Vacation rentals in Crestwood

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Top-rated vacation rentals in Crestwood

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

Superhost

Home in Taylorsville

4.83 out of 5 average rating, 36 reviews

The Cozy Lake Place Cottage 75

LatashaRating, 5 stars2 months ago
Beautiful home, quiet area, just what we needed for our weekend getaway. We would stay here again
Superhost

Home in Louisville

4.73 out of 5 average rating, 15 reviews

Calm Serene Studio Getaway Louisville by Expo Ctr

JasonRating, 5 stars1 month ago
Absolutely.Easy, check in and out and great location.If you are doing anything at the Kentucky Expo Center. i will definitely be booking again
Guest favorite

Chalet in Borden

4.98 out of 5 average rating, 65 reviews

Top of the Rock

BarbaraRating, 5 stars1 month ago
Beautiful peaceful getaway! We spent the weekend celebrating Christmas and let me say this place was decked out with decorations. Had everything we needed and much more!
Superhost

Home in Old Louisville

4.84 out of 5 average rating, 81 reviews

Exposition Center, Bourbon Trail, Downtown, & I65

JoshRating, 5 stars1 month ago
This home was just as described- clean, furnished, decorated. Adequate provisions in the kitchen (dishes, cookware) and bathrooms (towels, shampoo, body wash). Beds were very firm, which I like, but family members didn't. Master bedroom on the first floor with additional bedrooms upstairs was perfect. Teen kids had the upstairs to themselves. Loved the local decor- bourbon barrel table and stools, wall decor, large mural, wven the shower curtains. Confirming other reviews- area is noisy with interstate and plane traffic, back alley was dark, cluttered, and seemed unsafe, but we had no actual problems. Well worth the money.
Superhost

Cottage in Taylorsville

4.82 out of 5 average rating, 107 reviews

Lake Livin' & Bourbon Sippin'

DeloresRating, 5 stars1 month ago
Great accommodations!
Guest favorite

Cottage in Taylorsville

4.89 out of 5 average rating, 121 reviews

Best view of the lake two bed two bath cottage #4

Martha GraceRating, 5 stars3 months ago
Kim helped me get reservations set up for my parents anniversary, for the second year in a row. She is extremely kind and helpful, and my parents loved her place and the area so much they went back! Very clean and nice place, plenty of extra amenities, beautiful views of the lake and surrounding area and wildlife, good restaurants within driving distance, and plenty of privacy and a feeling of safety and calm! Thank you again Kim from all of us, especially my very happy parents!
Guest favorite

Home in Louisville

4.8 out of 5 average rating, 5 reviews

Cozy Casa Perfect Family Retreat/Pets Welcome

TriciaRating, 5 stars1 month ago
We love staying in the Highlands when coming to Louisville, it never disappoints. This space lived up to and exceeded our expectations. Ed’s home was spacious enough for our big group and the pups enjoyed the fenced in back yard. The beds were comfy, the kitchen was stocked with necessities (including coffee!), and there was lots of space. The off street parking is always a bonus in this area of town but we were pleasantly surprised by how quiet and peaceful the street was. Many of Bardstown Rd favorites were within walking distance, including restaurants and shopping. We hope to stay here again on our next visit and appreciate the hospitality.
Guest favorite

Cottage in Spencer County

4.91 out of 5 average rating, 150 reviews

Peaceful Cottage Minutes from Lake Access

ChrisRating, 5 stars2 months ago
4 life-long friends looked for a quick get-away. This home was perfect. Quiet, cozy, roomy and had every amenity you can think of and beyond! We wished we were able to stay longer than 2 nights. Our favorite being the hot tub and the fireplace :-) :-) Ellen was extremely helpful and responsive with any question.
Guest favorite

Cottage in Taylorsville

4.96 out of 5 average rating, 189 reviews

Four Seasons Cottage at Taylorsville Lake KY

CarrieRating, 5 stars3 months ago
Cottage 37 was a fantastic place for a girls' trip! We felt very much at home as soon as we walked in. We enjoyed the outdoor area every night overlooking the lake and loved seeing the lake covered in fog every morning. The kitchen was great to cook in, as was the grill. All around, a great place to stay!
Guest favorite

Cabin in Mount Eden

4.98 out of 5 average rating, 136 reviews

Bourbon Country Cottage

AnnaRating, 5 stars1 month ago
Beautiful place- very spacious and lovely scenery. Kitchen facilities top notch and very comfy and homey. Large bathroom either plentiful towels and fantastic laundry facilities. Ticks off all the boxes! Will definitely stay again!
Guest favorite

Home in New Albany

4.95 out of 5 average rating, 125 reviews

King bed and oasis backyard with hot tub, firepit

AmandaRating, 5 stars2 weeks ago
Very great place. Owner was very friendly and responsive. Beautiful goude everything descriped very well. Kiok forward to renting again when im in the area.
Guest favorite

Home in Jeffersonville

4.99 out of 5 average rating, 71 reviews

Beachfront River Cottage

LisaRating, 5 stars1 month ago
Perfectly cozy riverfront cottage! Great location, beautiful view (sunrises can’t be beat), very clean and well stocked/organized. Couldn’t have asked for a better experience! Highly recommend.

Popular amenities for Crestwood vacation rentals

Stay near Crestwood's top sights

Yew Dell Botanical Gardens22 locals recommend
Kentucky Artisan Distillery12 locals recommend
3rd Turn Oldham Gardens10 locals recommend
Rikishi4 locals recommend
The Maples Park4 locals recommend
Jucy's Smokehouse Bar-B-Q4 locals recommend

Other great vacation rentals in Crestwood

Superhost

Vacation home in Louisville

4.77 out of 5 average rating, 30 reviews

Historical Mansion 7BD Vacation Home in Derby City

WaqasRating, 5 stars3 months ago
Beena's home was excellent for our large group passing through. It's a very unique property with each room in a different theme, and an incredible outdoor grounds which really makes it feel special. we had a great stay and would love to go back!
Guest favorite

Home in Shelbyville

5 out of 5 average rating, 22 reviews

Bourbon by the Lake

MohamedRating, 5 stars2 months ago
Emily's home was very clean with beautiful views. It is a perfect seasonal getaway, with clean beds/linens, great bathrooms/showers, and a fully stocked kitchen. We particularly liked the outdoor firepit. I would definitely consider Emily's place again in the future.
Guest favorite

Apartment in Central Business District

4.99 out of 5 average rating, 81 reviews

Modern Luxury Apt: King Bed, Coffee Bar, Hot Tub!

ChasityRating, 5 stars2 weeks ago
Very friendly and responds quickly! Gave us very detailed and specific instructions, tons of recommendations and answered my questions super quickly! The space is beautiful and quiet and peaceful! The property was wonderful with plenty to do right in the complex and the heated pool and hot tub were our favorite part! Hot tubing in the 30 degree weather with snow on the ground is a must! We had a wonderful time and were like a minute from 4th street live with just a short walking distance! We can’t wait to stay again and we will be!
Guest favorite

Apartment in Louisville

4.83 out of 5 average rating, 120 reviews

Highlands Harmony House - Near Cherokee Park

ScottRating, 5 stars1 month ago
Great location ... right in the middle of town and close to all the nightlife, yet on a secluded street, very quiet. I am a big fan of Victorian homes, this one has lots of character including a clawfoot tub. Very charming!
Guest favorite

Farm stay in Simpsonville

4.9 out of 5 average rating, 60 reviews

Spacious Home with Beautiful Views

SarahRating, 5 stars2 months ago
Lauren's home is a little slice of farmhouse heaven. The setting is beautiful as the charming home sits back from the road, nestled behind the pastures where the horses roam. The home has many unique and quaint features that make it feel cozy and comfortable. The beds were comfortable and sleep came easily in the quiet and peaceful privacy of the homes's location. There are yummy restaurants and fun shopping within 15-30 minutes making the location extremely convenient. We would stay here again and would recommend it to others looking for a retreat from the hustle and bustle of daily life.
Guest favorite

Condo in Highlands

4.94 out of 5 average rating, 186 reviews

Large Townhouse, Walk to All! King beds, 2.5 baths

AmandaRating, 5 stars5 days ago
The place was clean, and conveniently located. The owner was also very responsive!
Guest favorite

Home in Louisville

5 out of 5 average rating, 15 reviews

Bourbon Country Cottage

ChristianaRating, 5 stars1 month ago
We loved our stay in Julie’s home! The home is as-pictured, spacious, and looks recently remodeled. It includes thoughtful touches—including a decorated Christmas tree—and well-appointed rooms. It was more than enough space for our party of 6 adults, 1 baby. We especially appreciated the well-stocked kitchen which included everything we needed and more (e.g. olive oil & balsamic, spices, plenty of coffee options, pans for cooking, good knives). The beds were comfortable. For baby, Julie provides a pack n play and a soft cushy blanket that served as a great place to let the baby play. Julie was a responsive and thoughtful host, very easy to work with, and I highly recommend her place for your next trip to Louisville!
Guest favorite

Cabin in Shelbyville

4.94 out of 5 average rating, 98 reviews

Bourbon Country Cabin with HOT TUB & Fire Pit

DorisRating, 5 stars4 weeks ago
Location was great. Our family made some beautiful memories together. Will recommend to family and friends. Hope to come back soon.

Quick stats about vacation rentals in Crestwood

  • Total rentals

    20 properties

  • Nightly prices starting at

    ﺩ.ﺇ367 before taxes and fees

  • Total number of reviews

    330 reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Wifi availability

    20 properties include access to wifi

  • Popular amenities

    Gym, BBQ grill, and Laptop-friendly workspace

Frequently Asked Questions

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

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with wireless internet, and more. Indulge in the ultimate retreat, tailored to your preferences.

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

    Experience the best of Crestwood with our house rentals, starting at about $130 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Crestwood have wireless internet?

    Absolutely! We offer over 10 house rentals with wireless internet in Crestwood. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly vacation rentals in Crestwood?

    Crestwood has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Crestwood have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in Crestwood. Enjoy a tailored experience with all the comforts you desire.

  • Are there vacation rentals with a dedicated workspace in Crestwood?

    Yes! Work meets play with ease at over 10 vacation rentals in Crestwood featuring dedicated workspaces. Stay connected and productive in your home away from home.

Destinations to explore

  1. Airbnb
  2. United States
  3. Kentucky
  4. Oldham County
  5. Crestwood