Winchester Holiday Rentals

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Holiday Rentals in Winchester

Riverside Cabin W/ Hot Tub Near Fly Fishing And Hot Springs

9.8 out of 10, Exceptional, (191)
"Loved the place - it's right next to the river which was wonderful. "
Riverside Cabin W/ Hot Tub Near Fly Fishing And Hot Springs

Just steps away from the Big Horn River

10.0 out of 10, Exceptional, (177)
"Everything was great. The house was perfect for the four adults in our group. Beds were comfortable, great outdoor seating areas and wonderfully close to the river. We really enjoyed our stay and will be back next year!"
Just steps away from the Big Horn River

Cozy House

9.6 out of 10, Exceptional, (4)
"The house was perfect and in a great location "
Cozy House

Hunter/Fisherman/Horse Friendly, Small Family Friendly

9.8 out of 10, Exceptional, (46)
"Alice was fantastic, great stay as advertised. Wish it had a queen instead of full but still highly recommend."
The price is NZ$301
includes taxes & fees
27 Oct - 28 Oct
Hunter/Fisherman/Horse Friendly, Small Family Friendly

Copper Winds Private Cabin on 6 Acres

10.0 out of 10, Exceptional, (16)
"Matt and Linda offer a very clean and well kept cottage where everything works (air conditioners especially handy in summer, decent WiFi, filtered water potable,…)."
Copper Winds Private Cabin on 6 Acres

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

9.2 out of 10, Wonderful, (57)
"Came for our grandson's football game. Good location. We could hear crickets. The back yard was great for our 11 lb. Dog. Would stay again."
The price is NZ$298
includes taxes & fees
28 Sept - 29 Sept
This home is a great spot to stash your belongings and go explore the historical town of Thermopolis

Cabin 2 .

9.4 out of 10, Exceptional, (6)
"Best property on the big horn river hands down "
Cabin 2 .

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

9.6 out of 10, Exceptional, (86)
"We loved the rental. It was spacious, clean, upgraded and conveniently located. Pillows were a little flat but no other issues. We will be staying here again. "
The price is NZ$295
includes taxes & fees
28 Sept - 29 Sept
Furnished with a western decor and many antiques, yet has modern amenities.

A home away from home.

9.4 out of 10, Exceptional, (115)
"Loved the jacuzzi"
The price is NZ$295
includes taxes & fees
5 Oct - 6 Oct
A home away from home.

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

9.0 out of 10, Wonderful, (34)
"Perfect location for the family to meet and so much to do nearby. Our grandson wants this to be our annual vacation home! Thanks so much for the care and consideration made available! "
The price is NZ$512
includes taxes & fees
28 Sept - 29 Sept
This house is a 3 bedroom(s), 1 bathrooms, located in Thermopolis, WY.

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

10.0 out of 10, Exceptional, (47)
"We traveled to Thermopolis for a fishing weekend. The house was close to the river and restaurants. It is well maintained and has all the comfortable of home. Highly recommend staying here if you are in the area!"
❤Weekday Fishing Rates, Couples, Families Love Us. Location, Amenity-Rich, Pets

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

9.8 out of 10, Exceptional, (16)
"We had a group of kids 6-10 and they had a blast with the air hockey and kids room. Over all it was a nice stay and comfy beds. "
The price is NZ$608
includes taxes & fees
8 Oct - 9 Oct
A newly renovated home full of fun games for the entire family to enjoy.

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

9.2 out of 10, Wonderful, (42)
"Everything went smooth "
The price is NZ$396
includes taxes & fees
30 Sept - 1 Oct
We are located just south of Thermopolis on the Big Horn river

Quiet Barn on Big Horn River, Thermopolis, WY

9.8 out of 10, Exceptional, (7)
"Great stay/experience and property owners were very nice and easy to get along with."
Quiet Barn on Big Horn River, Thermopolis, WY

Remodeled Historic ranch headquarters w/fireplace, 5mn drive to local hotsprings

9.6 out of 10, Exceptional, (31)
"Relaxing environment. Very roomy. Will stay here again."
Remodeled Historic ranch headquarters w/fireplace, 5mn drive to local hotsprings

Spacious River House minutes to Hot Springs & WY Dino Center

10.0 out of 10, Exceptional, (38)
"We stayed here and the house was very nice and clean. Easy communication and great rental inside and outside. Would definitely recommend and plan on staying here again. "
Spacious River House minutes to Hot Springs & WY Dino Center

Cozy, cheerful house

10.0 out of 10, Exceptional, (14)
"We had a wonderful stay at this property!"
Cozy, cheerful house

Cozy country Cabin on the Big Horn River, 7 miles from Hot Springs.

10.0 out of 10, Exceptional, (18)
"The cabin was our favorite part of our vacation, cute and clean! The horses and dogs on the property kept my girls entertained and the location was just what we wanted, quiet and out of town! Lots of wildlife to see!"
Cozy country Cabin on the Big Horn River, 7 miles from Hot Springs.

Cabin 1 .

8.0 out of 10, Very good, (5)
"Cozy cabin on the river."
Cabin 1 .

4 bedrooms 3 bath, Tranquil Home, Master suite & Jet tub, Mins from Hot Springs

9.6 out of 10, Exceptional, (43)
"Very nice place, character, comfort and convenience!! Great communication from the host as well. We would absolutely stay there again."
4 bedrooms 3 bath, Tranquil Home, Master suite & Jet tub, Mins from Hot Springs
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

Find out more about Winchester

Find out more about Winchester

Everything you need to know about Winchester holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winchester holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winchester holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Winchester holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winchester. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winchester holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winchester holiday rentals we have selected for you start as low as NZ$295 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Winchester rentals

At Expedia, we put the best Winchester holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Winchester rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winchester holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winchester. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Just steps away from the Big Horn River: This holiday home rental outside of Winchester offers a balcony, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

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.