Airbnb Properties for Sale in Crestwood, KY

Looking for a vacation rental investment in Crestwood, KY with high ROI ?

Explore a range of newly added short-term rental homes in Crestwood, KY. Make a smart investment with newly available Airbnb properties and find the ideal high-ROI property for sale.

Airbnb For Sale in Crestwood, KY

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
2410 Eastwood Cir Crestwood, KY Great Room / Dining Area - Open floor plan concept. 1,023 square foot finished walkout bas...	4 beds \| 3 baths \| 3,073 sq.ft.	$550,000	Airbnb cash on cash: 3.48% Traditional cash on cash: 2.58% Airbnb Rental Income: $3645 Traditional Rental Income: $2386 Airbnb ROI: 3.48% Traditional ROI: 2.58%
3702 Marilyn Ct Crestwood, KY You'll want to visit this updated Ranch home sitting in a cul-de-sac in Oldham County! Enj...	3 beds \| 1 baths \| 1,014 sq.ft.	$245,000	Airbnb cash on cash: 4.4% Traditional cash on cash: 2.8% Airbnb Rental Income: $2077 Traditional Rental Income: $1170 Airbnb ROI: 4.4% Traditional ROI: 2.8%
6226 Camden Cir Crestwood, KY Well Maintained 4 Bedroom, 2 full, 2 half bath home with a walkout finished basement. Camd...	4 beds \| 3 baths \| 2,600 sq.ft.	$350,000	Airbnb cash on cash: 6.53% Traditional cash on cash: 5.32% Airbnb Rental Income: $3645 Traditional Rental Income: $2451 Airbnb ROI: 6.53% Traditional ROI: 5.32%
4612 Glenarm Rd Crestwood, KY This spacious ranch-style home offers almost 3200 sq ft on the main level plus 1,688 sq ft...	4 beds \| 3 baths \| 4,882 sq.ft.	$539,000	Airbnb cash on cash: 3.62% Traditional cash on cash: 3.1% Airbnb Rental Income: $3645 Traditional Rental Income: $2590 Airbnb ROI: 3.62% Traditional ROI: 3.1%
5412 Pearce Way Crestwood, KY This Ranch Home has 3 Bedrooms, 1 1/2 Baths. The Living Room features a Fire Place. It has...	3 beds \| 1 baths \| 1,290 sq.ft.	$297,000	Airbnb cash on cash: 3.33% Traditional cash on cash: 2.19% Airbnb Rental Income: $2077 Traditional Rental Income: $1225 Airbnb ROI: 3.33% Traditional ROI: 2.19%
7430 E Orchard Grass Blvd Crestwood, KY Welcome to your dream home in the sought-after Orchard Grass Hills subdivision in Crestwoo...	4 beds \| 2 baths \| 2,019 sq.ft.	$350,000	Airbnb cash on cash: 6.53% Traditional cash on cash: 5.26% Airbnb Rental Income: $3645 Traditional Rental Income: $2430 Airbnb ROI: 6.53% Traditional ROI: 5.26%
2823 Hollow Oak Dr Crestwood, KY Two story great room is open to the dining area and large kitchen with beautiful backsplas...	4 beds \| 3 baths \| 2,681 sq.ft.	$546,000	Airbnb cash on cash: 3.69% Traditional cash on cash: 3.3% Airbnb Rental Income: $3645 Traditional Rental Income: $2650 Airbnb ROI: 3.69% Traditional ROI: 3.3%
5314 Brookswood Rd Crestwood, KY Located on 1.34 acres in the Woodsboro neighborhood- you don't want to miss out on this AM...	4 beds \| 3 baths \| 3,764 sq.ft.	$649,000	Airbnb cash on cash: 3.41% Traditional cash on cash: 2.88% Airbnb Rental Income: $3645 Traditional Rental Income: $2531 Airbnb ROI: 3.41% Traditional ROI: 2.88%
Washington Plan Crestwood, KY Washington Plan, Crestwood, KY 40014 \| Single Family Residential	4 beds \| 4 baths \| 3,161 sq.ft.	$618,900	Airbnb cash on cash: 2.92% Traditional cash on cash: 2.33% Airbnb Rental Income: $3645 Traditional Rental Income: $2509 Airbnb ROI: 2.92% Traditional ROI: 2.33%
Hamilton Plan Crestwood, KY Hamilton Plan, Crestwood, KY 40014 \| Single Family Residential	4 beds \| 2 baths \| 2,550 sq.ft.	$553,900	Airbnb cash on cash: 3.47% Traditional cash on cash: 1.61% Airbnb Rental Income: $3645 Traditional Rental Income: $1886 Airbnb ROI: 3.47% Traditional ROI: 1.61%
Jackson Plan Crestwood, KY Jackson Plan, Crestwood, KY 40014 \| Single Family Residential	4 beds \| 2 baths \| 2,743 sq.ft.	$573,900	Airbnb cash on cash: 3.29% Traditional cash on cash: 1.56% Airbnb Rental Income: $3645 Traditional Rental Income: $1925 Airbnb ROI: 3.29% Traditional ROI: 1.56%
Revere Plan Crestwood, KY Revere Plan, Crestwood, KY 40014 \| Single Family Residential	4 beds \| 2 baths \| 2,998 sq.ft.	$588,900	Airbnb cash on cash: 3.16% Traditional cash on cash: 1.58% Airbnb Rental Income: $3645 Traditional Rental Income: $1983 Airbnb ROI: 3.16% Traditional ROI: 1.58%
6403 New Cut Rd #Tract 2 Crestwood, KY 6403 New Cut Rd, Crestwood, KY 40014 \| Other	N/A beds \| N/A baths \| N/A	$155,000	Airbnb cash on cash: 3.1% Traditional cash on cash: 0.57% Airbnb Rental Income: $1219 Traditional Rental Income: $451 Airbnb ROI: 3.1% Traditional ROI: 0.57%
6405 New Cut Rd #Tract 3 Crestwood, KY 6405 New Cut Rd, Crestwood, KY 40014 \| Other	N/A beds \| N/A baths \| N/A	$175,000	Airbnb cash on cash: 2.55% Traditional cash on cash: 0.3% Airbnb Rental Income: $1219 Traditional Rental Income: $451 Airbnb ROI: 2.55% Traditional ROI: 0.3%
5501 Farmhouse Dr Crestwood, KY 5501 Farmhouse Dr, Crestwood, KY 40014 \| Other	N/A beds \| N/A baths \| N/A	$230,000	Airbnb cash on cash: 1.2% Traditional cash on cash: -0.53% Airbnb Rental Income: $1219 Traditional Rental Income: $451 Airbnb ROI: 1.2% Traditional ROI: -0.53%
5504 Farmhouse Dr Crestwood, KY 5504 Farmhouse Dr, Crestwood, KY 40014 \| Other	N/A beds \| N/A baths \| N/A	$200,000	Airbnb cash on cash: 1.65% Traditional cash on cash: -0.33% Airbnb Rental Income: $1219 Traditional Rental Income: $451 Airbnb ROI: 1.65% Traditional ROI: -0.33%
5502 Farmhouse Dr Crestwood, KY 5502 Farmhouse Dr, Crestwood, KY 40014 \| Other	N/A beds \| N/A baths \| N/A	$180,000	Airbnb cash on cash: 2.02% Traditional cash on cash: -0.17% Airbnb Rental Income: $1219 Traditional Rental Income: $451 Airbnb ROI: 2.02% Traditional ROI: -0.17%
6206 Perrin Crestwood, KY 6206 Perrin, Crestwood, KY 40014 \| Other	N/A beds \| N/A baths \| N/A	$79,900	Airbnb cash on cash: 7.35% Traditional cash on cash: 2.57% Airbnb Rental Income: $1219 Traditional Rental Income: $451 Airbnb ROI: 7.35% Traditional ROI: 2.57%
359 Winkler Rd Crestwood, KY 359 Winkler Rd, Crestwood, KY 40014 \| Other	N/A beds \| N/A baths \| N/A	$90,000	Airbnb cash on cash: 6.49% Traditional cash on cash: 2.21% Airbnb Rental Income: $1219 Traditional Rental Income: $451 Airbnb ROI: 6.49% Traditional ROI: 2.21%
6113 Winkler Rd Crestwood, KY 6113 Winkler Rd, Crestwood, KY 40014 \| Other	N/A beds \| N/A baths \| N/A	$114,900	Airbnb cash on cash: 4.66% Traditional cash on cash: 1.28% Airbnb Rental Income: $1219 Traditional Rental Income: $451 Airbnb ROI: 4.66% Traditional ROI: 1.28%
6125 Winkler Rd Crestwood, KY 6125 Winkler Rd, Crestwood, KY 40014 \| Other	N/A beds \| N/A baths \| N/A	$90,000	Airbnb cash on cash: 6.49% Traditional cash on cash: 2.34% Airbnb Rental Income: $1219 Traditional Rental Income: $462 Airbnb ROI: 6.49% Traditional ROI: 2.34%
7406 Turner Ridge Rd Crestwood, KY 7406 Turner Ridge Rd, Crestwood, KY 40014 \| Other	N/A beds \| N/A baths \| N/A	$124,900	Airbnb cash on cash: 4.25% Traditional cash on cash: 1.12% Airbnb Rental Income: $1219 Traditional Rental Income: $451 Airbnb ROI: 4.25% Traditional ROI: 1.12%
390 Turner Ridge Rd Crestwood, KY 390 Turner Ridge Rd, Crestwood, KY 40014 \| Other	N/A beds \| N/A baths \| N/A	$124,900	Airbnb cash on cash: 4.25% Traditional cash on cash: 1.21% Airbnb Rental Income: $1219 Traditional Rental Income: $462 Airbnb ROI: 4.25% Traditional ROI: 1.21%
6109 Winkler Rd Crestwood, KY 6109 Winkler Rd, Crestwood, KY 40014 \| Other	N/A beds \| N/A baths \| N/A	$124,900	Airbnb cash on cash: 4.25% Traditional cash on cash: 1.12% Airbnb Rental Income: $1219 Traditional Rental Income: $451 Airbnb ROI: 4.25% Traditional ROI: 1.12%
6126 Winkler Rd Crestwood, KY 6126 Winkler Rd, Crestwood, KY 40014 \| Other	N/A beds \| N/A baths \| N/A	$114,900	Airbnb cash on cash: 4.76% Traditional cash on cash: 1.38% Airbnb Rental Income: $1219 Traditional Rental Income: $451 Airbnb ROI: 4.76% Traditional ROI: 1.38%
6127 Winkler Rd Crestwood, KY 6127 Winkler Rd, Crestwood, KY 40014 \| Other	N/A beds \| N/A baths \| N/A	$109,900	Airbnb cash on cash: 5.05% Traditional cash on cash: 1.62% Airbnb Rental Income: $1219 Traditional Rental Income: $462 Airbnb ROI: 5.05% Traditional ROI: 1.62%
5607 Farmhouse Lot 19 Dr Crestwood, KY Welcome home! This custom built home features an open floor plan with a vaulted ceiling in...	4 beds \| 3 baths \| 4,040 sq.ft.	$1,074,900	Airbnb cash on cash: 1.63% Traditional cash on cash: 1.04% Airbnb Rental Income: $3645 Traditional Rental Income: $2255 Airbnb ROI: 1.63% Traditional ROI: 1.04%
3815 Wiano Dr Crestwood, KY Welcome to 3815 Wiano Drive in beautiful Crestwood, located in highly sought after Oldham ...	3 beds \| 1 baths \| 1,012 sq.ft.	$235,000	Airbnb cash on cash: 4.67% Traditional cash on cash: 3.54% Airbnb Rental Income: $2077 Traditional Rental Income: $1292 Airbnb ROI: 4.67% Traditional ROI: 3.54%
2905 Salt Lick Rd Crestwood, KY 2905 Salt Lick Rd, Crestwood, KY 40014 \| Other	N/A beds \| N/A baths \| N/A	$129,900	Airbnb cash on cash: 3.99% Traditional cash on cash: 1.52% Airbnb Rental Income: $1219 Traditional Rental Income: $518 Airbnb ROI: 3.99% Traditional ROI: 1.52%
6401 New Cut Rd Lot 1 Crestwood, KY 6401 New Cut Rd, Crestwood, KY 40014 \| Other	N/A beds \| N/A baths \| N/A	$165,000	Airbnb cash on cash: 2.81% Traditional cash on cash: 0.85% Airbnb Rental Income: $1219 Traditional Rental Income: $518 Airbnb ROI: 2.81% Traditional ROI: 0.85%
6200 Brentwood Ct Crestwood, KY 6200 Brentwood Ct, Crestwood, KY 40014 \| Single Family Residential	4 beds \| 3 baths \| 2,911 sq.ft.	$850,000	Airbnb cash on cash: 1.5% Traditional cash on cash: 0.99% Airbnb Rental Income: $3645 Traditional Rental Income: $2448 Airbnb ROI: 1.5% Traditional ROI: 0.99%
1105 E Hwy 22 Crestwood, KY 1105 E Hwy 22, Crestwood, KY 40014 \| Single Family Residential	4 beds \| 2 baths \| 2,700 sq.ft.	$525,000	Airbnb cash on cash: 3.76% Traditional cash on cash: 2.08% Airbnb Rental Income: $3645 Traditional Rental Income: $2024 Airbnb ROI: 3.76% Traditional ROI: 2.08%
4405 W State Hwy 22 Crestwood, KY 4405 W State Hwy 22, Crestwood, KY 40014 \| Single Family Residential	4 beds \| 3 baths \| 4,791 sq.ft.	$865,000	Airbnb cash on cash: 1.57% Traditional cash on cash: 0.69% Airbnb Rental Income: $3645 Traditional Rental Income: $2143 Airbnb ROI: 1.57% Traditional ROI: 0.69%
5508 Clover Ridge Dr Crestwood, KY 5508 Clover Ridge Dr, Crestwood, KY 40014 \| Other	N/A beds \| N/A baths \| N/A	$210,000	Airbnb cash on cash: 1.81% Traditional cash on cash: 0.33% Airbnb Rental Income: $1219 Traditional Rental Income: $532 Airbnb ROI: 1.81% Traditional ROI: 0.33%
4513 Timothy Way Crestwood, KY This adorable, charming home includes 3 bedrooms and 1 full bath. You will notice this hom...	3 beds \| 1 baths \| 1,025 sq.ft.	$215,000	Airbnb cash on cash: 5.14% Traditional cash on cash: 4.04% Airbnb Rental Income: $2077 Traditional Rental Income: $1317 Airbnb ROI: 5.14% Traditional ROI: 4.04%
8330 Ballardsville Rd Crestwood, KY 8330 Ballardsville Rd, Crestwood, KY 40014 \| Single Family Residential	2 beds \| 1 baths \| 1,000 sq.ft.	$199,000	Airbnb cash on cash: 3.12% Traditional cash on cash: 2.37% Airbnb Rental Income: $1465 Traditional Rental Income: $891 Airbnb ROI: 3.12% Traditional ROI: 2.37%
7395 Edith Way Crestwood, KY 7395 Edith Way, Crestwood, KY 40014 \| Single Family Residential	4 beds \| 3 baths \| 3,917 sq.ft.	$865,000	Airbnb cash on cash: 1.44% Traditional cash on cash: 0.66% Airbnb Rental Income: $3645 Traditional Rental Income: $2219 Airbnb ROI: 1.44% Traditional ROI: 0.66%
6608 Eastwind Way Crestwood, KY 6608 Eastwind Way, Crestwood, KY 40014 \| Single Family Residential	4 beds \| 2 baths \| 4,330 sq.ft.	$695,000	Airbnb cash on cash: 2.33% Traditional cash on cash: 0.5% Airbnb Rental Income: $3645 Traditional Rental Income: $1664 Airbnb ROI: 2.33% Traditional ROI: 0.5%
0 W Hwy 22 Crestwood, KY 0 W Hwy 22, Crestwood, KY 40014 \| Other	N/A beds \| N/A baths \| N/A	$375,000	Airbnb cash on cash: 0.23% Traditional cash on cash: -0.61% Airbnb Rental Income: $1219 Traditional Rental Income: $532 Airbnb ROI: 0.23% Traditional ROI: -0.61%
6913 Williamsgate Blvd Crestwood, KY Welcome to 6913 Williamsgate Blvd, where space, comfort, and exceptional storage come toge...	4 beds \| 2 baths \| 2,624 sq.ft.	$468,000	Airbnb cash on cash: 4.36% Traditional cash on cash: 3.58% Airbnb Rental Income: $3645 Traditional Rental Income: $2506 Airbnb ROI: 4.36% Traditional ROI: 3.58%

Vacation Rentals in Crestwood

There are 79 vacation rental properties available for sale in the city of Crestwood . The median list price of Airbnb properties available for sale in Crestwood is $469,719 and the average price per square foot is $177. The cash on cash return on vacation rentals in Crestwood is 2.00%. The average monthly short term rental income in Crestwood is $2,077.

Crestwood, KY Short Term Rentals FAQs for Buyers, Sellers and Investors

There are 79 Airbnb properties available for sale in Crestwood.

In 2026, the best neighborhood to buy short term rental property is Crestwood.

In September 2026, the average Airbnb occupancy rate in Crestwood is 33%.

Airbnb data on vacation rentals in Crestwood, KY is available at Mashvisor. You can access data such as listings, real-time pricing trends, Crestwood, KY market insights, guest information and booking details, seasonality trends and historical Crestwood, KY Airbnb performance data.

Your search for investment property begins and ends here

Airbnb For Sale in Crestwood, KY

2410 Eastwood Cir

Crestwood, KY

4 beds | 3 baths | 3,073 sq.ft.

$550,000

Airbnb cash on cash: 3.48%

Traditional cash on cash: 2.58%

Airbnb Rental Income: $3645

Traditional Rental Income: $2386

Airbnb ROI: 3.48%

Traditional ROI: 2.58%

3702 Marilyn Ct

Crestwood, KY

3 beds | 1 baths | 1,014 sq.ft.

$245,000

Airbnb cash on cash: 4.4%

Traditional cash on cash: 2.8%

Airbnb Rental Income: $2077

Traditional Rental Income: $1170

Airbnb ROI: 4.4%

Traditional ROI: 2.8%

6226 Camden Cir

Crestwood, KY

4 beds | 3 baths | 2,600 sq.ft.

$350,000

Airbnb cash on cash: 6.53%

Traditional cash on cash: 5.32%

Airbnb Rental Income: $3645

Traditional Rental Income: $2451

Airbnb ROI: 6.53%

Traditional ROI: 5.32%

4612 Glenarm Rd

Crestwood, KY

4 beds | 3 baths | 4,882 sq.ft.

$539,000

Airbnb cash on cash: 3.62%

Traditional cash on cash: 3.1%

Airbnb Rental Income: $3645

Traditional Rental Income: $2590

Airbnb ROI: 3.62%

Traditional ROI: 3.1%

5412 Pearce Way

Crestwood, KY

3 beds | 1 baths | 1,290 sq.ft.

$297,000

Airbnb cash on cash: 3.33%

Traditional cash on cash: 2.19%

Airbnb Rental Income: $2077

Traditional Rental Income: $1225

Airbnb ROI: 3.33%

Traditional ROI: 2.19%

7430 E Orchard Grass Blvd

Crestwood, KY

4 beds | 2 baths | 2,019 sq.ft.

$350,000

Airbnb cash on cash: 6.53%

Traditional cash on cash: 5.26%

Airbnb Rental Income: $3645

Traditional Rental Income: $2430

Airbnb ROI: 6.53%

Traditional ROI: 5.26%

2823 Hollow Oak Dr

Crestwood, KY

4 beds | 3 baths | 2,681 sq.ft.

$546,000

Airbnb cash on cash: 3.69%

Traditional cash on cash: 3.3%

Airbnb Rental Income: $3645

Traditional Rental Income: $2650

Airbnb ROI: 3.69%

Traditional ROI: 3.3%

5314 Brookswood Rd

Crestwood, KY

4 beds | 3 baths | 3,764 sq.ft.

$649,000

Airbnb cash on cash: 3.41%

Traditional cash on cash: 2.88%

Airbnb Rental Income: $3645

Traditional Rental Income: $2531

Airbnb ROI: 3.41%