Holiday houses in Fidelity

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Top-rated holiday rentals in Fidelity

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Top Guest favourite
The guesthouse interior features an open layout with a queen bed adorned in soft linens next to a sleek nightstand. A cozy sofa and a circular dining table with four chairs complement the space, with natural light filtering through the windowed doors.
Guesthouse in Webb City
4.97 out of 5 average rating, 663 reviews

Bright and Modern Private Guesthouse near Route 66

Our guesthouse is ready to host the most discerning traveler. You will appreciate the clean private guesthouse that is located on a quiet neighborhood street in a newer central subdivision that is close to all that SW Missouri has to offer. Please note that we offer a microwave, refrigerator, coffee maker, dishes, and utensils in the kitchen area, there is no stove/ oven. Parties and events are not allowed. Any extra guests need to have prior approval from the host before they arrive on site.

Guest favourite
The exterior of the home features a welcoming blue siding with wooden shutters. A wooden ramp leads to the entrance, flanked by seasonal flower arrangements. The area is shaded by trees, offering a peaceful retreat surrounded by nature.
Tiny home in Anderson
4.93 out of 5 average rating, 149 reviews

Creekside Tiny House

Need a vacation or just looking to see if tiny living is right for you? Then look no further! With the thoughtful layout and endless amenities you wont believe this house is only 352 sqft. Nestled on a wooded hillside in town with a beautiful outdoor living space next to the creek, you will feel like you have your own hidden oasis with all the convenience of civilization. Free EV charging! Nearby Outdoor Fun: Indian Creek 1mi Bluff Dwellers Cave 11mi Big Sugar State Park 12mi Elk River 12mi.

Top Guest favourite
The log cabin is illuminated at night, showcasing its rustic exterior with wooden logs and a peaked roof. The front porch features seating options, while a welcoming door is central to the facade. Windows allow light to spill out, creating a cozy ambiance.
Tiny home in Quapaw
4.97 out of 5 average rating, 322 reviews

Peoria Hills/Cabin/Route66 /casinos

The log cabin is located in the hills of Peoria, OK. on twenty plus acres of land. Amenities include Wi-Fi, small bathroom with shower only, TV, sleeping arrangements are a queen bed, a sofa bed, and an air mattress upon request . Lots of room outdoors to walk around, the terrain is rocky and uneven so sturdy shoes are recommended. With a small pond close by Deer, fox, skunks, raccoons and coyotes are roaming the woods so please pay attention to small animals and children when outdoors

Top Guest favourite
A rustic kitchen features corrugated metal walls and wooden accents. A large farmhouse sink sits beneath a window, complemented by ample countertop space. Shelves display various kitchenware, while a dining table with white chairs is positioned nearby, along with a wooden bowl and trash can.
Farm stay in Carthage
4.98 out of 5 average rating, 498 reviews

Old Missouri Farm

Newly remodeled, 110 yr old farm house and cattle ranch on 125 acres of Ozark fields and forest off historic Route 66 Highway. We welcome those who can stay just one night or those who want to stay longer. Hike in our woods, view wildlife, enjoy a bonfire, or just sit on the porch and relax! We have an Activity Barn with all sorts of outdoor gear/toys. The house has a fully equipped kitchen and we are close to the historic town of Carthage where there are several great restaurants.

Guest favourite
A rustic two-story cabin is illuminated by soft outdoor lighting in the evening. The wooden exterior features large windows and a spacious front porch with four columns. The entrance is framed by a wooden door, welcoming guests into the charming space.
Cabin in Joplin
4.91 out of 5 average rating, 181 reviews

Sunset Pond Retreat

Retreat to this charming two story cabin overlooking the beautiful, peaceful Sunset Pond! Only a short distance from Joplin, Carl Junction, and Galena, KS, this cabin is surrounded by several ponds, the largest of which is right outside your front door. The cabin features free WIFI, 3 Smart TV's, a fully equipped kitchen, and a washer & dryer. Outside, enjoy catch and release fishing from the dock or just sit and take in the moment when a gorgeous sunset meets the peaceful water!

Superhost
A cozy loft space is highlighted by a spacious bed adorned with a vibrant pink pillow. Stylish teal chairs are arranged near a wooden table, and a modern kitchenette is visible in the background, complemented by light streaming through yellow curtains.
Guesthouse in Webb City
4.8 out of 5 average rating, 123 reviews

The Crow's Nest: Executive Loft

Experience luxury at an affordable price in downtown Webb City's Crow's Nest! This meticulously cleaned & renovated loft features a Nectar mattress, comfy chairs, classy bathroom, & a fully equipped kitchenette. It's 2 minutes off 249, close to boutiques, food, trails, theater, & the Praying Hands. Only 15 min to Joplin or Carthage. High-speed internet, pet-friendly, laundry, & a fenced yard. The Crow's Nest offers the most lavish & economical stay in Webb City. Book now!

Top Guest favourite
A hot tub is positioned on a private deck, surrounded by soft lighting from candles. Steps lead up to the tub, which features a control panel and a cover resting nearby. The serene environment is enhanced by the night sky and distant lights.
Cottage in Joplin
4.99 out of 5 average rating, 442 reviews

The Hideaway

Welcome to your private hot tub & (Seasonal) above ground swimming pool!! ENJOY!! 👙 🌞 NO PARTIES Your family will be close to everything when you stay at this centrally-located cottage. Carthage, Webb City & Joplin. Enjoy our quiet, peaceful, cozy cottage, equipped with a queen size bed & full size Lazy Boy hideabed. Sit on the wrap around porch & watch the deer & turkey stroll thru. We are located about 1 mile off Route 66 and easy access to I-49 & I-44.

Top Guest favourite
The farmhouse is composed of red wood and stone, nestled among lush green lawns. A large tree provides shade in the front yard, while the surrounding landscape features gentle slopes and open space, creating a serene country setting.
Home in Carthage
4.96 out of 5 average rating, 242 reviews

Retreat Venue at Ozark Highlands Farm

Thanks to two of our former guests, Kerry & Mary Hersch, who shared some of Kerry's wonderful photos for our site. Stirling, a spacious 5-bedroom farmhouse (sleeps 16,) on 60 beautiful, Ozark acres, offers opportunities to explore, play in the creek, or just sit on the deck and relax! As of, August, 2025, Thirties & the Milk House are Cottages on our property which are both currently rented full-time, but that can change, so feel free to ask!

Top Guest favourite
A cozy outdoor seating area is highlighted by a gas fire pit, with flames dancing over a bed of stones. The distant horizon showcases a sunset with vibrant colors, while the private hot tub is visible nearby, surrounded by the open landscape.
Home in Carthage
5 out of 5 average rating, 180 reviews

The Perfect Retreat: Modern Tiny Home- Hot Tub

A cozy and romantic luxury tiny home with a private hot tub under the stars. Wake up with coffee on the porch swing, watch the sunset from the spa, and unwind by the firelight in the evenings. Designed for slow mornings, peaceful nights, and reconnecting — just outside Carthage and next to I-44, enjoy the countryside and easy access to town. Perfect for couples, solo retreats, or a small, restful escape.

Top Guest favourite
Dome in Eagle Rock
4.97 out of 5 average rating, 245 reviews

Romantic Couples Nature Retreat

In May, your getaway does more than create memories — it plants roots. We’ll plant a small evergreen with a personalized plaque as a living reminder that your stay helped something grow. Welcome to Campfire Hollow — a cozy 20’ geodesic dome tucked into the trees, designed for slowing down, unplugging, and reconnecting with nature.

Top Guest favourite
Two charming tiny houses are situated side by side, each featuring a welcoming porch with brightly colored doors. Lush greenery and colorful flowers surround the homes, complemented by a manicured lawn and a clear blue sky above, creating a serene outdoor environment.
Tiny home in Joplin
4.95 out of 5 average rating, 580 reviews

No fees/ East Joplin/I44/249/Someplace Nice

If your looking for “Someplace Nice” to stay! You found it! This tiny home is located in a quiet neighborhood, has onsite parking, fast internet, and most everything found in a large home with a “nice” tiny home experience.

Top Guest favourite
Cabin in Asbury
4.98 out of 5 average rating, 105 reviews

The Cozy Cottage on The Hill

Take it easy at this unique and tranquil getaway. Located between Joplin Missouri and Pittsburg Kansas, the Cozy Cottage is our newest addition. Lofted Queen Bed

Popular amenities for Fidelity holiday rentals

  1. Airbnb
  2. United States
  3. Missouri
  4. Jasper County
  5. Fidelity