Title: Winterborne Herringston Vacation Rentals from CA $323: Short-Term Rentals for 2026 | Expedia.ca

[Winterborne Herringston Travel Guide](https://expedia.ca/Winterborne-Herringston.dx987661773782048768)[Hotels in Winterborne Herringston](https://expedia.ca/Winterborne-Herringston-Hotels.d987661773782048768.Travel-Guide-Hotels)[Winterborne Herringston Car Rentals](https://expedia.ca/Car-Rentals-In-Winterborne-Herringston.d987661773782048768.Car-Rental-Guide)[Winterborne Herringston Vacation Packages](https://expedia.ca/Winterborne-Herringston.d987661773782048768.Destination-Travel-Guides)

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## Check prices for these dates

In two weeks

[Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=987661773782048768&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=987661773782048768&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=987661773782048768&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 26 - Jun 28](https://www.expedia.ca/Hotel-Search?regionId=987661773782048768&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Winterborne Herringston vacation rentals

![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114100000/114093800/114093707/0af0d665.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby](https://images.trvl-media.com/lodging/115000000/114100000/114093800/114093707/7daa8552.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/115000000/114100000/114093800/114093707/f0b26631.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/115000000/114100000/114093800/114093707/8a2de8ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Weymouth

[](https://www.expedia.ca/Weymouth-Hotels-Two-No36.h114093707.Hotel-Information)

CA $1,134

CA $1,360 total

includes taxes & fees

Mar 7 - Mar 8

[](https://www.expedia.ca/Weymouth-Hotels-Two-No36.h114093707.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/118000000/117330000/117325700/117325608/d927d738.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117330000/117325700/117325608/b647d967.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/118000000/117330000/117325700/117325608/3e9721e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/118000000/117330000/117325700/117325608/63d2d772.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Residence in Dorchester

[](https://www.expedia.ca/Dorchester-Hotels-Large-4-Bed-House-For-Family-Fun.h117325608.Hotel-Information)

CA $1,106

CA $1,548 total

includes taxes & fees

Mar 5 - Mar 6

[](https://www.expedia.ca/Dorchester-Hotels-Large-4-Bed-House-For-Family-Fun.h117325608.Hotel-Information)

![Cottage | Interior](https://images.trvl-media.com/lodging/79000000/78630000/78628200/78628157/55a50dd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/79000000/78630000/78628200/78628157/b418cb62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Front of property](https://images.trvl-media.com/lodging/79000000/78630000/78628200/78628157/52ad3007.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/79000000/78630000/78628200/78628157/f01500af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Portland

[](https://www.expedia.ca/Portland-Hotels-The-Shambles.h78628157.Hotel-Information)

CA $947

CA $1,137 total

includes taxes & fees

Mar 7 - Mar 8

[](https://www.expedia.ca/Portland-Hotels-The-Shambles.h78628157.Hotel-Information)

![Cottage | Interior](https://images.trvl-media.com/lodging/96000000/95670000/95662800/95662750/c57438d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/96000000/95670000/95662800/95662750/58b0fde3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Front of property](https://images.trvl-media.com/lodging/96000000/95670000/95662800/95662750/10df6e52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/96000000/95670000/95662800/95662750/4ea8180e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Weymouth

[](https://www.expedia.ca/Weymouth-Hotels-Admirals-Quarter-Apartment-5.h95662750.Hotel-Information)

CA $704

CA $845 total

includes taxes & fees

Mar 14 - Mar 15

[](https://www.expedia.ca/Weymouth-Hotels-Admirals-Quarter-Apartment-5.h95662750.Hotel-Information)

![Cottage | Interior](https://images.trvl-media.com/lodging/66000000/65370000/65365000/65364944/467092a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/66000000/65370000/65365000/65364944/1aafedbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Living area](https://images.trvl-media.com/lodging/66000000/65370000/65365000/65364944/50adb773.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/66000000/65370000/65365000/65364944/15773140.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Weymouth

[](https://www.expedia.ca/Weymouth-Hotels-Jay-Cottage.h65364944.Hotel-Information)

CA $564

CA $677 total

includes taxes & fees

Mar 13 - Mar 14

[](https://www.expedia.ca/Weymouth-Hotels-Jay-Cottage.h65364944.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/115000000/114110000/114105300/114105201/67463af4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/115000000/114110000/114105300/114105201/ad753c96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114110000/114105300/114105201/038179d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby](https://images.trvl-media.com/lodging/115000000/114110000/114105300/114105201/d79acef2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Weymouth

[](https://www.expedia.ca/Weymouth-Hotels-Mackerel-Cottage.h114105201.Hotel-Information)

CA $782

CA $939 total

includes taxes & fees

Mar 7 - Mar 8

[](https://www.expedia.ca/Weymouth-Hotels-Mackerel-Cottage.h114105201.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/115000000/114100000/114092300/114092245/9b366198.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/115000000/114100000/114092300/114092245/267a0d36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114100000/114092300/114092245/fb2b0cdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/115000000/114100000/114092300/114092245/9c85b8f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Portland

[](https://www.expedia.ca/Portland-Hotels-74-Reap-Lane.h114092245.Hotel-Information)

CA $706

CA $847 total

includes taxes & fees

Mar 7 - Mar 8

[](https://www.expedia.ca/Portland-Hotels-74-Reap-Lane.h114092245.Hotel-Information)

![Cottage | Interior](https://images.trvl-media.com/lodging/79000000/78300000/78297500/78297488/321291a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/79000000/78300000/78297500/78297488/73f0bb35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage](https://images.trvl-media.com/lodging/79000000/78300000/78297500/78297488/ccbf9f74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/79000000/78300000/78297500/78297488/ca2add9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Portland

[](https://www.expedia.ca/Portland-Hotels-Pebbles-Reach.h78297488.Hotel-Information)

CA $1,074

CA $1,289 total

includes taxes & fees

Mar 7 - Mar 8

[](https://www.expedia.ca/Portland-Hotels-Pebbles-Reach.h78297488.Hotel-Information)

![Cottage | Interior](https://images.trvl-media.com/lodging/31000000/31000000/30995400/30995315/1ef8de8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/31000000/31000000/30995400/30995315/a800bebb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Pool](https://images.trvl-media.com/lodging/31000000/31000000/30995400/30995315/6b4cf92a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Exterior](https://images.trvl-media.com/lodging/31000000/31000000/30995400/30995315/4749ab60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Portland

[](https://www.expedia.ca/Portland-Hotels-Old-Higher-Lighthouse-Branscombe-Lodge.h30995315.Hotel-Information)

10/10

Exceptional

(1 review)

"This property was absolutely amazed and having Access to one of the first lighthouses there "

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Trevor

CA $794

CA $953 total

includes taxes & fees

Mar 23 - Mar 24

[](https://www.expedia.ca/Portland-Hotels-Old-Higher-Lighthouse-Branscombe-Lodge.h30995315.Hotel-Information)

![Cottage | Outdoor dining](https://images.trvl-media.com/lodging/92000000/91950000/91943200/91943160/d2a46e3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Exterior](https://images.trvl-media.com/lodging/92000000/91950000/91943200/91943160/d5c48751.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/92000000/91950000/91943200/91943160/0c68f654.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/92000000/91950000/91943200/91943160/f69cdafb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Bridport

[](https://www.expedia.ca/Bridport-Hotels-Lea-Cottage.h91943160.Hotel-Information)

CA $1,001

CA $1,201 total

includes taxes & fees

Mar 28 - Mar 29

[](https://www.expedia.ca/Bridport-Hotels-Lea-Cottage.h91943160.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/103000000/102290000/102281700/102281679/aa9c3336.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, dishwasher, electric kettle, cookware/dishes/utensils](https://images.trvl-media.com/lodging/103000000/102290000/102281700/102281679/6a2d7765.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, individually decorated, individually furnished, free WiFi](https://images.trvl-media.com/lodging/103000000/102290000/102281700/102281679/85ea7c4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, individually decorated, individually furnished, free WiFi](https://images.trvl-media.com/lodging/103000000/102290000/102281700/102281679/bb1c48bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Overcombe

[](https://www.expedia.ca/Weymouth-Hotels-The-Apple-Loft-At-Jordan-House.h102281679.Hotel-Information)

CA $775

CA $930 total

includes taxes & fees

Mar 7 - Mar 8

[](https://www.expedia.ca/Weymouth-Hotels-The-Apple-Loft-At-Jordan-House.h102281679.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/103000000/102190000/102181300/102181207/a220b36f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/103000000/102190000/102181300/102181207/c18e4f79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/103000000/102190000/102181300/102181207/8e76e431.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, individually decorated, individually furnished, free WiFi](https://images.trvl-media.com/lodging/103000000/102190000/102181300/102181207/a421680a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Weymouth

[](https://www.expedia.ca/Weymouth-Hotels-Anchor-Cottage.h102181207.Hotel-Information)

CA $709

CA $851 total

includes taxes & fees

Mar 7 - Mar 8

[](https://www.expedia.ca/Weymouth-Hotels-Anchor-Cottage.h102181207.Hotel-Information)

![Cottage | Dining](https://images.trvl-media.com/lodging/96000000/95770000/95768900/95768819/f3c9fb4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Exterior detail](https://images.trvl-media.com/lodging/96000000/95770000/95768900/95768819/6b0bc00f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/96000000/95770000/95768900/95768819/12408002.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Exterior detail](https://images.trvl-media.com/lodging/96000000/95770000/95768900/95768819/0d60732d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Weymouth

[](https://www.expedia.ca/Weymouth-Hotels-Saddlers-Cottage.h95768819.Hotel-Information)

CA $594

CA $713 total

includes taxes & fees

Mar 7 - Mar 8

[](https://www.expedia.ca/Weymouth-Hotels-Saddlers-Cottage.h95768819.Hotel-Information)

![Cottage | Balcony](https://images.trvl-media.com/lodging/45000000/44460000/44456700/44456644/c8c95248.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Exterior](https://images.trvl-media.com/lodging/45000000/44460000/44456700/44456644/5224ba15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/45000000/44460000/44456700/44456644/4bdb4c39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/45000000/44460000/44456700/44456644/d34230a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Weymouth

[](https://www.expedia.ca/Weymouth-Hotels-Quay-Cottage.h44456644.Hotel-Information)

CA $932

CA $1,118 total

includes taxes & fees

Mar 7 - Mar 8

[](https://www.expedia.ca/Weymouth-Hotels-Quay-Cottage.h44456644.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/115000000/114110000/114105000/114104952/f2be24ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/115000000/114110000/114105000/114104952/8265aeee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/115000000/114110000/114105000/114104952/ee12d84d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, cookware/dishes/utensils](https://images.trvl-media.com/lodging/115000000/114110000/114105000/114104952/27235729.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Bridport

[](https://www.expedia.ca/Bridport-Hotels-Braiders-Rest.h114104952.Hotel-Information)

CA $768

CA $922 total

includes taxes & fees

Mar 17 - Mar 18

[](https://www.expedia.ca/Bridport-Hotels-Braiders-Rest.h114104952.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/115000000/114100000/114092100/114092092/56d3a37d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, electric kettle, toaster, cookware/dishes/utensils](https://images.trvl-media.com/lodging/115000000/114100000/114092100/114092092/03f00cb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/115000000/114100000/114092100/114092092/7e6b3722.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114100000/114092100/114092092/fcc09768.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Portland

[](https://www.expedia.ca/Portland-Hotels-Home-From-Home.h114092092.Hotel-Information)

CA $715

CA $858 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/Portland-Hotels-Home-From-Home.h114092092.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/115000000/114100000/114092000/114091964/79407295.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/115000000/114100000/114092000/114091964/842ccbdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby](https://images.trvl-media.com/lodging/115000000/114100000/114092000/114091964/43973434.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114100000/114092000/114091964/d1db75a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Weymouth

[](https://www.expedia.ca/Weymouth-Hotels-Hide-A-Way.h114091964.Hotel-Information)

10/10

Exceptional

(1 review)

CA $563

CA $675 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/Weymouth-Hotels-Hide-A-Way.h114091964.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/115000000/114110000/114106500/114106424/33d03115.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114110000/114106500/114106424/16193319.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114110000/114106500/114106424/7d19c618.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, individually decorated, individually furnished, free WiFi](https://images.trvl-media.com/lodging/115000000/114110000/114106500/114106424/045c6d6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Dorchester

[](https://www.expedia.ca/Dorchester-Hotels-The-Coach-House-Trinity-Lodge.h114106424.Hotel-Information)

CA $533

CA $640 total

includes taxes & fees

Mar 7 - Mar 8

[](https://www.expedia.ca/Dorchester-Hotels-The-Coach-House-Trinity-Lodge.h114106424.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/115000000/114110000/114106200/114106169/796538d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114110000/114106200/114106169/407c9ca0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114110000/114106200/114106169/7d0b4f1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, dishwasher, electric kettle, toaster](https://images.trvl-media.com/lodging/115000000/114110000/114106200/114106169/ff9936c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Dorchester

[](https://www.expedia.ca/Dorchester-Hotels-The-Elbow.h114106169.Hotel-Information)

CA $859

CA $1,030 total

includes taxes & fees

Mar 7 - Mar 8

[](https://www.expedia.ca/Dorchester-Hotels-The-Elbow.h114106169.Hotel-Information)

![Cottage | Interior](https://images.trvl-media.com/lodging/45000000/44460000/44456800/44456757/bb7d1e82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/45000000/44460000/44456800/44456757/fbbff83d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Private kitchen](https://images.trvl-media.com/lodging/45000000/44460000/44456800/44456757/b0229506.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage](https://images.trvl-media.com/lodging/45000000/44460000/44456800/44456757/a93d9131.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Wareham

[](https://www.expedia.ca/Wareham-Hotels-Ivy-Cottage.h44456757.Hotel-Information)

CA $1,164

CA $1,397 total

includes taxes & fees

Mar 7 - Mar 8

[](https://www.expedia.ca/Wareham-Hotels-Ivy-Cottage.h44456757.Hotel-Information)

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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## Find vacation rentals that suit your style

Apartments

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Cabins

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Private vacation homes

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Cottages

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Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Winterborne+Herringston%2C+Dorchester%2C+England%2C+United+Kingdom&regionId=987661773782048768&latLong=50.691377%2C-2.440708&adults=2&startDate=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&lodging=CHALET)

Residences

[](https://www.expedia.ca/Hotel-Search?destination=Winterborne+Herringston%2C+Dorchester%2C+England%2C+United+Kingdom&regionId=987661773782048768&latLong=50.691377%2C-2.440708&adults=2&startDate=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&lodging=RESIDENCE)

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## Top Winterborne Herringston Hotel Reviews

![The Jubilee Hotel East- with Spa Facilities](https://images.trvl-media.com/lodging/6000000/5170000/5162600/5162557/dc22676f_y.jpg)

### The Jubilee Hotel East- with Spa Facilities

8/10 Good

"Booked for 1 night, business trip. Biggest positive was staff, helpful great people. Biggest negative, a bit let down shower cabin. In general good standard room for a good price. Small paid parking but managed smart and safe, which was important for me. "

[](https://expedia.ca/Weymouth-Hotels-The-Richmoor-Hotel.h5162557.Hotel-Information)

![The Manor Hotel by Greene King Inns](https://images.trvl-media.com/lodging/1000000/10000/5800/5761/69c1c96e_y.jpg)

### The Manor Hotel by Greene King Inns

10/10 Excellent

"The staff were excellent from check in to check out, very friendly and helpful. The room was comfortable and well maintained, a very comfortable stay."

[](https://expedia.ca/Yeovil-Hotels-The-Manor-Hotel-By-Greene-King-Inns.h5761.Hotel-Information)

![Crown Hotel](https://images.trvl-media.com/lodging/1000000/30000/21600/21540/3b693c87_y.jpg)

### Crown Hotel

8/10 Good

"Staff friendly, room nice and clean, lovely atmosphere… slept well!"

[](https://expedia.ca/Blandford-Forum-Hotels-Crown-Hotel.h21540.Hotel-Information)

![The Frampton Arms](https://images.trvl-media.com/lodging/37000000/36710000/36708900/36708809/7249668d_y.jpg)

### The Frampton Arms

8/10 Good

"This was my third time staying at the Frampton. Good restaurant, nice room and a continental breakfast included."

[](https://expedia.ca/Dorchester-Hotels-The-Frampton-Arms.h36708809.Hotel-Information)

![George Albert Hotel & Spa](https://images.trvl-media.com/lodging/4000000/3890000/3883900/3883869/a5d641d6_y.jpg)

### George Albert Hotel & Spa

10/10 Excellent

"Great service & the food as absolutely first class. Great overall value. "

[](https://expedia.ca/Dorchester-Hotels-George-Albert-Hotel.h3883869.Hotel-Information)

![Kingston Country Courtyard](https://images.trvl-media.com/lodging/92000000/91820000/91820000/91819948/2ca63663_y.jpg)

### Kingston Country Courtyard

10/10 Excellent

"Was perfect location for walking to Winspit Quarry and Corfe castle. Staff were really friendly, and we really enjoyed the room and inclusive breakfast! Will be back soon :)"

[](https://expedia.ca/Wareham-Hotels-Kingston-Country-Courtyard.h91819948.Hotel-Information)

![The Duchess of Cornwall Inn](https://images.trvl-media.com/lodging/102000000/101190000/101187600/101187515/03079e0e_y.jpg)

### The Duchess of Cornwall Inn

10/10 Excellent

"Room excellent. Staff very friendly and helpful."

[](https://expedia.ca/Dorchester-Hotels-The-Duchess-Of-Cornwall-Inn.h101187515.Hotel-Information)

![Half Moon, Sherborne by Marston's Inns](https://images.trvl-media.com/lodging/34000000/33110000/33108000/33107922/baa75da6_y.jpg)

### Half Moon, Sherborne by Marston's Inns

8/10 Good

"Lovely friendly welcome. Great room....a bit dated and tired in places but adequate. Great location."

[](https://expedia.ca/Sherborne-Hotels-Half-Moon.h33107922.Hotel-Information)

![The Chatsworth](https://images.trvl-media.com/lodging/124000000/123470000/123461500/123461496/d7165911_y.jpg)

### The Chatsworth

8/10 Good

"Comfortable room, warm and cosy on such a terrible day of weather and non stop wind and rain"

[](https://expedia.ca/Weymouth-Hotels-The-Chatsworth.h123461496.Hotel-Information)

## Find out more about Winterborne Herringston

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Winterborne Herringston. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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## Frequently asked questions

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