Vacation rentals in Shepherd

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Shepherd

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Earthen home in Billings

4.8 out of 5 average rating, 105 reviews

*Rimrock View Pet Friendly Home*

Located by the Rims and airport our home resides. We want to share it with you and your friends and family! This top floor home is very functional for kids and pets. We have a fully fenced yard and a doggy door for a pet friendly area. There is a great walking path behind the house to take your pets as well. In the yard we also have a handmade fire pit to enjoy fires, s’mores, or coffee on the deck sitting on the comfy sectional. We have added some things to make sure any kids have a good time!

Oct 23 – 30

€ 153 per night
Guest favorite

Home in Billings

4.96 out of 5 average rating, 310 reviews

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

Dec 28 – Jan 4

€ 162 per night
Guest favorite

Home in Billings

4.96 out of 5 average rating, 189 reviews

*New* Montana Dreamin’ Entire House

Our home is an entirely new, single family home. Perfect for 1-4 persons to enjoy a getaway tucked into a family friendly neighborhood with parks and view of the nearby hills. Decked with relaxed vibes and the amenities to make you feel right at home. Professionally decorated and set up with a TV in every room, cookware, in house washer\dryer, Nespresso, breakfast-fixings, a patio that is just waiting for you to enjoy with an afternoon coffee or a nighttime glass of wine. Your choice. ;)

May 22 – 29

€ 132 per night

Popular amenities for Shepherd vacation rentals

Other great vacation rentals in Shepherd

Guest favorite

Loft in Billings

4.99 out of 5 average rating, 506 reviews

The Bonus Room

Nov 5 – 12

€ 88 per night
Guest favorite

Tiny home in Billings

4.95 out of 5 average rating, 64 reviews

Quaint Creekside Cabin Near Billings

Apr 30 – May 7

€ 102 per night
Guest favorite

Tiny home in Billings

5.0 out of 5 average rating, 61 reviews

Boho Bungalow @ Old Pine Retreat

Feb 2 – 9

€ 122 per night
Guest favorite

Guesthouse in Billings

4.98 out of 5 average rating, 40 reviews

Private modern loft in country setting.

Jul 24 – 31

€ 100 per night
Superhost

Cabin in Shepherd

4.94 out of 5 average rating, 17 reviews

Cheerful one bedroom cabin under Big Sky stars

Apr 1 – 8

€ 162 per night
Guest favorite

Tiny home in Worden

4.92 out of 5 average rating, 24 reviews

Burnt Cross Cabin

Sep 26 – Oct 3

€ 81 per night
Guest favorite

Guesthouse in Billings

4.92 out of 5 average rating, 26 reviews

Western Chic Guest House

Sep 15 – 22

€ 99 per night
Guest favorite

Guest suite in Billings

5.0 out of 5 average rating, 98 reviews

Gail's Guest Suite by MetraPark Arena

Apr 20 – 27

€ 83 per night
Guest favorite

Tiny home in Billings

5.0 out of 5 average rating, 8 reviews

Cottage: private tiny home by Eco-Built Homes

Jul 27 – Aug 3

€ 64 per night
Guest favorite

Home in Billings

5.0 out of 5 average rating, 6 reviews

Country Cottage with a View

May 8 – 15

€ 196 per night
Guest favorite

Guesthouse in Laurel

5.0 out of 5 average rating, 42 reviews

Private Studio Loft

Jul 8 – 15

€ 94 per night
Guest favorite

Farm stay in Fromberg

4.91 out of 5 average rating, 35 reviews

My Father's House on the River 3 BD/2 Bath House

Apr 24 – May 1

€ 92 per night

Destinations to explore

  1. Airbnb
  2. United States
  3. Montana
  4. Yellowstone County
  5. Shepherd