Madison Vacation Rental - Vacation Rentals in Fifty-Six

The Natural Treehouse Retreat 87 Getaway From US $211
         

9.8 (140 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • TV
Secluded Timbo Retreat - Hike, Swim & Kayak! From US $211
         

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10.0 (2 Reviews)
House
  • Parking
  • Security/Safety
  • Sports/Activities
Mountian View Retreat < 2 Mi to White River! From US $239
         

8.0 (1 Review)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
The 87Getaway Secluded Treehouse Escape From US $160
         

9.8 (227 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • TV
Emerald Gypsy Skoolie. a Quirky Chic School Bus From US $134
         

10.0 (121 Reviews)
Cabin
  • Air Conditioner
  • Pet Friendly
  • TV
Cottage at the Creek ~ On S. Sylamore From US $314
         

10.0 (113 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
Cabin-ette at the Creek ~ a Tiny Ozark Getaway From US $139
         

10.0 (97 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
Hidden A-Frame at Double Bridge with Firepit From US $237
         

10.0 (44 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly

Luxury Places to Stay in Fifty-Six

Over 63+ Luxury Places to Stay in or Near Fifty-Six
Meadow Cabin on Sylamore Creek From US $349
         

9.8 (102 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
Mountian View Retreat < 2 Mi to White River! From US $337
         

8.5 (4 Reviews)
House
  • Parking
  • Pet Friendly
  • Security/Safety
MV Cedar Lodge Sleeps 20 Fire Pit + Views From US $321
         

New
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
Cozy and centrally located in the middle of all the best of nature’s offerings! From US $285
         

A Modern Retreat in the Woods with Firepit From US $262
         

9.8 (140 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
The Aerie ~ A Modern Retreat at Double Bridges From US $255
         

10.0 (15 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
The Back Porch ~ Modern A-Frame with a View From US $242
         

10.0 (20 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
Blanchard Cabin in the Woods - fiber internet From US $217
         

9.8 (122 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • TV

Top-Rated Vacation Rentals with a Pool in Fifty-Six

Over 1+ Top-Rated Vacation Rentals with a Pool in or Near Fifty-Six
Cozy Cottage 7 Mi to Blanchard Springs Cavern From US $110
         

9.8 (47 Reviews)
Cottage
  • Air Conditioner
  • Pool
  • Balcony/Terrace

Pet-Friendly Vacation Rentals in Fifty-Six

Over 24+ Pet-Friendly Vacation Rentals in or Near Fifty-Six
Near Blanchard Springs! Classic Cabin in the Woods From US $145
         

Pack Your Bags And Leave Tonight. From US $178
         

9.8 (53 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
2 bedroom 1 bath cabin with privacy, 1 mile from main highway From US $150
         

9.6 (30 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
Mountian View Retreat < 2 Mi to White River! From US $144
         

9.0 (37 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
Cozy 1-bedroom cabin in lovely Mountain View with AC From US $85
         

8.0 (1 Review)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
Pack Your Bags And Leave Tonight. From US $184
         

9.8 (61 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Fifty-Six

Over 2+ Large Vacation Homes & Villas in or Near Fifty-Six
Homestead cabin on the hill From US $125
         

New
Cabin
  • Air Conditioner
  • Pet Friendly
  • Balcony/Terrace

Wheelchair Accessible Vacation Homes in Fifty-Six

Over 3+ Wheelchair Accessible Vacation Homes in or Near Fifty-Six
Quiet Country Cottage Upper Level From US $143
         

10.0 (12 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • TV
Tiny House On The Mountaintop From US $115
         

9.2 (9 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Quiet Rural cottage From US $143
         

9.6 (25 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • TV

Fifty-Six Vacation Rentals and Airbnb Places to Stay Under $200

Over 34+ Fifty-Six Vacation Rentals and Airbnb Places to Stay Under $200
Paynes Place- A Charming 2-bedroom cabin close to Blanchard Caverns/Mirror Lake From US $178
         

Secluded Vacation Rental Bordering Creek! From US $154
         

|
9.8 (5 Reviews)
House
  • Parking
  • View
  • Private Beach
The 87Getaway Cabin #1 From US $75
         

9.8 (132 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • TV
Secluded Timbo Retreat - Hike, Swim & Kayak! From US $169
         

9.8 (27 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • TV
Blanchard Caverns Cabin & 31 Acres on Scenic Hwy 14 From US $155
         

Glamping in an Authentic Style Sioux Tipi in the Heart of the Ozarks “The Elk” From US $164
         

10.0 (8 Reviews)
RV Rental
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Glamping in an Authentic Style Sioux Tipi in the Heart of the Ozarks “The Bear” From US $164
         

10.0 (7 Reviews)
RV Rental
  • Air Conditioner
  • Parking
  • Designated Smoking Area

Instantly Bookable Vacation Homes in Fifty-Six

Over 14+ Instantly Bookable Vacation Homes in or Near Fifty-Six
The 87Getaway Cabin #2 From US $88
         

9.8 (222 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • TV
Sunset Valley 3779 AR-87 From US $140
         

10.0 (30 Reviews)
Cabin
  • Air Conditioner
  • TV
  • Balcony/Terrace
Cabin in Heart of the Ozarks From US $141
         

10.0 (20 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Rustic Mtn-View Cabin < 1 Mile to White River! From US $151
         

Black Sheep Cabin ~ With Optional Casita From US $181
         

10.0 (6 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
Ridge Life Lodge From US $333
         

10.0 (3 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • TV
'Creekside Hideaway' w/Fire Pit + Creek Access! From US $259
         

9.8 (134 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
Jack's Bend~ A Guest Cottage ON Sylamore Creek From US $181
         

9.8 (97 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly

About Fifty-Six Vacation Rentals

With more than 72 Fifty-Six vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Madisonvacationrental 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 Fifty-Six.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Madisonvacationrental Fifty-Six, 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 Fifty-Six. Places to stay near Fifty-Six are 644.6 ft² on average, with prices averaging US $175 a night.

Madisonvacationrental makes it easy and safe to find and compare vacation rentals in Fifty-Six 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 Fifty-Six

Type Count
Cabin Rentals 46
Vacation Homes 12
Cottages 5
Holiday Apartments 4

Use these Quick Filters to Find a Vacation Rental in Fifty-Six

Pro Tip: Madisonvacationrental makes it easy to compare the best listings on Madisonvacationrental homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Madisonvacationrental 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 Fifty-Six.

Weather in Fifty-Six

View the weather forecast for Fifty-Six before booking your Fifty-Six 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

Fifty-Six Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Fifty-Six?
How many vacation rentals are available in Fifty-Six?

Currently, the total number of properties listed in 2026 is over 72 in the Fifty-Six area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Fifty-Six.