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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 760 Cottages in Woolland 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
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
Buckingham Cottage : Idyllic Getaway Cottage in the rolling hills of Dorset
Dining

Buckingham Cottage : Idyllic Getaway Cottage in the rolling hills of Dorset

9.8 out of 10, Exceptional, (76)
"Property as excellent - very clean, spacious and good sized rear garden plus beautiful views of surrounding countryside. Only one negative - the bathroom shower - was very average and not easy to adjust for anyone under 5 feet two. Everything else was spot-on."
Buckingham Cottage : Idyllic Getaway Cottage in the rolling hills of Dorset
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
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
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
Net Loft
Front of property

Net Loft

3.5 star property
10.0 out of 10, Exceptional, (1)
Net Loft
Luxury villa for 22 people with pool, jacuzzi, large garden and private pub!
Courtyard with heated Pool and Jacuzzi

Luxury villa for 22 people with pool, jacuzzi, large garden and private pub!

9.8 out of 10, Exceptional, (179)
"Beautiful thatched cottage, large enough to accommodate 4 generations over the Christmas period. Great communication with the property manager, always very responsive and willing to call round and answer any questions. Easy access to the hot tub was especially appreciated. Location of the property is excellent to access activities without a long drive. We stayed 11 days and didn't run out of things to do and places to visit. Generally furnished to a high standard, but perhpas a couple of the...
Luxury villa for 22 people with pool, jacuzzi, large garden and private pub!
Thatched Mid Terraced Cottage
Exterior detail

Thatched Mid Terraced Cottage

8.8 out of 10, Excellent, (5)
"A cosy base with all we needed for a lovely stay in a lovely area. A nice welcome package of flowers, drinks and biscuits, along with a few extras - cooking oil and tea bags. Impressed with the kitchen area, which was well stocked with equipment to enable easy self catering. Denise was a very thoughtful host, willing to respond quickly to questions. One point to note - we didn't want one, but there isn't a hot tub!"
Thatched Mid Terraced 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 Woolland

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
Luxury villa for 22 people with pool, jacuzzi, large garden and private pub!
Courtyard with heated Pool and Jacuzzi

Luxury villa for 22 people with pool, jacuzzi, large garden and private pub!

9.8 out of 10, Exceptional, (179)
"Beautiful thatched cottage, large enough to accommodate 4 generations over the Christmas period. Great communication with the property manager, always very responsive and willing to call round and answer any questions. Easy access to the hot tub was especially appreciated. Location of the property is excellent to access activities without a long drive. We stayed 11 days and didn't run out of things to do and places to visit. Generally furnished to a high standard, but perhpas a couple of the...
Luxury villa for 22 people with pool, jacuzzi, large garden and private pub!
The Dorset Resort
Room

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
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.