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Iola Rentals

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36 Results

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Number of reviews

36 Houses

Wonderlust Cabin - New listing with private hot tub!

Iola house

2 bedrooms / 2 bathrooms / sleeps 7

Price per night from

$150

Price per night from

$286

Bear Butte Gulch Lodge

Iola house

4 bedrooms / 2 bathrooms / sleeps 14

Price per night from

$197

Big Jim's Hideaway

Iola house

4 bedrooms / 3 bathrooms / sleeps 12

Price per night from

$165

Bigfoot Bungalow

Iola house

3 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$170

Mountain Oasis - 6 bedroom cabin on Terry Peak!

Iola house

6 bedrooms / 3 bathrooms / sleeps 20

Price per night from

$250

Knotty Pine Chalet

Iola house

6 bedrooms / 2 bathrooms / sleeps 12

Price per night from

$175

Small town home great for remote work!

Iola house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$181

Great rentals within 20 miles that match your search

Charming Rally Home in Lead!

Lead house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$515

Buffalo Thunder Lodge

Deadwood house

7 bedrooms / 5 bathrooms / sleeps 26

Price per night from

$300

In The Snow Lodge

Lead house

5 bedrooms / 3 bathrooms / sleeps 14

“Perfect accomodations for a large group!” Loved staying here last month with a family group of all ages! Driveway was a bit tricky (very steep) but we conquered it! Great decor, lots of room, plenty of beds and everything we needed for a great,fun stay in the Black Hills!

Price per night from

$295

802 Ridgeroad Home in Lead

Lead house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$540

Blackhorn Lodge on Gilded Mountain

Lead house

4 bedrooms / 3 bathrooms / sleeps 15

“Great time, with a few exceptions...” Overall our stay was great. The house is really beautiful and the area is awesome! There were 12 of us and the house has plenty of room to comfortably accomodate that number. What you need to know: One of our issues was no internet. The add for this place says internet. Which really means if you go across to the club house you have internet access. There were two people in our party that had work to do, so we specifically searched for places with internet. Not having internet at the house was a big issue for us. The second thing is, this house is three levels and only has one air conditioning unit. I'm sure most of the time it's cool and doesn't matter, but in July it gets very hot on the top floor while the downstairs is freezing. Still, overall it was a nice place and we had a great time.

Price per night from

$245

Aspen Ridge Cabin

United States studio

Studio / 3 bathrooms / sleeps 14

Price per night from

$239

Bonny's Place

Deadwood house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$170

Captain Jak's Lodge - pet friendly!

Lead house

4 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$225

Cozy Pines a/k/a Mountain Pine Retreat

Lead house

3 bedrooms / 2 bathrooms / sleeps 6

“Perfect little getaway” What a great cabin! Husband and I stayed there for the 2 time for a long weekend ski trip. Close to both ski resorts. Deadwood Connection is the only way go when traveling to the Northern Hills. This is a great cabin with beautiful views, great outdoor hot tub!

Price per night from

$150

Whitetail Lodge

Lead house

4 bedrooms / 2 bathrooms / sleeps 15

“Beautiful Home with a great location!” The Whitetail Lodge is a beautiful home! This cabin has tons of space for adults and Kids. We used this home for a girls getaway weekend to Deadwood.The house was spotless and very clean. The Hot Tub is very large and the game room was tons of fun. We can not wait to go back! I would rent this cabin again and again!

Price per night from

$183

Deadwood Victorian Home

Deadwood house

4 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$675

Gold Rush Lodge

Lead house

4 bedrooms / 2 bathrooms / sleeps 12

“The best as always” Jonna with Deadwood connections is the best to work with! We have been working with her with all of our Northern Black Hills vacation properties. This was a first time staying at this particular property. As always it was awesome! Love the properties in the Gilden Mountain area that Deadwood Connections rents up there. Every property we had stayed at always exceeds our expectations! Thanks Jonna for a beautiful place to stay!!!

Price per night from

$250

Elk Creek Retreat

United States house

3 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$118

Foote Creek Lodge

Lead house

4 bedrooms / 3 bathrooms / sleeps 13

Price per night from

$175

Chase's Cabin by the Creek

United States house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$175

Aaron's Aspen Retreat

Lead house

3 bedrooms / 3 bathrooms / sleeps 11

“very nice” The hot water didn't work in the downstairs bathroom. Also, the grill is in very bad shape. Took @ lease an hour to cook hamburgers. Other than that, this was an awesome cabin for families with children!!

Price per night from

$195

The Outback - Log Cabin Lodge

Lead house

4 bedrooms / 3 bathrooms / sleeps 14

“Perfect” From Jonna at Deadwood Connections to the Log home we rented,our stay was great.

Price per night from

$250

Lookout View Retreat

Lead house

3 bedrooms / 2 bathrooms / sleeps 12

Price per night from

$175

Creekside Cabin

Lead house

3 bedrooms / 2 bathrooms / sleeps 10

“Fantastic cabin” The cabin was clean, comfortable and cozy. The hot tub was clean and super relaxing (especially in the snow) Kitchen was great. All around great place to stay.

Price per night from

$225

2425 Carter Drive - Rapid City Home

Rapid City house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$800

Northern Stars Cabin

Lead house

3 bedrooms / 2 bathrooms / sleeps 10

“Heck with a hotel room!” We were in town for a wedding along with several of our extended family. We looked high and low for a good deal on multiple hotel rooms then came across www.deadwoodconnections.com. After looking at several properties (and getting a good reference from a local) we booked this cabin at Terry Peak. The location was very nice, peaceful with great views. The cabin was very clean, tastefully decorated and the perfect fit for our family to congregate. Loved it!!

Price per night from

$195

Alpine Getaway

United States house

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$195

Franklin's Tower

United States house

4 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$175

Mineral Mountain Lodge

Lead house

4 bedrooms / 3 bathrooms / sleeps 14

“Adult getaway” This cabin was perfect for a long weekend vacation stay for 6 adults. Close to winter activities and in town activities. Cabin was in good condition and had plenty of space to keep things separated for couples. 2nd time using Deadwood Connections and each time has been a good experience.

Price per night from

$200

Stage Run Home

Deadwood house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$650

Beautiful Summerset Home - 18 miles to Sturgis!

Black Hawk house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$650

Great Pine Lodge

Lead house

5 bedrooms / 3 bathrooms / sleeps 15

“Great location for snowmobiling” As advertised, plenty of room. Direct access to Black Hills trails, which was a huge plus. Had a slight issue with the hot tub, but the rental management was very quick to respond.

Price per night from

$187

Cabin Fever

Lead house

5 bedrooms / 3 bathrooms / sleeps 16

“Absolutely wonderful!” The place was amazing. It is very secluded! Couldn't have asked for a better family vacation!

Price per night from

$225

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