Winchester Vacation Rentals

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Vacation Rentals in Winchester

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

9.6 out of 10, Exceptional, (85)
"Our stay was great! "
$152 nightly
The price is $172
Sep 9 - Sep 10
Total with taxes and fees
Furnished with a western decor and many antiques, yet has modern amenities.

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

Hunter/Fisherman/Horse Friendly, Small Family Friendly

9.8 out of 10, Exceptional, (45)
"Perfect spot, owners were extremely generous and all around great folks."
$142 nightly
The price is $158
Sep 10 - Sep 11
Total with taxes and fees
Hunter/Fisherman/Horse Friendly, Small Family Friendly

Just steps away from the Big Horn River

10.0 out of 10, Exceptional, (174)
"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

Cabin 2 .

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

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

10.0 out of 10, Exceptional, (3)
"Very well kept..the shower was kinda small but worked out."
$126 nightly
The price is $142
Sep 15 - Sep 16
Total with taxes and fees
Charming 1-bedroom apartment with WiFi, AC in quaint Thermopolis

A home away from home.

9.4 out of 10, Exceptional, (115)
"Loved the jacuzzi"
$142 nightly
The price is $160
Sep 14 - Sep 15
Total with taxes and fees
A home away from home.

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

9.2 out of 10, Wonderful, (42)
"We just loved staying on the river here! My boys caught fish right from the back yard. We even grilled them up for lunch. House was very spacious and just as pictured. "
$201 nightly
The price is $227
Sep 9 - Sep 10
Total with taxes and fees
We are located just south of Thermopolis on the Big Horn river

❤Let’s Go ! Top VRBO, A+ Stay, Hunters & Fishing, Pets, Amenity-Rich

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!"
$404 nightly
The price is $457
Sep 13 - Sep 14
Total with taxes and fees
❤Let’s Go ! Top VRBO, A+ Stay, Hunters & Fishing, Pets, Amenity-Rich

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

Gorgeous Log Home with Incredible Views

10.0 out of 10, Exceptional, (14)
"Great stay, very comfortable, nice breeze in the evenings and great sunset"
Gorgeous Log Home with Incredible Views

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

9.4 out of 10, Exceptional, (29)
"Will continue looking forward to staying at this house annually for our kids' wrestling tournament and a short vacation. Great place. Cute and spacious. "
Remodeled Historic ranch headquarters w/fireplace, 5mn drive to local hotsprings

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. "
$289 nightly
The price is $327
Sep 10 - Sep 11
Total with taxes and fees
A newly renovated home full of fun games for the entire family to enjoy.

Cozy House

9.4 out of 10, Exceptional, (3)
"Great little rustic home. Could use another window AC for the second bedroom. The area is beautiful. Definitely recommend the hot springs spa and rafting in Wind River Canyon. Would stay here again!"
Cozy House

Cozy, cheerful house

10.0 out of 10, Exceptional, (12)
"We had a wonderful stay at this property!"
Cozy, cheerful house

Spacious River House minutes to Hot Springs & WY Dino Center

10.0 out of 10, Exceptional, (38)
"Had a great time spending time with family at a wonderful home."
Spacious River House minutes to Hot Springs & WY Dino Center

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 .

7.6 out of 10, Good, (4)
"Beautiful Location! Not super clean, lots of dead bugs and cobwebs, very few supplies(dishes, towels etc.) Beds were comfortable though! Hard to find place and couldn't get ahold of owner for help. Take your first left off of the HWY and go through 2 gates. Could use a better air conditioner in the summer. There are 2 cabins the size in these photos, cabin 3 is to rent out both cabins. We did however really enjoy our stay! "
Cabin 1 .

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

9.6 out of 10, Exceptional, (43)
"This place was very comfortable for 3 families with kids. Walking distance to the restaurants downtown. The description is very accurate."
4 bedrooms 3 bath, Tranquil Home, Master suite & Jet tub, Mins from Hot Springs

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

9.0 out of 10, Wonderful, (33)
"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! "
$260 nightly
The price is $293
Sep 9 - Sep 10
Total with taxes and fees
This house is a 3 bedroom(s), 1 bathrooms, located in Thermopolis, WY.
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Winchester vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Winchester vacation 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 low season months. For more hustle and bustle, you may prefer to visit Winchester in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $142 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Winchester rentals

At Expedia, we put the best Winchester vacation 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 vacation.

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 vacation rentals in Winchester?

Yes, there are vacation rentals near the most popular local attractions in Winchester, or you can choose a more remote option if you're looking for relaxation.

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

Furnished with a western decor and many antiques, yet has modern amenities.: Visitors like this Winchester vacation home rental. It offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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 larger area.

What’s a vacation rental in Winchester like?

Vacation rentals are privately owned properties you can book for a long or short time in Winchester. Vacation rentals provide amenities like kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a clean environment, a vacation rental can provide a sense of seclusion away from shared hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a great option for a family getaway.