Pet-friendly holiday rentals in Greene County

4.99 out of 5 average rating, 279 reviews

The exterior of a charming home is showcased, featuring a spacious front porch supported by wooden beams. Planters with vibrant green ferns hang from the eaves, and flower beds filled with colorful blooms border the walkway. Lush grass surrounds the property, enhancing the inviting appeal.

Bungalow in Springfield

The Dryer House - Walk to Coffee, Dining & Shops

The Dryer House is a cozy retreat in Springfield’s charming historic Rountree neighborhood. This home features 2 bedrooms, 2 baths, fireplace, and fully stocked kitchen. Enjoy your morning coffee on the spacious front porch or unwind out back with the fire pit in the fenced, pet-friendly yard. Located on quiet, tree-lined streets perfect for walking and biking - yet just minutes from downtown, dining, and shopping. The Dryer House is the perfect blend of peaceful escape and central convenience.

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Earthen home in Springfield

A modern underground home features a unique architectural design, with sloped green roofs and large windows. An outdoor area is seen with a circular arrangement of wooden stumps surrounding a fire pit and a dining table set for six, all against a backdrop of lush greenery.

4.91 out of 5 average rating, 116 reviews

Unique 'Earthouse' Retreat w/ Spring-Fed Creek

Enjoy living at its finest with an unforgettable stay at this modern underground 3-bed, 3-bath home! Earthouse offers unique architectural design providing guests with an open inviting interior complete with high-end furnishings, modern decor, and abundant natural light. Whether you're exploring Springfield, visiting local colleges, making your way to Branson for the day, or getting away, this luxurious, one-of-a-kind abode will be your ideal home base! NO PARTIES, EVENTS, OR LARGE GATHERINGS.

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The Craftsman style bungalow is framed by lush trees, showcasing a welcoming front porch. Decorative red, white, and blue bunting adorns the entrance, providing a festive touch. A stone pathway leads to the front door, enhancing the home's inviting curb appeal.

4.88 out of 5 average rating, 223 reviews

Moon City Art Pad & Patio

The Moon City Art Pad & Patio is a Craftsman style bungalow built around 1917 and we have owned it since 2000. While helping develop the Commercial Street Historic District since 1994, it has been the perfect place to live! Now, we have loved updating it to make it a place that guests and their pets will love. Artists with connections to Springfield are showcased, their original works line the walls. The patio and yard are perfect places to watch birds, relax and enjoy throughout the day.

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The living area features a warm-toned leather sofa and a dark ottoman. A round wall clock is positioned above, while wood beams add character to the vaulted ceiling. A wall-mounted TV is visible, and the open layout connects to the kitchen area.

4.94 out of 5 average rating, 239 reviews

Cozy&Quiet Modern Retreat Near Hwy 65 & Cherry St

!NO CLEANING FEE PET FRIENDLY! This beautifully renovated, clean and simple 2-bedroom, 1-bath home is on a large lot in a quiet neighborhood near Hwy 65. Just minutes from dining, grocery stores, and more. Enjoy a King and Queen bed, Smart TVs in each bedroom and the living room, a fully stocked kitchen, and a garage. Pet-friendly with a 30-foot dog trolley runner cable ($50 pet fee). 10 minutes or less to Bass Pro, Mercy Hospital, and local universities. Branson is 40 minutes away!

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4.91 out of 5 average rating, 225 reviews

A modern container unit is set within a lush outdoor space, surrounded by trees. The covered patio features a stone seating area with a table and chairs, complemented by a wooden deck. Large glass doors offer a view into the interior, inviting natural light.

Tiny home in Springfield

Modern Glamping Container Close To Springfield

Create a new fun getaway experience in the air conditioned modern converted container on 3 private acres just minutes from food, shopping, and the Wilson’s Creek civil war battlefield. Enjoy the sunset views from the covered porch or curl up next to a fire under a blanket while you taste our gourmet s’mores options. The Greenway trail is an easy walk or rent our bikes for a fun ride on the Ozark trail. The unit has a private bath house with a shower and compost toilet. King bed.

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4.98 out of 5 average rating, 692 reviews

A spacious bed is set against a patterned wall featuring geometric designs. Two decorative pillows adorn the bed, and a soft blanket is casually draped across the foot, while natural light filters in through a nearby window.

Apartment in Springfield

Gorgeous studio apartment in perfect location

Avoid hotels and treat yourself to a private, beautifully-decorated, dog-friendly studio apartment next door to Springfield’s best Italian deli and an Asian bubble tea cafe! We are located at the edge of a safe & scenic neighborhood, and within walking distance of restaurants, a night club, and MERCY HOSPITAL! MSU, Bass Pro Shops & the Battlefield Mall are within 2 miles. We are 10 minutes from the downtown nightlife, 20 minutes from the airport, and 45 minutes from Branson.

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4.92 out of 5 average rating, 566 reviews

A modern living area features exposed brick walls and hardwood flooring. A spacious leather sofa is positioned across from a large flat-screen TV. Decorative lighting elements along with a small dining table and plants add a touch of warmth to the space.

Loft in Springfield

Beeman's Brick Loft

Beeman’s Loft gives you a view into the mid-century look at Historic Springfield. This two bedroom loft living space includes a private deck perfectly suited for an Urban sunset evening, including grill and chiminea. Beeman’s is walking distance from lounges and dinning, including some of trip advisors favorite eats! With a modern feel, this Loft includes a walk-in shower and a jetted tub, full kitchen for entertaining and space for a great night on Historic C-street.

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A living area features a cozy seating arrangement with a large gray sofa and a pink accent chair. A small white table with transparent chairs is positioned nearby. Light softly illuminates the space, highlighting two wall art pieces that evoke a cityscape.

4.95 out of 5 average rating, 295 reviews

Virginia Modern Luxury

Say hello to this modern glam home that is in the PERFECT location. Virginia has been recently renovated, professionally decorated, and is professionally cleaned. Enjoy the amenities of home with a touch of city glitz and glam! It is located in a QUIET neighborhood close to Mercy Hospital Main Campus in the heart of Springfield. Virginia is centrally seated to access all that Springfield has to offer! Back yard is fenced for fur babies. Welcome to your glamorous stay!

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Guesthouse in Springfield

A spacious sleeping area features a queen-size bed with soft linens and several decorative pillows. Light walls are complemented by warm brown accents. A wardrobe and a small basket are positioned nearby, with a soft glow from recessed lighting enhancing the cozy atmosphere.

4.93 out of 5 average rating, 379 reviews

Dry Creek Cottage | Fire Pit · Wooded Views

Some places make you forget what day it is. Dry Creek Cottage is one of them. Tucked into a quiet neighborhood just outside Springfield, this private guesthouse backs up to a wooded dry creek, and the moment you step onto the back patio, the pace of everyday life just falls away. Whether you're here for a work trip, in town visiting an MSU student, ready to unplug, reconnect, or just finally slow down, Dry Creek Cottage is ready for you. We'd love to have you.

Outdoor spacesPetsCleanliness

The exterior of a charming single-story brick house is displayed, featuring a spacious driveway leading to a two-car garage. A well-maintained lawn with greenery surrounds the home. Large windows enhance natural light, and a small tree adds to the inviting curb appeal.

4.94 out of 5 average rating, 275 reviews

Greenway Beauty

Greenway beauty is a stylish 3 BR home in West Central Springfield. Find plenty of comfortable space inside and out to gather and relax. Open kitchen and living design creates a wide open feel. Whether you're looking for a quiet night by the fire, a nature walk, outdoor fun with the family or nearby shopping, it's the perfect getaway for all. Located less than a mile from Rutledge-Wilson Farm Park, Wilson's Creek Greenway Trail and a plethora of retail shopping.

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A welcoming living area features a modern electric fireplace beneath a flat-screen TV. Two comfortable chairs are positioned around a circular coffee table, which holds decorative plants. Light wood cabinets and stainless steel appliances are visible in the kitchen area, creating a cohesive design.

4.96 out of 5 average rating, 142 reviews

White Guesthouse with a Pool

Welcome to The White Guesthouse in Springfield, a mid-century styled modern home that includes a private patio with a pool and deck that is perfectly suited for a relaxing evening during the warm spring/fall, and summer months. The white guesthouse is close to all the shops including Historic C-Street, MSU campus, coffee shops, Mercy/Cox hospitals, and downtown are all less than a 7 min drive. The home is a short distance from I-44, and Highway 65.

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A vibrant garden area features a variety of flowering plants, including clusters of purple and white blooms, alongside lush green foliage. A stone border delineates the flower beds, and the clear blue sky enhances the outdoor setting of this charming cottage.