
Condo vacation rentals in Keystone
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Top-rated condo rentals in Keystone
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Popular amenities for Keystone condo rentals
Weekly condo rentals

Roomy Condo on the Mountain
First time our family has been skiing, 6 people on this visit. Our entire experience in the Terry Peak area was great! Danielle was proactive at getting us the information we needed. Stay was as expected and the condo was great. We didn't need Danielle for anything during our stay but I felt confident she was available if needed. Highly recommend and would choose to stay here again anytime we are back!

Grandma's House
Staying at Grandma's House was an incredible experience, and it truly felt like home. The suite was super cozy, with all the comforts you could ask for. It had such a warm, welcoming atmosphere that made me feel instantly at ease. Cyndie was amazing and always available to answer any questions I had, making the stay even more enjoyable. I couldn't have asked for a better place to stay—highly recommend it

Black Hills Stay Walk to Brewery 3mi 2Deadwood Ski
The condo is the perfect location! We could get to Terry Peak to ski easily, and then it was a quick drive to Deadwood as well. The apartment was clean and had everything we needed.

Condo in the Hills #1 | Minutes to Deadwood
Very comfortable place to stay.

Luxurious Main St Deadwood Condo - Outlaw Square!
Great location if you desire to be within the main area of downtown Deadwood. The rental was clean and comfortable. Perfect for two people, for a few days.

Spacious Couples Retreat - Northern Black Hills
Sharon & Keith were absolutely awesome hosts! We came to ski, and their condo couldn’t have been more perfectly located—just the right distance from Terry Peak. I was truly impressed by their thoughtful communication and how considerate they were of our needs. The condo itself was spotless, well-equipped with fantastic amenities, and made for a super comfortable stay. The easy check-in and check-out process was great! I would 10/10 recommend this spot to anyone looking for a place to stay in Lead.

Lead me to Adventure
We have nothing but good things to say once again after our second stay at Lead Me to Adventure! We were there to ski - being able to come back to a quiet, cozy place in the afternoon was perfect! A well stocked kitchen allowed for homemade meals before and after our daily excursions and we were able to stay caught up on our laundry just a few steps down the hall. Everyone got a great night’s sleep each night in clean, comfortable beds. The amazing closet/storage space is always greatly appreciated as you’re not tripping over luggage during your stay. Our family enjoyed the provided games and seeing wildlife just beyond the deck every day. Can’t beat the great parking spot directly outside the door! We look forward to staying again in the future!

The “Hat Creek Condo”
Love this space. Lonesome Dove Themed and perfect location.
Condo rentals with a pool

B4 rustic lodge feel 1bd/1ba, walk to ski, w/ pool
Had a great stay at the Terry Peak Lodge. The perfect amount of amenities and a great room as well. Enjoyed the hot tub and sauna area.

A3- Spacious 2bd/2ba condo w/ hot tub, walk to ski
beautiful location and lodg. it was perfect for our family to stay 2 bedrooms and baths. we spent the days at different attractions and then came home to a nice little space. no a/c, but it was always cool in the evening, so it was perfect. hot tubs were a great way to end the day. we stayed over the week of the 4th. it was just perfect.

B15 Renovated Gem: 2bd/2ba +Pool w/Views, Walk2Ski
Great condo in a beautiful location. The hot tubs and pool were great after a long day hiking around the Badlands and Black Hills. Would definitely stay here again!

A8- Bright lodge feel 1bd/1ba walk to ski, w/ view
short walk to the ski lift and got to relax in the pool, hot tub and sauna! would highly recommend and hope to stay again soon!

B2- classic ski vibe 1bd/1ba, walk to ski, w/ pool
Perfect location for our stay and the room was clean. Easy access with the lock on the door and had everything we needed inside. The kitchen was fully stocked with dishes, pans, cups, appliances, and the bathroom shower was roomy and clean. The room was a little small for 2 people and our archery gear, and we went in the summer, so it was hot, even with the fans. I didn't look to see if there was A/C, so that was my fault. The bed was comfortable! There was a TV in the living room and bedroom, which was nice, even though we didn't use them, and the internet was quick and easy to connect to. It was a little noisy with kids running around upstairs and we being on the first floor, but by bed-time it got quiet. You can see the ski lodge from the room and it takes about 5 minutes to walk there! We would stay again, but maybe on an upper unit.

A4-Bright 2bd/2ba main floor corner unit
We liked it even more than the photos. It was so nice to have two bathrooms. Living on the ground floor was easy for carrying our gear. We loved the hot tub! (Sadly our first night it was cold, so check before arrival if they will heat it). Nice to have access to pool table and extremely nice to walk to Terry Peak just across the street! (Tip buy lift tickets in advance for New Year’s Eve! Pick up passes night before so you can get right in gear rental lines). Hosts were very responsive. Nice to cook our own food.

B10 Bright, quaint 1bd/1ba, walk to ski w/ hot tub
Great place to stay if looking for a getaway in the hills!
Private condo rentals

Walkable Lead Condo: 5 Mi to Terry Peak Ski Area!
Excellent place to stay. Soft beds, clean, lots of games to play. Problems with the lock-but VERY responsive service, VERY friendly. Great super host!!!!!

Hillside Hideaway in Historic Lead
Our stay at the Hillside Hideaway was absolutely amazing! The place was so beautiful and spacious, it felt like our own little slice of heaven. Trista’s decorating skills are incredible - it really felt like home for four whole days. We’d definitely stay here again!!!

B5 NEW* 1bd/1ba modern Mt. vibe, walk to ski, pool
My friend and I loved our stay at the Terry Peak Lodge! 😊 The hot tub and pool were great amenities just footsteps away from your doorstep! Our host, Corttnee was very helpful and always responded quickly. They provided a lot of miscellaneous items that were greatly appreciated, all the way from seasonings, phone chargers, games and even a lint roller! The decor was so adorable and the beds and pillows were super comfy, we felt right at home! I would recommend this Airbnb to anybody looking for a great stay in the area! 😎

Luxury Penthouse Overlook Main Street
We loved staying at Carmen’s place. It’s a beautifully remodeled 3 bedroom condo. We loved its location and would highly recommend it!!!

Modern Condo Minutes from Sturgis & Deadwood
Clean condo. Beds were comfortable and we had everything we needed. Great stay!

Lead Vacation Rental ~ 17 Mi to Sturgis
Great little place to stay!! Great location and lots of things to do nearby!! About a 10 min drive from downtown Deadwood! Apt was very clean and taken care of. All beds (including the pullout bed couch) were very comfortable. Overall, was an awesome find and would definitely recommend!!

Main St. Luxury Condo - Overlook Town Square!
I have stayed in many Airbnb's in various locations and this place is definitely in the top of list! The loft is absolutely gorgeous--not a detail left unnoticed! Heated floors in both bathrooms, comfy bed and linens, fireplace, stunning kitchen! Everything we needed was provided. Walking distance to everything, right in the heart of Deadwood-yet still very quiet and peaceful. We didn't hear any noise from the street. This was a wonderful stay, we didn't want to leave. Will most definitely be returning for future stays!
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