Default HTG hotel image

Winchester Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Winchester vacation rentals

Interior

1. 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 AED 469
AED 726 total
includes taxes & fees
13 Sep - 14 Sep
Broadway Retreat. It has old fashion charm. Within 5 minute walk of everything.
Property grounds

2. 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 AED 661
AED 855 total
includes taxes & fees
16 Aug - 17 Aug
We are located just south of Thermopolis on the Big Horn river
Property grounds

3. ❤Thermopolis Top Rated VRBO. Pool Passes + Pets + Comp Breakfast = Perfect

❤Thermopolis Top Rated VRBO. Pool Passes + Pets + Comp Breakfast = Perfect
Thermopolis
10.0 out of 10, Exceptional, (56 reviews)
"Great stay"
United States
Chris P.
The price is AED 955
AED 1,860 total
includes taxes & fees
16 Aug - 17 Aug
❤Thermopolis Top Rated VRBO. Pool Passes + Pets + Comp Breakfast = Perfect
Coffee/tea maker, fridge, microwave, oven

4. 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 AED 889
AED 1,859 total
includes taxes & fees
17 Aug - 18 Aug
NEW! The Anglers Nook, The Fish House
Terrace/patio

5. 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 AED 496
AED 638 total
includes taxes & fees
16 Aug - 17 Aug
Hunter/Fisherman/Horse Friendly, Small Family Friendly
Pool

6. 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 AED 375
AED 631 total
includes taxes & fees
15 Aug - 16 Aug
This home is a great spot to stash your belongings and go explore the historical town of Thermopolis
Smart TV

7. 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 traveler
The price is AED 691
AED 1,119 total
includes taxes & fees
17 Aug - 18 Aug
Serene 2-bedroom house in Worland perfect for relaxing getaways
Coffee/tea maker, fridge, microwave, oven

8. 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 AED 1,018
AED 1,897 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.
Coffee/tea maker, fridge, microwave, oven

9. 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 communication, everything clean, 3 guys for three nights and we all agree we would stay again."
United States
don R.
The price is AED 715
AED 1,372 total
includes taxes & fees
10 Sep - 11 Sep
A newly renovated home full of fun games for the entire family to enjoy.
Smart TV

10. 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 traveler
The price is AED 786
AED 1,230 total
includes taxes & fees
14 Sep - 15 Sep
This is a clean, spacious, Pet-Friendly Retreat for Groups/Families or singles!
Smart TV, video games

11. 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)
"Such a nice farm house! Perfect for our family! Great rooms! Master shower was huge! Would stay here again in a heartbeat!"
United States
Kevin
The price is AED 715
AED 1,337 total
includes taxes & fees
13 Sep - 14 Sep
A Charming 100+ year old vintage farmhouse that has been updated with modern amenities.
TV

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

The Western Roost | A Vensérra Retreat Near Hot Springs State Park
Thermopolis
7.8 out of 10, Good, (8 reviews)
"Great stay"
United States
Maria G.
The price is AED 453
AED 781 total
includes taxes & fees
27 Aug - 28 Aug
The Western Roost | A Vensérra Retreat Near Hot Springs State Park
Pool

13. 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 AED 567
AED 1,081 total
includes taxes & fees
13 Sep - 14 Sep
This house is a 3 bedroom(s), 1 bathrooms, located in Thermopolis, WY.
Smart TV

14. 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 AED 349
AED 560 total
includes taxes & fees
31 Aug - 1 Sep
Charming 1-bedroom apartment with WiFi, AC in quaint Thermopolis
Pool

15. 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)
"Beautiful accommodations. Great for adults. The only very minor inconvenience was that there is not AC in the bedrooms. But the rooms do have fans. It took a bit to get the fans positioned and the cool air circulating in the rooms."
United States
Jennifer
The price is AED 412
AED 674 total
includes taxes & fees
8 Sep - 9 Sep
Furnished with a western decor and many antiques, yet has modern amenities.
Interior

16. 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 AED 654
AED 1,074 total
includes taxes & fees
18 Aug - 19 Aug
Charming & relaxing 2BR apt. in the Heart of Worland, Cozy & Convenient Stay!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winchester Hotel Reviews

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

10/10 Excellent
"Really good beds. and the air coolers ensured we were very cool and comfortable. Also the bathroom was renovated and the shower was sooo nice!"
Jody A. 1-night trip
Posted 15 hours ago
This home is a great spot to stash your belongings and go explore the historical town of Thermopolis

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?

This home is a great spot to stash your belongings and go explore the historical town of Thermopolis: Visitors like this Winchester vacation home rental. It offers a garden, a barbecue grill, 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 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.