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Holiday Rentals in Winchester

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Our top choices for Winchester holiday rentals

Hunter/Fisherman/Horse Friendly, Small Family Friendly

Hunter/Fisherman/Horse Friendly, Small Family Friendly
Worland
9.8 out of 10, Exceptional, (52 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 €154
includes taxes & fees
13 Jul - 14 Jul
Hunter/Fisherman/Horse Friendly, Small Family Friendly

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, (42 reviews)
"Had a nice place for our family to stay. Very friendly owner and helpful"
United States
Steve & Katie E.
The price is €199
includes taxes & fees
16 Jun - 17 Jun
We are located just south of Thermopolis on the Big Horn river

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
9.4 out of 10, Exceptional, (59 reviews)
"Host was great. Beds were comfortable. House was perfect for our visit. "
United States
Monique G.
The price is €153
includes taxes & fees
7 Jul - 8 Jul
This home is a great spot to stash your belongings and go explore the historical town of Thermopolis

1 Mi to Hot Springs! Central Thermopolis Home

1 Mi to Hot Springs! Central Thermopolis Home
3.0 star property
Thermopolis
10.0 out of 10, Exceptional, (1 review)
"Amazing house that was excellent for our family. We have campifires and a cook out, everything we needed was provided and the kitchen had food staples. Awesome experience, would definitely stay again!"
United States
James
The price is €355
includes taxes & fees
1 Jul - 2 Jul
1 Mi to Hot Springs! Central Thermopolis Home

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, (1 review)
"Great property with all the needed amenities available. Plenty of parking and easy to get to."
United States
Anonymous traveller
This is a clean, spacious, Pet-Friendly Retreat for Groups/Families or singles!

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, (7 reviews)
"Amazing hosts. Great place to stay!"
United States
Gaylen S.
The price is €127
includes taxes & fees
18 Jun - 19 Jun
Charming 1-bedroom apartment with WiFi, AC in quaint Thermopolis

Copper Winds Private Cabin on 6 Acres

Copper Winds Private Cabin on 6 Acres
Thermopolis
9.8 out of 10, Exceptional, (32 reviews)
"Wonderful place with an amazing night sky view. "
United States
Charles W.
The price is €235
includes taxes & fees
22 Jun - 23 Jun
Copper Winds Private Cabin on 6 Acres

A home away from home.

A home away from home.
Thermopolis
9.4 out of 10, Exceptional, (118 reviews)
"Great seat up for our stay in town. Will stay here again"
United States
Nick Y.
The price is €163
includes taxes & fees
5 Jul - 6 Jul
A home away from home.

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, (27 reviews)
"Loved that we could bring our dog as we explored the area!"
United States
Lori W.
The price is €290
includes taxes & fees
14 Jun - 15 Jun
A newly renovated home full of fun games for the entire family to enjoy.

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

The Western Roost | A Vensérra Retreat Near Hot Springs State Park
Thermopolis
8.6 out of 10, Excellent, (7 reviews)
"Great stay"
United States
Maria G.
The price is €177
includes taxes & fees
30 Jun - 1 Jul
The Western Roost | A Vensérra Retreat Near Hot Springs State Park

Perfect 2-bedroom family friendly home in Worland

Perfect 2-bedroom family friendly home in Worland
Worland
The price is €206
includes taxes & fees
13 Jul - 14 Jul
Perfect 2-bedroom family friendly home in Worland

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
9.8 out of 10, Exceptional, (97 reviews)
"Well stocked kitchen, comfortable beds. "
United States
Michael E.
The price is €183
includes taxes & fees
12 Jul - 13 Jul
Furnished with a western decor and many antiques, yet has modern amenities.

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, (41 reviews)
"Good location, nicely decorated. "
United States
Tyler P.
The price is €301
includes taxes & fees
5 Jul - 6 Jul
This house is a 3 bedroom(s), 1 bathrooms, located in Thermopolis, WY.

NEW! The Anglers Nook, The Fish House

NEW! The Anglers Nook, The Fish House
Thermopolis
10.0 out of 10, Exceptional, (5 reviews)
The price is €433
includes taxes & fees
14 Jun - 15 Jun
NEW! The Anglers Nook, The Fish House

1 Mi to Hot Springs! Central Thermopolis Home

1 Mi to Hot Springs! Central Thermopolis Home
Thermopolis
9.8 out of 10, Exceptional, (30 reviews)
"Great place to stay nice big back yard and everything is close by"
United States
Jeremiah
The price is €353
includes taxes & fees
1 Jul - 2 Jul
1 Mi to Hot Springs! Central Thermopolis Home

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, (1 review)
"Great"
United States
Back Country S.
The price is €224
includes taxes & fees
13 Jul - 14 Jul
Serene 2-bedroom house in Worland perfect for relaxing getaways

❤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, (52 reviews)
"Great location "
United States
Mary U.
The price is €434
includes taxes & fees
7 Jul - 8 Jul
❤Weekday Fishing Rates, Couples, Families Love Us. Location, Amenity-Rich, Pets

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, (11 reviews)
"Great location! We were able to checkin early which was awesome! House was clean and the beds were comfortable!"
United States
Ceatriss W.
The price is €300
includes taxes & fees
13 Jun - 14 Jun
A Charming 100+ year old vintage farmhouse that has been updated with modern amenities.

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
The price is €210
includes taxes & fees
26 Jun - 27 Jun
Charming & relaxing 2BR apt. in the Heart of Worland, Cozy & Convenient Stay!

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, (38 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 €394
includes taxes & fees
14 Jun - 15 Jun
The Eagle's Nest is an oilfield building converted into a beautiful house right on the river.
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

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, apart-hotels, 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 €153 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?

A Charming 100+ year old vintage farmhouse that has been updated with modern amenities.: This holiday home rental outside of Winchester offers a selection of games, a BBQ and air conditioning 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.

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.