Photo by Trish Steel

Cheselbourne Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Cheselbourne holiday rentals

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.
⭐⭐⭐⭐⭐ Super Cool Apartment Parking, Netflix & 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 AU$354
includes taxes & fees
21 Dec - 22 Dec
Luxury ⭐⭐⭐⭐⭐- Near Sandbanks BEACH! Netflix & WiFi
10.0 out of 10, Exceptional, (15)
"Amazing place "
United Kingdom
Lee
The price is AU$332
includes taxes & fees
21 Dec - 22 Dec
Beautiful NEW 3 bedroom house - garden & parking
9.6 out of 10, Exceptional, (7)
"Excellent stay and accommodation Great communication and prompt responses from host "
United Kingdom
Christine
The price is AU$320
includes taxes & fees
21 Dec - 22 Dec
Contemporary Charm by the Quay with Garden
10.0 out of 10, Exceptional, (10)
"Our second stay at Station Mews.Comfortable and beautifully clean. Everything you need- perfect ."
United Kingdom
Maria K.
The price is AU$344
includes taxes & fees
21 Dec - 22 Dec
Comfy 2 bed house at Wareham train station; the ‘Gateway to the Purbecks’
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 AU$568
includes taxes & fees
4 Jan - 5 Jan 2026
Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World
9.2 out of 10, Wonderful, (5)
"Very nice property and well equipped. Would recommend it and hope to visit again."
United Kingdom
Stefania H.
The price is AU$332
includes taxes & fees
21 Dec - 22 Dec
Brand NEW 3 bedroom house - garden & parking +wifi

Cottage in Yeovil

Shippon Barn
3.5 star property
10.0 out of 10, Exceptional, (1)
"Lovely accommodation with everything you could want. Very helpful owner. Will certainly stay again when we are in the area"
United Kingdom
Peter
The price is AU$735
includes taxes & fees
2 Jan - 3 Jan 2026
Shippon Barn
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 AU$332
includes taxes & fees
21 Dec - 22 Dec
Stunning Little House on Poole Quay -Free Parking

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 AU$300
includes taxes & fees
3 Jan - 4 Jan 2026
1 bedroom accommodation in Ibberton, Blandford Forum
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 AU$850
includes taxes & fees
21 Dec - 22 Dec
Classic Yacht Nadine with Hot Tub, Poole Harbour Bay
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 AU$332
includes taxes & fees
21 Dec - 22 Dec
Beautiful Poole House 5 mins to Sandbanks +Netflix
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 AU$443
includes taxes & fees
30 Dec - 31 Dec
Stunning 2 bedroom Apartment inc. Free Parking

Holiday 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 AU$299
includes taxes & fees
5 Jan - 6 Jan 2026
Private Luxury By The Sea
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 AU$312
includes taxes & fees
4 Jan - 5 Jan 2026
MEADOW - SLEEPS 2 | HOT TUB | BBQ | PETS ALLOWED | WI-FI | SECLUDED PATIO

Apartment in Poole Old Town

Elegant Apartment inc. Parking
9.0 out of 10, Wonderful, (2)
The price is AU$265
includes taxes & fees
23 Dec - 24 Dec
Elegant Apartment inc. Parking
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 AU$310
includes taxes & fees
22 Dec - 23 Dec
Stylish 2 Bedroom Apartment - Free Parking & WiFi

Cottage in Gillingham

Brook Cottage
3.0 star property
8.0 out of 10, Very good, (1)
"Was comfortable and safe"
United Kingdom
Catherine
The price is AU$613
includes taxes & fees
23 Dec - 24 Dec
Brook Cottage
10.0 out of 10, Exceptional, (3)
"Perfect spot for our needs; well-equipped, tidy, on-site parking, and very responsive property manager. We would be happy to go back."
United States
Drew O.
The price is AU$287
includes taxes & fees
23 Dec - 24 Dec
Designer Apartment inc. Free Parking & FAST WiFi

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 AU$641
includes taxes & fees
12 Jan - 13 Jan 2026
2 bedroom accommodation in Glanvilles Wootton, near Sherborne
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Cheselbourne Hotel Reviews

Find out more about Cheselbourne

Everything you need to know about Cheselbourne holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Cheselbourne holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cheselbourne holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Cheselbourne holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cheselbourne. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cheselbourne holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cheselbourne holiday rentals we have selected for you start as low as AU$223 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Cheselbourne rentals

At Expedia, we put the best Cheselbourne holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Cheselbourne rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cheselbourne holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cheselbourne. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Cheselbourne?

Yes, there are holiday rentals close to the most popular sights in Cheselbourne, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers 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 are some of the best holiday rentals that Cheselbourne has to offer?

Blue Horizons with uninterrupted Panoramic sea views 2 mins walk from beach: This holiday home rental outside of Cheselbourne is located on the waterfront, and has a balcony, a terrace and a BBQ 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. Warmwell Holiday Park Ski Slope and The Tank Museum are a couple of places you'll find in the wider area.

What’s a holiday rental in Cheselbourne like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Cheselbourne. Holiday rentals provide amenities such as laundry facilities and kitchens so you'll feel right at home. If you're concerned about a clean environment, a holiday rental can provide a sense of security away from public hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for a family trip.