Holiday Rentals in Westport

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Holiday Rentals in Westport

Spectacular waterfront house!

9.6 out of 10, Exceptional, (78)
"We had a great time and loved the view of the river! "
Spectacular waterfront house!

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

10.0 out of 10, Exceptional, (1)
"This post will be long. My family and I were completely surprised by the beauty of this property. The intentionality of the bedrooms, interior decorations, the size of the property , so we all could stretch out. I am thoroughly impressed. We will be back."
Bourbon Trail Retreat 5 King Beds Sleeps 18 Gated Private Family-Friendly

✪Heated Pool, Firepit, Bikes, Grill, Pets✪

8.8 out of 10, Excellent, (15)
"Thank you for sharing your lovely home with us. The pool was a hit with the kids and we had a wonderful time relaxing and enjoying our vacation. Thank you for being such gracious hosts and providing us with a comfortable and enjoyable stay. We hope to visit again in the future!"
The price is €268
includes taxes & fees
18 Aug - 19 Aug
✪Heated Pool, Firepit, Bikes, Grill, Pets✪

The Artist’s A-Frame

10.0 out of 10, Exceptional, (17)
"Stayed for the weekend to hike at Clifty Falls. Great location to the state park and downtown restaurants. Really pretty house with everything you’d need for a stay. Host was super nice to interact with as well. Thanks again! "
The price is €198
includes taxes & fees
19 Aug - 20 Aug
The Artist’s A-Frame

Relaxing Country Getaway

9.4 out of 10, Exceptional, (35)
"Wonderful stay, very private. Cozy place perfect for couples looking to unwind. Would stay again."
Relaxing Country Getaway

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 €974
includes taxes & fees
18 Aug - 19 Aug
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!

☆Stunning Derby Home☆ 5 KING BEDS, HOT TUB,FIREPIT

9.0 out of 10, Wonderful, (33)
"Relaxing, fun time with family. Back yard is a treasure. "
The price is €395
includes taxes & fees
18 Aug - 19 Aug
☆Stunning Derby Home☆ 5 KING BEDS, HOT TUB,FIREPIT

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

9.8 out of 10, Exceptional, (36)
"We enjoyed the space. Had everything we needed. Great proximity to downtown shopping and entertainment. "
The price is €197
includes taxes & fees
18 Aug - 19 Aug
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!

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

9.6 out of 10, Exceptional, (50)
"Fantastic location-Ohio River View; walkable to Madison’s downtown, river walk, and bridge."
The Wee House is a shotgun house that is remodeled with a view of the Ohio river

The Sweet Spot! - Live Like a Local

10.0 out of 10, Exceptional, (113)
"Wonderful manager and great property. "
The Sweet Spot! - Live Like a Local

Cozy Tree-Lined Carriage Home - Stay in Serenity!

9.6 out of 10, Exceptional, (14)
"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 €145
includes taxes & fees
18 Aug - 19 Aug
Cozy Tree-Lined Carriage Home - Stay in Serenity!

Sunset over the city Suite 201, Sunset over the city Suite 201

9.6 out of 10, Exceptional, (8)
"Was just what i needed to stay the week after my dads passing. Safe,.comfortable and affordable "
The price is €164
includes taxes & fees
17 Sept - 18 Sept
Sunset over the city Suite 201, Sunset over the city Suite 201

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

10.0 out of 10, Exceptional, (47)
"Everything was really great...the property is beautiful...the amenities were amazing...and the owners so sweet and caring...the would answer a text message pronto...will stay again!"
Best downtown location! Stablemaster’s Quarters. Awarded winning! Come see why…

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

9.8 out of 10, Exceptional, (9)
"Great location and wonderful house!"
River Living - One Story - 2 bd/2ba - On the River - 2Blks to Main St - VIEWS

+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+

9.6 out of 10, Exceptional, (74)
"Great location, 10-15 minute Uber ride to Louisville."
+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+

The River's Edge Oasis...Relax & unwind...Casual luxury close to downtown Lville

10.0 out of 10, Exceptional, (179)
"Way beyond our expectations. We loved our stay!"
The River's Edge Oasis...Relax & unwind...Casual luxury close to downtown Lville

The Wadsworth in National Historic District of Madison, Indiana.

10.0 out of 10, Exceptional, (52)
"Wonderful VRBO steps away from the Ohio River and historic Madison in a very quiet setting. The home is comfortable, clean and very well-equipped, and the seating at the rear of the house is a nice bonus! The owners are great people, and have anticipated every need for a short or long stay. Highly recommend this property!"
The Wadsworth in National Historic District of Madison, Indiana.

Bungalow on Main!!

9.8 out of 10, Exceptional, (16)
"Wonderful accommodations, beautifully decorated and very clean! We will be back!"
Bungalow on Main!!

"Madison Manor I" by The River: Nice patio, hot tub, gas grill, and fire pit

9.4 out of 10, Exceptional, (8)
"We thoroughly enjoyed our time! Great place! We would definitely stay there again!"
"Madison Manor I" by The River: Nice patio, hot tub, gas grill, and fire pit

Historic Cottage with modern amenities

9.4 out of 10, Exceptional, (22)
"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 €373
includes taxes & fees
17 Sept - 18 Sept
Historic Cottage with modern amenities
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?

Spectacular waterfront house!: This holiday home rental outside of Westport is located on a river, and has a balcony, 1 hot tub and a BBQ to put you at ease 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.

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 Hermitage Farm and Charlestown State Park.

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.