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Winterborne Herringston Vacation Rentals

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Check prices for these dates

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

Our top choices for Winterborne Herringston vacation rentals

A residential property with a patio, a sliding glass door, and a brick exterior.

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 P36,863
P44,235 total
includes taxes & fees
Oct 3 - Oct 4
Cedar Drive
A modern living room with a sofa, coffee table, and a kitchen area with a washing machine.

2. Streamside Apartments

Streamside Apartments
3.5 star property
Yeovil
10.0 out of 10, Exceptional, (37 reviews)
"Excellent accommodation!"
Norway
Anonymous traveler
The price is P9,317
P9,317 total
includes taxes & fees
Oct 1 - Oct 2
Streamside Apartments
A two-story house with a white exterior, a stone wall on the right, and a small garden with potted plants and flowers.

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 P40,967
P49,160 total
includes taxes & fees
Sep 23 - Sep 24
The Little Cottage
A stone house with a paved patio, a small garden, and a view of the sea.

4. Ash Corner Cottage

Ash Corner Cottage
2.0 star property
Overcombe
The price is P58,216
P69,859 total
includes taxes & fees
Sep 21 - Sep 22
Ash Corner Cottage
A cozy living room with a grey sofa, a green throw blanket, and a dining area with wicker chairs.

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 P31,058
P37,269 total
includes taxes & fees
Sep 23 - Sep 24
2 Bathsheba Terrace
A spacious living room with a high ceiling, a dining area, and a television on a wooden stand.

6. The Apple Loft at Jordan House

The Apple Loft at Jordan House
3.0 star property
Overcombe
The Apple Loft at Jordan House
A room with a large window overlooking a beach, a stone wall, and a small white table.

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 P41,470
P49,764 total
includes taxes & fees
Sep 20 - Sep 21
Weymouth Bay Apartment C
A red brick building with a sign reading "BREWERS QUAY" and a glass-fronted structure adjacent to it.

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 P33,133
P39,759 total
includes taxes & fees
Sep 11 - Sep 12
Admiral's Quarter Apartment 5
A harbor with boats docked, a building labeled 'The George Inn', and a cloudy sky.

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 P32,486
P38,983 total
includes taxes & fees
Sep 11 - Sep 12
Brewery View
A modern kitchen with a dining area, featuring a large window, a microwave, and a sink.

10. Coastguard Lookout

Coastguard Lookout
2.0 star property
Wyke Regis
The price is P32,199
P38,638 total
includes taxes & fees
Sep 12 - Sep 13
Coastguard Lookout
A bedroom with a bed, a wooden chair, a desk with a mirror, and a window with curtains.

11. Sea Spray

Sea Spray
3.0 star property
Overcombe
The price is P33,995
P40,794 total
includes taxes & fees
Oct 2 - Oct 3
Sea Spray
A traditional stone building with a thatched roof and a chimney.

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 P36,726
P44,072 total
includes taxes & fees
Sep 13 - Sep 14
Badgers Cottage
A seaside promenade with colorful buildings, a palm tree, and a beach.

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 P34,991
P41,989 total
includes taxes & fees
Sep 10 - Sep 11
Wessex View
A stone building with a thatched roof, multiple windows, and a door. There is a small outdoor seating area with two chairs and a table.

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 P32,976
P39,572 total
includes taxes & fees
Sep 12 - Sep 13
Bracken Cottage
A beach with a clear sky, a few people, and a clock tower in the background.

15. Bliss On The Bay

Bliss On The Bay
3.5 star property
Weymouth Town Center
The price is P45,503
P54,603 total
includes taxes & fees
Sep 21 - Sep 22
Bliss On The Bay
A stone house with a white door, a small garden with gravel, and a wooden bench.

16. Knapp Cottage

Knapp Cottage
3.5 star property
Weymouth
The price is P46,295
P55,553 total
includes taxes & fees
Sep 21 - Sep 22
Knapp Cottage

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 P29,252
P35,102 total
includes taxes & fees
Sep 8 - Sep 9
Hide-a-way
A wicker table with a bottle of wine, a bowl of fruit, two glasses, and a magazine.

18. Two @ No36

Two @ No36
3.0 star property
Weymouth Town Center
10.0 out of 10, Exceptional, (1 review)
Two @ No36
A bedroom with a bed, a dresser, a chair, a mirror, a lamp, and a window with curtains.

19. Seagull and Chips

Seagull and Chips
2.0 star property
Weymouth Town Center
The price is P30,330
P36,396 total
includes taxes & fees
Sep 14 - Sep 15
Seagull and Chips
A rustic kitchen with wooden beams, a stone wall, and a built-in oven.

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 P36,511
P43,813 total
includes taxes & fees
Sep 28 - Sep 29
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 11 hours ago
Heights Hotel

Find out more about Winterborne Herringston

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Frequently asked questions

Can I find a vacation rental in Winterborne Herringston?

Yes, we have vacation rentals close to the most popular points of interest in Winterborne Herringston, or you can choose 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 larger area.

What are vacation rentals like in Winterborne Herringston?

Vacation rentals are privately owned accommodations you can reserve for several days or more in Winterborne Herringston. Vacation rentals offer amenities such as WiFi and washers and dryers so you'll have everything you want. If you're concerned about a clean environment, vacation rentals can provide a sense of security away from shared hotel elevators and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for a family getaway.