Holiday houses in Greenwood

The exterior of the white, single-family home features a gabled roof and brick accents. Large windows provide natural light while showcasing a well-maintained lawn with low landscaping. A concrete walkway leads to the front porch, inviting guests in to explore the interior.

4.92 out of 5 average rating, 26 reviews

Adorable Chaffee Cottage

Relax and unwind in this brand-new, charming 2-bedroom, 2-bath home in the heart of the up-and-coming Chaffee Crossing area. Our home features an open living/kitchen concept, a separate office space, a mudroom and a covered porch. Enjoy the convenience of a 2-car garage and proximity to scenic trails, fabulous restaurants, shopping, and Arkansas Colleges of Health Education. Perfect for a getaway, an extended stay, or a peaceful work trip. Experience the charm of this growing, vibrant community!

An open living area features high beamed ceilings and a mix of seating options, including wicker and upholstered chairs. Natural light flows through large windows adorned with light curtains, highlighting the neutral tones and green accents. A woven rug adds texture to the tiled floor.

4.96 out of 5 average rating, 28 reviews

Utica Mid-Mod: A 1963 Retro Redo

Step into a 1963 mid-century masterpiece, fully renovated with its retro roots reimagined. This 3-bedroom retreat boasts a king bed, a queen bed, and a twin with a trundle. The kitchen is fully stocked and ready for use, and the updated bathroom has a shower/tub combo and Bluetooth speakers. The covered, furnished patio invites relaxation, yet you’re minutes away from top restaurants, shopping, and Fort Smith's vibrant downtown scene. Modern flair meets vintage soul-your perfect getaway awaits!

A bright sleeping area featuring a queen bed with a simple white comforter and decorative pillows. Two nightstands with lamps are positioned on either side of the bed. A large window with sheer curtains allows natural light to fill the room, complemented by a decorative rug and potted plant.

5 out of 5 average rating, 28 reviews

The Fern House

Come relax in the heart of Greenwood in this cozy one bedroom one bath home. Wash off the day in the spacious rain shower. The fully stocked kitchen includes an oven with an air fryer setting. Warm up by the fireplace or just relax by the ambient light. When you finally turn in, cuddle up under the covers of the queen bed and pull the black out curtain closed. The couch pulls out for an additional sleep space. In the morning, enjoy the coffee bar with a Kuerig, Cold brew, or drip coffee.

A green sofa is positioned in front of three framed art pieces that display abstract shapes and patterns in soft colors. Two white pillows are placed on the sofa. A round side table with a lamp is situated nearby, adding a cozy element to the living space.

4.97 out of 5 average rating, 155 reviews

Fort Smith Cottage with King Bed

You will love this adorable two bedroom cottage! Located by Creekmore Park, it is in a perfect location for quick and easy access to: • Downtown / Convention Center • Baptist Health Hospital • UAFS • U.S. Marshals Museum • Tons of shopping, dining etc. on Rogers Avenue You’ll love sipping your coffee (from our coffee bar) on the back patio as you enjoy eating dinner hot off our BBQ grill or cooked in our stocked kitchen. Enjoy toys for the kids and supportive mattresses to sleep all night!

A serene lake scene is depicted with vibrant fall foliage surrounding calm waters. Several trees line the shore, reflecting shades of orange and yellow, while a wooden dock stretches out into the lake, inviting relaxation and nature contemplation.

4.98 out of 5 average rating, 58 reviews

The Treehouse

A-frame of mind for fun! A tri-story A-frame offers plenty of unique spaces for togetherness. A short walk to a private lake allows for fun on the lake or quiet reflection. Wonderful venue for rehearsal dinners or group gatherings. 10 min from Ft. Smith and 12 min from a popular wedding venue. The hosts offer catered meals & yummy home-baked treats from their commercial kitchen/catering menu. Sleeps 8 w/ 1 king and 3 queen beds (+ sleeper sofa & futon in loft if needed). Come relax!

A welcoming front porch is featured, complemented by a set of outdoor dining furniture. The porch's white railings and ceiling fan are visible. Lush greenery and flower beds surround the entrance, with well-maintained grass creating an inviting exterior.

5 out of 5 average rating, 87 reviews

Charming Cottage on Main

Welcome to our charming 1950's cottage-style home, where vintage charm meets modern convenience! Nestled on Main Street in Greenwood, this delightful abode has been meticulously renovated from the ground up, boasting all-new appliances, floors, walls, and furniture, for a fresh and inviting atmosphere. Conveniently located next to McConnell Funeral Home and just a couple of blocks from Greenwood Jr. High and High School, this home offers access to nearby amenities and downtown shops.

The exterior of a brick cottage is presented, featuring a unique blend of architectural styles. A prominent front door with an arched top and lanterns flanks either side. Large windows and a double garage complement the sloped roof, set against a backdrop of bare trees.

5 out of 5 average rating, 31 reviews

The Thicket House

Your family will be close to everything when you stay at this centrally-located cottage in the woods, in the middle of Greenwood, AR. The Thicket House is right around the corner from Bell Park which features hiking trails, playgrounds, BBQ and picnic tables, a disc golf course, and 4 pickle ball courts. The new, highly anticipated splash pad too, is around the same corner! Antiquing, coffee shops, boutiques and restaurants are just minutes away in the heart of down town.

A cozy living area features a comfortable leather sofa and a plush armchair, complemented by a wooden coffee table. Light from a standing lamp softly illuminates the space, where a patterned rug rests on the hardwood floor. A television is mounted above a decorative fireplace.

4.87 out of 5 average rating, 23 reviews

The Blue Bungalow

Experience comfort and convenience in our centrally located 3-bed, 1-bath home. Enjoy a fully-equipped kitchen, cozy living area, and a dedicated workspace perfect for remote work. Ideal for families and business travelers alike, our bright retreat puts you steps away from local attractions and urban amenities. Book your stay and enjoy the best of city living!

A charming brick cottage features a welcoming front porch with white railings and decorative accents. Lush green bushes surround the entrance, and a modest wreath adorns the front door. The structure showcases a classic gabled roof and a prominent chimney.

4.93 out of 5 average rating, 150 reviews

Little Red Cottage

Cozy cottage in Park Hill. Three bedrooms with full kitchen and all amenities. Laundry available for extended stay and your convenience. Charming living room with fire place, flatscreen TV, and Netflix to chill. Outdoor living dream! Spacious tree covered deck with an enclosed fenced back yard, and a small detached garage to hide the getaway car.

Campervan/RV in Greenwood

The exterior of a 32-foot pull-behind camper is visible, surrounded by greenery. Trees and plants provide a natural backdrop, while a pathway leads to the camper. The camper features multiple windows and a patterned design, showcasing the entry door and a glimpse of outdoor amenities.

4.91 out of 5 average rating, 11 reviews

"Dera" The Pull Behind Camper

Welcome to "Dera", a pull behind camper located in Greenwood, Arkansas which parks in front of our house. She is a 32 foot two bedrooms camper that contains all the comforts one family would expect for a great night of camping experience. The camper comes with outdoor kitchen and a fire ring for guest to enjoy with notice in advance.

A charming historic home is displayed with a wide front porch featuring rocking chairs. The well-maintained lawn is dotted with trees providing shade. The porch steps lead to an inviting entrance with double doors, accentuated by a welcoming atmosphere.

4.94 out of 5 average rating, 157 reviews

The Stay On Main

The Stay On Main is centrally located allowing your family to be close to everything. Enjoy the local restaurants, shops, Greenwood Town Square, Bell Park, and community events. Relax by the pool or play a game of ping pong with friends and family.

A modern kitchen is presented with sleek gray cabinets and stainless-steel appliances. A wooden countertop creates a breakfast bar with two stools. Light-colored walls and a patterned backsplash add a contemporary touch, creating a functional space for cooking and gathering.