Free Ski/Board Gear + MORE! Large private Hot Tub, Views and Value - by iTrip

Chestnut Highlands
$135.86 - $854.29 / night   in Breckenridge  
3 Bedrooms 3 Bathrooms Sleeps 8

We help make the most of your vacation by providing Free Admission to some of the area's top attractions each and every day! Create exciting memories, have more fun, and truly experience your destination!

Imagine a wallet-friendly, yet luxurious escape with amenities that completely remove the hassle from your vacation!

1. Your private hot tub just off the kitchen is large and ready for your long exhale!

2. Excellent and plentiful grocery options in Frisco enable you to avoid City Market in Breck, which is a zoo any day of the week after 4pm in winter.

3. The Free Summit Stage shuttles provides trips back home from Breck or Frisco well after midnight, so no need to drive at all!

Plenty of bedrooms with TVs and an airy, windowed “bonus” room at the top of the stairs enables guests to spread out and relax. Prime “hangout” space is downstairs for connecting with loved ones with the open floor plan, vaulted ceilings, giant windows, generous kitchen and dining spaces! Have you ever heard of couches that both recline and rock? Uber comfy!


Bedroom #3 with Queen, right next to bathroom

Kitchen -Fully Equipped with all dishes and cookware, crock pot, blender, mixer, etc.

Dining Area – Seating for 8 near fireplace and huge window

Great Room – Super Comfy Rocking AND Reclining Sofas with big flat screen TV and cable

Full Bathroom with shower stall

Full-Sized Washer-Dryer

Garage – 1 car plus parking for one more car in driveway- Park additional cars in the satellite lot


Bedroom #1 – King Bed, Bath EnSuite, 2 huge windows, and 18” flat screen TV with cable

Master Bath #1 – Large Roman soaking tub with glass shower stall, granite counters

Bedroom #2 – King bed, Full Bath EnSuite, giant window

Master Bath #2 – Shower/Tub Combo with Granite counters

Bonus Room – Top of Staircase – Queen futon

Parking for 2 vehicles on-site - one in the garage, the other in the driveway. Due to plowing needs, cars parked on the street will be towed. A third vehicle could easily be parked for $5 per 24 hours in the satellite lot a mile away (on the way to Breck)

Must be 25 years of age to rent this property.

All linens/bath towels are included.

Starter supplies of paper, household goods and coffee are provided.


Breckenridge Business License no. 564450001

Town of Breck Business License no. 449140001

Our average property's 25+ glowing guest reviews ensures how serious we are about a delightful and hassle-free vacation for you and yours.

If you join their ranks, you get a Starbucks gift card and a 10% off - any of our properties, no blackout dates discount on any stay with us in the next 3 years.

F R E E A C T I V I T I E S !

1 free ticket per day per activity for each paid night's stay! Save up to $200/day.!

SUMMER: Whitewater Rafting, Bike Rental, Kayak Tours, Breckenridge Haunted Tours

WINTER: Ski Rentals, Escape Room, Sleigh Ride with Cocoa, Airport Shuttle Round Trip

68 Chestnut Ln Breckenridge, CO 80424

To purchase a vacation townhome like this one, Anne Skinner with Keller Williams or click here to see properties for sale.

Property Type: Townhome Beds: 4 Accommodates: 8 Check In: : 4pm Bedrooms: 3 Check Out: : 10am Bathrooms: 3.0 Pet Friendly: No
BBQ Grill Balcony Big Screen TV Cable Clothes Dryer Coffee Maker Covered Patio Crock Pot DVD Dishwasher Essentials Fireplace Free Wi-Fi Fresh Linens Garage Hair Dryer Heating Internet Internet Access Iron and Board Kitchen Microwave Mountain View Open Patio Pack 'N Play Patio Private Entrance Private Hot Tub Refrigerator Satellite or Cable Ski Valet Smoke Detector TV Toaster WIFI Washing Machine
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Toll Free (800) 951-0752
Reviews - 4.6 stars based on 13 reviews
Chestnut Highlands
5.0/5 stars
The place we stayed in was in great condition, very roomy, and very clean! Great access to the shuttles to go to Breckinridge and Copper Mountain! Would recommend this place to anyone!
Reviewed on Jan 12, 2019 by Skeet skeet, Broussard, LA   Report
Chestnut Highlands
5.0/5 stars
Very helpful in setting up our vacation and answering our questions. Had good f/u when called. The property in Colorado was great to stay at. No c/o
Reviewed on Oct 4, 2018 by Cheryl, Hartley, IA   Report

Thank you, Cheryl for your stay and review of "Chestnut Highlands" in Breckenridge, CO. We appreciate that you took time to write a review and welcome you back soon. - iTrip Vacations - Breckenridge Team

Manager Response Nov 28, 2018
Chestnut Highlands
4.0/5 stars
My friends and I booked this residence for our annual girls trip. The home is convenient to Breckenridge and Frisco. It was comfortable and well equipped for our needs. We experienced a few minor issues upon arrival but the management company addressed them immediately. We would recommend this property for families as well as girlfriend gatherings. We enjoyed hiking, biking and horseback riding (Rusty Spurs Ranch) while we were there.
Reviewed on Sep 10, 2018 by Shirley, Winter Springs, FL   Report

Thank you, Shirley for taking the time to write this review. I am glad to know that we were right there when you needed help during your stay. We are so happy that you enjoyed this location and all the fun you had in Breck! Hope to have you back! -iTrip Vacations Breckenridge Team

Manager Response Sep 20, 2018
Chestnut Highlands
4.0/5 stars
I was not super happy with the cleanliness, everything was fine. The free activities was almost useless!
Reviewed on Aug 27, 2018 by Mohammadreza Khajeh, College station, TX   Report

Thank you, Mohammedreza for taking the time to write this review. We will absolutely bring this to the attention of our cleaning crew. We wish that you would have told us that you were not complete satisfied upon arrival, because we would have certainly sent them back to make it perfect for you. We appreciate your stay and taking the time to write this review. - iTrip Vacations Breckenridge Team

Manager Response Sep 20, 2018
Chestnut Highlands
5.0/5 stars
First family vacation, with my 4 month old granddaughter. It couldn’t have been better!
Reviewed on Aug 8, 2018 by Jeff, Rose dale, OK   Report

Thank you, Jeff for taking the time to write a review for when you are busy new grandparent! Congratulations! We are thrilled that you were so comfortable at "Chestnut Highlands" for such a memorable experience! - iTrip Vacations Breckenridge Team

Manager Response Sep 20, 2018
Chestnut Highlands
5.0/5 stars
We live bed this house! It was perfect for us and two of our adult children and their families. It snowed the whole time we were there, but the house stayed perfectly warm at all times. Loved the instant fireplace and the hot tub! My 4 year old grand daughter especially loved playing in the hot tub while is was snowing heavily. Everything you need to cook with is there. We all enjoyed having the couch and love seat that reclined for each seat. Getting around in the snow was no problem. The snow plows came by regularly and kept the roads cleared. We were just a few minutes away from skiing, sledding, and tubing. We had a great time and hope to stay here again sometime.
Reviewed on Jan 6, 2018 by Ginger, Ft Worth, TX   Report

Thank you, Ginger for your review of "Chestnut Highlands"! We are thrilled that you had a wonderful reunion with your family and were so comfortable. We love snow falling,too! How magical that you enjoyed the outdoor hot tub in the snowfall! #memorymaker! We hope you can come back soon! -iTrip Vacations Breckenridge Team

Manager Response Jan 28, 2018
Chestnut Highlands
5.0/5 stars
We loved staying at Chestnut Highlands. It is the perfect place for a family ski vacation. It is clean, comfortable, cute, and cozy. Our family of 4 had more than enough room to stretch out. The transportation to the ski lift was so convenient. We loved having a well equipped kitchen to cook in every night. The booking team responded quickly to any questions we had, and even worked to get us checked in early. We loved it so much, we are planning on staying at this location agin this spring!
Reviewed on Dec 30, 2017 by Alexis, Mission Hills, KS   Report

Love it, Alexis! Thank you so much for this wonderful review...Chestnut Highlands is such a special place! We hope you can come back soon...yes, we will be so happy to have you come back for the Spring! - iTrip Vacations - Breckenridge

Manager Response Jan 28, 2018
Chestnut Highlands
4.0/5 stars
This condominium is conveniently located just outside of Breckenridge. We were 3 couples, so it was nice to have 3 bedrooms that each had a king or queen bed in it, and it was nice to have 3 bathrooms as well. For the most part everything is very nice, there are some minor maintenance issues that could be taken care of.
Reviewed on Aug 1, 2017 by Kathy, McPherson, KS   Report

Kathy! Thank you so much for your review and stay at Chestnut Highlands! We are grateful. We would be happy to please know of the 'Minor Maintenance Issues"...without wonderful guests telling us, sometimes we don't know what needs fixing as we do not stay in the properties we manage. Please let us know, and we are delighted to fix them, or have them fixed immediately. - iTrip Vacations Breckenridge Team

Manager Response Aug 9, 2017
Chestnut Highlands
5.0/5 stars
We loved our stay at 68 Chestnut for our family ski vacation. We had 4 children and 4 adults and the house work fine. The bus service was always on time and took us right to the lifts. The house is nice appointed and had absolutely everything that we needed. Great hot tub for a large family. First time booking with itrip and we definitely would do it again.
Reviewed on Mar 15, 2017 by Kathy, Covington, La   Report

Thank you for your review, Kathy! We think that this location is perfect for families to relax and "have it all"! So glad you enjoyed! Hope you can come back really soon. - iTrip Vacations Breckenridge Team

Manager Response Mar 27, 2017
Chestnut Highlands
5.0/5 stars
I stayed here with some of my girlfriends, and we had a blast! The place is spacious and beautiful with great amenities. We particularly loved having our own private hot tub. Thanks for a wonderful weekend in Breck!
Reviewed on Feb 15, 2017 by Chloe, Boulder, CO   Report

We are thrilled that you enjoyed LOVELY Chestnut Highlands! It is wonderful to be in such a special place with friends! We hope you can come back soon...maybe the warmer season when we are offering FREE FUN activities everyday! -iTrip Vacations Breckenridge Team

Manager Response Feb 27, 2017
Chestnut Highlands
4.0/5 stars
We stayed here with another family for our annual trip to Breckenridge. We had 8 people total (4 adults, 4 kids). The condo was very roomy and it was nice to have three bathrooms. We really enjoyed the private hot tub off the deck. This condo it a bit out of town, but the private shuttle picks you up right in the driveway and takes you right to Peak 9 or the Gondola. It was really convenient. We will definitely try to book this condo again next year.
Reviewed on Feb 1, 2017 by Rachel, Loveland, CO   Report

We appreciate your lovely review! Thank you! Sounds like your really enjoyed your stay with your friends. The FREE Private Neighborhood Shuttle make for lots of convenience! We would love to have you back! - iTrip Vacations Breckenridge Team

Manager Response Feb 27, 2017
Chestnut Highlands
5.0/5 stars
We were very impressed with our stay at Chestnut Highlands. The home had plenty of space for my extended family and children. We loved that the kitchen was fully stocked with everything we could need to prepare meals at home each day! The hot tub was awesome to come home and relax in after a long day on the mountain skiing. The host was very accommodating with our early check-in request and late check-out which allowed us to ski an extra day! :) Great Stay! ~Easterwoods
Reviewed on Jan 6, 2017 by Easterwoods, Houston, TX   Report

Thank you for this wonderful review! We love to try to accommodate our guests. (When there are not back-to-back bookings, we generally can and will free of charge!) The Hot Tub is spectacular after skiing, and the unit is very spacious! So happy you enjoyed it! - iTrip Vacations Breckenridge Team

Manager Response Feb 27, 2017
Chestnut Highlands
4.0/5 stars
We had great time, we stay at 68 chestnut ln Breckenridge, CO our house was fully equipped, so of the equipment wasn't work when we arrived they need to fixed it but over all its was full, place was not far from Main Street and Frisco.
Reviewed on Jan 1, 2017 by Asif, Houston   Report

Thank you, Asif, for your review of Chestnut Highlands. I am glad that we could help you feel very comfortable and happy! So glad you stayed, and your review is so important to future guests, so thank you!! - iTrip Vacations Breckenridge Team

Manager Response Jan 26, 2017

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