Greenwood Holiday Rentals

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Check prices for these dates

Tonight
20 Dec - 21 Dec
Tomorrow
21 Dec - 22 Dec
Next weekend
26 Dec - 28 Dec
In two weeks
2 Jan - 4 Jan

Our top choices for Greenwood holiday rentals

TV
Rustic Chic in Charming Center Grove w Fenced Yard

Rustic Chic in Charming Center Grove w Fenced Yard

Rustic Chic in Charming Center Grove w Fenced Yard
Greenwood
10.0 out of 10, Exceptional, (15)
"Very convenient for our visit with family and well equipped. "
United States
Jacqueline M.
Rustic Chic in Charming Center Grove w Fenced Yard
TV, offices
Family Neighborhood - Full Yard - Parking

Family Neighborhood - Full Yard - Parking

Family Neighborhood - Full Yard - Parking
Greenwood
8.0 out of 10, Very good, (11)
"Nice place to stay. Cozy and clean. Friendly neighbors. I enjoyed walks through the neighborhood. "
United States
Susan B.
The price is HK$607
HK$2,427 total
includes taxes & fees
30 Dec - 31 Dec
Family Neighborhood - Full Yard - Parking
Fridge, microwave, oven, stovetop
Convenient 2 bedroom with King Bed

Convenient 2 bedroom with King Bed

Convenient 2 bedroom with King Bed
Greenwood
9.4 out of 10, Exceptional, (8)
"Check in was very simple and the kitchen had everything I needed. Brooke was very responsive too. "
United States
Mark G.
The price is HK$1,015
HK$2,201 total
includes taxes & fees
29 Dec - 30 Dec
Convenient 2 bedroom with King Bed
Terrace/patio
NEW Retreat 4-bedroom Indianapolis Dreamhouse with Hot tub & Pets ok

NEW Retreat 4-bedroom Indianapolis Dreamhouse with Hot tub & Pets ok

NEW Retreat 4-bedroom Indianapolis Dreamhouse with Hot tub & Pets ok
Greenwood
10.0 out of 10, Exceptional, (5)
"My friends and I stayed during gencon and we couldn’t have asked for a better house! Everything was clean and there were so many amenities. We would love to stay again next year. "
United States
Amy C.
The price is HK$2,339
HK$5,417 total
includes taxes & fees
27 Dec - 28 Dec
NEW Retreat 4-bedroom Indianapolis Dreamhouse with Hot tub & Pets ok
Exterior detail
Rustic, rural, relaxing, family friendly stay! Excellent location 5 min to I74.

Rustic, rural, relaxing, family friendly stay! Excellent location 5 min to I74.

Rustic, rural, relaxing, family friendly stay! Excellent location 5 min to I74.
Fairland
10.0 out of 10, Exceptional, (79)
"Nice place tucked away. Had a great time fishing ! We def will be back !! "
United States
Erik F.
The price is HK$1,128
HK$1,935 total
includes taxes & fees
21 Dec - 22 Dec
Rustic, rural, relaxing, family friendly stay! Excellent location 5 min to I74.
Fridge, microwave, oven, stovetop
Cozy Irvington Getaway: Mins to Downtown

Cozy Irvington Getaway: Mins to Downtown

Cozy Irvington Getaway: Mins to Downtown
2.0 star property
Irvington
9.4 out of 10, Exceptional, (20)
"Our part of the house was adorable and had everything needed for an easy stay."
United States
Alexander B.
The price is HK$545
HK$1,939 total
includes taxes & fees
21 Dec - 22 Dec
Cozy Irvington Getaway: Mins to Downtown
Living area
CozySuites - Penrose

CozySuites - Penrose

CozySuites - Penrose
3.5 star property
Downtown Indianapolis
8.4 out of 10, Very good, (8)
"Loved the pool area. Everyone we passed was so friendly. Apt had everything I needed to cook and even provided coffee so I didn’t have to go out to get any. Def will be back."
United States
Jessica
The price is HK$444
HK$1,555 total
includes taxes & fees
25 Dec - 26 Dec
CozySuites - Penrose
Private kitchen
Charming 2 Bedroom with in Home Gym

Charming 2 Bedroom with in Home Gym

Charming 2 Bedroom with in Home Gym
3.0 star property
Indianapolis
9.4 out of 10, Exceptional, (3)
"Nice option vs. a hotel. Clean, nice garage parking space and overall vey quaint! I would stay here again if given the opportunity!"
United States
Kenneth
The price is HK$514
HK$2,446 total
includes taxes & fees
26 Dec - 27 Dec
Charming 2 Bedroom with in Home Gym
Fridge, microwave, oven, stovetop
Carriage Home w/ early check in

Carriage Home w/ early check in

Carriage Home w/ early check in
Near Northside
9.2 out of 10, Wonderful, (14)
"Exactly as described, easy to check in Loved the early check-in "
United States
Kimberly S.
The price is HK$389
HK$960 total
includes taxes & fees
5 Jan - 6 Jan 2026
Carriage Home w/ early check in
Private kitchen
CozySuites The Block Skybridge Access

CozySuites The Block Skybridge Access

CozySuites The Block Skybridge Access
4.0 star property
Downtown Indianapolis
8.0 out of 10, Very good, (23)
"Came to town for the NCAA's and had a blast."
United States
Chris
The price is HK$537
HK$1,601 total
includes taxes & fees
30 Dec - 31 Dec
CozySuites The Block Skybridge Access
Exterior
Historic Meadowdale Farm - Barn Stay in Rural Setting

Historic Meadowdale Farm - Barn Stay in Rural Setting

Historic Meadowdale Farm - Barn Stay in Rural Setting
Indianapolis
10.0 out of 10, Exceptional, (139)
"So highly recommended! It was peaceful and pretty, and the owners made everything so simple. (Plus, I made a new best friend in the form of a barn cat!) Would love to stay here again. "
United States
Kerry B.
The price is HK$896
HK$1,178 total
includes taxes & fees
24 Dec - 25 Dec
Historic Meadowdale Farm - Barn Stay in Rural Setting
Microwave, oven, stovetop, dishwasher
Luxury Modern Nearby Downtown Indy Escape: New Built. Game Room, 75” TVs

Luxury Modern Nearby Downtown Indy Escape: New Built. Game Room, 75” TVs

Luxury Modern Nearby Downtown Indy Escape: New Built. Game Room, 75” TVs
2.0 star property
Indianapolis
9.8 out of 10, Exceptional, (9)
"Great stay! Exactly as advertised. Loved the amenities of the game room and coffee bar. "
United States
Angela G.
The price is HK$1,176
HK$2,833 total
includes taxes & fees
21 Dec - 22 Dec
Luxury Modern Nearby Downtown Indy Escape: New Built. Game Room, 75” TVs
Terrace/patio
Experience Indy in Style Free Parking, DT Views

Experience Indy in Style Free Parking, DT Views

Experience Indy in Style Free Parking, DT Views
Downtown Indianapolis
9.2 out of 10, Wonderful, (15)
"In town for a fever game, place worked out great for getting into town and going to the game. Will definitely stay again."
United States
Zacariah C.
The price is HK$451
HK$2,226 total
includes taxes & fees
19 Jan - 20 Jan 2026
Experience Indy in Style Free Parking, DT Views
Property grounds
Cozy 3 bedroom house

Cozy 3 bedroom house

Cozy 3 bedroom house
Indianapolis
9.8 out of 10, Exceptional, (50)
"The property was very nice. It is located in a nice neighborhood.Communication with the owner was excellent. We would stay again if we need to travel to the area."
United States
Marie W.
The price is HK$1,050
HK$1,639 total
includes taxes & fees
5 Jan - 6 Jan 2026
Cozy 3 bedroom house
Outdoor dining
CozySuites Mass w/ parking, lounge & roof deck #18

CozySuites Mass w/ parking, lounge & roof deck #18

CozySuites Mass w/ parking, lounge & roof deck #18
2.0 star property
Downtown Indianapolis
9.0 out of 10, Wonderful, (9)
"Very nice rental in perfect location on Mass Ave a very popular area in Indy Rental is very nice with all the conveniences. I would stay again and highly recommend this rental"
United States
JENNIFER M.
The price is HK$373
HK$1,485 total
includes taxes & fees
23 Dec - 24 Dec
CozySuites Mass w/ parking, lounge & roof deck #18
Fridge, microwave, oven, stovetop
Cozy house will sleep many. Ten minutes from downtown.

Cozy house will sleep many. Ten minutes from downtown.

Cozy house will sleep many. Ten minutes from downtown.
2.0 star property
Indianapolis
9.8 out of 10, Exceptional, (27)
"easy convenient stay"
United States
Amanda W.
The price is HK$700
HK$1,457 total
includes taxes & fees
30 Dec - 31 Dec
Cozy house will sleep many. Ten minutes from downtown.
Rooftop terrace
CozySuites at Block20

CozySuites at Block20

CozySuites at Block20
2.5 star property
Downtown Indianapolis
8.2 out of 10, Very good, (64)
"Clean. Nice suite. A little odd to get into and no staff but roomy and nice. "
United States
James
The price is HK$444
HK$1,555 total
includes taxes & fees
25 Dec - 26 Dec
CozySuites at Block20
Private kitchen
BOLD 2BR/2BA In The Block Apartment by CozySuites

BOLD 2BR/2BA In The Block Apartment by CozySuites

BOLD 2BR/2BA In The Block Apartment by CozySuites
3.5 star property
Downtown Indianapolis
10.0 out of 10, Exceptional, (3)
"Started a little rough with check in, but John handled quickly and professionally!! Stay was great!!! Quiet inside, but a little noisy outside due to downtown night life!!!! Overall, will definitely stay again if in the downtown Indy area!!!!"
United States
Erika
The price is HK$778
HK$2,633 total
includes taxes & fees
29 Dec - 30 Dec
BOLD 2BR/2BA In The Block Apartment by CozySuites
Fridge, microwave, oven, stovetop
Luxury w/SoakTub* King* Backyard* Fountain Sq

Luxury w/SoakTub* King* Backyard* Fountain Sq

Luxury w/SoakTub* King* Backyard* Fountain Sq
Fountain Square
10.0 out of 10, Exceptional, (6)
"Very nice, clean and quiet"
United States
Mary G.
Luxury w/SoakTub* King* Backyard* Fountain Sq
Outdoor dining
CozySuites Studio Apartment in Urban Indy

CozySuites Studio Apartment in Urban Indy

CozySuites Studio Apartment in Urban Indy
Downtown Indianapolis
8.0 out of 10, Very good, (1)
"The unit is fine. Centrally located. Street parking costs extra, but isn't charged from 11p-7a, so if you pay for parking after 11p via the app, the paid parking time doesn't start until 7am. That was a bonus. They say they are pet-friendly, but be aware that there may be extra fees charged by the property after you book and pay, separate from VRBO."
United States
Jason C.
The price is HK$373
HK$1,430 total
includes taxes & fees
23 Dec - 24 Dec
CozySuites Studio Apartment in Urban Indy
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

Country Inn & Suites by Radisson, Indianapolis Airport South, IN

Country Inn & Suites by Radisson, Indianapolis Airport South, IN

10/10 Excellent
"Great stay! Friendly staff"
Daniel 1-night trip
Posted 3 days ago
Country Inn & Suites by Radisson, Indianapolis Airport South, IN

Find out more about Greenwood

Search for holiday rentals in Greenwood on Expedia! You can easily find your home rentals, villas, holiday apartments in Greenwood using one of the methods below:

  • View our selection of featured holiday rentals in Greenwood
  • Use the map to find apartments and other holiday homes in the Greenwood neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Greenwood while they last

Look no further and take a look at our great range of rental properties in Greenwood!

Frequently asked questions

Can I find holiday rentals in Greenwood?

Yes, there are holiday rentals in Greenwood close to Otte Golf And Family Fun Center, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals that Greenwood has to offer?

Modern Home in a prestigious downtown neighborhood: This holiday home rental outside of Greenwood is located in the city centre, and offers an arcade/games room, air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Greenwood?

Choose from 21 Expedia holiday rentals in Greenwood for a memorable holiday.

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. Other places in town to visit include Valle Vista Golf Club, Wedding Venue and Conference Center and Greenwood Park Mall.

What are holiday rentals like in Greenwood?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Greenwood. Holiday rentals feature extras such as patios, hot tubs and fire pits so you'll feel just like you're at home. If you're concerned about cleanliness, holiday rentals can provide a sense of privacy away from public hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular option for small groups.