Cheselbourne Holiday Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Cheselbourne

Self Contained Garden Studio With Private Decked Terrace, close to town and sea
9.6 out of 10, Exceptional, 109 reviews
"Julia and Paul are great hosts, the welcome pack was useful, the location to Bridport is excellent. This was the third time we have been here and will go again in the future. Thanks to our hosts."
Self Contained Garden Studio With Private Decked Terrace, close to town and sea
Luxury Pine Wood Lodge, situated in beautiful Dorset Countryside,attractions nr
9.2 out of 10, Wonderful, 79 reviews
"Perfect"
Luxury Pine Wood Lodge, situated in beautiful Dorset Countryside,attractions nr
Sunseeker Renagade 60ft in Weymouth. Perfect to explore the Jurassic Coast.
10.0 out of 10, Exceptional, 1 review
"Had a wonderful stay on this beautiful boat, extremely clean and tidy with all the amenities you could hope for. Excellent location and lovely marina to enjoy with great facilities. Will definitely be returning again very soon. Very highly recommended."
Sunseeker Renagade 60ft in Weymouth. Perfect to explore the Jurassic Coast.
Apartment near the beach with private parking and pet friendly
9.2 out of 10, Wonderful, 16 reviews
"Ideal little holiday apartment."
Apartment near the beach with private parking and pet friendly
The Hide With Private Wood Fired Hot Tub. A truly romantic getaway on a Vineyard
10.0 out of 10, Exceptional, 47 reviews
"Amazing vineyard views, the hide is done out beautifully with all the pots and pans you need for indoor or outdoor hob or bbq cooking so you need to bring nothing. Wood burners in each room and a fire pit outside for cooking/ marshmallow toasting makes it so cozy! Hot tub is so much fun to heat with the wood burner and so relaxing to look over the vineyard sat with a glass of vino. Completely isolated and so peaceful. hosts are so friendly and helpful. We booked the vineyard tour and cheese and...
The Hide With Private Wood Fired Hot Tub. A truly romantic getaway on a Vineyard
No.26 Marina View apartment, parking permit, harbour and Marina views
10.0 out of 10, Exceptional, 7 reviews
"Ideal as could walk to most of Weymouth and easily visited other areas by car. Flat in the centre of things but quiet at night. Would stay there again."
No.26 Marina View apartment, parking permit, harbour and Marina views
Stunning Waterside Cottage in Poole Harbour
9.8 out of 10, Exceptional, 169 reviews
"This is a really well equipped house in a brilliant location on Poole Quay. Great views and easy to walk to shops, pubs, restaurants and also to drive further afield and know you can park on your own forecourt. Thoroughly recommended."
Stunning Waterside Cottage in Poole Harbour
Luxury mobile home with spectacular sea views.
9.8 out of 10, Exceptional, 99 reviews
"Very pleasant"
Luxury mobile home with spectacular sea views.
Purbeck cottage near Swanage & Studland - views of Corfe and I of Wight
9.6 out of 10, Exceptional, 58 reviews
"We have stayed here many times before. The cottage is perfect."
Purbeck cottage near Swanage & Studland - views of Corfe and I of Wight
Beautiful 3-bed Caravan at Rockley Park Poole
3.0 star property
Beautiful 3-bed Caravan at Rockley Park Poole
Large, cosy Self Catering Cottage Set In Beautiful Countryside. Pet friendly
9.6 out of 10, Exceptional, 17 reviews
"Tanglewood proved an ideal venue for our get-together. The use of the orchard was a big hit, as was the games room. In an idyllic setting, Tanglewood made an excellent base from which to explore the area. Thanks to Adrian for a warm welcome. Highly recommended."
Large, cosy Self Catering Cottage Set In Beautiful Countryside. Pet friendly
Self-Catering Farmhouse Cottage set in the Dorset Countryside (Pet Friendly)
9.8 out of 10, Exceptional, 31 reviews
"Lovely stay in the Farm house, plenty of room for everyone. The grandchildren loved seeing the horses and plenty of open space for them to run around. Thanks for a very enjoyable stay."
Self-Catering Farmhouse Cottage set in the Dorset Countryside (Pet Friendly)
Nuthatch Cabin at Cloudshill Glade - Campsite
2.0 star property
9.0 out of 10, Wonderful, 2 reviews
"This was a very nice simple little cabin. We stayed for three days and spent a great day at Durdle Door and Kimmeridge and walked to the nearby Walled Garden for breakfast before driving to London the day we left. It was comfortable and clean and Harry was lovely and very helpful. Lovely walks from the doorstep."
The price is NZ$196
per night
4 Jul - 5 Jul
Nuthatch Cabin at Cloudshill Glade - Campsite
Large House- HOT TUB - Sleeps 12 - Near Sandbanks
10.0 out of 10, Exceptional, 1 review
"This house was well equipped and in a great location. We had a fantastic stay. The beds were super comfortable and little garden was lovely."
Large House- HOT TUB - Sleeps 12 - Near Sandbanks
Ideal quiet beach location for walking/cycling/watersports & Jurassic Coast
10.0 out of 10, Exceptional, 75 reviews
"The cottage is so comfortable, well-located, and well-equipped. I could not have asked for a better experience. Thank you!"
Ideal quiet beach location for walking/cycling/watersports & Jurassic Coast
Luxury Detached House and Grounds, also benefits from full disabled facilities.
9.4 out of 10, Exceptional, 66 reviews
"Perfect property for our trip with teens, grandparents, extended family and our 2 well behaved dogs. Wonderful space, facilities and views. Host very attentive and excellent communication. We needed somewhere we could access with a wheelchair abd this property was well designed for easy access, a lift and multiple wet rooms. Enjoyed large family dining and quality time in the open planned living space. Highly recommend !"
Luxury Detached House and Grounds, also benefits from full disabled facilities.
A charming character cottage with Abbey view
10.0 out of 10, Exceptional, 107 reviews
"What a lovely place to stay in Sherborne. Beautifully clean, has everything you could need for your stay. The location is great, walkable to anywhere in town and the added bonus of having the station here for day trips."
A charming character cottage with Abbey view
Weymouth, Dorset - Pebble Bank with stunning views of Chesil Beach
9.4 out of 10, Exceptional, 20 reviews
"Very nice"
Weymouth, Dorset - Pebble Bank with stunning views of Chesil Beach
STUNNING LARGE COUNTRY FAMILY HOME, INDOOR POOL, SLEEPS 12, SECLUDED GARDEN
9.8 out of 10, Exceptional, 13 reviews
"We enjoyed a weekend in Dorset using this house as a base. We enjoyed the garden and the pool. Only suggestion is that the music system in the house needs an update."
STUNNING LARGE COUNTRY FAMILY HOME, INDOOR POOL, SLEEPS 12, SECLUDED GARDEN
The Dorset Resort
4.0 star property
10.0 out of 10, Exceptional, 22 reviews
"Everything was great with our visit! The lodge was easy to locate, immaculate, and the staff at the check in desk were fantastic. Would definitely stay here again! The private sauna in the lodge was brilliant too! Couldn't fault the visit at all"
The Dorset Resort
Don't see what you're looking for?
See all available properties in Cheselbourne
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.

Other types of properties in Cheselbourne you may be interested in

Fairhaven Hotel
2.5 star property
8.6 out of 10, Excellent, 331 reviews
"Room was exceptionally clean and had a fabulous view. Despite being on the front, it was very quiet. "
The price is NZ$148
per night
7 Jul - 8 Jul
Fairhaven Hotel
Best Western Weymouth Hotel Rembrandt
3.0 star property
8.2 out of 10, Very good, 1,000 reviews
"Great location, the staff were all friendly. The rooms were spacious and clean we will be back soon. "
The price is NZ$241
per night
7 Jul - 8 Jul
Best Western Weymouth Hotel Rembrandt
The Knoll House
3.5 star property
8.4 out of 10, Very good, 919 reviews
"Spacious,good bar and lounge, nice gardens"
The price is NZ$267
per night
20 Jun - 21 Jun
The Knoll House
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Cheselbourne holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Cheselbourne. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Cheselbourne. Seeing all the best attractions is bound to make you fall in love with Cheselbourne. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Cheselbourne short-term rentals, that won’t be hard to do.

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?

Purbeck cottage near Swanage & Studland - views of Corfe and I of Wight: This holiday home rental outside of Cheselbourne is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and an oven, so that you can cook with friends or family. It offers a garden, 1 hot tub and a selection of books so that you can immerse yourself in your holiday.

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 Durdle Door. Poole Harbour and Hardy's Cottage 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.

Recent reviews of Cheselbourne properties
Expedia verified reviews