Holiday houses in Shepherd

Boho Bungalow @ Old Pine Retreats

If you can imagine a getaway in a uniquely designed tiny house that is built on 60+ acres of wide open and stunning landscape, then you have captured a glimpse of this rare find. This beautiful tiny house is all yours to enjoy such amenities as a glass garage door that can be opened to experience nature from your kitchen table or a fireplace to cozy up to when the temps are cold. You can enjoy coffee in the morning from your private deck and keep your feet warm in the winter with heated floors.

Cozy Creekside Cabin Near Billings

Enjoy this beautiful fully furnished cabin just minutes outside the Billings city limits. Check in and then unwind with a walk on the private trails just out your front door. We are located a simple drive to the Metra for concerts and events, Ah-Nei State Recreation Area with ATV, walking, and horse trails, historic Pompey's Pillar, the Yellowstone river with fishing accesses, and Lake Elmo State park. Caretakers reside onsite and also host our four-legged friends through their pet resort.

Gail's Guest Suite by MetraPark Arena

CLEAN, COZY, drama free spot away from busy traffic streets yet close to the Metra & 10 min from downtown in nice neighborhood. Shared front door only.PLUSH Guest Suite on lower level has private door. Daylight den has beautiful gas fireplace, leather reclining loveseat, microsuede couch & big screen tv. Queen bed has a medium firm Nova foam mattress.Kitchenette has a microwave, small fridge, coffee pot, coffee, tea and snacks. 1-2 Adults only, must be over 21, non smokers, non vapors, no pets.

Private & Cozy 2BR Home W/ Hot Tub & Sauna

Cozy and private 2 Bedroom home that has been renovated and modernized for an Airbnb. There is a private hot tub and sauna, fully fenced back yard and a heated front patio. All private nothing shared. New appliance’s as well as a 65inch Samsung TV, outlet & usb charging beds and high speed internet for all your streaming needs. Comfortable new queen beds and all new furniture. Convenience Store - Walking distance about 2 blocks Grocery store- 1.2 miles Airport- 3 miles Downtown- Under 1 mile

Cheerful 2 bedroom Centrally Located

Keep it simple at this peaceful and centrally-located space. Less than a 10 minute drive to the hospital, colleges, downtown, airport and west end shopping and dining. On site parking for up to 3 cars, keypad entry, a large fenced backyard, a full kitchen and dining area, with a single bathtub and shower. Comfortable new furniture and beds. High speed internet for all your streaming needs. Within walking distance to two natural food stores, a coffee shop, and a handful of eateries and bars.

Western Chic Guest House

Welcome to our charming Western chic guest house in Billings Heights! This cozy and family-friendly accommodation offers a comfortable and accessible stay for all guests. Located in a peaceful neighborhood, this guest house is a quick 10-minute drive from the airport and all major hospitals, you'll have easy access to everything you need during your stay. Whether you're visiting for business or pleasure, our Western chic guest house offers a comfortable and convenient home away from home!

Bench Executive Suite - perfect for the traveller!

This is an affordable rental that feels like home and not a generic hotel room! This smaller space accommodates a lot more than what may appear. It is perfect for couples, solo adventurers, and business travelers. In the past, traveling nurses and visitors at the hospital enjoyed this place due to its quick access to the hospital, avoiding any unnecessary traffic. The suite has a private entrance/exit for guests, a private bedroom with queen size bed, and a separate living space to relax.

Entire Cozy Condo

Tucked away in the quiet and peaceful Heights neighborhood, the condo features a split level set-up. The cozy condo is a short drive from the airport, grocery stores, MetraPark Arena, Hospitals, and downtown area. Oasis Water park and Lake Elmo are 5 minutes away. The property is a great fit for extended work stays, a place to stay for the weekend while attending events at the arena, or a quiet place to get away while visiting family. We look forward to getting to serve you!

Refuge Under the Rimrocks - 1 Bedroom Apt.

We were one of the first four airbnbs in our city eleven years ago and have hosted folks from all over the world. We just lowered our rates for the fall and winter season. This is a beautiful one bedroom apartment with a full kitchen, living room, dining area. Bedroom has queen bed. Also queen hideabed in living room. Private entrance & offstreet parking. We live upstairs and are available if you have questions. We love to provide fresh homemade muffins.

Much More Than a Suite & 2 miles from metra

Home away from home. Non smokers/tobacco only. This space has a shared entrance that leads into a daylight downstairs, with a wet bars, includes, sink, microwave, toaster, small fridge, keurig, tea pot, and snacks. Enjoy the fireplace, leather furniture, netflix, comfortable queen bed, and a bathroom with soaps & hair products etc. I have tried to anticipate all of your needs. No unapproved guests, no hook-ups. I do live upstairs.

Hospital Corridor Apartment

This special place is close to everything, making it easy to plan your visit. This house was originally built in 1900, then moved to Billings from Broadview in the 1940s. I bought the house in 2004, when my daughter was small, and have lived here ever since. It is a work in progress. Between 2010-13, I had the basement remodeled. I love the yard, and in the summer, I spend a good part of my day outside working in it.

★Adorable Tiny House near hospitals & breweries ★

This adorable Tiny House is located on the same property as the main house, but has all the amenities of a regular house. Stylishly decorated and cleverly appointed, you'll find you have everything you need for a comfortable stay in this unique space. Located within one mile of the hospital district and one mile from the brewery district, our place is perfectly situated for your convenience.