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Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3

Our top choices for Greenwood cottages

A deck with outdoor furniture, a glass table, and a sliding glass door leading to a patio area.

1. Pet-friendly Countryside Retreat in Whiteland!

Pet-friendly Countryside Retreat in Whiteland!
3.0 star property
Whiteland
The price is CA $349
CA $826 total
includes taxes & fees
Nov 29 - Nov 30
Pet-friendly Countryside Retreat in Whiteland!
A fire pit with four Adirondack chairs arranged around it, set on a brick patio with a view of a lake and trees in the background.

2. LAKEHOUSE/HOT TUB/8 MILES TO DOWNTOWN/ON 60 ACRES

LAKEHOUSE/HOT TUB/8 MILES TO DOWNTOWN/ON 60 ACRES
Indianapolis
9.0 out of 10, Wonderful, (35 reviews)
"nice relaxing country setting. celebration of my 50th wedding anniversary with my sons and their families. Hot tub and game room a big hit with the grandkids."
United States
Gerard H.
The price is CA $137
CA $440 total
includes taxes & fees
Nov 16 - Nov 17
LAKEHOUSE/HOT TUB/8 MILES TO DOWNTOWN/ON 60 ACRES
A two-story house with a front porch, a visible address number, and a well-maintained lawn.

3. Core's Cottage: Fountain Square- Cozy 1BR Dwtn Indy

Core's Cottage: Fountain Square- Cozy 1BR Dwtn Indy
Fountain Square
9.2 out of 10, Wonderful, (16 reviews)
"Very cute and cozy. We stayed for a concert at Lucas Oil Stadium and it was very conveniently located just a 5 minute or less Uber drive."
United States
Cindy S.
The price is CA $96
CA $301 total
includes taxes & fees
Dec 1 - Dec 2
Core's Cottage: Fountain Square- Cozy 1BR Dwtn Indy
A wooden deck with a railing, a glass door, and a chair with cushions.

4. Chic Boho Retreat Near Downtown

Chic Boho Retreat Near Downtown
3.0 star property
Indianapolis
The price is CA $338
CA $1,457 total
includes taxes & fees
Dec 2 - Dec 3
Chic Boho Retreat Near Downtown
A residential property with a well-maintained lawn, mature trees, and a single-story house with a front porch.

5. Charming 3-bedroom Country Cottage in Beautiful Brownsburg, IN!

Charming 3-bedroom Country Cottage in Beautiful Brownsburg, IN!
Brownsburg
9.8 out of 10, Exceptional, (36 reviews)
"The home was a perfect size for our group and very convenient."
United States
Richard C.
The price is CA $252
CA $490 total
includes taxes & fees
Nov 11 - Nov 12
Charming 3-bedroom Country Cottage in Beautiful Brownsburg, IN!
A modern two-story house with a balcony, a front porch, and a concrete pathway leading to the entrance.

6. Modern Comfort Downtown Indy Stylish 3BR Getaway

Modern Comfort Downtown Indy Stylish 3BR Getaway
3.0 star property
Indianapolis
The price is CA $294
CA $1,386 total
includes taxes & fees
Nov 11 - Nov 12
Modern Comfort Downtown Indy Stylish 3BR Getaway
A small wooden house with a red door, a wooden fence, and a snow-covered ground.

7. Rooftop Lounge & City Views! 3BR 3 Mi to Dtwn Indy

Rooftop Lounge & City Views! 3BR 3 Mi to Dtwn Indy
3.0 star property
Near Eastside
The price is CA $264
CA $612 total
includes taxes & fees
Nov 9 - Nov 10
Rooftop Lounge & City Views! 3BR 3 Mi to Dtwn Indy
A single-story house with a front door, two windows, a garage, and a small porch area.

8. 8 Mi to Dtwn Indianapolis: Family Home w/ Yard!

8 Mi to Dtwn Indianapolis: Family Home w/ Yard!
3.0 star property
Indianapolis
5.0 out of 10, (2 reviews)
"The house was dirty and run-down, in a bad neighborhood. The only positive was its proximity to downtown Indiana. The beds were generally falling apart, the kitchen was a mess, the oven, refrigerator, etc. The beds, mattresses, and couches stank, the front door was practically falling apart, and the doorknob was falling off. Furthermore, my child was bitten by bedbugs two nights while she slept in the bunk bed. After that, she had to sleep with us for the rest of our stay. I strongly advise...
United Kingdom
Michal
The price is CA $245
CA $437 total
includes taxes & fees
Nov 15 - Nov 16
8 Mi to Dtwn Indianapolis: Family Home w/ Yard!
A two-story house with a well-maintained lawn and a tree in the front yard.

9. Family-friendly Indianapolis Home w/ Fenced Yard

Family-friendly Indianapolis Home w/ Fenced Yard
3.0 star property
Indianapolis
The price is CA $297
CA $853 total
includes taxes & fees
Nov 22 - Nov 23
Family-friendly Indianapolis Home w/ Fenced Yard
A two-story house with a garage, a front yard with a small tree, and a clear sky.

10. 4 Mi to Dtwn: Danville Home w/ Patio & Yard

4 Mi to Dtwn: Danville Home w/ Patio & Yard
3.0 star property
Danville
The price is CA $386
CA $841 total
includes taxes & fees
Nov 30 - Dec 1
4 Mi to Dtwn: Danville Home w/ Patio & Yard
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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Learn more about Greenwood

Stroll along the scenic Craig Park trails before catching a summer concert at the amphitheater's free music series. Downtown's revitalized Old Town district offers local shops and restaurants where servers happily recommend their favourite Hoosier craft beers.

See all hotels in Greenwood
A forest with autumn-colored trees and a wooden fence.

Top reviews in Greenwood

A Holiday Inn Express & Suites hotel with a prominent sign, a covered entrance, and a landscaped front yard.
Holiday Inn Express Hotel & Suites Greenwood by IHG

Holiday Inn Express Hotel & Suites Greenwood by IHG

Holiday Inn Express Hotel & Suites Greenwood by IHG
Greenwood

10/10 Excellent

Very clean, quiet, good breakfast.
Canada
Jeanette
Reviewed September 24, 2026
Holiday Inn Express Hotel & Suites Greenwood by IHG

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The best travel accessory is a well-planned itinerary. Greenwood Park Mall is a good place to kick-start your sightseeing in Greenwood.

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