
Vacation rentals with a kayak in Winter Park
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Top-rated kayak rentals in Winter Park
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House rentals with a kayak

Lux Mountain Chalet 35 I Free Adventures Daily
Stayed here for a ski weekend and it was great. The hot tub was super relaxing after a long day of skiing and the commute to the slopes was easy given the free public transit. Clean home and great stay!

Lux Resort Villa 301 I Free Adventures Daily
Beautiful views and excellent amenities! Great location to the free green line bus to go skiing at Winter Park.

Luxury Townhome 1 I Free Adventures Daily
The best locations are those those simply vanish in the background and just make it easy to settle in. This location had a bunch of nice touches that made it easy. They have a good selection of furniture that let us all hang out together in the family room without running out of spots. They had more than enough dishes so you didn't have to stay ahead of washing to have clean dishes. They had a good selection of sleeping beds/rooms so it was easy to organize what we needed. All the furniture, by the way, was super comfy. In particular the master bed and pillows were great. Location was easy in an out. Hot tub on the deck was super relaxing. All in all, a good rental for us.

New Luxury Chalet 101 I Free Adventures Daily
The house was beautiful, had everything we needed. Perfect for 3 kids. Would stay again!

New Rooftop Home 96 I Free Adventures Daily
The location is the very best in all of Winter Park. Literally, across the street from a lovely park and central gathering area with a nature walk following along the river bank. Within 1 block of best restaurants and coffee shops in the town; and a 5 min walk to bowling alley and movie theater. The unit has everything you would want: spacious and modern. We will be back!

New Cliff Side Lux Chalet I Free Adventures Daily
Celebrated a friends 28th birthday party at the cabin, was the perfect spot for a getaway !

New Luxury Condo 1409 I Free Adventures Daily
Our stay at this condo was great! Easy parking in garage, clean and updated apartment. We would stay again.

Slopeside River Chalet I Free Adventures Daily
A wonderful place to call home while skiing. The home itself was nice and had many of the necessities that you would want. We were able to walk up to the lifts. It wasn’t far but you do need to make it up a steep hill. Definitely doable for most. Hot tub was great. Kitchen had most hinges that you would need for cooking Like others stated , and the host made very known, the room with the foosball is quite cold. They do provide blankets. The tiniest complaint was that most of the beds did not have flat sheets, only the fitted. We definitely would stay here again.
Cabin rentals with a kayak

Lemmon Lodge - Private Beach and Fishing
Absolutely magical place! Great location, and had everything we needed for our trip. The girls loved the bunk beds and playing at the private beach, and much relaxation was had on the front porch. Wendy was incredibly responsive and accommodating. Will definitely be back!

Achonee Cabin
We really enjoyed our stay here during the winter. We could only imagine how beautiful it is in the summer. We did a little snow shoeing that is close to the ranch. We didn’t get a chance to enjoy some of the games at the main lodge, but great additional amenities. If you’re looking for a more quiet get away this is the place. In the winter AWD/4WD is helpful when driving to the ranch and back if there is heavy snow. The staff were amazing at plowing and shoveling common areas and our cabin. The views were absolutely phenomenal and it was very homey. 10/10 would come again.

Waterfall & Riverfront 2BR/1 Bath canoes Incl.
Loved our stay! Such a peaceful place right on the water. Really enjoyed the fire pit, and sound of the river each night. Very friendly people in the area and the house was great!!!

Cozy Mountain Retreat in Idaho Springs
Dorsa was the best host! Gave food suggestions and always very responsive. This house is in a beautiful spot and priced perfectly! Beds were comfy and house had everything we needed. There was even toys in one of the closets that my toddler was so excited to play with! The last 2-3 min of the drive are a bit extra bumpy but not too bad! Only thing I would say if the house could use a little extra cleaning. There was spider webs in almost all the windows and door frames and light fixtures. And house could use a better dusting. But other than that it’s a great spot!

Direct Beach Access: Grand Lake Cabin w/ Deck!
my wife and I had our anniversary celebration here on this trip to grand lake. lemmon lodge was an amazing stay for us. we love to fish so we went out as often as we could. it rained a lot but we are from Albuquerque NM. so we enjoyed the rain. we caught lots of rainbow trout so we were happy. the walk around town and all the restaurants were great. we really liked Sagebrush restaurant! we recommend that to any one going to Grand lake! the cabin was about 30 steps to the river and about 60 steps to the lake. easy check in to the cabin! we really enjoyed everything about this Airbnb!!! frank and nicole

Historic Grand Lake cabin- walk to GL+North Inlet!
Our stay was fantastic! Can’t beat the location, price, and privacy tucked away in Grand Lake. Walking distance from shopping and water sport rentals. Not far from Rocky Mountain National Park either! The cabin itself is the perfect cozy log cabin feel, with amenities like parking, hot water for showering, a stove, microwave, fridge, and coffee maker. If you like to grill, there’s a spot for that outside. There is also a fire pit and sitting area outside, with a covered porch on each cabin. We will for sure be back, amazing find!

3 Peaks MTN Hideaway - Hot Tub & 30mi to ski
3 peaks cabin was a home away from home. Beautiful setting. Derek came and got the hot tub working quickly! Everything you need in a gorgeous setting!

Cheerful Mountain Oasis with Hot Tub
The place was beautiful! They responded quickly and stayed in contact.
Quick stats about vacation rentals with a kayak in Winter Park
Total rentals
180 properties
Nightly prices starting at
G$25,106 GYD before taxes and fees
Total number of reviews
3K reviews
Family-friendly rentals
180 properties are a good fit for families
Pet-friendly rentals
60 properties allow pets
Rentals with a pool
180 properties have a pool
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- Breckenridge Ski Resort
- Rocky Mountain National Park
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