Winchester Holiday Rentals

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Holiday Rentals in Winchester

Copper Winds Private Cabin on 6 Acres

Thermopolis
10.0 out of 10, Exceptional, (18)
"We had a lovely stay. Sunset shining on the cliffs was stunning. We experienced exceptional hospitality with wonderful hosts. "
United States
Janine Y.
The price is AU$414
includes taxes & fees
25 Nov - 26 Nov
Copper Winds Private Cabin on 6 Acres

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

Thermopolis
9.8 out of 10, Exceptional, (194)
"Loved the place - it's right next to the river which was wonderful. "
United States
Amy W.
Riverside Cabin W/ Hot Tub Near Fly Fishing And Hot Springs

Just steps away from the Big Horn River

Thermopolis
10.0 out of 10, Exceptional, (180)
"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!"
United States
Stefanie C.
Just steps away from the Big Horn River

A home away from home.

Thermopolis
9.4 out of 10, Exceptional, (117)
"Great house, nice amenities and felt like home"
United States
Greg Z.
The price is AU$248
includes taxes & fees
17 Nov - 18 Nov
A home away from home.

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

Thermopolis
9.6 out of 10, Exceptional, (89)
"Clean, charming, perfect for our overnight in Thermopolis! "
United States
MEGHAN R.
The price is AU$266
includes taxes & fees
16 Nov - 17 Nov
Furnished with a western decor and many antiques, yet has modern amenities.

Spacious River House minutes to Hot Springs & WY Dino Center

East Thermopolis
10.0 out of 10, Exceptional, (39)
"Great place "
United States
Ray P.
Spacious River House minutes to Hot Springs & WY Dino Center

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

Thermopolis
9.0 out of 10, Wonderful, (35)
"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! "
United States
Diane
The price is AU$428
includes taxes & fees
23 Nov - 24 Nov
This house is a 3 bedroom(s), 1 bathrooms, located in Thermopolis, WY.

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

Thermopolis
9.8 out of 10, Exceptional, (20)
"It was very comfortable for my family and myself and my service dog to stay. The 4 kids and some of the adults absolutely loved the games to play in the house. They had to do some yard work while we were there which we had to work around but overall I would highly recommend this house."
United States
Shelby L.
The price is AU$547
includes taxes & fees
15 Dec - 16 Dec
A newly renovated home full of fun games for the entire family to enjoy.

Quiet Barn on Big Horn River, Thermopolis, WY

Thermopolis
9.8 out of 10, Exceptional, (8)
"Reg and Cindi are GREAT hosts. The barn is just outside of town with beautiful views of the cliffs and the river. We would absolutely book here again but stay longer."
United States
Linda G.
Quiet Barn on Big Horn River, Thermopolis, WY

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

Thermopolis
10.0 out of 10, Exceptional, (6)
"This little attic studio was a fabulous place to stay! Clean, quiet, and so comfortable. Temparpedic mattress, soft cozy couch, and a full kitchen. Shower is small, and be super careful with the curtain so you don't flood the bathroom! This is now our favorite VRBO to date! Our host was very wonderful, and had great suggestions for local attractions. Wish I could give more than 5 stars!!"
United States
Barbara
The price is AU$220
includes taxes & fees
24 Nov - 25 Nov
Charming 1-bedroom apartment with WiFi, AC in quaint Thermopolis

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

Thermopolis
9.6 out of 10, Exceptional, (44)
"Adorable home with plenty of space in a great location. "
United States
Darcy R.
4 bedrooms 3 bath, Tranquil Home, Master suite & Jet tub, Mins from Hot Springs

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

Thermopolis
10.0 out of 10, Exceptional, (48)
"Fantastic property! Easy check-in, and Dale was a host extraordinaire! We had fresh eggs, fruit, homemade banana bread, bottled water, and ice cream treats waiting for us upon arrival! The beds were comfortable and the living space and kitchen were clean and accommodating. We didn’t take advantage of the back patio other than the gas grill, but it looked nice and inviting. This property is a mobile/manufactured home, but very nice, clean and comfortable. Would definitely stay here again!"
United States
Jan R.
The price is AU$727
includes taxes & fees
14 Dec - 15 Dec
❤Weekday Fishing Rates, Couples, Families Love Us. Location, Amenity-Rich, Pets

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, (57)
"Had a great stay. The place was everything the listing said it was. Had a ten hour drive and so it was nice to come to a place overnight to relax."
United States
Taunya S.
The price is AU$266
includes taxes & fees
14 Dec - 15 Dec
This home is a great spot to stash your belongings and go explore the historical town of Thermopolis

Gorgeous Log Home with Incredible Views

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

Western Hospitality! All new game room!

Thermopolis
9.6 out of 10, Exceptional, (43)
"Was perfect for the group"
United States
Kent A.
Western Hospitality! All new game room!

Cabin 3 .

Thermopolis
9.4 out of 10, Exceptional, (3)
"Our family of 7 stayed here and it was Such a wonderful place to be. The views were stunning and it was in a beautiful secluded location.With the convenience of being very close to town. The cabin is located right on the river so you can swim, fish,tube or just relax on the wrap around deck. We will definitely stay here again."
United States
Stacie C.
Cabin 3 .

Cute & Comfortable!Walk to Hot Springs State Park & Big Horn River.Boat Parking!

Thermopolis
9.6 out of 10, Exceptional, (88)
"My daughter and I wanted a quick getaway before she heads off to college in the Fall and this was perfect. It was cute and clean, in a great location for our excursions, and Audra was the best. Her coffee and tea shop is next door and it has the best vibes and drinks. I would definitely stay here again!"
United States
Amanda S.
Cute & Comfortable!Walk to Hot Springs State Park & Big Horn River.Boat Parking!

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

Thermopolis
9.8 out of 10, Exceptional, (19)
"such a lovely, peaceful home. we enjoyed being here… the horses, the dogs, cows mooing across the river, deer in the fields, etc! so close to thermopolis and all the river docks. we went to downtown, dinosaur museum, and local history museum. everyday, we enjoyed the soak in the free hot springs. put the kayak in the river 3 times. docks were so convenient. a fabulous trip!"
United States
Pamela H.
Cozy country Cabin on the Big Horn River, 7 miles from Hot Springs.

Cabin 1 .

Thermopolis
8.0 out of 10, Very good, (5)
"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! "
United States
Raechyl D.
Cabin 1 .

Family-Friendly Home Near Yellowstone w/ Yard, BBQ & Outdoor Adventures

Thermopolis
8.6 out of 10, Excellent, (7)
"Very comfortable house with great backyard for children or grown ups. Close to everything. "
United States
Patrice K.
Family-Friendly Home Near Yellowstone w/ Yard, BBQ & Outdoor Adventures
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 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 favourite 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 depend 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 AU$220 per night. Entering your travel dates in the search wizard might find you 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. Roundtop Mountain and Hot Springs State Park 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.