Vacation rentals in Montgomery County

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Montgomery County

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

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Guest favorite

An open living space features wooden paneling throughout, with a cozy sofa and dining area. A wooden table is surrounded by chairs, while a kitchen area showcases appliances and cabinetry. Light enters through a window with sheer curtains, enhancing the warm atmosphere.

Cabin in Independence

4.94 out of 5 average rating, 18 reviews

Highland Cabin

Relax with the whole family even your pets at this peaceful cabin. Close to Elk City Lake, public hunting property. This cabin has 1 bedroom with a queen bed. There is a bunkbed with a full bed on bottom and a twin bed on top that is out in a common area. Living room area, dining area. Separate room for the commode and bathroom sink, the shower and washer and dryer are in a different room. If you are here hunting there is a bow range behind the cabin that you are welcome to use. Trailer parking

Guest favorite

A charming Craftsman-style home features a green metal roof and a welcoming front porch with brick accents. Lush landscaping surrounds the property, complemented by a clear blue sky and bright sunlight. The entryway is highlighted by steps leading to the porch, inviting guests indoors.

Home in Coffeyville

5 out of 5 average rating, 12 reviews

Coffeyville's Green Gable Getaway

Completely remodeled 4-bedroom Craftsman home in Coffeyville, KS. Enjoy a large open-plan living space & modern kitchen, 3 full bathrooms, a 1st-floor master suite, and in-unit laundry with washer & dryer. Centrally located—minutes to Tyro, Dearing, Caney, Independence, or Cherryvale. Perfect for families, friends, or contractors seeking a cozy, extended stay alternative to a hotel. Sleeps up to 10 guests comfortably in this charming, updated home (4 queen beds & 1 queen air mattress).

Guest favorite

A cozy living area features two modern sofas arranged around a circular coffee table on a soft area rug. Light-colored walls are complemented by dark curtains. A lamp provides ambient lighting, and a wall clock adds functional decor to the space.

Home in Independence

4.84 out of 5 average rating, 43 reviews

Crescent Drive Retreat

Welcome to our beautifully renovated home, ideally situated in a peaceful neighborhood, just a short drive from downtown and the scenic Riverside Park. Whether you're visiting for a family vacation, a work retreat, or a weekend getaway, this home offers the perfect combination of comfort, convenience, and modern amenities. The home features in-unit laundry with a washer and dryer, so you can easily take care of any laundry needs during your stay. It is a single story with no steps.

Guest favorite

Home in Independence

4.96 out of 5 average rating, 69 reviews

The Hearts and Flowers House

Welcome to the Hearts and Flowers House! Relax in an atmosphere of a time gone by, in a home filled with all the amenities of a modern home. This adorable spacious 2800 sqft house built around the 1900s, has many updates but lots of original charm. Great location only 2 blocks from Main Street of Independence, KS. Each bedroom is fully furnished with plenty of storage so you can relax and visit with family and friends. Enjoy a cup of coffee or a cocktail on the front porch swing.

Guest favorite

Home in Caney

4.97 out of 5 average rating, 149 reviews

Bed and Board | Updated 2BR | 1BA in Caney | Clean

1 hour to Tulsa and 50 minutes to Pioneer Woman in Pawhuska. Stay in the heart of downtown Caney in this clean, comfortable 2-bedroom bungalow on 4th Street. Walkable to Pretty Baked Bakery and the Caney Historical Museum, with Kane-Kan Coffee & Donuts just a short drive for easy drive-thru coffee or Big G's for a Burger. Features covered parking, street and off-street parking, fast Wi-Fi with Smart TV, a fully furnished kitchen, and washer/dryer.

Guest favorite

An above-ground pool is featured on a wooden deck, surrounded by a fenced area with greenery and decorative wall art. Stairs lead from the deck towards the pool, creating an accessible entry point. The sky is cloudy, and the space appears inviting for relaxation.

Home in Independence

4.75 out of 5 average rating, 52 reviews

Cozy 3 bedroom house!

Relax with the whole family at this peaceful place to stay. These 3 beds 2 bath home is outside city limits, but close to everything! Everything you will need for your stay is included. Above ground pool is open during summer. The 3 bedrooms will sleep 6 comfortably. A master with a queen size bed, 3/4 bath and private exit to the deck and swimming area. The 2nd bedroom has a full size bed that will sleep 2.. The 3rd bedroom has a two twin beds.

Top guest favorite

A modern living room features a large flat-screen television mounted on a decorative wall. Two stylish couches, one in brown and another in cream, are arranged around a patterned area rug. Soft lighting is provided by floor lamps, and natural light enters through a window with sheer curtains.

Home in Coffeyville

4.93 out of 5 average rating, 43 reviews

Trendy Home With Scenic Back Porch

Welcome to RiverLeaf Suites in Coffeyville—a tranquil retreat with modern comforts. Enjoy lake views from the terrace, perfect for peaceful mornings or evenings. Take advantage of the nearby park, or unwind by the outdoor fireplace. Enjoy a variety of nearby activities, including fishing, canoeing, hiking, as well as pickle ball and tennis courts. Ideal for nature lovers and peace seekers, RiverLeaf Suites promises a memorable stay.

Guest favorite

An aerial view reveals a rustic country property with a distinctive red-roofed barn and surrounding green fields. A winding gravel path leads towards the white picket fence, while mature trees provide shade to the expansive yard.

Guesthouse in Independence

4.96 out of 5 average rating, 24 reviews

Charming Countryside Cottage

Charming countryside retreat with ivy-covered walls, white picket fence, set along a tranquil road. The cozy interior features a kitchen with coffee station, mini fridge, microwave, hideaway couch, blending rustic charm with modern convenience. The bedroom offers a peaceful escape, with a wrought-iron bed, plush bedding, and simple, elegant décor, creating a comfortable and inviting atmosphere amidst the serene rural setting.

Top guest favorite

Farm stay in Cherryvale

4.98 out of 5 average rating, 191 reviews

Barndo Farmhouse In The Country

Dusty Boots Ranch is located on 8 acres. This entire home will suite all of your vacation needs. Parking is abundant-plenty of room for an RV, toys, and multiple vehicles. Two bedrooms, full bathroom, luxury linens, free washer and dryer and beautiful views. A fully equipped kitchen is available with all of the cooking essentials including a Keurig coffee maker w/coffee and hot cocoa.

Guest favorite

A rustic cabin is visible, featuring a metal roof and wooden exterior. Two rocking chairs are positioned on the porch, illuminated by warm lighting. A pathway leads from the cabin to the surrounding open landscape, which is characterized by a gravel surface and sparse vegetation.

Cabin in Havana

4.96 out of 5 average rating, 84 reviews

Cabin on the Plains

Escape to a serene rural retreat with our vacation rental nestled amidst nature. Enjoy the tranquility of a private pond, where wildlife thrives. Unwind in a cozy haven that seamlessly blends rustic charm with modern comforts, all while being conveniently close to town for added convenience and exploration. Experience the best of both worlds at our getaway. Roku Tv

Top guest favorite

The living area features a mix of seating options, including a sofa and armchairs. A wooden table is positioned beside a blue rocking chair, with a lamp providing overhead light. Large windows invite natural light in, framed by white curtains.

Home in Independence

4.95 out of 5 average rating, 21 reviews

The Red Door on Main

Welcome to our inviting and spacious 4-bedroom home! The bright and airy living and dining area are ideal for gatherings. The home includes 1 king bed, 1 queen bed, 3 twin size beds and one large bathroom. Please bear with us as the outside of the home’s aesthetic is being completed! We look forward to being your hosts!

Guest favorite

A welcoming entryway transitions into a dining area featuring a modern chandelier. Soft carpeting and neutral walls complement a decorative sign reading 'Welcome to our home.' An electric fireplace offers warmth, while a glimpse of the dining table and chairs is visible in the background.

Home in Independence

5 out of 5 average rating, 8 reviews

Three bedroom house in quiet neighborhood

Welcome to your cozy home away from home! This updated 3-bed, 1-bath retreat sleeps 8 with 2 full-size beds in the front bedroom, and one in each of the other two rooms. Enjoy the warmth of a custom-built fireplace and Roku TVs in every bedroom and the living room. Relax, recharge, and feel right at home!