Too Doo - Vacation Rentals in Jefferson County

Charming, Spacious, Contemporary Mountain Retreat From US $366
         

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9.6 (6 Reviews)
House
  • Parking
  • Pet Friendly
  • View
SADDLE MOUNTAIN ESCAPE From US $162
         

9.8 (40 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety
Jefferson Inn From US $111
         

9.0 (725 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Relaxing Escape - The Clancy Cottage From US $220
         

10.0 (69 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • TV
Lee's apartment building on saddle mountain From US $229
         

10.0 (65 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • TV
Romantic Montana A-Frame with Hot Tub and Views From US $353
         

10.0 (18 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
Family Friendly Grama House From US $100
         

10.0 (17 Reviews)
Apartment
  • Parking
  • TV
  • Security/Safety

Luxury Places to Stay in Jefferson County

Over 94+ Luxury Places to Stay in or Near Jefferson County
Glamping Retreat From US $1,241
         

10.0 (1 Review)
RV Rental
  • Security/Safety
  • Bedding/Linens
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Jackson Creek Mountain Luxury Home From US $1,051
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Solar powered farm retreat includes 2 bonus tiny cabins! From US $826
         

Riverfront Montana Retreat - Deck, Fire Pit & Pond From US $694
         

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New
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Riverfront Montana Retreat - Deck, Fire Pit & Pond From US $656
         

Entire home in Boulder, MT The Boulder House From US $378
         

New
House
  • Pet Friendly
  • Security/Safety
  • Bedding/Linens

Top-Rated Vacation Rentals with a Pool in Jefferson County

Over 5+ Top-Rated Vacation Rentals with a Pool in or Near Jefferson County
Solar powered farm stay near wild hotsprings! From US $299
         

10.0 (5 Reviews)
Other
  • Parking
  • Pool
  • Balcony/Terrace
Mountain Paradise Dome From US $194
         

9.8 (14 Reviews)
Apartment
  • Pool
  • Security/Safety
  • Fireplace/Heating
Park View Place From US $71
         

10.0 (1 Review)
Condo
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Jefferson County

Over 40+ Pet-Friendly Vacation Rentals in or Near Jefferson County
Upper Ranch - 100 Acre Mountain Views From US $198
         

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9.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Ranch House in the Elkhorn Mountains From US $173
         

9.8 (120 Reviews)
House
  • Parking
  • Pet Friendly
  • TV
Adorable Montana Country Cabin From US $183
         

9.8 (23 Reviews)
Cabin
  • Parking
  • Pet Friendly
  • TV
Upper Ranch - 100 Acre Mountain Views From US $241
         

9.6 (28 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Charming, Spacious, Contemporary Mountain Retreat From US $290
         

Little Pipestone Lodge w/Views From US $279
         

9.4 (24 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Cozy Cabin From US $151
         

9.0 (31 Reviews)
Cabin
  • Pet Friendly
  • TV
  • Balcony/Terrace

Large Vacation Homes & Villas in Jefferson County

Over 3+ Large Vacation Homes & Villas in or Near Jefferson County
Country living, 20 acres, Horses, Dogs, Family Fun From US $369
         

8.6 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Montana Hobbit House! From US $277
         

9.8 (6 Reviews)
House
  • Parking
  • Pet Friendly
  • TV
Iron Wheel Ranch Gathering House From US $545
         

New
House
  • TV
  • Balcony/Terrace
  • Bedding/Linens

Wheelchair Accessible Vacation Homes in Jefferson County

Over 2+ Wheelchair Accessible Vacation Homes in or Near Jefferson County
Little Pipestone Lodge w Views From US $285
         

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New
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Jefferson Inn From US $135
         

8.7 (250 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly

Jefferson County Vacation Rentals and Airbnb Places to Stay Under $200

Over 32+ Jefferson County Vacation Rentals and Airbnb Places to Stay Under $200
Creekside Clancy Cabin in Helena Natl Forest! From US $172
         

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New
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Glamping Tibet Tent #1 From US $164
         

10.0 (1 Review)
House
  • Security/Safety
  • Bedding/Linens
  • Fireplace/Heating
Glamping Tent Tibet #4 From US $164
         

8.0 (1 Review)
House
  • Security/Safety
  • Bedding/Linens
  • Fireplace/Heating
BIGFOOT'S GETAWAY From US $138
         

New
House
  • Air Conditioner
  • Security/Safety
  • Sports/Activities

Instantly Bookable Vacation Homes in Jefferson County

Over 38+ Instantly Bookable Vacation Homes in or Near Jefferson County
Whiskey Creek Retreat From US $229
         

9.8 (7 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Log Cabin in Whitehall From US $237
         

New
House
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Glamping Nature Tent #3 From US $164
         

New
Other
  • Security/Safety
  • Bedding/Linens
  • Fireplace/Heating
Cozy Montana retreat! From US $149
         

10.0 (12 Reviews)
Apartment
  • Parking
  • Pet Friendly
  • TV
Charming 4bd/2.5 bath home with indoor fireplace! From US $497
         

10.0 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

About Jefferson County Vacation Rentals

With more than 103 Jefferson County vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Toodoo and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Jefferson County.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Toodoo Jefferson County, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Jefferson County. Places to stay near Jefferson County are 467.43 ft² on average, with prices averaging US $262 a night.

Toodoo makes it easy and safe to find and compare vacation rentals in Jefferson County with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Jefferson County

Type Count
Vacation Homes 52
Cabin Rentals 19
Holiday Apartments 16
Others 6
Cottages 4
Hotels 3
B&B 1

Use these Quick Filters to Find a Vacation Rental in Jefferson County

Pro Tip: Toodoo makes it easy to compare the best listings on Toodoo homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Toodoo homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Jefferson County.

Weather in Jefferson County

View the weather forecast for Jefferson County before booking your Jefferson County Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Jefferson County Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Jefferson County?
How many vacation rentals are available in Jefferson County?

Currently, the total number of properties listed in 2026 is over 103 in the Jefferson County area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Jefferson County.