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Compare 368 Vacation Homes in Shillingstone with updated reviews, rates, and availability.

Stunning Waterside Cottage in Poole Harbour

9.8 out of 10, Exceptional, (179)
"Loved the cottage…perfect for our needs & such a great location. The views were great & it was an easy walk for coffee out & meals. We booked an extra night whilst there…Andy was a brilliant communicator."
Stunning Waterside Cottage in Poole Harbour

7 bedroom, Stunning Cottage with Hot-Tub & Cinema Room - opens 15.4.25

9.8 out of 10, Exceptional, (135)
"We had a lovely stay, property unique and in perfect new forest setting. We will be back!"
7 bedroom, Stunning Cottage with Hot-Tub & Cinema Room - opens 15.4.25

Sandbanks Holiday Home Poole 5 minutes walk to the Beach Sleeps 8/9

9.4 out of 10, Exceptional, (42)
"Really lovely spot. Bedrooms are ideal for a family with little kids living the bunk beds!House was always lovely warm, and it was in a great location. "
Sandbanks Holiday Home Poole 5 minutes walk to the Beach Sleeps 8/9

Remodelled historical cottage, super location, w/hottub

9.6 out of 10, Exceptional, (36)
"We had a great stay for new years, Timo looked after us well"
Remodelled historical cottage, super location, w/hottub

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

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

The La Di Da - 4 min walk to Beach/town

10.0 out of 10, Exceptional, (2)
"Had my sister's hen do here and the host was soo helpful, arranging an early check in and answering all my questions beforehand on messenger and when we arrived she welcomed us and gave us local info and was so hospitable. The house was beautiful and has everything you could need for a big gathering! "
The price is AED 3,565
AED 5,689 total
includes taxes & fees
7 Apr - 8 Apr
The La Di Da - 4 min walk to Beach/town

New Home near Sandbanks + Hot Tub + Sleeps 9 guests. 3 x bathrooms

10.0 out of 10, Exceptional, (3)
"Just amazing! Matt was lovely "
New Home near Sandbanks + Hot Tub + Sleeps 9 guests. 3 x bathrooms

Bournemouth Getaway for 14

9.4 out of 10, Exceptional, (3)
"The house was clean and very functional. it was the perfect house for a group of friends."
Bournemouth Getaway for 14

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 437
AED 627 total
includes taxes & fees
29 Apr - 30 Apr
Private Luxury By The Sea

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 732
AED 1,231 total
includes taxes & fees
3 Apr - 4 Apr
Brand New 4 Bedroom House -Sleeps 9 - Free Parking

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

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)

Holiday home hot tub and sauna

9.6 out of 10, Exceptional, (4)
"We had a brilliant time over Christmas 2023. The home was very clean and comfortable with everything we needed. Would love to stay again. Great location too."
The price is AED 784
AED 1,640 total
includes taxes & fees
2 Apr - 3 Apr
Holiday home hot tub and sauna

Beautiful Tranquil Barn in 14 acres of perfect peace within New Forest district

10.0 out of 10, Exceptional, (11)
"We stayed in this lovely barn to have a very belated Christmas with friends who live nearby. The barn is very comfortable, warm and cozy.However the kitchen does not do the rest of the property justice. It is dated with a worn cooker and a tiny built-in fridge that is in poor condition. One tea bag and no sugar, not promised but after a long drive it was lucky we had our own. Biscuits and croissants were left though and were lovely.The grounds are run down and we saw no play equipment - however...
Beautiful Tranquil Barn in 14 acres of perfect peace within New Forest district

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

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

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

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

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
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 Shillingstone

The Dorset Resort

4.0 star property
10.0 out of 10, Exceptional, (28)
"Amazing value for money... such lovely location in the forest. Good location for the coast not far and Wareham for supplies and good pubs / restaurants. Will definitely be coming back. "
The Dorset Resort

Sandbanks Holiday Home Poole 5 minutes walk to the Beach Sleeps 8/9

9.4 out of 10, Exceptional, (42)
"Really lovely spot. Bedrooms are ideal for a family with little kids living the bunk beds!House was always lovely warm, and it was in a great location. "
Sandbanks Holiday Home Poole 5 minutes walk to the Beach Sleeps 8/9

7 bedroom, Stunning Cottage with Hot-Tub & Cinema Room - opens 15.4.25

9.8 out of 10, Exceptional, (135)
"We had a lovely stay, property unique and in perfect new forest setting. We will be back!"
7 bedroom, Stunning Cottage with Hot-Tub & Cinema Room - opens 15.4.25
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.