Holiday houses in Webb City

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Top-rated holiday rentals in Webb City

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

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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, 706 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.

FamilyValueWalkability

Guest favourite
Home in Webb City
5.0 out of 5 average rating, 16 reviews

The Broadway Place on Historic Route 66

Welcome to The Broadway Place, a beautifully restored destination along Historic Route 66 where timeless Americana meets modern comfort. Located in Webb City, Missouri, just a short walk from Downtown Webb City, this iconic stay celebrates the charm, music, and adventure that made the Mother Road legendary. Experience boutique-style comfort with themed suites blending vintage Americana charm with modern design, this Route 66 gem offers a memorable stay filled with history, style, and connection.

LocationFamilyWi-Fi

Top Guest favourite
The living room showcases a cozy fireplace with a decorative mantle, surrounded by natural light flowing through the windows. Comfortable seating options include two armchairs and a neutral sofa, positioned on a soft area rug. Decorative elements such as plants and framed artwork enhance the inviting atmosphere.
Place to stay in Joplin
4.98 out of 5 average rating, 133 reviews

Bright & Super Stylish home w/ perfect location!

Immaculate home on one of Joplin's most beautiful landmark streets, well kept homes in every direction of this brand newly renovated home! Style & comfort were top of mind. USB/plugins by every bed, dimmable & remote controlled fans in each bedroom add to your convenience. High end sheets & cooling mattress pads for a great nights sleep. The fireplace can crackle & burn with or without heat, so you can feel cozy even when it's hot out. The kitchen is perfection & well stocked with all you need.

FamilyValueKitchen

Top Guest favourite
The exterior of the Victorian home is showcased, featuring a stone and siding facade with a prominent turret. A winding stone pathway leads to the entrance, framed by trees with autumn foliage. The surrounding yard offers a blend of green grass and landscaped areas.
Home in Webb City
4.98 out of 5 average rating, 44 reviews

Charming 19th Century Victorian in Webb City, MO

Built in the late 1800s, this historic Victorian era home has many unique features, including original sliding partition doors, stained glass windows, and intricate wood trim. New additions include: remodeled and updated spaces with an electric fireplace and a spiral staircase leading to third floor suite. The backyard has a deck and entertaining area that features a stage and pond, plus 2 more bathrooms. With cozy and modern furnishings, this home is perfect for hosting family and friends!

LocationValueWalkability

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, 489 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.

FamilyLocationHeating

Guest favourite
A living room is presented with a comfortable sofa set and an armchair. Natural light enters through the windows, complemented by a ceiling fan. The space features a wall-mounted television and an entertainment unit with decorative items, including sunflowers. A small side table with a lamp is also visible.
Home in Joplin
4.98 out of 5 average rating, 112 reviews

NoFees/eastJoplin/Carthage/I44/249/Casino/MSSU/PET

Your family will be close to everything when you stay at this centrally-located home. This home is located within 5-15 minutes to everything in Joplin, Carthage or Neosho and yet secluded in nearby Duneweg. Duneweg is a suburb of Joplin and is very close to where I44 and 249 merge! Making it easy to get place to place or back up on the interstate after a nights rest! This home is located on a quiet street with a tranquil wooded area and pull through parking.

LocationFamilyPets

Guest favourite
Home in Carterville
4.97 out of 5 average rating, 37 reviews

125 Charmer, brand new home: Webb City/Joplin

Welcome to your brand-new home away from home. Perfectly located just minutes from the freeway and conveniently positioned between Joplin, Carthage, and Webb City. Close to shopping, dining, and local attractions, this space is stocked for comfort and ease. Enjoy extra-cozy beds, a WiFi TV in every room, and thoughtful touches throughout. Whether for family time or a relaxing stop along your journey, we strive to make your stay effortless and enjoyable.

LocationFamilyHospitality

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
5.0 out of 5 average rating, 193 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.

LocationFamilyView

Top Guest favourite
A compact kitchen area is visible, featuring a stainless steel refrigerator and stove. Light blue cabinetry complements the gray backsplash. A small bar area with two wooden stools is present, alongside a cozy gray sofa adorned with patterned cushions.
Home in Webb City
4.96 out of 5 average rating, 360 reviews

The Tiny Grey - cheery and bright tiny house

Enjoy our original tiny house for your home away from home travels. A total renovation was recently completed including a full size refrigerator and stove. We are just a few blocks away from King Jack Park where you can take a walk around the lake and visit the Praying Hands Statue. We are also centrally located to major highways for easy access to make your travels easier.

ValueFamilyAccess

Top Guest favourite
A charming treehouse structure is nestled among tall trees, supported by sturdy stilts. A spacious deck showcases seating for outdoor relaxation. The surrounding landscape features a mix of greenery and open space, creating a serene environment.
Treehouse in Galena
4.96 out of 5 average rating, 116 reviews

The Treehouse Galena Kansas

Stairs and dock are available for easy access to the river. Great fishing. Kayaks and canoe available also tubes for floating. Continental breakfast, lots of drinks and snacks. Sit on the spacious deck and watch the wildlife. Enjoy the quiet surroundings. You won’t find a little vacation getaway any better in our area. Come experience the quiet & the beautiful surroundings.

FamilyLocationWalkability

Guest favourite
A welcoming living area features a large brown sectional sofa arranged around a low coffee table. Soft light enters through wide windows, enhancing the open feel. A ceiling fan is mounted above, and a simple black side table sits beside the couch on a patterned rug.
Home in Webb City
4.81 out of 5 average rating, 135 reviews

Modern 3 BR*200" Screen Theater Room

*Fresh remodel w/ modern updates. *Theater room with massive 200” screen. *2 of bedrooms have full sized beds with additional pull out trundle beds with full size mattresses. There is also a pull-out couch bed in the theater room *Back yard is fenced in *No parties *10p quiet time outside

LocationValueBarbecue

Guest favourite
An open living space is presented, featuring a modern kitchen with stainless steel appliances and a dining table with two woven chairs. Sliding barn doors lead to the bedroom area, showcasing a bed framed by soft lighting against a light-colored wall. Natural wood flooring complements the design.
Tiny home in Joplin
4.93 out of 5 average rating, 160 reviews

Deluxe Studio, sleek & cozy!

New tiny home/studio with brand new furnishings just a five minute walk from the UMKC Medical School, and within three miles of both hospitals, downtown Joplin shopping, parks, walking paths, restaurants, and much more. Perfect for couples or students or working adults. No Pets, No Smoking

LocationValueLong stay

Popular amenities for Webb City holiday rentals

Frequently Asked Questions

  • What are the best places to stay in Webb City?

    Many visitors choose vacation rentals near downtown Webb City or neighborhoods close to city parks for easy access to local attractions and walking paths. The area has a mix of renovated historic homes and modern properties.

  • What are the best things to do in Webb City with kids?

    Webb City has playgrounds, splash pads, and family-friendly parks for outdoor fun, as well as community centers with activities. Exploring local murals or visiting educational exhibits at a regional museum can also engage young visitors.

  • What are some of the best things to do in Webb City?

    Explore historic murals in the downtown area, wander through Webb City's parks, and visit the Webb City Historical Society Museum for local history. Community markets and seasonal gatherings reflect the city’s welcoming spirit.

  • How is the weather in Webb City?

    Webb City has cold winters around 23–44°F (-5–7°C), sometimes with snow, and warm, humid summers near 67–89°F (20–32°C). Spring and fall bring mild temperatures, blooming gardens, and increased rainfall.

  • When is the best time to visit Webb City?

    Late spring and early fall are often recommended for Webb City, with mild temperatures around 65–75°F (18–24°C) and seasonal festivals. Summer brings warmer weather suitable for outdoor activities, while winter is cooler and quieter.

  • What are the best places to visit in Webb City?

    Webb City has vibrant murals downtown, community parks with playgrounds, and locally rooted markets. The Webb City Historical Society Museum is often recommended for exploring the region’s past. Seasonal events frequently animate the area.

  • What are some hiking trails in Webb City?

    Webb City has several parks with walking and nature trails, including paths at local recreation areas and green spaces. For a longer trek, explore the prairies or woodlands around the city, which feature gentle terrain and seasonal wildflowers.

  • What are some family activities we can do in Webb City?

    Families can enjoy local parks, playgrounds, and swimming areas, as well as participate in seasonal community events. Visiting museums or exploring the outdoor murals around Webb City is often suggested for group outings.

  • What are some of the best day trip ideas from Webb City?

    Consider exploring nearby art museums, state parks, or traditional markets for a day adventure outside Webb City. Regional cultural sites and lakes, as well as nature trails, are frequently suggested by locals.

  • Are there any pet friendly accommodations available in Webb City?

    Webb City has pet-friendly vacation rentals available throughout neighborhoods near city parks and downtown. Many hosts welcome pets, allowing guests to enjoy nearby trails and outdoor spaces with their companions.

  • What are some local tips for visiting Webb City?

    Locals often suggest starting your morning at a café, exploring historic murals, and attending seasonal markets. Consider visiting during community festivals to experience Webb City's welcoming atmosphere.

  • What is Webb City known for?

    Webb City is known for its roots in mining history, vibrant murals, and community-centered festivals. The city also has a reputation for locally owned shops, historic architecture, and welcoming public spaces.

  • What are the best hidden gems to explore in Webb City?

    Explore locally owned antique stores, small art galleries, or community gardens around Webb City for a more distinct experience. Some visitors enjoy historic sites and less-visited parks tucked in quiet neighborhoods.

  • What are the best foods to try in Webb City?

    Webb City has locally rooted flavors such as barbecue, homemade pies, and diner classics. Farmers’ markets frequently feature seasonal produce, baked goods, and regional specialties, especially during warm months.

  • What should I bring for a trip to Webb City?

    Pack comfortable walking shoes for exploring downtown and parks, and bring a reusable water bottle. If visiting during summer, light layers are encouraged, while fall and winter call for warmer clothing due to cooler temperatures.

  • What is the nightlife in Webb City like?

    Webb City's nightlife centers around casual bars, family-owned restaurants, and occasional live music venues. Community gatherings and small events often provide opportunities for evening entertainment and local conversation.

  • What are the most popular events or festivals in Webb City?

    Webb City hosts outdoor markets in warmer months, a fall festival with arts and food, and community parades, often anchored around holidays such as Labor Day weekend. Seasonal celebrations create opportunities to connect with local traditions.

  • Are there family friendly vacation rentals in Webb City?

    Webb City has family-friendly vacation rentals, including spacious homes and apartments with amenities such as kitchens and yard access. Many options are near city parks and playgrounds, making it easy to plan outings.