Greenwood Vacation Rentals

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Our top choices for Greenwood vacation rentals

Cozy private 1-bedroom in a Single family home

Cozy private 1-bedroom in a Single family home
Greenwood
10.0 out of 10, Exceptional, (1 review)
"Great stay , beautiful home and privacy, super clean and would definitely be my #1 go to if I had to do again , thanks for the hospitality "
United States
Damon J.
The price is CA $71
CA $219 total
includes taxes & fees
Jun 16 - Jun 17
Cozy private 1-bedroom in a Single family home

14 Mi to Dtwn Indy: Family Gem w/ Yard

14 Mi to Dtwn Indy: Family Gem w/ Yard
4.0 star property
Greenwood
The price is CA $158
CA $528 total
includes taxes & fees
Jun 16 - Jun 17
14 Mi to Dtwn Indy: Family Gem w/ Yard

14 Mi to Dtwn Indy: Family Gem w/ Yard

14 Mi to Dtwn Indy: Family Gem w/ Yard
Greenwood
10.0 out of 10, Exceptional, (2 reviews)
"Our stay was very relaxing. Our host was responsive. The home was clean. Kitchen was well appointed. There are many areas to sit and talk. Enjoy a cup of coffee in the morning at the backyard table, a glass of wine in the sun room in the evening (or during a crazy thunderstorm). There is a large family dining table to enjoy a meal as well. The beds were comfortable. We would definitely stay again."
United States
Wendy
14 Mi to Dtwn Indy: Family Gem w/ Yard

Peaceful 3-bedroom 2 full bath house finished basement AC in charming Greenwood.

Peaceful 3-bedroom 2 full bath house finished basement AC in charming Greenwood.
Greenwood
8.8 out of 10, Excellent, (3 reviews)
"The host quickly answered questions that arose and was quite attentive."
United States
Bill W.
The price is CA $212
CA $758 total
includes taxes & fees
Jun 22 - Jun 23
Peaceful 3-bedroom 2 full bath house finished basement AC in charming Greenwood.

Winter stay Family Fun with game room & backyard

Winter stay Family Fun with game room & backyard
Greenwood
10.0 out of 10, Exceptional, (2 reviews)
"Was just as described and lots of little extras. Would stay here again. "
United States
Ryan K.
The price is CA $417
CA $969 total
includes taxes & fees
Jul 5 - Jul 6
Winter stay Family Fun with game room & backyard

Grandstand Gathering House: Pool, Theater, Gym

Grandstand Gathering House: Pool, Theater, Gym
Greenwood
Grandstand Gathering House: Pool, Theater, Gym

The Dragonfly- A Historic Gem COMPLETELY Restored!

The Dragonfly- A Historic Gem COMPLETELY Restored!
Franklin
10.0 out of 10, Exceptional, (35 reviews)
"Host was very welcoming, property is as described, and was an excellent stay for my family, we would definitely stay again. "
United States
Braden W.
The price is CA $115
CA $410 total
includes taxes & fees
Jun 8 - Jun 9
The Dragonfly- A Historic Gem COMPLETELY Restored!

Vue by Stylish Stays

Vue by Stylish Stays
4.0 star property
Downtown Indianapolis
The price is CA $113
CA $312 total
includes taxes & fees
Jun 8 - Jun 9
Vue by Stylish Stays

Cozy 2-bedroom house in charming Indianapolis with AC, Close to downtown,

Cozy 2-bedroom house in charming Indianapolis with AC, Close to downtown,
Edgewood
10.0 out of 10, Exceptional, (3 reviews)
"Was a very cozy house and the bed was extremely comfortable. "
United States
Jessica G.
The price is CA $187
CA $287 total
includes taxes & fees
Jun 8 - Jun 9
Cozy 2-bedroom house in charming Indianapolis with AC, Close to downtown,

2 Bedroom with Finished Basement Duplex Close to Downtown Indianapolis

2 Bedroom with Finished Basement Duplex Close to Downtown Indianapolis
Near Eastside
9.0 out of 10, Wonderful, (44 reviews)
"Easy to find…clean and great communication with the owner. "
United States
Sarah
The price is CA $151
CA $342 total
includes taxes & fees
Jun 8 - Jun 9
2 Bedroom with Finished Basement Duplex Close to Downtown Indianapolis

Mable’s Place at Emerson Heights. Near Irvington, Fountain Square and downtown.

Mable’s Place at Emerson Heights. Near Irvington, Fountain Square and downtown.
Near Eastside
10.0 out of 10, Exceptional, (31 reviews)
"Mable’s place was wonderful! We will definitely be staying again if we’re in the area. "
United States
Debbie F.
The price is CA $118
CA $287 total
includes taxes & fees
Jun 10 - Jun 11
Mable’s Place at Emerson Heights. Near Irvington, Fountain Square and downtown.

Adorable Broad Ripple Duplex

Adorable Broad Ripple Duplex
3.5 star property
Meridian-Kessler
10.0 out of 10, Exceptional, (3 reviews)
"The home was very comfortable and cozy. Great location walking distance from restaurants n shops. "
United States
Lenita
The price is CA $115
CA $464 total
includes taxes & fees
Jun 8 - Jun 9
Adorable Broad Ripple Duplex

The Onyx Cottage. Very cozy and private

The Onyx Cottage. Very cozy and private
Indianapolis
9.0 out of 10, Wonderful, (42 reviews)
"Very nice and clean "
United States
Janiyah S.
The price is CA $176
CA $238 total
includes taxes & fees
Jun 8 - Jun 9
The Onyx Cottage. Very cozy and private

Modern Carriage House Escape Rest Work Explore

Modern Carriage House Escape Rest Work Explore
2.0 star property
Indianapolis
10.0 out of 10, Exceptional, (1 review)
"Clean"
United States
Laura
The price is CA $177
CA $516 total
includes taxes & fees
Jul 5 - Jul 6
Modern Carriage House Escape Rest Work Explore

Pet-friendly house 5 minutes from Lucas Oil/Gainbridge!

Pet-friendly house 5 minutes from Lucas Oil/Gainbridge!
Indianapolis
8.8 out of 10, Excellent, (22 reviews)
"Very nice house and close to downtown!"
United States
Kevin L.
The price is CA $138
CA $314 total
includes taxes & fees
Jun 8 - Jun 9
Pet-friendly house 5 minutes from Lucas Oil/Gainbridge!

*King Bed*Broad Ripple*Near Downtown*Bonfire*Patio

*King Bed*Broad Ripple*Near Downtown*Bonfire*Patio
Meridian-Kessler
9.4 out of 10, Exceptional, (89 reviews)
"Super cute place and Lucas was a very good communicator. Great and cozy stay!"
United States
Mina K.
*King Bed*Broad Ripple*Near Downtown*Bonfire*Patio

Hot Tub+Arcade / Fire Pit Retreat Near Monon Trail

Hot Tub+Arcade / Fire Pit Retreat Near Monon Trail
Indianapolis
10.0 out of 10, Exceptional, (21 reviews)
"House is very clean and host was communicative. Really enjoyed our stay. "
United States
Maggie D.
The price is CA $150
CA $405 total
includes taxes & fees
Jun 24 - Jun 25
Hot Tub+Arcade / Fire Pit Retreat Near Monon Trail

Cozy, Affordable, Luxurious | Central Location

Cozy, Affordable, Luxurious | Central Location
Meridian-Kessler
10.0 out of 10, Exceptional, (33 reviews)
"The host was attentive and the room was clean and cozy! So many amenities too! "
United States
Trevor W.
The price is CA $97
CA $230 total
includes taxes & fees
Jun 7 - Jun 8
Cozy, Affordable, Luxurious | Central Location

Chic Boho Retreat Near Downtown

Chic Boho Retreat Near Downtown
3.0 star property
Indianapolis
The price is CA $276
CA $1,318 total
includes taxes & fees
Jun 8 - Jun 9
Chic Boho Retreat Near Downtown

Magnificent 2 Bedroom, Loft Close to Downtown Duplex

Magnificent 2 Bedroom, Loft Close to Downtown Duplex
Near Eastside
9.2 out of 10, Wonderful, (39 reviews)
"Exceptional stay! "
United States
Chrissy S.
The price is CA $197
CA $402 total
includes taxes & fees
Jun 10 - Jun 11
Magnificent 2 Bedroom, Loft Close to Downtown Duplex
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Greenwood Hotel Reviews

Find out more about Greenwood

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Greenwood. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in Greenwood?

Yes, we offer vacation rentals in Greenwood close to Otte Golf And Family Fun Center, or you can choose a more secluded option if you'd like a relaxing place to stay. The shops and restaurants are several reasons why visitors like Greenwood. Make sure you have time to check out the parks and casinos during your trip.

What are some of the best vacation rentals that Greenwood has to offer?

Mable’s Place at Emerson Heights. Near Irvington, Fountain Square and downtown.: This vacation home rental outside of Greenwood is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a fridge, a stovetop, and a microwave.

How many vacation rentals are there in Greenwood?

Choose from 26 Expedia vacation rentals in Greenwood for a memorable vacation.

What can I see and do in Greenwood?

Family-friendly attractions include Otte Golf And Family Fun Center, whereas Doty Run Lake is a spot to enjoy the outdoors. While in the area, you can also visit popular places like Lucas Oil Stadium and Gainbridge Fieldhouse.

What are vacation rentals like in Greenwood?

Vacation rentals are privately owned accommodations you can reserve for several days or longer in Greenwood. Vacation rentals feature amenities such as kitchens and laundry facilities so you'll have a home away from home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from public hotel elevators and bustling concierge desks while still allowing you to travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for family gatherings.