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Chaldon Herring Holiday Rentals

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Chaldon Herring holiday rentals

A coastal beach with a prominent rock arch formation, sandy shores, and cliffs.

1. Agua de Plata, 26 Wakeling Island, Silverlake

Agua de Plata, 26 Wakeling Island, Silverlake
3.0 star property
Dorchester
9.0 out of 10, Wonderful, (2 reviews)
"It was amazing Anyone who travels to this part of the country needs to stay here It was beyond our expectation"
United Kingdom
barry
The price is S$1,408
includes taxes & fees
23 Oct - 24 Oct
Agua de Plata, 26 Wakeling Island, Silverlake
A neatly made bed with two towels folded into robes, a pillow, and a small card on the bed.

2. Glamping Cabin - Great for Hikers - Breakfast Inc!

Glamping Cabin - Great for Hikers - Breakfast Inc!
3.0 star property
Swanage
10.0 out of 10, Exceptional, (1 review)
"Very welcoming and ideal for travellers with pets . Great location , walking distance to the coastal path and very close drives to National Trust areas such as Corfe Castle and Studland beaches"
United Kingdom
Vanessa
The price is S$240
includes taxes & fees
23 Oct - 24 Oct
Glamping Cabin - Great for Hikers - Breakfast Inc!
A cozy room with a stone wall, a fireplace, a sofa, and a window.

3. Norden Cottage

Norden Cottage
3.0 star property
Weymouth
6.0 out of 10, (1 review)
"The cottage itself is lovely, and has a lot of potential. It’s a large cottage which accomodates 5. Lighting wasn’t working in all rooms which was a nuisance and the facilities in the kitchen were dirty and not maintained well. Oven and stove worked, coffee machine filthy. Given that you would hire a cottage to do self catering, it wasn’t one of the better cottages we have stayed in. We found it a cold welcoming, no welcome note, only a small box of biscuits on entry. Cottage was really...
United Kingdom
Hilary
The price is S$1,003
includes taxes & fees
31 Oct - 1 Nov
Norden Cottage
A covered outdoor seating area with wicker furniture and a potted plant.

4. Cabin Sleeps 8 - Free Parking, Patio, Pool

Cabin Sleeps 8 - Free Parking, Patio, Pool
3.0 star property
Poole
The price is S$291
includes taxes & fees
3 Nov - 4 Nov
Cabin Sleeps 8 - Free Parking, Patio, Pool
A residential property with a patio, a sliding glass door, and a brick exterior.

5. Cedar Drive

Cedar Drive
2.0 star property
Weymouth
10.0 out of 10, Exceptional, (1 review)
"So clean I could roll around in the property, also very thoughtful of the host, even a fly squatter was available. Would highly recommend if you’re in the area."
United Kingdom
David
The price is S$890
includes taxes & fees
25 Oct - 26 Oct
Cedar Drive
A cozy living room with a grey sofa, a green throw blanket, and a dining area with wicker chairs.

6. 2 Bathsheba Terrace

2 Bathsheba Terrace
3.0 star property
Dorchester
10.0 out of 10, Exceptional, (2 reviews)
"Everything was there that we needed. It was clean, well laid out and comfortable. "
Canada
Rachael
The price is S$765
includes taxes & fees
30 Oct - 31 Oct
2 Bathsheba Terrace
A stone house with a paved patio, a small garden, and a view of the sea.

7. Ash Corner Cottage

Ash Corner Cottage
2.0 star property
Overcombe
The price is S$1,281
includes taxes & fees
2 Nov - 3 Nov
Ash Corner Cottage
A wooden deck with a pergola, a table with chairs, and a brick pathway.

8. Home Waters

Home Waters
3.5 star property
Wyke Regis
10.0 out of 10, Exceptional, (1 review)
The price is S$1,057
includes taxes & fees
31 Oct - 1 Nov
Home Waters
A modern kitchen with a dining area, wooden cabinets, and a view to the outside.

9. Meadow View Barn

Meadow View Barn
3.0 star property
Wareham
10.0 out of 10, Exceptional, (1 review)
"Great little place, perfect for my stay. Nice and clean, all amenities and good communication from the owner."
United Kingdom
Mitch
The price is S$819
includes taxes & fees
30 Oct - 31 Oct
Meadow View Barn
A bedroom with a bed, a wooden chair, a desk with a mirror, and a window with curtains.

10. Sea Spray

Sea Spray
3.0 star property
Overcombe
The price is S$822
includes taxes & fees
29 Oct - 30 Oct
Sea Spray
Property grounds

11. Hide-a-way

Hide-a-way
3.0 star property
Weymouth
10.0 out of 10, Exceptional, (2 reviews)
"It was in a peaceful location, although a bit far for walking into town. But the facilities were spot on, though there is no oven to cook proper meals. For someone who needs a quiet, chilled out, restful timeout, it is the perfect place to stay."
United Kingdom
Kim
The price is S$708
includes taxes & fees
19 Nov - 20 Nov
Hide-a-way
A harbor with boats docked, a building labeled 'The George Inn', and a cloudy sky.

12. Brewery View

Brewery View
2.0 star property
Rodwell
10.0 out of 10, Exceptional, (1 review)
"Very clean, location great, comfortable and we received regular updates and communication. All very helpful"
United Kingdom
Helen
The price is S$786
includes taxes & fees
23 Oct - 24 Oct
Brewery View
A two-story house with a white exterior, a stone wall on the right, and a small garden with potted plants and flowers.

13. The Little Cottage

The Little Cottage
3.0 star property
Weymouth
10.0 out of 10, Exceptional, (1 review)
"Clean cottage, great location, comfortable beds."
Australia
Lea
The price is S$991
includes taxes & fees
27 Oct - 28 Oct
The Little Cottage
A spacious kitchen with a dining area, a grey sofa, and a vintage trunk.

14. Mermaid Cottage

Mermaid Cottage
3.0 star property
Portland
10.0 out of 10, Exceptional, (1 review)
"Very nice cottage in quiet location with room opening onto garden with lots of bird song. Snug with TV is very comfortable. Parking spot just outside cottage. Well appointed kitchen. Location is good for access to portland, but going elsewhere requires travelling through Weymouth which can be slow."
United Kingdom
Terry
The price is S$850
includes taxes & fees
23 Oct - 24 Oct
Mermaid Cottage
A grassy area with a view of a calm body of water and distant landforms.

15. Lobster Cottage

Lobster Cottage
3.5 star property
Rodwell
10.0 out of 10, Exceptional, (2 reviews)
"The property was clean and included everything you would need. The outside space was disappointing as it was just a table and chairs in a small concrete space rather than what is shown on the pictures depicting the outside space. The location made ot easy to score with a few shops, pubs and places near by."
United Kingdom
Sharon
The price is S$864
includes taxes & fees
23 Oct - 24 Oct
Lobster Cottage
A room with a large window overlooking a body of water, a small table with candles, and a mirror on the wall.

16. Still Waters

Still Waters
2.0 star property
Wyke Regis
10.0 out of 10, Exceptional, (1 review)
"Amazing property, had the best week staying there. Location, facilities, space.. everything!! Will be back"
United Kingdom
Rory
The price is S$1,368
includes taxes & fees
27 Oct - 28 Oct
Still Waters
A stone staircase leading to a patio area with a view of a well-maintained lawn and a stone wall.

17. Badbury Lodge

Badbury Lodge
2.5 star property
Rodwell
10.0 out of 10, Exceptional, (1 review)
The price is S$920
includes taxes & fees
23 Oct - 24 Oct
Badbury Lodge
A red brick building with a sign reading "BREWERS QUAY" and a glass-fronted structure adjacent to it.

18. Admiral's Quarter Apartment 5

Admiral's Quarter Apartment 5
3.0 star property
Weymouth
10.0 out of 10, Exceptional, (1 review)
"Ideally placed to have a stroll to the harbour with the convenience of secure parking within the gated community. Within easy reach of pubs/restaurants (try the burgers at the Northe tavern 100 yards away) but a quiet area. It's in a residential block, most of residents friendly but there are rules on no ball games or storing of fishing rods/beach equipment outside of apartment to keep area clear. Designated space for car, big enough for my range rover, even though 1 neighbour came and checked...
United Kingdom
Richard
The price is S$802
includes taxes & fees
30 Oct - 31 Oct
Admiral's Quarter Apartment 5
A coastal view with boats on the water, a sandy beach, and a clear sky.

19. Beach View House

Beach View House
3.5 star property
Wyke Regis
10.0 out of 10, Exceptional, (1 review)
"Vi var meget godt fornøyde med både beliggenhet og renhold, og hadde veldig fine dager her. Dette kan vi anbefale på det varmeste!"
Norway
Arve Moen
The price is S$1,247
includes taxes & fees
23 Oct - 24 Oct
Beach View House
A modern kitchen with a dining area, featuring a large window, a microwave, and a sink.

20. Coastguard Lookout

Coastguard Lookout
2.0 star property
Wyke Regis
The price is S$779
includes taxes & fees
19 Nov - 20 Nov
Coastguard Lookout
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

Sleeping Bear Hotel Dorchester

Sleeping Bear Hotel Dorchester

10/10 Excellent
"Lovely place to stay, convenient for town and for visiting Dorsey County Hospital which was my main reason for visiting Dorchester."
Alan Peter 3-night trip
Posted 3 hours ago
Sleeping Bear Hotel Dorchester

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’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 and East Devon Coast and Dorset National Landscape.

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.