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Compare 298 Vacation Homes in Woolland with updated reviews, rates, and availability.

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, (15)
"We stayed for two nights at Owen Sound and were super impressed with the property and facilities. The house was immaculately clean and the gardens beautifully kept. The house was well equipped and even small details had been thought about. We had a couple of small queries which were answered promptly by the owner. We really couldn’t have asked for a better place for our stay. In fact we were so delighted we were looking to book again for later this year, but sadly the property was already...
STUNNING LARGE COUNTRY FAMILY HOME, INDOOR POOL, SLEEPS 12, SECLUDED GARDEN
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)
"My husband and I celebrated our 20 year wedding anniversary with my parents. The Coach House is beautifully decorated! We were lucky with the weather and spent a lot of our evenings in the garden. A previous review mentioned the garden not being secure for their dog. Before booking I checked if this was being rectified as we have 2 Westies. I was assured it would be before the start of the season, and confirm the garden is secure for Westie sized and upwards dogs. As well as Bournemouth...
COSY QUIRKY COACH HOUSE, HOT TUB,PARKING, SLEEPS 7, BY THE LAKE, 20mins to Poole
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, (176)
"We had a lovely few days at the cottage. Super views of the harbour, while preparing food in the kitchen, good access to shops and restaurants, dog walks on the doorstep. The house was very clean, the goodies left for us were welcome. We didn’t need to contact the owner as everything went very well."
Stunning Waterside Cottage in Poole Harbour
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
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, (32)
"The property was large and comfortable for our party of 10, with a well equiped kitchen, BBQ area and games room. The location js stunning, with great views."
Self-Catering Farmhouse Cottage set in the Dorset Countryside (Pet Friendly)
Beautiful NEW 3 bedroom house - garden & parking
Living area
Beautiful NEW 3 bedroom house - garden & parking
10.0 out of 10, Exceptional, (8)
"We stayed in this property as a family of 3 (with a 3 year old child) and it was perfect. Really clean and equipped with everything you need. Great location, easy to get to local beaches and lots of shops/restaurants nearby. Spacious rooms and onsite parking. Great interaction with hosts and check in/check out was smooth and easy. Highly recommend. Thank you"
Beautiful NEW 3 bedroom house - garden & parking
Accessible Holiday Let In Secluded Location
Hill Lodge
Accessible Holiday Let In Secluded Location
9.8 out of 10, Exceptional, (65)
"Location and accommodation was lovely. Owners were lovely although difficult to locate on expiry. Didn’t get to see them to say goodbye. Only downside was the shower/bath in the large rear bedroom did not work as there was no cold water coming through. A thermostatic cartridge problem maybe. So had to share another en-suite!"
Accessible Holiday Let In Secluded Location
Stunning modern 6-Bedroom house all with en-suite
Image 2
Stunning modern 6-Bedroom house all with en-suite
8.0 out of 10, Very Good, (1)
"We had good time, a few miner details, showers in rooms didn't drain away quick enough,would have been nice to have mirror on wall in bathroom, very congested in kitchen with a few of us there, noisy neighbours which is not your fault, more T towels would been nice, Price for 2 nights bit steep"
Stunning modern 6-Bedroom house all with en-suite
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
Luxury Detached House and Grounds, also benefits from full disabled facilities.
Property grounds
Luxury Detached House and Grounds, also benefits from full disabled facilities.
9.4 out of 10, Exceptional, (73)
"We absolutely love this gorgeous house. It's really well kitted out, it's clean, it's in a beautiful place and it's so so quiet. We all slept like logs and had a wonderful relaxing time. Thank you so much again."
Luxury Detached House and Grounds, also benefits from full disabled facilities.
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 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
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, (18)
"We as a family have had an amazing weekend. House was beautiful location was wonderful. Our elderly parents enjoyed it immensely. Thank you Sally and we definitely will be returning "
Charming Cottage in idyllic location on Stourhead Estate
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)
* 7 NIGHTS OFF PEAK £700.00 * LOCATION * LOCATION * LOCATION *
The Front Door At Pickwick Cottage - Step in & Step back in time…
* 7 NIGHTS OFF PEAK £700.00 * LOCATION * LOCATION * LOCATION *
10.0 out of 10, Exceptional, (34)
"The property is over 3 floors with the shower and cloakroom on the ground floor. The stairs between the floors are a little daunting being spiral with narrow treads, I would say definitely not suitable for the elderly and are more than a little precarious to navigate, that aside, this is a beautiful well appointed cottage and in a great location for shops, restaurants and dog walks."
* 7 NIGHTS OFF PEAK £700.00 * LOCATION * LOCATION * LOCATION *
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
Luxury coastal property with private indoor pool.
Interior
Luxury coastal property with private indoor pool.
10.0 out of 10, Exceptional, (7)
"This is a beautiful house, well equipped and was really suitable for our holiday with three generations of family. The pool was a big hit with the children in particular and the adults enjoyed the hot tub, sauna and steam room. The beach at Weymouth together with all of the attractions are within easy reach. This was a very enjoyable week."
Luxury coastal property with private indoor pool.
Gorgeous 2 Bedroom Country Cottage With Lovely Garden Views & Great Location
The front of the cottage
Gorgeous 2 Bedroom Country Cottage With Lovely Garden Views & Great Location
10.0 out of 10, Exceptional, (33)
"A home from home. Comfortable, peaceful and with everything we needed. We would love to stay again. In a rural location but also close to lots of interesting places with a car."
Gorgeous 2 Bedroom Country Cottage With Lovely Garden Views & Great Location
Farmhouse Annexe For 2 People In A Peaceful Location In North Dorset
Ridge Farm Annexe adjoins the main house, set in it's own 3 acres of land
Farmhouse Annexe For 2 People In A Peaceful Location In North Dorset
9.8 out of 10, Exceptional, (52)
"Set in isolated rural village with lovely views and walks. Our vist was marred by horrendous wet weather,but we made the best of it. Mark and Madeline were lovely people who made us welcome and dealt with any issues and gave advice about the area."
Farmhouse Annexe For 2 People In A Peaceful Location In North Dorset
Four Corners Holiday Home with Hot Tub & Sauna
Front of property
Four Corners Holiday Home with Hot Tub & Sauna
5.0 star property
10.0 out of 10, Exceptional, (2)
"A group of us stayed for a weekend around a wedding. Excellent communication from booking onwards. A couple of tiny niggles were sorted straight away Everything was clean and we all had enough room (not your typical holiday let without enough room to open a suitcase)"
Four Corners Holiday Home with Hot Tub & Sauna
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
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
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, (178)
"A great holiday was had by all. The property is fantastic, as were out hosts. Timo was great in sorting out any issues we had during our stay"
Luxury villa for 22 people with pool, jacuzzi, large garden and private pub!
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.