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Chaldon Herring Vacation Rentals

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Check prices for these dates

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

Our top choices for Chaldon Herring vacation rentals

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

Cabin in Swanage

Glamping Cabin - Great for Hikers - Breakfast Inc!
3.0 star property
The price is ￥23,345
￥28,617 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Glamping Cabin - Great for Hikers - Breakfast Inc!
Cottage | Interior
Old Higher Lighthouse Branscombe Lodge

Cottage in Portland

Old Higher Lighthouse Branscombe Lodge
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
Fridge, microwave, oven, stovetop
4 Bed-2 Bath-bar-pool Table-library- Xmas Venue

Residence in Dorchester

4 Bed-2 Bath-bar-pool Table-library- Xmas Venue
2.0 star property
The price is ￥126,538
￥177,153 total
includes taxes & fees
Dec 29 - Dec 30
4 Bed-2 Bath-bar-pool Table-library- Xmas Venue
Cottage | Exterior
The Cabin

Cottage in Swanage

The Cabin
3.0 star property
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 traveler
The price is ￥60,103
￥72,124 total
includes taxes & fees
Jan 6 - Jan 7, 2026
The Cabin
Cottage | Private kitchen | Fridge, microwave, stovetop, dishwasher
Rowdens Barn

Cottage in Blandford Forum

Rowdens Barn
3.5 star property
10.0 out of 10, Exceptional, (2)
"Lovely countryside location. "
Canada
Michael
The price is ￥66,861
￥80,233 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Rowdens Barn
Property grounds
Hide-a-way

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
Cottage | Beach | Beach nearby
The Cottage

Cottage in Wimborne

The Cottage
3.0 star property
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 ￥78,154
￥93,785 total
includes taxes & fees
Jan 2 - Jan 3, 2026
The Cottage
Cottage | Property grounds
Apple Tree Cottage

Cottage in Blandford Forum

Apple Tree Cottage
3.0 star property
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 ￥74,749
￥89,699 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Apple Tree Cottage
Property grounds
Badgers Cottage

Cottage in Weymouth

Badgers Cottage
3.0 star property
10.0 out of 10, Exceptional, (1)
"Nice"
United Kingdom
Neil
The price is ￥89,268
￥107,122 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Badgers Cottage
Cottage | Interior
Guinea Cottage

Cottage in Weymouth

Guinea Cottage
3.5 star property
10.0 out of 10, Exceptional, (1)
The price is ￥68,295
￥81,954 total
includes taxes & fees
Dec 30 - Dec 31
Guinea Cottage
Beach nearby
Day Cottage

Cottage in Weymouth

Day Cottage
3.0 star property
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 ￥68,833
￥82,600 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Day Cottage
Cottage | Interior
Way's Forge

Cottage in Dorchester

Way's Forge
3.0 star property
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 ￥91,061
￥109,273 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Way's Forge
Cottage | Interior
Firkin Cottage

Cottage in Weymouth

Firkin Cottage
3.5 star property
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 ￥91,419
￥109,703 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Firkin Cottage
Interior
Jasmine Cottage

Cottage in Swanage

Jasmine Cottage
3.0 star property
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 ￥64,531
￥77,437 total
includes taxes & fees
Dec 30 - Dec 31
Jasmine Cottage
Cottage | Interior
Oke Apple Cottage

Cottage in Blandford Forum

Oke Apple Cottage
3.0 star property
10.0 out of 10, Exceptional, (3)
"Location ideal "
United Kingdom
Nazir
The price is ￥50,549
￥60,659 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Oke Apple Cottage
Cottage | Interior
Meadow View Barn

Cottage in Wareham

Meadow View Barn
3.0 star property
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 ￥84,428
￥101,314 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Meadow View Barn
Cottage | Interior
Badbury Lodge

Cottage in Weymouth

Badbury Lodge
3.0 star property
10.0 out of 10, Exceptional, (1)
The price is ￥92,315
￥110,778 total
includes taxes & fees
Dec 30 - Dec 31
Badbury Lodge
Dining
26 High West

Cottage in Weymouth

26 High West
3.0 star property
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 ￥71,163
￥85,396 total
includes taxes & fees
Jan 2 - Jan 3, 2026
26 High West
Cottage | Interior
Old Harbour View

Cottage in Weymouth

Old Harbour View
3.5 star property
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 ￥114,901
￥137,881 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Old Harbour View
Cottage | Interior
Jay Cottage

Cottage in Weymouth

Jay Cottage
3.5 star property
The price is ￥65,069
￥78,083 total
includes taxes & fees
Jan 2 - Jan 3, 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

The Nici

The Nici

10/10 Excellent
"Never had breakfast "
Jacqueline 2-night trip
Posted 4 days ago
The Nici

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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Frequently asked questions

Can I find vacation rentals in Chaldon Herring?

Yes, you can find vacation rentals near the most popular points of interest in Chaldon Herring, or you can select a more remote option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals that Chaldon Herring has to offer?

Blue Vista: This vacation home near 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 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 vacation rental in Chaldon Herring like?

A vacation rental is a private property you can book for a few weeks or just a few days in Chaldon Herring. Vacation rentals feature amenities such as WiFi and washers and dryers so you'll feel right at home. If you're concerned about a clean environment, vacation rentals can offer a sense of security away from public hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for a family getaway.