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Winterborne Herringston Holiday Rentals

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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Winterborne Herringston holiday rentals

Exterior detail

1. 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$894
includes taxes & fees
3 Oct - 4 Oct
Cedar Drive
Lounge

2. 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 S$188
includes taxes & fees
1 Oct - 2 Oct
Streamside Apartments
Exterior

3. 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$996
includes taxes & fees
5 Oct - 6 Oct
The Little Cottage
Terrace/patio

4. Ash Corner Cottage

Ash Corner Cottage
2.0 star property
Overcombe
The price is S$1,415
includes taxes & fees
21 Sept - 22 Sept
Ash Corner Cottage
Interior

5. 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$754
includes taxes & fees
23 Sept - 24 Sept
2 Bathsheba Terrace
Interior

6. The Apple Loft at Jordan House

The Apple Loft at Jordan House
3.0 star property
Overcombe
The price is S$886
includes taxes & fees
9 Sept - 10 Sept
The Apple Loft at Jordan House
Interior

7. Weymouth Bay Apartment C

Weymouth Bay Apartment C
3.5 star property
Greenhill
10.0 out of 10, Exceptional, (1 review)
"Awesome morning earky dips into sea even if 10.5oc ..apartment very close for hot tea and shower..weymouth beach walking along kings beach lovely into town shops 15min or very slow paced 45mins beach combing...bowleazes walking along beach opp way to prestons fiishships mealout very tasty ..staring at the sea starring at the skys hofizons yachts tjme stopped perfect days..☀ 🛳 🌊 "
United Kingdom
STEVEN
The price is S$1,009
includes taxes & fees
20 Sept - 21 Sept
Weymouth Bay Apartment C
Interior

8. 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$806
includes taxes & fees
11 Sept - 12 Sept
Admiral's Quarter Apartment 5
Marina

9. 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$790
includes taxes & fees
11 Sept - 12 Sept
Brewery View
Private kitchen

10. Coastguard Lookout

Coastguard Lookout
2.0 star property
Wyke Regis
The price is S$783
includes taxes & fees
12 Sept - 13 Sept
Coastguard Lookout
2 bedrooms, free WiFi, individually decorated, individually furnished

11. Sea Spray

Sea Spray
3.0 star property
Overcombe
The price is S$826
includes taxes & fees
2 Oct - 3 Oct
Sea Spray
Exterior

12. Badgers Cottage

Badgers Cottage
3.0 star property
Weymouth
10.0 out of 10, Exceptional, (1 review)
"Nice"
United Kingdom
Neil
The price is S$892
includes taxes & fees
13 Sept - 14 Sept
Badgers Cottage
Property grounds

13. Wessex View

Wessex View
3.5 star property
Weymouth Town Center
10.0 out of 10, Exceptional, (1 review)
"Stunning view, great location. We loved the property so much we booked to go again as soon as we got home. Looking forward to our next trip!"
United Kingdom
Kimberley
The price is S$849
includes taxes & fees
6 Oct - 7 Oct
Wessex View
Exterior

14. Bracken Cottage

Bracken Cottage
3.0 star property
Weymouth
8.0 out of 10, Very good, (1 review)
"Had a great 6 night stay here. Check in was very easy, key safe on the wall outside. As soon as we got inside the cottage, which had a lovely warm welcoming cosy feel to it. We loved all the little extra decorations scattered around. Well stocked with plates, glasses cutlery etc.. Even some extras that we didn't expect like the smoothie blender and spice rack. Only downside was all the towels were bundled in a heap on the bathroom floor. Not sure what had happened here, whether the cleaners had...
United Kingdom
michael
The price is S$802
includes taxes & fees
12 Sept - 13 Sept
Bracken Cottage
Interior

15. Bliss On The Bay

Bliss On The Bay
3.5 star property
Weymouth Town Center
The price is S$1,104
includes taxes & fees
6 Oct - 7 Oct
Bliss On The Bay
Exterior

16. Knapp Cottage

Knapp Cottage
3.5 star property
Weymouth
Knapp Cottage
Property grounds

17. 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$711
includes taxes & fees
6 Oct - 7 Oct
Hide-a-way
Outdoor dining

18. Two @ No36

Two @ No36
3.0 star property
Weymouth Town Center
10.0 out of 10, Exceptional, (1 review)
The price is S$1,009
includes taxes & fees
2 Oct - 3 Oct
Two @ No36
2 bedrooms, free WiFi, individually decorated, individually furnished

19. Seagull and Chips

Seagull and Chips
2.0 star property
Weymouth Town Center
The price is S$737
includes taxes & fees
15 Sept - 16 Sept
Seagull and Chips
Private kitchen

20. 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 S$887
includes taxes & fees
11 Sept - 12 Sept
Way's Forge
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 Winterborne Herringston Hotel Reviews

Heights Hotel

Heights Hotel

8/10 Good
"Ready enjoyed our stay. Clean, comfortable room. Good choice for breakfast. Staff very pleasant and welcoming. Didn't eat in the bistro restaurant but did enjoy food from the bar menu. We added the Indulgence package to our booking and would really recommend this, well worth the cost."
Jean 3-night trip
Posted 9 hours ago
Heights Hotel

Frequently asked questions

Can I find a holiday rental in Winterborne Herringston?

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

What can I see and do in Winterborne Herringston?

While exploring the area, visit family-friendly sights like SEA LIFE Centre Weymouth, or get outside and enjoy nature at Dorset National Landscape. Tutankhamun: The Exhibition and Bowleaze Cove Beach are a couple of places you'll find in the wider area.

What are holiday rentals like in Winterborne Herringston?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winterborne Herringston. Holiday rentals offer extras such as WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a clean environment, a holiday rental can offer a sense of security away from public hotel lifts and busy lobbies while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for a small group gathering.