4)
"This was so close to where we needed to be and was immaculately clean and comfortable with everything we could possibly need. "
Cosy central Shaftesbury 2 bed cottage with Parking
Chadham Pines Lodge & Cottage - Pool & Sauna
Pool

Chadham Pines Lodge & Cottage - Pool & Sauna

10.0 out of 10, Exceptional, (2)
"We loved the pool and garden area, absolutely incredible! "
Chadham Pines Lodge & Cottage - Pool & Sauna
2 minutes to the park & High Street! Family-sized thatched country cottage
Exterior

2 minutes to the park & High Street! Family-sized thatched country cottage

9.8 out of 10, Exceptional, (22)
"The house was beautiful and the host was very helpful and easily contactable. The nearby pub just up the street served lovely food at a good price."
2 minutes to the park & High Street! Family-sized thatched country cottage
5 bedroom accommodation in Wimborne
Living area

5 bedroom accommodation in Wimborne

10.0 out of 10, Exceptional, (7)
"Could not fault this property. Beautifully done and well set up. Only 3 of us but the perfect place for a few families to reunite and stay. Parking not so easy but workable."
5 bedroom accommodation in Wimborne
Old Harbour View
Front of property

Old Harbour View

3.5 star property
10.0 out of 10, Exceptional, (3)
"Apartment was excellent with stunning views of the harbour and local fishing community."
Old Harbour View
5 bedroom accommodation in Glanvilles Wootton, near Sherborne
Living area

5 bedroom accommodation in Glanvilles Wootton, near Sherborne

10.0 out of 10, Exceptional, (13)
"A beautiful, idyllic place to gather and share family memories. There were eleven family members with five more joining us for meals over the course of three days. The property and house were spacious and comfortable, with more than enough supplies to set a table and serve sixteen family members multiple meals with ease. When we found ourselves short of food or in need of a coffee, treat, or additional meat for the barbeque, the farm shop just next door was able to supply us with everything we...
5 bedroom accommodation in Glanvilles Wootton, near Sherborne
Guinea Cottage
Exterior

Guinea Cottage

3.5 star property
Guinea Cottage
Buccaneer Cottage
Front of property

Buccaneer Cottage

3.5 star property
Buccaneer Cottage
The Cider Barn
Exterior

The Cider Barn

3.5 star property
10.0 out of 10, Exceptional, (1)
"Beautiful barn conversion and nice people."
The Cider Barn
Rowdens Barn
Exterior

Rowdens Barn

3.5 star property
10.0 out of 10, Exceptional, (2)
"Lovely countryside location. "
Rowdens Barn
A gorgeous thatched cottage near the stunning Jurassic Coast.
Exterior

A gorgeous thatched cottage near the stunning Jurassic Coast.

A gorgeous thatched cottage near the stunning Jurassic Coast.
The Ferryman
Exterior

The Ferryman

2.0 star property
10.0 out of 10, Exceptional, (1)
"Excellent property in a lovely part of Weymouth"
The Ferryman
5 bedroom accommodation in Bournemouth
Outdoor dining

5 bedroom accommodation in Bournemouth

10.0 out of 10, Exceptional, (1)
"Very enjoyable stay. The house was very clean and comfortable."
5 bedroom accommodation in Bournemouth
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.