Dillsboro Holiday Rentals

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Holiday Rentals in Dillsboro

Our Smoky Mountain Home ,pet friendly

Our Smoky Mountain Home ,pet friendly

New home w/hot tub, fireplace, firepit - Less than 1/2 mi to Main St.

10.0 out of 10, Exceptional, (20)
"The honey house had everything we were looking for in a house! Very clean and everything worked as expected. The location is great and the check in/out process was great. Would recommend and come back again!"
New home w/hot tub, fireplace, firepit - Less than 1/2 mi to Main St.

Molly's Room at the Herren House

9.0 out of 10, Wonderful, (18)
"Another great stay!! We will be back!! I’m"
Molly's Room at the Herren House

Cozy Waynesville retreat near Cataloochee Ski Area - Lucile Room

7.4 out of 10, Good, (6)
"Communication with owner was slow and frustrating. Room was lacking the very most basic of amenities. No TV in the room or anywhere in the house, no soap in the bathroom except a commercial hand soap dispenser at the sink and an ancient bottle of VO5 shampoo. Bed was awful. No coffee at the Keurig. Couldn’t wait to leave."
Cozy Waynesville retreat near Cataloochee Ski Area - Lucile Room

Cozy 1-bedroom- 22 minutes from Cataloochee Ski Area - Jessica

9.0 out of 10, Wonderful, (9)
"Affordable and walkable to downtown "
Cozy 1-bedroom- 22 minutes from Cataloochee Ski Area - Jessica

1-bedroom just 22 minutes from Cataloochee Ski Area - Henry Room

9.0 out of 10, Wonderful, (26)
"Great location to Downtown Waynesville"
1-bedroom just 22 minutes from Cataloochee Ski Area - Henry Room

Creekside Cabin • Hot Tub • Pet Friendly

9.2 out of 10, Wonderful, (11)
"Was a wonderful place to stay, very clean and nice."
Creekside Cabin • Hot Tub • Pet Friendly

Modern Home w/Hot Tub, Fire Pit, Outdoor Games

10.0 out of 10, Exceptional, (4)
"We really enjoyed this house. Close to everything and very well furnished. The hot tub, fire pit and outdoor games were a added bonus. Would highly recommend this property: "
Modern Home w/Hot Tub, Fire Pit, Outdoor Games

1920s Cottage- Walk to Downtown Waynesville and Hazelwood Village. Pet-Friendly!

9.8 out of 10, Exceptional, (38)
"This is our second time thing at this house and it’s a perfect size for us three business women"
The price is AU$389
includes taxes & fees
21 July - 22 July
1920s Cottage- Walk to Downtown Waynesville and Hazelwood Village. Pet-Friendly!

Bellamy Hazelwood Hideaway - Walking distance to bars and shopping

The price is AU$729
includes taxes & fees
18 July - 19 July
Bellamy Hazelwood Hideaway - Walking distance to bars and shopping

Amazing Mountain Views, Close To Everything, Huge Porch, Fire Pit, Coffee Bar!

Amazing Mountain Views, Close To Everything, Huge Porch, Fire Pit, Coffee Bar!

Beautiful & Relaxing Getaway Near Maggie Valley

2.0 star property
Beautiful & Relaxing Getaway Near Maggie Valley

Secluded 4 Bedroom with Hot Tub. 5 minutes to town. MC friendly and accessible!

10.0 out of 10, Exceptional, (68)
"Great trip"
The price is AU$686
includes taxes & fees
20 July - 21 July
Secluded 4 Bedroom with Hot Tub. 5 minutes to town. MC friendly and accessible!

Private MTN Haven: Hot Tub, Game Room, Cold Plunge, & Fire Pit

10.0 out of 10, Exceptional, (4)
"Super cozy place, convenient location, very clean, and lots of thoughtful amenities. Thanks for a great trip!"
Private MTN Haven: Hot Tub, Game Room, Cold Plunge, & Fire Pit

Not damaged by Helene. Close to town, hot tub, motorcycle friendly

10.0 out of 10, Exceptional, (11)
"Lovely property that had everything you could need for a relaxing getaway."
Not damaged by Helene. Close to town, hot tub, motorcycle friendly

Maggie Valley Creekside Retreat!

9.8 out of 10, Exceptional, (6)
"Perfect hideout. Able to get to everything you need within minutes. Very accommodating owners. We enjoyed our stay"
The price is AU$591
includes taxes & fees
21 July - 22 July
Maggie Valley Creekside Retreat!

Beautiful newly renovated modern mountain cabin 8 min from downtown w/ club

The price is AU$1,397
includes taxes & fees
28 July - 29 July
Beautiful newly renovated modern mountain cabin 8 min from downtown w/ club

Rivers Edge

3.5 star property
10.0 out of 10, Exceptional, (6)
"Wonderful stay. Wish we could have stayed longer. The house was very clean, communication was excellent, well equipped with small appliances. It even had an iron, which was appreciated for my husband's dress shirt. "
Rivers Edge

Fireside Cottage 1

The price is AU$230
includes taxes & fees
27 July - 28 July
Fireside Cottage 1
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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Frequently asked questions

Are there holiday rentals in Dillsboro?

Yes, there are holiday rentals close to the most popular sights in Dillsboro, or you can select a more secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the scenic riverfront and mountain landscape in Dillsboro. Give yourself some extra time to check out the shops and restaurants during your trip.

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

Bryson City Tiny Home - Walk to it All!: This holiday home rental outside of Dillsboro is located in the city centre, and offers a selection of games, air conditioning and a Smart TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Dillsboro?

Expedia has 4 holiday rentals for your stay in Dillsboro.

What’s there to see and do in Dillsboro?

While exploring the area, visit family-friendly sights like Santa's Land Family Theme Park and Zoo, or get outside and enjoy nature at Tuckasegee River. In the wider area, you’ll find Harrahs Cherokee Casino and Sequoyah National Golf Club.

What’s a holiday rental in Dillsboro like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Dillsboro. Holiday rentals feature amenities like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of privacy away from public hotel lifts and busy concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for families.