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Check prices for these dates

Next weekend
7 Saf. - 9 Saf.
In two weeks
14 Saf. - 16 Saf.
In one month
28 Saf. - 2 Rab. I
In two months
28 Rab. I - 30 Rab. I

Compare Vacation Homes in Woolland 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, (178)
"This is a well equipped property and in an ideal location. I would recommend it to anyone!"
Stunning Waterside Cottage in Poole Harbour
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
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 itā€™s closed down, this issue didnā€™t matter as we had a fabulous time and saw friends that we havenā€™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 wasnā€™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 isnā€™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
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
Self-Catering Farmhouse Cottage set in the Dorset Countryside (Pet Friendly)
Room

Self-Catering Farmhouse Cottage set in the Dorset Countryside (Pet Friendly)

9.8 out of 10, Exceptional, (33)
"Our entire family stayed here to celebrate a special birthday. We were very pleased with the farmhouse and the amount of space. The hosts were very pleasant and helpful. Kitchen was well equipped. Only reason we gave a 4 for cleanliness is because it was a little dusty (But expected due to it being a farmhouse!) Would recommend to all. "
Self-Catering Farmhouse Cottage set in the Dorset Countryside (Pet Friendly)
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
Hot tub, games room & cinema in Bournemouth
Terrace/patio

Hot tub, games room & cinema in Bournemouth

Hot tub, games room & cinema in Bournemouth
Pamper house holiday home and annex
Rear garden for entertaining and barbecues

Pamper house holiday home and annex

10.0 out of 10, Exceptional, (17)
"Perfect place to enjoy a weekend away. Close drive to Bournemouth beach."
The price is SARĀ 3,803
SARĀ 5,111 total
includes taxes & fees
2 Feb - 3 Feb
Pamper house holiday home and annex
COSY QUIRKY COACH HOUSE, HOT TUB,PARKING, SLEEPS 7, BY THE LAKE, 20mins to Poole
Outdoor dining

COSY QUIRKY COACH HOUSE, HOT TUB,PARKING, SLEEPS 7, BY THE LAKE, 20mins to Poole

9.6 out of 10, Exceptional, (22)
"We enjoyed our stay at the coach house. There was plenty of space for our group of 4 adults and 3 children. The house is nicely decorated and well equipped. We were blessed with good weather so made good use of the hot tub. Christina is an excellent host. "
COSY QUIRKY COACH HOUSE, HOT TUB,PARKING, SLEEPS 7, BY THE LAKE, 20mins to Poole
Stunning 5 Bed - Balcony, Garden and Sea Views
Exterior

Stunning 5 Bed - Balcony, Garden and Sea Views

9.8 out of 10, Exceptional, (13)
"Family group had plenty of space to enjoy. Excellent patio with comfortable seating, ideal for evening drinks as the sun goes down. Great parking. Writhing walking distance of Poole Quay/pub/shops. "
Stunning 5 Bed - Balcony, Garden and Sea Views
Barn conversion, quiet location and heated swimming pool ( from mid May)

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)
Waterfront Cottage on the Beach In Beautiful Dorset Countryside Sleeps 12

Waterfront Cottage on the Beach In Beautiful Dorset Countryside Sleeps 12

9.4 out of 10, Exceptional, (18)
"This property is in a beautiful location with stunning views out over Poole harbour. With extensive outside space perfect for a family gathering."
Waterfront Cottage on the Beach In Beautiful Dorset Countryside Sleeps 12
Beautiful Dorset Country House in the Heart of the Stunning Isle of Purbeck
Broadmead

Beautiful Dorset Country House in the Heart of the Stunning Isle of Purbeck

9.4 out of 10, Exceptional, (9)
"Lovely holiday in a beautiful location "
Beautiful Dorset Country House in the Heart of the Stunning Isle of Purbeck
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
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
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, (178)
"This is a well equipped property and in an ideal location. I would recommend it to anyone!"
Stunning Waterside Cottage in Poole Harbour
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.