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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 426 Vacation Homes in Cheselbourne 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
Blue Horizons with uninterrupted Panoramic sea views 2 mins walk from beach
Terrace/patio

Blue Horizons with uninterrupted Panoramic sea views 2 mins walk from beach

10.0 out of 10, Exceptional, (44)
"The views are amazing. Walking path and the sea right behind house. View after view. Well equipped kitchen with tons of space, comfy living room- and I loved the sunroom out back! This was October weather with occasional rain and wind. Must be truly amazing in summer with outdoor spaces.. convenient for Dorset exploring."
Blue Horizons with uninterrupted Panoramic sea views 2 mins walk from beach
Sandbanks Holiday Home Poole 5 minutes walk to the Beach Sleeps 8/9
Beach nearby, sun loungers

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

9.4 out of 10, Exceptional, (43)
"Plenty of room and a few minutes away from the beach. Would stay again. "
Sandbanks Holiday Home Poole 5 minutes walk to the Beach Sleeps 8/9
Quiet location, short walk to beach, with views of Portland and Jurassic coast
Beach nearby

Quiet location, short walk to beach, with views of Portland and Jurassic coast

10.0 out of 10, Exceptional, (91)
"very good all round "
Quiet location, short walk to beach, with views of Portland and Jurassic coast
Beautiful large Georgian house with a big garden. Perfect for a family or two!
Outdoor dining

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
Outdoor dining

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

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
Purbeck cottage near Swanage & Studland - views of Corfe and I of Wight
Beach

Purbeck cottage near Swanage & Studland - views of Corfe and I of Wight

9.4 out of 10, Exceptional, (63)
"The cottage was as described. It had everything you could ever need. Beds were very comfortable. The view from the cottage was fantastic!! "
Purbeck cottage near Swanage & Studland - views of Corfe and I of Wight
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 1,183
AED 1,697 total
includes taxes & fees
26 May - 27 May
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
Beach nearby, sun loungers

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
Outdoor dining

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
Marina

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
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 Cheselbourne

The Dorset Resort
Signature Chalet, 3 Bedrooms, Accessible, Sauna | 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
Quayside Quarters
Deluxe Double Room (Church View) | View from room

Quayside Quarters

3.0 star property
9.8 out of 10, Exceptional, (53)
"We had a really lovely stay here. It was really close to loads of pubs and restaurants."
The price is AED 606
AED 606 total
includes taxes & fees
28 Apr - 29 Apr
Quayside Quarters
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.