Holiday rentals in Pinedale

A cozy and comfortable house staying 30 days +

“The Little House” located in Pinedale, WY was built in the 1950’s and is very cozy and comfortable. It is close to the town park, library, and 4 blocks from Main Street. There are many in town attractions including the Pinedale Aquatic Center, Ice Arena, Wind River Brew Pub, Rendezvous Meadows Golf Coarse, Great Outdoor Shop, Geared Up bike shop and many other local shops and dining within the surrounding area. This house is a great starting point for your recreational adventure for any season!

Sunset traveler, ski and snowmobile retreat.

Start your next adventure in Pinedale. Relax with your family at this peaceful rustic apt. Gorgeous view of the Wind River Mountain Range, close to glacier lakes and trail heads for backpacking/fishing. Perfect for family fun, snowmobiling, couples ski retreats, visits to Yellowstone or Jackson Hole, and other activities for 4 guests! It's on 40 acres with horses, cows, ducks, chickens, a true Wyoming welcome! It is located 4.5 miles from downtown Pinedale. Space available to park trailers!

Pond Cabin on Ranch near Pinedale

Cabin nestled on picturesque ranch, serene pond & lush hay meadows. Perfect blend of rustic charm and modern conveniences; kitchen, washer/dryer, Wi-Fi, TVs, king bed, walk-in shower, etc. Large deck offers breathtaking mountain, and tranquil water views. The outdoor gas fire pit provides warmth and a cozy atmosphere. Enjoy on-site trout fishing, bird watching & moose sightings. This location provides a unique, immersive experience in rural life, en route to Jackson Hole and Yellowstone.

The Bunkhouse at TLC Ranch

Please read full listing before booking. Make some memories at this unique and family-friendly Highland cattle and horse ranch. We are located at the base of the Wind River mountains lots of groomed winter trails to explore, great hiking fish and hunting within min/miles of the bunkhouse. Late November through mid April the road is usually closed access is via snowmobile, snow shoes, cross country skiing or walking on packed trail. It is approximately 1 mile from parking area to Bunkhouse.

Adorable studio guesthouse. New build.

Keep it simple at this peaceful and centrally-located place. Cute guesthouse. Studio space with combined kitchen/living/bedroom area, 3/4 bathroom. Space is HUGE!!! Full size range and refrigerator and full size portable dishwasher. Queen size bed and full size futon. This space is 300 yards to the river and about 100 yards from the walking path. great central location and especially great for evening strolls. Less than a mile from downtown. Priced at $75/night year round is a steal.

Guest House close to Pinedale with Mountain View

Welcome to our cozy guest house in Pinedale, Wyoming! Nestled in a peaceful rural neighborhood just 5 miles from town, our property offers stunning views and plenty of space for families or small groups to relax and enjoy the area. The yard and playground equipment provide the perfect opportunity for kids to stretch their legs and have fun. Whether you're looking to explore the great outdoors or simply want to relax in a peaceful setting, our guest house is the perfect place to call home.

Paul's Place

Welcome to our newly renovated rental in the heart of Pinedale! Shops, restaurants, and cafes are only a short distance away. The nearby Aquatic Center has a weight room, pool, hot tub, and rock-climbing wall. The Pinedale area is a recreation paradise for activities ranging from hunting, hiking, cross-country skiing, snowmobiling, kayaking, and fishing. This is the perfect home base to relax after your adventures! Please make yourself comfortable and enjoy our home as much as we do.

The Mountain Bluebird Bungalow

A 1950s completely remodeled house in downtown Pinedale two blocks from Pine Street. Everything is a five-minute walk away. This little house has what you need-a full kitchen, bathroom and cozy bed with fluffy duvet. A new (Feb 2024) sleeper sofa. A Bluetooth-enabled record player and a collection of vintage vinyl. It also has a private, fenced yard, doggy door, and an off-street parking space right next to the house. Sweet little gas stove in the living room for chilly nights.

Birds Eye View Cabin - Pine Creek/Sauna/Fireplace

This newly remodeled second story cabin on Pine Creek is a sanctuary. The cabin has a nature inspired interior with a slate tile entry, wood floors and tongue and groove ceilings that give it a mountain modern feel. Enjoy watching abundant wildlife from every window and listening to the gentle stream while sitting in the private garden. This cabin is located close to downtown Pinedale and next door to hosts, yet it feels secluded. 78 scenic miles to downtown Jackson, WY.