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Check prices for these dates

In two weeks
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

Our top choices for Chaldon Herring holiday rentals

Cabin | Property grounds
Glamping Cabin - Great for Hikers - Breakfast Inc!

Glamping Cabin - Great for Hikers - Breakfast Inc!

Glamping Cabin - Great for Hikers - Breakfast Inc!
3.0 star property
Swanage
The price is ฿4,693
฿5,742 total
includes taxes & fees
4 Jan - 5 Jan 2026
Glamping Cabin - Great for Hikers - Breakfast Inc!
Cottage | Interior
Old Higher Lighthouse Branscombe Lodge

Old Higher Lighthouse Branscombe Lodge

Old Higher Lighthouse Branscombe Lodge
3.0 star property
Portland
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 ฿18,550
฿22,260 total
includes taxes & fees
5 Jan - 6 Jan 2026
Old Higher Lighthouse Branscombe Lodge
Fridge, microwave, oven, stovetop
4 Bed-2 Bath-bar-pool Table-library- Xmas Venue

4 Bed-2 Bath-bar-pool Table-library- Xmas Venue

4 Bed-2 Bath-bar-pool Table-library- Xmas Venue
2.0 star property
Dorchester
The price is ฿25,828
฿36,029 total
includes taxes & fees
29 Dec - 30 Dec
4 Bed-2 Bath-bar-pool Table-library- Xmas Venue
Cottage | Exterior
The Cabin

The Cabin

The Cabin
3.0 star property
Swanage
10.0 out of 10, Exceptional, (1)
"Amazing Cabin, which was super comfy and extremely clean. A little garden with 2 seats and table . A patio doors looking onto a very pretty garden. Right near to Swanage Beach which was perfect. Fully recommend. "
United Kingdom
Anonymous traveller
The price is ฿11,961
฿14,353 total
includes taxes & fees
6 Jan - 7 Jan 2026
The Cabin
Cottage | Private kitchen | Fridge, microwave, stovetop, dishwasher
Rowdens Barn

Rowdens Barn

Rowdens Barn
3.5 star property
Blandford Forum
10.0 out of 10, Exceptional, (2)
"Lovely countryside location. "
Canada
Michael
The price is ฿13,306
฿15,967 total
includes taxes & fees
2 Jan - 3 Jan 2026
Rowdens Barn
Property grounds
Hide-a-way

Hide-a-way

Hide-a-way
3.0 star property
Weymouth
10.0 out of 10, Exceptional, (1)
The price is ฿12,057
฿14,469 total
includes taxes & fees
2 Jan - 3 Jan 2026
Hide-a-way
Cottage | Beach | Beach nearby
The Cottage

The Cottage

The Cottage
3.0 star property
Wimborne
10.0 out of 10, Exceptional, (1)
"Beautiful cottage, really huge lounge and lots of fields around. Host Dawn was super helpful and the cottage had everything you needed. The showers were great and super clean, I always found that the pictures always look better than the actual place when you arrive, but this was even better in person. This is our first time renting a cottage rather than a hotel, and we're taking our puppy. We will be back with the whole family this time to enjoy it again."
United Kingdom
manjit
The price is ฿15,553
฿18,664 total
includes taxes & fees
2 Jan - 3 Jan 2026
The Cottage
Cottage | Property grounds
Apple Tree Cottage

Apple Tree Cottage

Apple Tree Cottage
3.0 star property
Blandford Forum
9.0 out of 10, Wonderful, (2)
"Nice 300 year old cottage in the countryside. Modern kitchen and extension also nice. Small garden suitable for a dog. Owners were responsive to questions."
United Kingdom
Daniel
The price is ฿14,876
฿17,851 total
includes taxes & fees
2 Jan - 3 Jan 2026
Apple Tree Cottage
Property grounds
Badgers Cottage

Badgers Cottage

Badgers Cottage
3.0 star property
Weymouth
10.0 out of 10, Exceptional, (1)
"Nice"
United Kingdom
Neil
The price is ฿17,765
฿21,318 total
includes taxes & fees
2 Jan - 3 Jan 2026
Badgers Cottage
Cottage | Interior
Guinea Cottage

Guinea Cottage

Guinea Cottage
3.5 star property
Weymouth
10.0 out of 10, Exceptional, (1)
The price is ฿13,591
฿16,310 total
includes taxes & fees
30 Dec - 31 Dec
Guinea Cottage
Beach nearby
Day Cottage

Day Cottage

Day Cottage
3.0 star property
Weymouth
10.0 out of 10, Exceptional, (1)
"The cottage was absolutely excellent , clean, had everything you need,cosy, couldn’t ask for more ,also not far from the beach "
United Kingdom
Cindy
The price is ฿13,698
฿16,438 total
includes taxes & fees
2 Jan - 3 Jan 2026
Day Cottage
Cottage | Interior
Way's Forge

Way's Forge

Way's Forge
3.0 star property
Dorchester
10.0 out of 10, Exceptional, (3)
"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 ฿18,122
฿21,746 total
includes taxes & fees
4 Jan - 5 Jan 2026
Way's Forge
Cottage | Interior
Firkin Cottage

Firkin Cottage

Firkin Cottage
3.5 star property
Weymouth
8.0 out of 10, Very good, (1)
"The stay in general was fantastic With a great location The Firkin cottage was a good size, but the bathrooms really need updating "
United Kingdom
M A
The price is ฿18,198
฿21,837 total
includes taxes & fees
29 Dec - 30 Dec
Firkin Cottage
Interior
Jasmine Cottage

Jasmine Cottage

Jasmine Cottage
3.0 star property
Swanage
8.0 out of 10, Very good, (2)
"Pretty nice place, easy to get into due to clear instructions. Easy parking, good wifi. Had a lot of spiders in the bathroom though, don't know why."
Canada
Keagan
The price is ฿12,842
฿15,411 total
includes taxes & fees
2 Jan - 3 Jan 2026
Jasmine Cottage
Cottage | Interior
Oke Apple Cottage

Oke Apple Cottage

Oke Apple Cottage
3.0 star property
Blandford Forum
10.0 out of 10, Exceptional, (3)
"Location ideal "
United Kingdom
Nazir
The price is ฿10,060
฿12,072 total
includes taxes & fees
5 Jan - 6 Jan 2026
Oke Apple Cottage
Cottage | Interior
Meadow View Barn

Meadow View Barn

Meadow View Barn
3.0 star property
Wareham
10.0 out of 10, Exceptional, (1)
"Great little place, perfect for my stay. Nice and clean, all amenities and good communication from the owner."
United Kingdom
Mitch
The price is ฿16,802
฿20,162 total
includes taxes & fees
5 Jan - 6 Jan 2026
Meadow View Barn
Cottage | Interior
Badbury Lodge

Badbury Lodge

Badbury Lodge
3.0 star property
Weymouth
10.0 out of 10, Exceptional, (1)
The price is ฿18,871
฿22,645 total
includes taxes & fees
5 Jan - 6 Jan 2026
Badbury Lodge
Dining
26 High West

26 High West

26 High West
3.0 star property
Weymouth
8.0 out of 10, Very good, (1)
"The cottage has everything that is needed amenitieswise a short walk from the harbour and town and a little longer to the beach. The only reason i gave 4 for cleaness was the property needed a bit of a touch up paintwise but nothing drastic an was probably due to a long summer season and clients not givin property due care."
United Kingdom
Robert
The price is ฿14,166
฿16,999 total
includes taxes & fees
29 Dec - 30 Dec
26 High West
Cottage | Interior
Old Harbour View

Old Harbour View

Old Harbour View
3.5 star property
Weymouth
9.6 out of 10, Exceptional, (4)
"Apartment was excellent with stunning views of the harbour and local fishing community."
United Kingdom
Caroline
The price is ฿22,866
฿27,439 total
includes taxes & fees
2 Jan - 3 Jan 2026
Old Harbour View
Cottage | Interior
Jay Cottage

Jay Cottage

Jay Cottage
3.5 star property
Weymouth
The price is ฿12,949
฿15,539 total
includes taxes & fees
3 Jan - 4 Jan 2026
Jay Cottage
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 Chaldon Herring Hotel Reviews

Park Central Hotel

Park Central Hotel

10/10 Excellent
"Friendly staff, nice room and a good breakfast "
Alan 2-night trip
Posted 4 days ago
Park Central Hotel

Find out more about Chaldon Herring

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

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Look no further and take a look at our great range of rental properties in Chaldon Herring!

Frequently asked questions

Can I find holiday rentals in Chaldon Herring?

Yes, there are holiday rentals close to the most popular sights in Chaldon Herring, 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 Chaldon Herring has to offer?

Blue Vista: This holiday home rental outside of Chaldon Herring is located near the beach, and has a fireplace, a garden and free WiFi to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a full-sized fridge, a dishwasher and a stovetop, so that you can cook with friends or family.

What’s there to see and do in Chaldon Herring?

Durdle Door Beach and Weymouth Bay are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Dorset Area of Outstanding Natural Beauty and Dorset and East Devon Coast.

What’s a holiday rental in Chaldon Herring like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Chaldon Herring. Holiday rentals offer extras such as laundry facilities and kitchens so you'll feel right at home. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from public hotel lifts and busy lobbies while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for family trips or small group gatherings.