Vacation rentals in Woodside

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Top-rated vacation rentals in Woodside

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

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Top guest favorite
A spacious brick-front home is presented with a gravel driveway and attached two-car garage. The structure features multiple skylights, enhancing natural light. A covered porch with seating invites relaxation, surrounded by lush greenery and trees, offering a serene outdoor setting.
Earthen home in Eminence
4.96 out of 5 average rating, 108 reviews

RockStack Retreat | Private 10 Acres · Jacks Fork

Escape to Rockstack, your own private retreat on 10 wooded acres minutes from the Jacks Fork River and Eminence. With no neighbors in sight, you'll enjoy rare quiet, space, and a true sense of seclusion. Spend your days floating the river or exploring nearby parks and trails, then return to peaceful surroundings and evenings by the fire under the stars. Ideal for families, friends' getaways, and small groups seeking a relaxing Ozark stay — with room for up to 10 to spread out and truly unwind.

Top guest favorite
A quaint cottage with a metal roof is surrounded by trees and open space. The structure is complemented by a nearby silo and a parking area with gravel. Natural light enhances the peaceful outdoor setting, with sparse landscaping and a picnic table visible in the foreground.
Cottage in Couch
4.98 out of 5 average rating, 146 reviews

Garfield Getaway LLC

Newly added 2nd bathroom and laundry attached to the cottage in a Grain Bin! Relax with the whole family in this peaceful country setting located approximately 10 miles from the beautiful Eleven Point River, well known for its canoeing, kayaking and fishing. Enjoy cooking on the grill and s’mores by the firepit. Also enjoy the Mark Twain National Forest with its beautiful hiking trails and natural springs. Party’s not allowed!

Guest favorite
A wooden bench is positioned near the riverbank, adorned with vibrant flower pots and a decorative pillow featuring a bird design. The calm water of the Jacks Fork river is visible, framed by trees in early foliage.
Cabin in Mountain View
4.93 out of 5 average rating, 219 reviews

#ContemplationCabin on the Jacks Fork River!

This is a cozy riverfront cabin which is 1 of 2 separate cabins located on 25 acres near the "Barn Hollow Natural Area" just 8 miles outside Mountain View Missouri. While looking out over the Jacks Fork river from the cabin you can hear the soothing sound of the river flowing. The river access for swimming, crackling wood burning stove, and hot tub are just some of the many things about this cabin that you are sure to love!

Guest favorite
A spacious living area features a large sectional sofa with decorative pillows, a coffee table, and a flat-screen television. The stone fireplace adds warmth to the room, complemented by wall mirrors. Soft lighting creates a comfortable environment for relaxation and gathering.
Home in Winona
5.0 out of 5 average rating, 26 reviews

3 BD 2 bath family home

Bring the whole family to this great place with lots of room for fun. Enjoy all that Shannon County has to offer.. Drive just 11 miles to the best swimming hole in the Ozarks, Rocky Falls Shut ins. From there you can go hiking on the Ozark Trail and look at the elk. If you prefer to float, the Current River and Jacks Fork are just 15 minutes away. Come relax in our home away from home in the heart of river country.

Superhost
Farm stay in Alton
4.95 out of 5 average rating, 140 reviews

Big Pine Farm Studio Apartment

Enjoy a peaceful stay in our cozy studio apartment on a 160-acre working farm. The apartment, attached to our garage, features a queen bed, bunk beds, and a cot. Relax by the fire pit, explore open space for walking or running, and meet our cows, goats, chickens, guineas, and dogs. Wildlife is abundant. Located just 2 miles from town and 10 miles from the Eleven Point River. No smoking. Non-shedding pets welcome.

Top guest favorite
A rustic cabin perched on stilts overlooks the Spring River, connected by a wooden staircase. An outdoor deck is adorned with red umbrellas, surrounded by lush greenery. A small area is visible at water level, enhancing the property’s direct river access.
Cabin in Hardy
4.96 out of 5 average rating, 134 reviews

Shipp’s Landing-Cozy Secluded Retreat on the water

Take it easy at this tranquil cabin getaway directly on the Spring River; ideal for trout/bass fishing, kayaking/tubing and relaxing. Indulge in the comfort of this off the beaten path retreat. Spacious back deck overlooking the water. Enjoy listening to the sounds of the river around the fire pit that comes stocked with complimentary wood, or show off your skills on the top deck with a charcoal grill!

Superhost
A cabin is presented with a green exterior and a metal roof. A staircase leads to a balcony featuring two outdoor chairs. The surrounding area is lush with trees, providing a natural backdrop. A small outdoor seating area is visible at the base.
Cabin in Alton
4.91 out of 5 average rating, 188 reviews

Kayden’s Cabin

We are a family owned cabin near the Eleven Point River! We are located exactly 11 miles from the intersection of 19 North and 19 South in Alton, Missouri on AA Highway. Our cabin sleeps six people with a queen size bed, one set of bunk beds, full size blow-up mattress, and a loveseat. We are about a mile and a half from Whitten Access. Please No smoking, pets, or partying.

Top guest favorite
A large, double slipper clawfoot tub is positioned against a backdrop of rustic wooden walls. A stylish mirror reflects the room, while a small chair sits nearby. A modern electric fireplace adds a touch of warmth, and soft lighting illuminates the space.
Home in Birch Tree
5.0 out of 5 average rating, 136 reviews

The Aviary Retreat

Newly renovated 1900’s farmhouse with attention to detail. Historic home with current new fixtures. This gorgeous home has beautiful bathroom with a large shower and a double slipper clawfoot tub. We hope you enjoy your stay in our fully restored historic home. Only a short walk to restaurant and bar. There is a security camera on property outside beside backdoor.

Superhost
The exterior of the house features a welcoming front porch with wooden railings and steps leading to the entrance. Flanking the path, colorful flowers are arranged in pots. The surrounding area is adorned with trees, providing a natural backdrop.
Home in Mammoth Spring
4.82 out of 5 average rating, 203 reviews

The Archer House - 1 block from Spring River!

The Archer house is just two blocks from main street, one block from the Spring River, a short walk to Mammoth Spring State Park and close to dining and shopping. It has been completely remodeled in fall of 2022 and features many unique and premium features. Including a walk-in tile shower, wood ceilings in part of the house, cedar-clad front porch and more.

Guest favorite
Tiny home in Winona
5.0 out of 5 average rating, 10 reviews

The Green Cabin - Cozy Getaway in the Ozarks

Cozy cabin nestled in the scenic Ozarks, surrounded by nature and close to Mark Twain National Forest. Ideal for a peaceful getaway with hiking, springs, and rivers nearby. Features a queen bed, sofa bed, and a fully equipped kitchen. Starlink internet available (weather dependent). Quiet, private setting. No hunting on property. Driveway camera for security.

Top guest favorite
Home in Birch Tree
4.95 out of 5 average rating, 21 reviews

CountryComfortRetreat

Relax with the whole family at this peaceful country getaway! Spend your evenings unwinding while watching all kinds of wildlife right from your doorstep after a full day of adventure and river fun. The spacious yard is perfect for kids to run, play, and burn off all that extra energy! If you love the outdoors, this is the perfect place for you.

Top guest favorite
A cozy living area features a stone fireplace surrounded by wooden walls and large windows. Comfortable seating arrangements include a beige couch, armchairs, and a wooden coffee table. Natural light fills the space, enhancing the cabin feel, with a view of the outdoors visible through the windows.
Home in Van Buren
4.99 out of 5 average rating, 136 reviews

Luxury Log Cabin: 5 bedroom Van Buren River Cabin

Luxury log cabin near Big Spring, the Current River & Ozark National Scenic Riverways—just 1 mile from town! 5 bedrooms (1 king, 3 queen, 1 twin bunk), 3 full baths, two large living rooms, fireplace, outdoor kitchen, gas fire pit & scenic views. Family-friendly with yard games & kid amenities. Explore river fun with local outfitter, The Landing.

Popular amenities for Woodside vacation rentals