Pet-friendly holiday rentals in Greenwood

4.95 out of 5 average rating, 133 reviews

The kitchen features a large wooden island with a white base, surrounded by black stools. Wood ceiling beams complement the light wood cabinetry and black appliances. Natural light streams through the windows, highlighting the modern sink and contemporary fixtures.

Home in Greenwood

Cheerful & cozy farmhouse 2 bedroom home

Kick back and relax in this stylish space that is right down the street from Old Greenwood & less than 20 mins to Downtown Indianapolis. This tastefully updated home exudes "peaceful and cozy" w/ 2 bedrooms w/ brand new luxury king sized mattresses, 1.5 baths w/ walk-in tile shower, charming living room w/55" TV, Fiber internet, front load washer and dryer, dining table for 4+ bar seating, and a tranquil backyard space that is fully fenced, (dog friendly for an extra $75 cleaning fee, NO CATS).

4.98 out of 5 average rating, 251 reviews

A cozy living area features a sectional sofa with colorful throw pillows and an ottoman. An elegant clock adorns the wall above a decorative fireplace. A television is mounted opposite a large window, partially covered by patterned curtains. A light rug complements the hardwood floor.

Home in Greenwood

Charming 2-bedroom home on Greenwood bike trail

Cozy up with the whole family in this lovely two-bedroom, one-bathroom home. This stay includes a king and queen bed, with a TV in each bedroom. Grab a bite to eat at one of the many local restaurants or whip up your own meal in the fully-stocked kitchen. A dishwasher, microwave, air fryer, Keurig, pet bowls, and toddler dishes/utensils are included. Be sure to take advantage of the fenced-in backyard, fire pit, and gas grill. You will find a treadmill, elliptical, and weights in the garage.

Superhost

The exterior of a two-story house features light-colored siding and a peaked roof. A welcoming porch is present with a bench and potted plants. The front yard has well-maintained greenery, enhancing the inviting appearance of the home.

Guest suite in Indianapolis

4.84 out of 5 average rating, 1074 reviews

Private Studio Walk to INDY

Enjoy a private remodeled front room studio in a cozy home built in the 1900's. Conveniently located 15 minutes from downtown (walking time) with nearby hot spots, including: Lucas Oil Stadium (home of the Colts), Bankers Life Field House (home of the Pacers), City Market, and Georgia Street. With Bird or Lime rideshare scooters, Indy is just minutes away. You will also be only 10 minutes from the cultural district of Fountain Square, which is full of restaurants, coffee shops, bars & parks

4.98 out of 5 average rating, 191 reviews

The dining area features a round wooden table surrounded by six chairs, providing space for group meals. A chandelier hangs above, and a stone fireplace adds character. A cozy living room is visible in the background with comfortable seating and large windows allowing natural light.

Home in Bargersville

Cozy Cottage 14 mi. S of Indy In Bargersville, IN

Relax and unwind in this spacious three bedroom, one bath ranch home situated on one acre. The house is on about 1/2 the acre. The house is situated in Bargersville, Indiana in Johnson County, IN on the southern edge of Greenwood located in Center Grove Area. The garage area is not accessible. Vivint Home Security system with doorbell camera. I will email your unique code once you complete reservation. Central a/c & heat. Bedroom off kitchen has window a/c. We live about 1/4 mile away.

Superhost

A cozy living area features a beige sofa adorned with decorative pillows, complemented by an armchair with a floral pattern. A coffee table sits on a soft area rug, and the space is illuminated by natural light through large windows, framed by blue curtains.

Home in Greenwood

4.85 out of 5 average rating, 144 reviews

Cozy Downtown Retreat - Walkable to Everything

A cozy, updated craftsman home in the heart of downtown Greenwood that we affectionately call "The Pearl". Walkable to restaurants, shops, parks, and a convenience store. Only a 20-min drive to downtown Indy, Lucas Oil Stadium, Indianapolis Zoo, Fountain Square, and the convention center. It's a great hub for your greater Indianapolis adventure! It's a great space for families, small groups, and co-workers with an open layout that allows everyone to gather together or spread out.

Superhost

The living area features a modern design with large windows allowing natural light. A leather sofa is positioned near a sleek television unit, with a chair and small side table nearby. Decorative plants and artwork complement the space, creating a welcoming ambiance.

4.86 out of 5 average rating, 222 reviews

Lofty Cottage

This unique place has a style all its own. Walking distance to Lucas Oil Stadium this renovated cottage has 1 bedroom plus a king size bed in the loft, accessed via ships ladder. Modern kitchen with waterfall quartzite peninsula counters. Patio out front and a backyard with a grill and seating area. Plus free wifi & coffee. A block away from Iozzos, Greek Islands and Shapiro's Delicatessen, 4 minutes from award winning restaurants like Bluebeard, Milktooth and St. Elmo's Steakhouse.

A modern kitchen and living area are visible, featuring a sleek design with wooden cabinets and a neutral color palette. A black sofa with textured cushions complements the space, while a wooden dining table surrounded by upholstered chairs creates an inviting atmosphere. Large windows allow natural light to brighten the room.

4.96 out of 5 average rating, 120 reviews

New Cozy Retreat • Near Fountain Square

Modern Luxury Meets Indy Charm! Nestled in Bates Hendricks, this brand-new 3BR/2.5BA gem is just a 10-min walk to Fountain Square’s vibrant scene. Relax in the spacious primary suite (king bed), plus two additional queen bedrooms. Enjoy open-concept living, a gourmet kitchen perfect for any culinary enthusiast, and unwind on one of three decks or in the fenced backyard. With a private one-car garage, this home has everything for a stylish, comfortable stay near the heart of Indy!

Guesthouse in Fountain Square

A modern living area features a cozy sectional sofa, complemented by a sleek coffee table and decorative plants. A wall-mounted television is positioned above a linear fireplace. A green accent wall creates a vibrant backdrop, while framed artwork adds visual interest to the space.

4.97 out of 5 average rating, 216 reviews

The Fountain Square Flat - *No Cleaning Fee*

Step into your private guesthouse retreat in the heart of Fountain Square. This newly built, mid-century modern carriage house offers comfort, style, and total privacy. Enjoy fast Wi-Fi, self check-in, and free private parking— just over 1 mile from Lucas Oil Stadium and Gainbridge Fieldhouse and a short walk to restaurants, bars, and live music. Perfect for couples, solo travelers, or remote workers looking for a sleek, walkable stay in one of Indy’s most vibrant neighborhoods.

A hot tub is situated on the roof deck, featuring flowing water and seating nearby. The backdrop includes a view of rooftops and trees, with soft hints of a sunset sky visible in the distance.

4.98 out of 5 average rating, 313 reviews

Bates Hendricks Luxe with Roof Deck

I am so excited to share my beautiful house with you, located in the Bates Hendricks neighborhood of Indy. Close to Fountain Square, Lucas Oil Stadium, Gainbridge Fieldhouse and lots more fun. The house has 3 beautiful bedrooms, 2 ensuite. There is a lounge upstairs with a comfy leather futon for more sleeping room. Off that is a beautiful roof deck with gas BBQ, firepit and dining for 6+. Also located on the same street as the famous HGTV Good Bones girls shop. Come visit Indy!

Home in Downtown Indianapolis

The exterior of a quaint duplex is shown, featuring a light-colored facade and a sloped roof. A small, fenced front yard is visible, surrounded by modest landscaping. Nearby, tall buildings can be seen in contrast with the residential home.

4.93 out of 5 average rating, 207 reviews

#IndyUrbanGem | City Home in the Heart of Mass Ave

Hello, Fellow Traveler! Unbeatable Location! All the luxury of home in the heart of it all! Discover our hidden “Gem” in historic Lockerbie Square Neighborhood, steps from Mass Ave & The Old National Centre. Experience a cozy home so close to all the fun! Recently renovated, the space offers a spacious owners bedroom with king bed, second bedroom with queen bed, living room with pull out sofa, updated kitchen, a private one-car garage, and an outdoor deck!

A comfortable living area features a sectional couch in warm tones, complemented by a patterned area rug. Natural light filters through large windows, highlighting a casual armchair and modern lighting fixture. A wall-mounted television is positioned opposite the seating arrangement.

4.97 out of 5 average rating, 245 reviews

*Home away from home, 20 min. to Indy downtown

Enjoy your home away from home in a quiet neighborhood just minutes from all the attractions of downtown Indy. 5 minutes from the highway with lots of restaurants and stores nearby. 15 minutes to the Lucas Oil Stadium, 20 minutes to the Convention Center, Indianapolis Zoo, and White River State Park. 25 minutes to the Motor Speedway. Home is fresh, comfortable, and stylish. Stocked kitchen, fully fenced backyard with a fire pit and a picnic table.