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Check prices for these dates

Next weekend
2 May - 4 May
In two weeks
9 May - 11 May
In one month
23 May - 25 May
In two months
20 Jun - 22 Jun

Compare 339 Vacation Homes in Woolland with updated reviews, rates, and availability.

Stunning Waterside Cottage in Poole Harbour
Beach

Stunning Waterside Cottage in Poole Harbour

9.8 out of 10, Exceptional, (183)
"Lovely property and all equipped with everything we needed.All clean and would highly recommend."
Stunning Waterside Cottage in Poole Harbour
Beautiful large Georgian house with a big garden. Perfect for a family or two!
Property grounds

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!
Accessible Holiday Let In Secluded Location
Exterior

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
A contemporary house close to the town centre with fantastic views over Radipole Lake.
Exterior

A contemporary house close to the town centre with fantastic views over Radipole Lake.

9.4 out of 10, Exceptional, (15)
"Good comfortable house conveniently situated close to town, beach and all local facilities. "
A contemporary house close to the town centre with fantastic views over Radipole Lake.
Private Luxury By The Sea
Outdoor spa tub

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 AED 450
AED 646 total
includes taxes & fees
29 Apr - 30 Apr
Private Luxury By The Sea
Brand New 4 Bedroom House -Sleeps 9 - Free Parking
Cookware/dishes/utensils, spices

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 AED 699
AED 1,213 total
includes taxes & fees
27 Apr - 28 Apr
Brand New 4 Bedroom House -Sleeps 9 - Free Parking
Farmhouse Annexe For 2 People In A Peaceful Location In North Dorset
Property grounds

Farmhouse Annexe For 2 People In A Peaceful Location In North Dorset

9.8 out of 10, Exceptional, (53)
"What a lovely, clean, well equipped, nostalgic place to stay. Nice big garden, sunny patio area, & so peaceful. Plenty of lovely walks surrounding the property. Just what my friend & I needed. Great hosts, very welcoming & helpful. Already planning our next visit! Thank you. "
Farmhouse Annexe For 2 People In A Peaceful Location In North Dorset
Barn conversion, quiet location and heated swimming pool ( from mid May)
Exterior

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)
Stable Conversion Near Lulworth Cove/Jurassic Coast
Property grounds

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
Stunning modern 6-Bedroom house all with en-suite
Fridge, microwave, oven, stovetop

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
Host & Stay | Clearmount Cottage
3 bedrooms, iron/ironing board, travel crib, WiFi

Host & Stay | Clearmount Cottage

10.0 out of 10, Exceptional, (3)
"What a beautiful property tucked away in a fantastic location. The gardens were equally as enjoyable as the house and we were lucky with the sunshine.Great access to Castle Cove beach, Sandsfoot Castle gardens, and the Rodwell Trail, all within a 5 minute walk.Thank you, we will definitely be back."
Host & Stay | Clearmount Cottage
Historical, Characterful, Converted Old School House
Exterior

Historical, Characterful, Converted Old School House

9.0 out of 10, Wonderful, (2)
"Very nice clean well furnished"
Historical, Characterful, Converted Old School House
Bay View 2 Bed Lodge with Sea Views Poole Harbour Sleeps 4
Stovetop, freezer

Bay View 2 Bed Lodge with Sea Views Poole Harbour Sleeps 4

10.0 out of 10, Exceptional, (1)
"A great weekend in this immaculate and extremely modern caravan with outstanding sea views. Excellent communication with the host throughout the entire booking process. Would highly recommend."
Bay View 2 Bed Lodge with Sea Views Poole Harbour Sleeps 4
Short stroll to Quay, shops and restaurants
Fridge, microwave, oven, stovetop

Short stroll to Quay, shops and restaurants

10.0 out of 10, Exceptional, (7)
"What a lovely weekend we had in this gorgeous home for a group of mum's needing some much needed R&R!The house was spotless and completed with lovely smelling cleaning/washing products.The house was well equipped for our stay, the only thing I would say is missing is some lamps for downstairs (I had to borrow some from the bedrooms) but that's nothing minor.It's also in a great location, just a few minutes stroll and you're at the harbour.I wouldn't hesitate to visit here again. Thanks Mel."
Short stroll to Quay, shops and restaurants
The Victorian Barn self catering holidays with pool & hot tubs
Superior House, 4 Bedrooms, Hot Tub, Garden View | Egyptian cotton sheets, premium bedding, memory foam beds

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
A heated pool

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
The Harbour Lookout - Sleeps 14 in 5 bedrooms
Fridge, microwave, oven, stovetop

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)
Fridge, microwave, oven, stovetop

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

9.8 out of 10, Exceptional, (35)
"Eleven of us 8 adults and 3 children had a lovely time. We stayed for 3 nights. The farmhouse had everything you needed and the views were wonderful Will try to go back"
Self-Catering Farmhouse Cottage set in the Dorset Countryside (Pet Friendly)
NEWLY REFURBISHED Coach house, private garden, Hot Tub, Games rm, Lake, sleeps 8
Terrace/patio

NEWLY REFURBISHED Coach house, private garden, Hot Tub, Games rm, Lake, sleeps 8

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. "
NEWLY REFURBISHED Coach house, private garden, Hot Tub, Games rm, Lake, sleeps 8
Stunning 5 Bed - Balcony, Garden and Sea Views
Property grounds

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
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
Superior House, 4 Bedrooms, Hot Tub, Garden View | Egyptian cotton sheets, premium bedding, memory foam beds

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
Deluxe Chalet, 3 Bedrooms, Resort View, Garden Area | Desk, laptop workspace, blackout drapes, iron/ironing board

The Dorset Resort

4.0 star property
10.0 out of 10, Exceptional, (29)
"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
Stunning Waterside Cottage in Poole Harbour
Beach

Stunning Waterside Cottage in Poole Harbour

9.8 out of 10, Exceptional, (183)
"Lovely property and all equipped with everything we needed.All clean and would highly recommend."
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.