Westport Holiday Rentals

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Holiday Rentals in Westport

River Living - One Story - 2 bd/2ba - On the River - 2Blks to Main St - VIEWS

10.0 out of 10, Exceptional, (5)
"Great location and wonderful house!"
River Living - One Story - 2 bd/2ba - On the River - 2Blks to Main St - VIEWS

Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!

9.8 out of 10, Exceptional, (70)
"This place was a perfect stay for my bachelor party! There was a ton of room, the host was very responsive with any questions and it had everything we needed. Highly recommend! "
The price is NZ$2,035
includes taxes & fees
27 July - 28 July
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!

Glenda’s Overlook..everything you need to make visiting Madison a great getaway!

9.8 out of 10, Exceptional, (31)
"Clean, comfortable home with everything needed for our stay. "
The price is NZ$411
includes taxes & fees
7 Aug - 8 Aug
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!

Cozy Tree-Lined Carriage Home - Stay in Serenity!

9.4 out of 10, Exceptional, (9)
"We absolutely loved staying here while in town visiting family. This place is spacious and beautifully decorated with lots of amenities. We would definitely stay here again. "
The price is NZ$273
includes taxes & fees
28 July - 29 July
Cozy Tree-Lined Carriage Home - Stay in Serenity!

Bourbon Trail Retreat 5 King Beds Sleeps 18 Gated Private Family-Friendly

Bourbon Trail Retreat 5 King Beds Sleeps 18 Gated Private Family-Friendly

Historic woodside view suite 205, Historic woodside view suite 205

9.6 out of 10, Exceptional, (4)
"Beautiful historical building, very clean and cozy. I was surprised how quiet it was being so close to other rooms. Great location, close to everything. Hope to stay here again sometime! "
The price is NZ$268
includes taxes & fees
6 Aug - 7 Aug
Historic woodside view suite 205, Historic woodside view suite 205

Spectacular waterfront house!

9.6 out of 10, Exceptional, (76)
"We had a great time and loved the view of the river! "
Spectacular waterfront house!

The Wee House is a shotgun house that is remodeled with a view of the Ohio river

9.6 out of 10, Exceptional, (50)
"We loved the Wee House. It was great at the end of the day to sit on the porch, listen to the birds, and watch the barges on the river. The kitchen had everything we needed. We especially liked the quilts on the beds--so cheerful and colorful. And the location was perfect--just two short blocks from Main Street so we could walk everywhere."
The Wee House is a shotgun house that is remodeled with a view of the Ohio river

Beautiful views and sunrises overlooking the water. Spacious home with elevator.

9.6 out of 10, Exceptional, (5)
"Great house that has room for extended family and kids for the week. Great time playing pickleball at the owners house as well "
Beautiful views and sunrises overlooking the water. Spacious home with elevator.

Relaxing Country Getaway

9.4 out of 10, Exceptional, (33)
"Wonderful stay, very private. Cozy place perfect for couples looking to unwind. Would stay again."
Relaxing Country Getaway

4 rooms for rent

2.0 out of 10, (1)
"We ended up not staying due to not being able to get a hold of the host. Also called vrbo and they couldnt contact the host"
The price is NZ$230
includes taxes & fees
26 July - 27 July
4 rooms for rent

Historic Cottage with modern amenities

9.6 out of 10, Exceptional, (20)
"In town for a wedding, cottage was fantastic. Loved the floor plan and elegant interior. Hoping to stay here again during Derby week, until next time - Cheers!"
The price is NZ$651
includes taxes & fees
27 July - 28 July
Historic Cottage with modern amenities

Louisville Country Manor - Pool & Pickleball!

10.0 out of 10, Exceptional, (11)
"Golf trip with my buddies, place was clean with all the amenities. "
Louisville Country Manor - Pool & Pickleball!

Best downtown location! Stablemaster’s Quarters. Awarded winning! Come see why…

10.0 out of 10, Exceptional, (43)
"This is the second time staying at this unit. Next weekend, we are going down and staying in the upstairs loft. Looking forward. Always a great time staying with Suzie. Highly recommend."
Best downtown location! Stablemaster’s Quarters. Awarded winning! Come see why…

The Wadsworth in National Historic District of Madison, Indiana.

10.0 out of 10, Exceptional, (51)
"We absolutely loved our stay in Madison at the Wadsworth House! You couldn't ask for a nicer place to stay for a quiet get away!"
The Wadsworth in National Historic District of Madison, Indiana.

Cozy Cabin Madison Indiana

10.0 out of 10, Exceptional, (16)
"The cabin was just as described online it's very quiet and was the perfect getaway "
Cozy Cabin Madison Indiana

Three King Master Bedrooms all on Separate Floors; 7 Total Bedrooms

9.8 out of 10, Exceptional, (7)
"What a great place to stay! Great location close to downtown Louisville. Plenty of sleeping options for my 5 friends. Great communication with owner. Highly recommend this place for your bourbon trail experience. "
Three King Master Bedrooms all on Separate Floors; 7 Total Bedrooms

Modern Nature Cabin | Private Escape in the Forest

The price is NZ$369
includes taxes & fees
31 July - 1 Aug
Modern Nature Cabin | Private Escape in the Forest

Cozy 2-bedroom basement apartment in charming Memphis IN. with WiFi, office area

10.0 out of 10, Exceptional, (6)
"Was the perfect little overnight stay! "
The price is NZ$262
includes taxes & fees
7 Aug - 8 Aug
Cozy 2-bedroom basement apartment in charming Memphis IN. with WiFi, office area

Close to Louisville,Hot Tub,Fire Pit,Game Room, and 4 Bedrooms 3 Baths

10.0 out of 10, Exceptional, (146)
"Our family had a spectacular stay at the Stone Creek. Our kids (7, 3, 2 yo) had a blast playing pingpong, board games, and hot tub. Place was clean and we felt home. We’ll definitely come back!"
Close to Louisville,Hot Tub,Fire Pit,Game Room, and 4 Bedrooms 3 Baths
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 Westport Hotel Reviews

Frequently asked questions

Can I find a holiday rental in Westport?

Yes, there are holiday rentals close to the most popular sights in Westport, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Westport has to offer?

River Living - One Story - 2 bd/2ba - On the River - 2Blks to Main St - VIEWS: This holiday home rental outside of Westport is located on a river, and has a patio, a selection of games and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

What can I see and do in Westport?

Explore the area and family-friendly sights such as IceLand Sports Complex, or get out into nature at a spot like Ohio River. In the wider area, you’ll find Lagrange Quarry and Hermitage Farm.

What are holiday rentals like in Westport?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Westport. Holiday rentals feature amenities such as patios, hot tubs and fire pits so you'll feel just like you're at home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of seclusion away from shared hotel lifts and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for a family trip.