Holiday rentals in Greenwood

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Top-rated holiday rentals in Greenwood

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

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Top guest favourite
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
4.97 out of 5 average rating, 112 reviews

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).

Guest favourite
Guest suite in Mooresville
4.91 out of 5 average rating, 319 reviews

A room with view - great location

This room is a good value. It is close enough to Indianapolis yet peaceful, clean, quiet, and private. We are: 7.1 miles (10 minutes) from Indianapolis international airport. 18 miles (26 minutes) from downtown Indianapolis, 17miles (20 min drive) from Indianapolis convention center and Lucas stadium. 35 miles (52 minutes) from Indiana University in Bloomington. ~3 miles from I-70. If interested in booking please answer our pre booking questions found at the beginning of the house rules.

Top guest favourite
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
4.98 out of 5 average rating, 212 reviews

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.

Top guest favourite
The living area features exposed wooden beams and a large stone fireplace as the focal point. A leather sofa is positioned across from a wooden coffee table. A patterned rug adds color to the rustic space, complemented by a decorative armchair and soft lighting from nearby lamps.
Cabin in Greenbriar
4.97 out of 5 average rating, 101 reviews

Kit’s Cabin - Log Cabin Retreat in Indianapolis

Welcome to our 150-year-old log cabin, nestled in the heart of Indianapolis! This cozy retreat offers a tranquil getaway while being just minutes away from all modern conveniences and only 20 minutes from downtown. Step inside and be greeted by the rich history of exposed wooden beams and a large stone fireplace. Our authentic rustic decor and cozy cabin amenities will transport you to a simpler time. Come experience the magic of Kit’s Cabin, where historic charm meets modern comfort.

Top guest favourite
A spacious living area features muted gray walls and a large picture window dressed in patterned curtains. A recliner couch, accented with decorative pillows, is paired with a Moon Pod therapeutic bean bag chair. A wooden coffee table is centered on a patterned area rug.
Flat in Indianapolis
4.94 out of 5 average rating, 171 reviews

Your Comfy Indy Suite

Safe, peaceful suburban neighborhood. Only 15 minutes from downtown Indy. Easy drive to IUPUI, Convention Center, Lucas Oil Stadium. Free parking at your door. Great for long term stays. Fully stocked kitchen. Free laundry facilities. Padded office chair and fast Wi-fi at your laptop workstation. 55" Vizio 4K HDR Smart TV. Moon Pod Zero Gravity Chair for therapeutic relaxation. Queen-size Sealy Plush Pillowtop hybrid mattress, with 2 standard foam pillows and 2 MyPillows.

Guest favourite
The living area features wooden walls and ceilings, complemented by large windows that allow natural light to illuminate the space. Two seating areas include a brown sofa adorned with cushions and a rust-colored recliner, alongside a coffee table. A dining area can be seen in the background.
Cabin in Martinsville
4.91 out of 5 average rating, 495 reviews

Grandpa's Cabin at Heidenreich Hollow

Grandpa’s Cabin at Heidenreich Hollow offers exclusive lodging on our hilly 5 acre wooded property. We offer a peaceful getaway from life while being right in the middle of both Indianapolis and Bloomington! Our quiet rustic cabin has a loft bedroom with stair access that includes a King size bed, 2 twin beds and an air mattress. We have a spacious bathroom and a fully equipped kitchen to help you feel at home. Search YouTube for Grandpas Cabin at Heidenreich Hollow for a video!.

Top guest favourite
Flat in Indianapolis
4.98 out of 5 average rating, 413 reviews

Enjoy Comfort & History! - Suite w/ Private Entry

We look forward to welcoming you to a private suite that is the guest quarters in our home. You’ll have a private entrance & 3 rooms to yourself. There’s a living room with a table and chairs, a bedroom with a queen-size bed - nightstands, dresser and closet space with hangers for your use - and a newly remodeled full bathroom. There’s also a kitchenette in the hallway which is an antique Hoosier Cabinet equipped with a microwave, mini-fridge, coffee pot, and hot water pot.

Top guest favourite
The exterior of a historic brick home features a charming entrance with a glass door. A wrought iron balcony is visible above, and garden elements, including flowers and greenery, are located beside a stone pathway.
Guest suite in Franklin
4.93 out of 5 average rating, 428 reviews

1856 Suite With Historic Charm downtown Franklin.

NO CLEANING FEE Historic downtown private second floor suite with modern feel, private bathroom, and private entrance. We are a no pet and no children property. Great location to walk to Franklin College, antique shops, Historic Artcraft, downtown shopping, restaurants, and Province Park. No service dogs due to owners personal home. 25 minutes to Indy Must be 25 or older to book. No infants or children. 2 person Maximum Absolutely no animals.

Top guest favourite
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.
Home in Indianapolis
4.97 out of 5 average rating, 194 reviews

*Home away from home, 15 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.

Top guest favourite
The exterior of The Country Gathering is shown, featuring a charming Carriage House with a peaked roof and decorative cupola. The brick and siding façade is complemented by a welcoming porch, rocking chairs, and a landscaped area with greenery and flowers.
Guest house in Bargersville
4.98 out of 5 average rating, 240 reviews

The Country Gathering - Sleeps 4 - Greenwood/Indy

5 YEARS AS SUPER HOST!!! The Country Gathering is in the upstairs of a Carriage House that was built on the property of a large home, located on the border of Greenwood/Bargersville in Johnson County, Indiana. The Carriage House has charm and character with a wooded backyard sitting on 4 acres. Sit or swing on the beautiful covered porch while you enjoy the view of the lake and fountain or feel free to walk around and enjoy the park-like setting.

Top guest favourite
A modern living area is highlighted by a comfortable sectional sofa adorned with decorative pillows. A pair of armchairs and a wooden coffee table create a cozy seating arrangement. Natural light filters in through the window, complemented by a stylish lamp and wall art.
Home in Indianapolis
4.97 out of 5 average rating, 143 reviews

One car garage, private home, hot coffee

Welcome to Robin's Nest, my cozy, modern, open-concept home in Indy! This inviting space includes 2 bedrooms, 1 bathroom, and 2 queen beds. Enjoy amenities such as a coffee bar, fire pit, and workstation. Let your fur babies run free in my fully fenced-in yard. You’re in close proximity to Lucas Oil, the Convention Center, and Gainbridge Fieldhouse, Murat, and many major hospitals are in a 10 mile radius.

Superhost
A well-lit room features a spacious queen wall bed stored in an upright position, revealing a kitchenette equipped with a microwave, refrigerator, and coffee maker. A framed feather artwork is displayed above the bed, complemented by a contrasting blue blanket and light-colored walls.
Guest suite in Indianapolis
4.85 out of 5 average rating, 425 reviews

Cozy Midtown Guest Suite

Private suite in convenient midtown location (just 5 minutes to popular Mass Ave and Broad Ripple attractions). Private side entry with digital access. Brand new queen bed, full bathroom, kitchenette, WiFi, large Smart TBV, easy street parking, large built-in shelves for storage and spacious closet. Complimentary snacks, teas and local coffee. This space is newly renovated.

Popular amenities for Greenwood holiday rentals

When is the best time to visit Greenwood?

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Frequently Asked Questions

  • How much does it cost to stay in house rentals in Greenwood?

    Experience the best of Greenwood with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there house rentals with a dedicated workspace in Greenwood?

    Yes! Work meets play with ease at over 20 house rentals in Greenwood featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Greenwood have wifi?

    Absolutely! We offer over 40 house rentals with wifi in Greenwood. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Greenwood?

    Greenwood has more than 30 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Are there pet-friendly house rentals in Greenwood?

    Four-legged friends are welcome in Greenwood. Choose from more than 10 house rentals for guests traveling with pets.

  • What are the most popular amenities for House Rentals in Greenwood?

    Enhance your stay in our House Rentals with the most popular amenities: over 40 homes with air conditioning, over 40 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Greenwood

  • Total holiday rentals

    Explore 60 holiday rentals in Greenwood

  • Nightly prices starting at

    Greenwood holiday rentals start at € 26 per night before taxes and fees

  • Verified guest reviews

    Over 3,050 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    60 of Greenwood holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Greenwood rentals

  • 4.9 Average rating

    Greenwood stays are highly rated by guests – averaging 4.9 out of 5!

  1. Airbnb
  2. United States
  3. Indiana
  4. Johnson County
  5. Greenwood