Vacation Rentals by Two Pines Properties - The Premier Big Sky Montana Vacation Rental Management Company!

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All Vacation Rentals from Two Pines Properties

Perfect Snowy Mountain Retreat!
Lodge in Big Sky Montana
9 Beds • 8 Full Baths • Sleeps 23
Two Pines Properties

70 Beehive Basin
Home in Big Sky Montana
6 Beds • 6 Full Baths • Sleeps 21
Two Pines Properties

The Best Views Big Sky has to Offer
Home in Big Sky Montana
5 Beds • 5 Full Baths • Sleeps 18
Two Pines Properties

6 Highpoint Drive
Home in Big Sky Montana
5 Beds • 5 Full Baths • Sleeps 18
Two Pines Properties

23 Swift Bear
Home in Big Sky Montana
5 Beds • 5 Full Baths • Sleeps 16
Two Pines Properties

Cozy Up In Front of The Fire In The Living Room After a Long Day on The Slopes
$639/night
Home in Big Sky Montana
5 Beds • 5 Full Baths • Sleeps 14
Two Pines Properties

Luxurious Living room with Lone Peak Views
Home in Big Sky Montana
5 Beds • 4 Full Baths • Sleeps 14
Two Pines Properties

Spacious Living Area with 3 Fireplaces
Home in Big Sky Montana
5 Beds • 4 Full Baths • Sleeps 13
Two Pines Properties

71 Moose Hill
Home in Big Sky Montana
5 Beds • 5 Full Baths • Sleeps 12
Two Pines Properties

81 Moose Hill-9179
Home in Big Sky Montana
5 Beds • 5 Full Baths • Sleeps 12
Two Pines Properties

Black Eagle 14
Townhouse in Big Sky Montana
5 Beds • 4 Full Baths • Sleeps 12
Two Pines Properties

334 Nordic Lane
Home in Big Sky Montana
5 Beds • 4 Full Baths • Sleeps 12
Two Pines Properties

Modern Living Space with Gas Fireplace
Condo in Big Sky Montana
5 Beds • 4 Full Baths • Sleeps 12
Two Pines Properties

Spacious Living Room
Home in Big Sky Montana
5 Beds • 4 Full Baths • Sleeps 11
Two Pines Properties

Elkhorn 2201
Condo in Big Sky Montana
5 Beds • 3 Full Baths • Sleeps 8
Two Pines Properties

Professionally Decorated Living Room with Gas Fireplace and Smart TV
Townhouse in Big Sky Montana
4 Beds • 4 Full Baths • Sleeps 16
Two Pines Properties

1C Red Cloud Loop
Home in Big Sky Montana
4 Beds • 3 Full Baths • Sleeps 14
Two Pines Properties

Arrowhead Chalet Right on the Slopes
Cabin in Big Sky Montana
4 Beds • 3 Full Baths • Sleeps 14
Two Pines Properties

Main Living Area with Fireplace and Scenic Views
Condo in Big Sky Montana
4 Beds • 3 Full Baths • Sleeps 13
Two Pines Properties

Private Hot Tub- Perfect Apres Ski
Townhouse in Big Sky Montana
4 Beds • 3 Full Baths • Sleeps 13
Two Pines Properties

3 Black Moon
Home in Big Sky Montana
4 Beds • 3 Full Baths • Sleeps 13
Two Pines Properties

4 Highpoint Drive
Home in Big Sky Montana
4 Beds • 4 Full Baths • Sleeps 12
Two Pines Properties

29 Slalom Trail #302
Condo in Big Sky Montana
4 Beds • 4 Full Baths • Sleeps 12
Two Pines Properties

23 Black Eagle-7482
Townhouse in Big Sky Montana
4 Beds • 4 Full Baths • Sleeps 12
Two Pines Properties

Cozy Livingroom with Wood Burning Fireplace
Cabin in Big Sky Montana
4 Beds • 4 Full Baths • Sleeps 12
Two Pines Properties

Main Livingroom with Floor to Ceiling Windows and Balcony Access
Townhouse in Big Sky Montana
4 Beds • 4 Full Baths • Sleeps 12
Two Pines Properties

16 Washakie
Home in Big Sky Montana
4 Beds • 4 Full Baths • Sleeps 12
Two Pines Properties

Pheasant Tail 145a-1927
Townhouse in Big Sky Montana
4 Beds • 3 Full Baths • Sleeps 12
Two Pines Properties

5 Rose Bud
Cabin in Big Sky Montana
4 Beds • 3 Full Baths • Sleeps 12
Two Pines Properties

Main Floor Family Room
$750/night
Home in Big Sky Montana
4 Beds • 3 Full Baths • Sleeps 12
Two Pines Properties

Living Area with Wood Burning Fireplace
Townhouse in Big Sky Montana
4 Beds • 3 Full Baths • Sleeps 12
Two Pines Properties

Living room
Condo in Big Sky Montana
4 Beds • 3 Full Baths • Sleeps 12
Two Pines Properties

Gorgeous Little Coyote Modern Home with Beautiful Views and Cross Country Ski Access
Townhouse in Big Sky Montana
4 Beds • 2 Full Baths • Sleeps 11
Two Pines Properties

Main Living- Terrific Views, Wood Burning Fireplace and TV
Townhouse in Big Sky Montana
4 Beds • 4 Full Baths • Sleeps 10
Two Pines Properties

Den with gas fireplace, flat screen tv, and breathtaking views of lone peak
Condo in Big Sky Montana
4 Beds • 4 Full Baths • Sleeps 10
Two Pines Properties

Welcome to 90 Slalom!
Condo in Big Sky Montana
4 Beds • 4 Full Baths • Sleeps 10
Two Pines Properties

Arrowhead 1661
Townhouse in Big Sky Montana
4 Beds • 4 Full Baths • Sleeps 10
Two Pines Properties

Living Room with Wood Burning Fireplace & Flat Screen TV
Townhouse in Big Sky Montana
4 Beds • 3 Full Baths • Sleeps 10
Two Pines Properties

165 Blacktail-2536
Townhouse in Big Sky Montana
4 Beds • 3 Full Baths • Sleeps 10
Two Pines Properties

Mountain Lake 101C
Condo in Big Sky Montana
4 Beds • 3 Full Baths • Sleeps 10
Two Pines Properties

Luxurious Living Room Fit for the Whole Family
Townhouse in Big Sky Montana
4 Beds • 3 Full Baths • Sleeps 10
Two Pines Properties

Wood Burning Fireplace
Townhouse in Big Sky Montana
4 Beds • 3 Full Baths • Sleeps 10
Two Pines Properties

Welcome to Mountain Lake!
Condo in Big Sky Montana
4 Beds • 3 Full Baths • Sleeps 10
Two Pines Properties

Living Room with Wood Burning Fireplace
Townhouse in Big Sky Montana
4 Beds • 2 Full Baths • Sleeps 10
Two Pines Properties

5 Slalom Trail #401
Condo in Big Sky Montana
4 Beds • 4 Full Baths • Sleeps 9
Two Pines Properties

Wood burning fire place. Wood stocked in garage
Townhouse in Big Sky Montana
4 Beds • 3 Full Baths • Sleeps 9
Two Pines Properties

110 Crail Ranch
$350/night
Townhouse in Big Sky Montana
4 Beds • 3 Full Baths • Sleeps 8
Two Pines Properties

Spacious Livingroom with Wine Cooler
$314/night
Townhouse in Big Sky Montana
4 Beds • 3 Full Baths • Sleeps 8
Two Pines Properties