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Top Holiday Rentals in Winchester

Our top choices for Winchester holiday rentals

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

9.6 out of 10, Exceptional, (84)
"Our stay was great! "
The price is £131
includes taxes & fees
9 Sept - 10 Sept
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, (190)
"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, (44)
"Perfect spot, owners were extremely generous and all around great folks."
The price is £120
includes taxes & fees
22 Aug - 23 Aug
Hunter/Fisherman/Horse Friendly, Small Family Friendly

A home away from home.

9.4 out of 10, Exceptional, (114)
"Good location and great hosts."
The price is £130
includes taxes & fees
24 Aug - 25 Aug
A home away from home.

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

9.0 out of 10, Wonderful, (4)
"Great stay"
The price is £151
includes taxes & fees
11 Sept - 12 Sept
The Western Roost | A Vensérra Retreat Near Hot Springs State Park

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

9.2 out of 10, Wonderful, (41)
"Amazing spot!Clean quiet and friendly. What else could you ask for? "
The price is £176
includes taxes & fees
22 Aug - 23 Aug
We are located just south of Thermopolis on the Big Horn river

Copper Winds Private Cabin on 6 Acres

10.0 out of 10, Exceptional, (15)
"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

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

9.6 out of 10, Exceptional, (5)
Family-Friendly Home Near Yellowstone w/ Yard, BBQ & Outdoor Adventures

Cozy House

10.0 out of 10, Exceptional, (2)
"Great communication! No problems! Thanks for a great visit for my kids! "
Cozy House

The Eagle's Nest is an oilfield building converted into a beautiful house right on the river.

9.6 out of 10, Exceptional, (33)
"Great spot to stay for a fishing trip. "
The price is £364
includes taxes & fees
25 Aug - 26 Aug
The Eagle's Nest is an oilfield building converted into a beautiful house right on the river.

Spacious River House minutes to Hot Springs & WY Dino Center

10.0 out of 10, Exceptional, (37)
"We always enjoy our stay at this Thermopolis property! Perfect size and location for our family. "
Spacious River House minutes to Hot Springs & WY Dino Center

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

The price is £108
includes taxes & fees
28 Aug - 29 Aug
Charming 1-bedroom apartment with WiFi, AC in quaint Thermopolis

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, (41)
"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

❤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!"
The price is £344
includes taxes & fees
13 Sept - 14 Sept
❤Weekday Fishing Rates, Couples, Families Love Us. Location, Amenity-Rich, Pets

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

9.4 out of 10, Exceptional, (28)
"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

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

10.0 out of 10, Exceptional, (16)
"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 2 .

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

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

9.8 out of 10, Exceptional, (15)
"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 £299
includes taxes & fees
3 Sept - 4 Sept
A newly renovated home full of fun games for the entire family to enjoy.

Cozy, cheerful house

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

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?

Spacious River House minutes to Hot Springs & WY Dino Center: This holiday home rental outside of Winchester is located on a river, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 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 garden.

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.