A stone house with multiple chimneys on a grassy hill.

East Chelborough Holiday Rentals

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for East Chelborough holiday rentals

A modern living room with a sofa, coffee table, and a kitchen area with a washing machine.

1. Streamside Apartments

Streamside Apartments
3.5 star property
Yeovil
10.0 out of 10, Exceptional, (37 reviews)
"Excellent accommodation!"
Norway
Anonymous traveller
The price is NZ$259
includes taxes & fees
11 Oct - 12 Oct
Streamside Apartments
A stone house with a red door, white windows, and a paved driveway.

2. Candy Cottage

Candy Cottage
3.0 star property
Sherborne
7.8 out of 10, Good, (7 reviews)
"had a great time at candy cottage, everything was done to help us whilst we were there, cosy little cottage great for one or two people, would happily stay there again, many thanks "
United Kingdom
Lee
The price is NZ$683
includes taxes & fees
17 Oct - 18 Oct
Candy Cottage
An outdoor patio with wicker furniture, a grill with food, and a stone building in the background.

3. Withy Cottages

Withy Cottages
3.5 star property
Langport
9.6 out of 10, Exceptional, (45 reviews)
"Excellent stay over great communication by Mary and had everything needed.Lovely and peaceful"
United Kingdom
Ian
The price is NZ$412
includes taxes & fees
6 Oct - 7 Oct
Withy Cottages
A modern kitchen with a dining table set for a meal, including a bottle of wine, bread, and a bowl of fruit.

4. Half Pint Cottage

Half Pint Cottage
3.0 star property
Beaminster
10.0 out of 10, Exceptional, (1 review)
"We stayed here for 3 nights, the property was spotlessly clean on arrival. Parking at the cottage was a blessing as the road outside was busy with residents cars. An ideal base to explore Dorset, and several pubs within easy walking distance. Would stay here again."
United Kingdom
nikki
The price is NZ$1,039
includes taxes & fees
10 Oct - 11 Oct
Half Pint Cottage
A wooden interior with a staircase, a window with a view of trees, and a shelf with boots.

5. The Cow Shed

The Cow Shed
3.0 star property
Dorchester
10.0 out of 10, Exceptional, (1 review)
"rooms were clean.lovely view"
United Kingdom
ivan
The price is NZ$2,328
includes taxes & fees
8 Oct - 9 Oct
The Cow Shed
A cozy living room with a fireplace, plaid furniture, a television, and a clock on the wall.

6. Scrambles Cottage

Scrambles Cottage
3.0 star property
Stoke-sub-Hamdon
The price is NZ$820
includes taxes & fees
28 Oct - 29 Oct
Scrambles Cottage
A wooden house with a covered porch, a sliding glass door, and a gravel pathway.

7. Shippon Barn

Shippon Barn
3.5 star property
Yeovil
10.0 out of 10, Exceptional, (2 reviews)
"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 NZ$1,003
includes taxes & fees
8 Oct - 9 Oct
Shippon Barn
A conservatory with wicker furniture, a glass table, and a red vase.

8. Downside

Downside
3.5 star property
Crewkerne
10.0 out of 10, Exceptional, (1 review)
"Good value for money option"
Greece
Theodoros
The price is NZ$729
includes taxes & fees
8 Oct - 9 Oct
Downside
A pebbled beach with rocky terrain and a clear sky.

9. East Wing

East Wing
3.5 star property
Crewkerne
10.0 out of 10, Exceptional, (1 review)
"Spacious, clean and tidy accommodation. Two large bedrooms both with en-suite. Parking and an outside courtyard with comfortable sitting."
United Kingdom
Kim
The price is NZ$914
includes taxes & fees
28 Oct - 29 Oct
East Wing
A spacious kitchen with a marble island, wooden beams, and a dining area with a sofa and chairs.

10. Tom's Barn

Tom's Barn
3.5 star property
Yeovil
10.0 out of 10, Exceptional, (2 reviews)
"Communication regarding check-in was good. Tom's barn was as beautiful as in the pictures. Lovely and spacious, very clean throughout. Milk, scones, homemade jam and cream on arrival, felt very spoilt. Outside seating area perfect for listening to the birds. Fixtures and fittings in the barn excellent quality. Thoroughly recommend for a Somerset adventure and trips to West Bay and Lyme Regis."
United Kingdom
Jane
The price is NZ$1,027
includes taxes & fees
4 Nov - 5 Nov
Tom's Barn
A narrow waterway flanked by lush greenery and a traditional building with a tiled roof.

11. The Coach House - Trinity Lodge

The Coach House - Trinity Lodge
3.0 star property
Dorchester
10.0 out of 10, Exceptional, (1 review)
"Klein, aber fein, sehr ruhige Lage alles sehr sauber mit dem Hund ideal Zentral gelegen Umkreis von einer knappen Stunde kann man ne ganze Woche jeden Tag was anderes anschauen der Gastgeber sehr angenehm"
Germany
Steffen
The price is NZ$839
includes taxes & fees
11 Oct - 12 Oct
The Coach House - Trinity Lodge
A stone house with a tiled roof, a wooden table, and white plastic chairs in the garden.

12. Pendennis

Pendennis
3.0 star property
Sherborne
8.0 out of 10, Very good, (1 review)
"Good location. Self contained and reasonable price"
United Kingdom
Chi Kwong
The price is NZ$977
includes taxes & fees
11 Oct - 12 Oct
Pendennis
A hot tub in a backyard with a lawn, patio furniture, and a wooden fence.

13. Old Post Office

Old Post Office
3.0 star property
Sherborne
The price is NZ$3,103
includes taxes & fees
9 Oct - 10 Oct
Old Post Office
A traditional stone building with a green door, two windows, and a sign reading "The Old School House."

14. The Old School House

The Old School House
3.5 star property
Dorchester
10.0 out of 10, Exceptional, (1 review)
"a spacious and comfortable property that was well equipped for our stay"
United Kingdom
NIGEL
The price is NZ$1,337
includes taxes & fees
15 Oct - 16 Oct
The Old School House
A stone house with a blue door, a small garden, and a wooden fence.

15. Old Ropemakers Cottage

Old Ropemakers Cottage
3.0 star property
Bridport
8.0 out of 10, Very good, (2 reviews)
"Lovely little property what let it down was the parking which is horrendous and practically non existent"
United Kingdom
Joyce
The price is NZ$1,099
includes taxes & fees
16 Oct - 17 Oct
Old Ropemakers Cottage
A harbor with boats docked, wooden piers, and a row of buildings in the background.

16. 2 Driftwood

2 Driftwood
3.5 star property
Bridport
10.0 out of 10, Exceptional, (2 reviews)
"Our family had a wonderful time at West Bay staying at 2 Driftwood. The accommodation was clean, warm and situated in the heart of the town. It was only a few minutes walk from the beach, restaurants and the jetty. It is such a pretty place, the view along the beach is stunning and everyone we met was friendly and welcoming. I recommend staying here."
United Kingdom
Louis
The price is NZ$1,198
includes taxes & fees
23 Oct - 24 Oct
2 Driftwood
A wooden cabin with a deck, a sofa with deer-themed pillows, and a dining area with chairs and a table.

17. Sunnyside Lodge

Sunnyside Lodge
3.5 star property
Crewkerne
The price is NZ$1,388
includes taxes & fees
11 Oct - 12 Oct
Sunnyside Lodge
A rustic kitchen with wooden beams, a stone wall, a sink, a stove, and a washing machine.

18. Way's Forge

Way's Forge
3.0 star property
Dorchester
10.0 out of 10, Exceptional, (3 reviews)
"Way's Forge is a quirky, convenient accommodation for exploring a wide variety of locations in the area and further afield. . It was a very comfortable stay and we enjoyed it very much. "
United Kingdom
Virginia
The price is NZ$1,222
includes taxes & fees
8 Oct - 9 Oct
Way's Forge
A modern two-story house with a sloped metal roof and a white facade.

19. 8 Driftwood

8 Driftwood
3.5 star property
Bridport
10.0 out of 10, Exceptional, (1 review)
"Great place and so close to everything, balcony needs a bit of a clean and the view was a bit disappointing but overall had a great time "
United Kingdom
kevin
The price is NZ$1,061
includes taxes & fees
8 Oct - 9 Oct
8 Driftwood
A two-story house with a front porch, a chimney, and a satellite dish.

20. 4 Riverside Cottages

4 Riverside Cottages
3.5 star property
Bridport
The price is NZ$1,171
includes taxes & fees
10 Oct - 11 Oct
4 Riverside Cottages
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 East Chelborough Hotel Reviews

The Royal Lion Hotel

The Royal Lion Hotel

10/10 Excellent
"The room smelt extremely badly of sewage. We did raise it with management and they changed our room. Although this was a dog friendly room and smelt a bit doggy it was much better than the original room. Sharon was extremely apologetic and helpful and the rest of our stay was wonderful"
ross 2-night trip
Posted 15 hours ago
The Royal Lion Hotel

Find out more about East Chelborough

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 East Chelborough 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 East Chelborough. 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 East Chelborough. Seeing all the best attractions is bound to make you fall in love with East Chelborough. 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 East Chelborough short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in East Chelborough?

Yes, there are holiday rentals close to the most popular sights in East Chelborough, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that East Chelborough has to offer?

Holiday Home of the Year | Sleeps 20 | Tennis, Gardens | 1m Jurassic Coast Beach: This holiday home rental outside of East Chelborough 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 9 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What can I see and do in East Chelborough?

While exploring the area, visit family-friendly sights like Abbotsbury Swannery, or get outside and enjoy nature at West Bay Beach. In the wider area, you’ll find Cerne Abbas Giant and Montacute House.

What are holiday rentals like in East Chelborough?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in East Chelborough. Holiday rentals feature extras such as laundry facilities and kitchens so you'll feel right at home. If you're concerned about cleanliness, holiday rentals can offer a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive option for a small group gathering.