Photo by Trish Steel

Cheselbourne Vacation Rentals

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Our top choices for Cheselbourne vacation rentals

9.6 out of 10, Exceptional, (7)
"Excellent stay and accommodation Great communication and prompt responses from host "
United Kingdom
Christine
The price is ¥16,285
¥33,156 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Contemporary Charm by the Quay with Garden
10.0 out of 10, Exceptional, (3)
"The house was so very clean and we had such a peaceful time will definitely will return to this property . The way they have done the house up is amazing "
United Kingdom
Angel F.
The price is ¥21,089
¥60,103 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World
9.2 out of 10, Wonderful, (12)
"This was a perfect stay with some excellent amenities around the corner from the apartment. It was spacious and it was easy to relax"
United States
Elliott C.
The price is ¥16,272
¥30,008 total
includes taxes & fees
Jan 3 - Jan 4, 2026
⭐⭐⭐⭐⭐ Super Cool Apartment Parking, Netflix & WiFi
10.0 out of 10, Exceptional, (3)
"Great location very close to the quay, surrounded by pubs and restaurants. The Apartment was clean and secure - perfect for a weekend trip."
United Kingdom
Dave
The price is ¥32,476
¥46,184 total
includes taxes & fees
Dec 29 - Dec 30
Stunning 3 bedroom Penthouse Apartment Free 2 Park
10.0 out of 10, Exceptional, (5)
"Great location, with everything you need very close Flat is nice could do with a lick of paint to smarten it up but I appreciate its the busy season. Kids loved the bunk beds. Main bedroom the bed is small but its not the end of the world"
United Kingdom
Kyle Y.
The price is ¥27,895
¥41,631 total
includes taxes & fees
Dec 30 - Dec 31
Stunning 2 bedroom Apartment inc. Free Parking

Apartment in Poole Old Town

Modern Apartment -Parking & WiFi
10.0 out of 10, Exceptional, (5)
"We enjoyed our stay, the apartment was clean, spacious and well equipped. Being located in old town Poole it was perfect for local restaurants, Poole Museum and the Quay. Will recommend and will be returning next year."
United Kingdom
Gillian
The price is ¥11,623
¥25,359 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Modern Apartment -Parking & WiFi
9.4 out of 10, Exceptional, (24)
"The appartment was in a good condition, nicely decorated and had everything we needed. Communication was great and we enjoyed our stay. There were a few noisy people around on the Friday night in the streets but the area was safe. We would recommend this place. "
United Kingdom
Deborah
The price is ¥20,921
¥34,657 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Luxury ⭐⭐⭐⭐⭐- Near Sandbanks BEACH! Netflix & WiFi
8.8 out of 10, Excellent, (5)
"Nice area, clean and good space for needs. Off street free parking was a bonus. "
United States
Judith
The price is ¥16,238
¥29,946 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Stylish 2 Bedroom Apartment - Free Parking & WiFi
9.4 out of 10, Exceptional, (3)
"Beautiful little house right in the heart of Poole old town would definitely stay again! The quay is less than 5 mins away with boat trips to Brownsea island and out into the bay a beautiful place"
United Kingdom
Chris
The price is ¥20,921
¥34,657 total
includes taxes & fees
Dec 30 - Dec 31
Stunning Little House on Poole Quay -Free Parking
3.0 star property
10.0 out of 10, Exceptional, (1)
"This property was absolutely amazed and having Access to one of the first lighthouses there "
United Kingdom
Trevor
The price is ¥93,212
¥111,854 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Old Higher Lighthouse Branscombe Lodge
10.0 out of 10, Exceptional, (5)
"Lovely clean flat in the PERFECT location in Poole, very easily accessible and great communication with host throughout. Would recommend - 5* "
United Kingdom
Frazer
The price is ¥13,918
¥27,626 total
includes taxes & fees
Dec 29 - Dec 30
Beautiful Couples Retreat - FREE Parking & WiFi

Vacation Home in Poole

Private Luxury By The Sea
9.6 out of 10, Exceptional, (4)
"Nice property, very helpful host, good amenities, very clean "
United Kingdom
Rabbi Adam E.
The price is ¥20,498
¥28,951 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Private Luxury By The Sea
9.6 out of 10, Exceptional, (4)
"First class in every respect - perfect for a family with active children."
United Kingdom
Steve
The price is ¥35,566
¥47,823 total
includes taxes & fees
Dec 28 - Dec 29
THE BOATHOUSE. The gateway to the Jurassic Coast
10.0 out of 10, Exceptional, (2)
"We loved our stay on the boat from start to finish. We had great weather so great views from the hot tub out over the water. Comfy beds and the luxury shower block was clean and had nice showers. The boat is a short drive or 30/40 min walk into Poole (40 as we waited to cross the bridge and watch the ships sail by) I hope to have the opportunity to stay there again. "
United Kingdom
Beverley H.
The price is ¥67,484
¥87,096 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Classic Yacht Nadine with Hot Tub, Poole Harbour Bay

Cottage in Ibberton, Blandford Forum

1 bedroom accommodation in Ibberton, Blandford Forum
10.0 out of 10, Exceptional, (6)
"We booked 3 nights at the shepherd's hut, it was absolutely beautiful with gorgeous views. It was well equipped with everything you need,our small dog lily loved it. We would definitely come back again as it was lovely to unwind here. Thanks Andy and penny. Regards Sally and Andrew"
United States
Sally Newman
The price is ¥31,276
¥31,276 total
includes taxes & fees
Jan 4 - Jan 5, 2026
1 bedroom accommodation in Ibberton, Blandford Forum
9.4 out of 10, Exceptional, (8)
"Beautiful place grace the host was always helpful and kind. Would go back again "
United Kingdom
amanda p.
The price is ¥32,476
¥32,476 total
includes taxes & fees
Jan 5 - Jan 6, 2026
MEADOW - SLEEPS 2 | HOT TUB | BBQ | PETS ALLOWED | WI-FI | SECLUDED PATIO
9.2 out of 10, Wonderful, (7)
"Well appointed house. We stayed 2 nights and had a wonderful time. Conveniently located closeby supermarkets and sandbanks beach."
United Kingdom
Namrata R.
The price is ¥40,701
¥54,409 total
includes taxes & fees
Dec 29 - Dec 30
Beautiful Poole House 5 mins to Sandbanks +Netflix

Cottage in Glanvilles Wootton, near Sherborne

2 bedroom accommodation in Glanvilles Wootton, near Sherborne
10.0 out of 10, Exceptional, (29)
"The accommodation was very spacious and the hospitality was great"
United Kingdom
Caroline H.
The price is ¥60,313
¥60,313 total
includes taxes & fees
Jan 27 - Jan 28, 2026
2 bedroom accommodation in Glanvilles Wootton, near Sherborne
8.6 out of 10, Excellent, (4)
"Had a lovely week here. Great location. The house had everything we needed. Would definitely stay again."
United Kingdom
Valerie K.
The price is ¥50,718
¥58,114 total
includes taxes & fees
Jan 12 - Jan 13, 2026
King Arthur’s Rest - Country House, Garden & Hot Tub. Sleeps 10. Pet friendly!

Cottage in Weymouth

Hide-a-way
3.0 star property
10.0 out of 10, Exceptional, (1)
The price is ¥60,588
¥72,706 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Hide-a-way
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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Top Cheselbourne Hotel Reviews

Find out more about Cheselbourne

Search for holiday rentals in Cheselbourne on Expedia! You can easily find your home rentals, villas, holiday apartments in Cheselbourne using one of the methods below:

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Frequently asked questions

Can I find vacation rentals in Cheselbourne?

Yes, we offer vacation rentals close to the most popular sights in Cheselbourne, or you can choose a more remote option if you're looking for a relaxing stay. Our travelers say Cheselbourne has a good selection of restaurants. Make sure you have time to check out the bars while you're in the area.

What's the top vacation rental that Cheselbourne has to offer?

Blue Horizons with uninterrupted Panoramic sea views 2 mins walk from beach: This vacation home rental outside of Cheselbourne is located on the waterfront and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Kick off your shoes and enjoy yourself with a garden and a selection of books.

What’s there to see and do in Cheselbourne?

While exploring the area, visit family-friendly sights like Monkey World Ape Rescue Center, or get outside and enjoy nature at Dorset Area of Outstanding Natural Beauty. Cerne Abbas Giant and Warmwell Holiday Park Ski Slope are a couple of places you'll find in the larger area.

What’s a vacation rental in Cheselbourne like?

Vacation rentals are private properties you can stay in for a few weeks or just a few days in Cheselbourne. Vacation rentals feature extras like kitchens and laundry facilities so you'll have a home away from home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of seclusion away from shared hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great choice for a small group gathering.