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Winchester Holiday Rentals

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Winchester holiday rentals

Property grounds

1. ❤Weekday Fishing Rates, Couples, Families Love Us. Location, Amenity-Rich, Pets

❤Weekday Fishing Rates, Couples, Families Love Us. Location, Amenity-Rich, Pets
Thermopolis
10.0 out of 10, Exceptional, (56 reviews)
"Great stay"
United States
Chris P.
The price is HK$2,038
HK$3,933 total
includes taxes & fees
28 Aug - 29 Aug
❤Weekday Fishing Rates, Couples, Families Love Us. Location, Amenity-Rich, Pets
Pool

2. This home is a great spot to stash your belongings and go explore the historical town of Thermopolis

This home is a great spot to stash your belongings and go explore the historical town of Thermopolis
Thermopolis
9.2 out of 10, Wonderful, (70 reviews)
"Host was great. Beds were comfortable. House was perfect for our visit. "
United States
Monique G.
The price is HK$880
HK$1,446 total
includes taxes & fees
8 Sept - 9 Sept
This home is a great spot to stash your belongings and go explore the historical town of Thermopolis
Property grounds

3. We are located just south of Thermopolis on the Big Horn river

We are located just south of Thermopolis on the Big Horn river
Thermopolis
9.2 out of 10, Wonderful, (48 reviews)
"Had a nice place for our family to stay. Very friendly owner and helpful"
United States
Steve & Katie E.
The price is HK$1,411
HK$1,824 total
includes taxes & fees
30 Aug - 31 Aug
We are located just south of Thermopolis on the Big Horn river
Smart TV

4. Serene 2-bedroom house in Worland perfect for relaxing getaways

Serene 2-bedroom house in Worland perfect for relaxing getaways
Worland
10.0 out of 10, Exceptional, (3 reviews)
"It was perfect."
United States
Anonymous traveller
The price is HK$1,481
HK$2,396 total
includes taxes & fees
31 Aug - 1 Sept
Serene 2-bedroom house in Worland perfect for relaxing getaways
Coffee/tea maker, fridge, microwave, oven

5. A newly renovated home full of fun games for the entire family to enjoy.

A newly renovated home full of fun games for the entire family to enjoy.
Thermopolis
9.8 out of 10, Exceptional, (29 reviews)
"Great convenient property!"
United States
Cory S.
The price is HK$1,445
HK$2,864 total
includes taxes & fees
27 Aug - 28 Aug
A newly renovated home full of fun games for the entire family to enjoy.
Coffee/tea maker, fridge, microwave, oven

6. NEW! The Anglers Nook, The Fish House

NEW! The Anglers Nook, The Fish House
Thermopolis
10.0 out of 10, Exceptional, (10 reviews)
"Great house for a Thermopolis get a way for our family! Close to downtown fun, hot springs and great outdoor activities. We loved the shuffleboard table and the kitchen was very well stocked. Would stay here again the next time we were in town!"
United States
Amber S.
The price is HK$1,896
HK$3,941 total
includes taxes & fees
27 Aug - 28 Aug
NEW! The Anglers Nook, The Fish House
Coffee/tea maker, fridge, microwave, oven

7. The Eagle's Nest is an oilfield building converted into a beautiful house right on the river.

The Eagle's Nest is an oilfield building converted into a beautiful house right on the river.
Thermopolis
9.6 out of 10, Exceptional, (42 reviews)
"Enjoyed all the space in the property. It was great for a large family. The washer and dryer were a big help as well. Fishing in the river and being able to cook our trout in the well stocked kitchen were a bonus!"
United States
Jennifer
The price is HK$2,171
HK$4,074 total
includes taxes & fees
30 Aug - 31 Aug
The Eagle's Nest is an oilfield building converted into a beautiful house right on the river.
Smart TV

8. Charming 1-bedroom apartment with WiFi, AC in quaint Thermopolis

Charming 1-bedroom apartment with WiFi, AC in quaint Thermopolis
Thermopolis
10.0 out of 10, Exceptional, (8 reviews)
"Amazing hosts. Great place to stay!"
United States
Gaylen S.
The price is HK$670
HK$1,111 total
includes taxes & fees
8 Sept - 9 Sept
Charming 1-bedroom apartment with WiFi, AC in quaint Thermopolis
Pool

9. Furnished with a western decor and many antiques, yet has modern amenities.

Furnished with a western decor and many antiques, yet has modern amenities.
Thermopolis
9.6 out of 10, Exceptional, (99 reviews)
"Great little place."
United States
Steve G.
The price is HK$880
HK$1,446 total
includes taxes & fees
8 Sept - 9 Sept
Furnished with a western decor and many antiques, yet has modern amenities.
Smart TV, video games

10. A Charming 100+ year old vintage farmhouse that has been updated with modern amenities.

A Charming 100+ year old vintage farmhouse that has been updated with modern amenities.
Thermopolis
10.0 out of 10, Exceptional, (16 reviews)
"This old home with farmhouse decor was nicely done and we enjoyed staying in it."
United States
Kathleen W.
The price is HK$1,526
HK$2,879 total
includes taxes & fees
8 Sept - 9 Sept
A Charming 100+ year old vintage farmhouse that has been updated with modern amenities.
Smart TV

11. This is a clean, spacious, Pet-Friendly Retreat for Groups/Families or singles!

This is a clean, spacious, Pet-Friendly Retreat for Groups/Families or singles!
Worland
10.0 out of 10, Exceptional, (2 reviews)
"Great property with all the needed amenities available. Plenty of parking and easy to get to."
United States
Anonymous traveller
The price is HK$1,669
HK$2,642 total
includes taxes & fees
9 Sept - 10 Sept
This is a clean, spacious, Pet-Friendly Retreat for Groups/Families or singles!
Terrace/patio

12. Hunter/Fisherman/Horse Friendly, Small Family Friendly

Hunter/Fisherman/Horse Friendly, Small Family Friendly
Worland
9.8 out of 10, Exceptional, (55 reviews)
"We stayed one night on our way through and this was perfect. Very clean and host is wonderful. "
United States
Rachel
The price is HK$1,058
HK$1,360 total
includes taxes & fees
7 Sept - 8 Sept
Hunter/Fisherman/Horse Friendly, Small Family Friendly
TV

13. The Western Roost | A Vensérra Retreat Near Hot Springs State Park

The Western Roost | A Vensérra Retreat Near Hot Springs State Park
Thermopolis
8.0 out of 10, Very good, (9 reviews)
"Great stay"
United States
Maria G.
The price is HK$948
HK$1,640 total
includes taxes & fees
27 Aug - 28 Aug
The Western Roost | A Vensérra Retreat Near Hot Springs State Park
Pool

14. A home away from home.

A home away from home.
Thermopolis
9.4 out of 10, Exceptional, (122 reviews)
"Great seat up for our stay in town. Will stay here again"
United States
Nick Y.
The price is HK$880
HK$1,446 total
includes taxes & fees
22 Sept - 23 Sept
A home away from home.
Interior

15. Charming & relaxing 2BR apt. in the Heart of Worland, Cozy & Convenient Stay!

Charming & relaxing 2BR apt. in the Heart of Worland, Cozy & Convenient Stay!
Worland
2.0 out of 10, (1 review)
"Drug house. Smelled of cigarettes and pet urine. DO NOT STAY HERE! If I could give 0 stars I would."
United States
Eric H.
The price is HK$1,301
HK$2,168 total
includes taxes & fees
31 Aug - 1 Sept
Charming & relaxing 2BR apt. in the Heart of Worland, Cozy & Convenient Stay!
Pool

16. This house is a 3 bedroom(s), 1 bathrooms, located in Thermopolis, WY.

This house is a 3 bedroom(s), 1 bathrooms, located in Thermopolis, WY.
Thermopolis
9.0 out of 10, Wonderful, (46 reviews)
"Good location, nicely decorated. "
United States
Tyler P.
The price is HK$1,211
HK$2,325 total
includes taxes & fees
8 Sept - 9 Sept
This house is a 3 bedroom(s), 1 bathrooms, located in Thermopolis, WY.
Interior

17. Broadway Retreat. It has old fashion charm. Within 5 minute walk of everything.

Broadway Retreat. It has old fashion charm. Within 5 minute walk of everything.
Thermopolis
The price is HK$917
HK$1,443 total
includes taxes & fees
8 Sept - 9 Sept
Broadway Retreat. It has old fashion charm. Within 5 minute walk of everything.
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 Winchester Hotel Reviews

Hot Springs Hotel and Spa

Hot Springs Hotel and Spa

8/10 Good
"Had a family weekend this summer. So got three kingsize rooms. All were comfortable. The beds were actually really comfy and pillows just right for me. The other two rooms reported they were fine. For the most part everything was clean. Our room nightstands were not wiped from previous customers and thebathroom counter also hadn't been wiped down. two of the room AC units worked supberly, ours seemed to struggle but we were ok. d"
Dawn 2-night trip
Posted 2 days ago
Hot Springs Hotel and Spa

Find out more about Winchester

Search for holiday rentals in Winchester on Expedia! You can easily find your home rentals, villas, holiday apartments in Winchester using one of the methods below:

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Frequently asked questions

Are there holiday rentals in Winchester?

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

What are some of the best holiday rentals that Winchester has to offer?

This home is a great spot to stash your belongings and go explore the historical town of Thermopolis: This holiday home rental outside of Winchester offers a garden, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

What’s there to see and do in Winchester?

Explore the area and family-friendly sights such as Wyoming Dinosaur Center, or get out into nature at a spot like Bighorn River. Hot Springs State Park and Hot Springs State Park Bath House are a couple of places you'll find in the wider area.

What’s a holiday rental in Winchester like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Winchester. Holiday rentals feature amenities such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a sanitised environment, a holiday rental can provide a sense of seclusion away from shared hotel lifts and busy concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for a small group gathering.