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Skiing Holidays in North America - Holiday Lettings

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3,688 properties near ski and snowboard resorts

Ski chalet to rent in Hurley

Hurley chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

“Very nice!” I had the pleasure of staying in lower Kastenbole this past summer. It was a lot like being at home. Nice furniture, very clean, and in a quiet location. A great base for any northern Wisconsin/Upper Peninsula adventure!

from £188 / night

£1,313 / week

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Ski apartment to rent in Telluride

Telluride apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £465 / night

£3,185 - £3,447 / week

1 / 40

Ski cottage to rent in San Cristobal

San Cristobal cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £132 / night

£920 / week

1 / 34

San Cristobal ski log cabin to rent.

San Cristobal log cabin

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £104 / night

£723 / week

1 / 34

Upson ski chalet to rent.

Upson chalet

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Nice comfy chalet in beautiful snow country!” We stayed in upper Kastenbole last February with three other couples. We found the rental rate very reasonable. Jeff and Lynn provide a wonderful chalet that is located within walking distance of the Whitecap chalet. Kastenbole is well-kept, clean and it was a good size for our group. It is very comfy with nice furniture for lounging by the fire, and playing cards around the table. Lynn's background in interior design is apparent - she provides a warm welcoming space in which to relax. The kitchen is a good size for foodies and those who want to cook up hearty meals for all. The deck overlooks beautiful wooded scenery. We skied in/out in fresh powder with no crowds. Jeff and Lynn continually do upgrades to the condo in order to provide their guests with the best accommodations the area has to offer. I would highly recommend Kastenbole. We intend to return on an annual basis.

from £235 / night

£1,642 / week

1 / 18

San Cristobal ski log cabin to rent.

San Cristobal log cabin

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Excellent, fully-furnished cabin next door to friendly, helpful” We arrived very late (3 am) after flying into albuquerue and the owners left the lights and heater on for us and the keys on the table. The next day they came over and introduced themselves to us and gave us some fresh eggs from their chickens. We came to that area for some of the excellent hiking in the vicinity and they were able to answer all of our questions about the trails. The cabin easily slept the three of us and had a full kitchen with microwave, stove top, oven, sink, refrigerator, and cooking and eating utensils. Dish soap was also provided. There was a bathroom with toilet, shower, soap, shampoo, and towels. Everything was provided that was needed for a comfortable stay and the owners were friendly and helpful.

from £104 / night

£723 / week

1 / 26

Ski log cabin to rent in Maggie Valley

Maggie Valley log cabin

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

“Beautiful, extremely comfortable, would go back again!!!” My family and I stayed for 8 days and could not have asked for a more comfortable, clean well-built cabin to spend our vacation. The views were beautiful especially the sunrise in the morning over the deck. There were six of us, all adults, and the house was large enough that we all had our own space when needed. We were close to trout fishing, zip lining and water rafting. One of the things that stood out to me was the quality of the furnishings from the bedding, linens to all of the kitchen ware. The whole cabin has been decorated with taste and quality. My family enjoyed the hot tub every night. We grilled on the deck, made smores over the fire pit. It was truly a wonderful vacation that was made even more memorable by the cabin itself. I would definitely go back again and hope to!!!

from £277 / night

£1,660 - £1,717 / week

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Ski log cabin to rent in Vail

Vail log cabin

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

“Lovely, charming and warm cabin!” We had a great time staying at the cabin over Christmas 2012. Ideal for our family (two adults & two children). The cabin has everything you need to be comfortable, well equipped and warm. Nice and quiet place - no impact from I-70, easy to get to the shuttle bus to Vail! Short walk/or drive to supermarket if needed. The kids enjoyed the new snow and had fun rolling and tubing around the hills behind the cabin.

from £121 / night

£847 / week

1 / 56

Ski apartment to rent in Glenwood Springs

Glenwood Springs apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £94 / night

£657 / week

1 / 27

Park City ski home to rent.

Park City house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

“Fantastic Deer Valley/Park City home - look no further for your” We had a great stay at this wonderful private home in Deer Valley. We were close to The Canyons, Park City, and Deer Valley areas making this the ideal place to stay. The house is well equipped - nice hot tub, laundry, full kitchen, and high def TV. The owner is very responsive and well organized. I had a group of 6 guys staying in the place and we had plenty of space to relax after a tough day on the slopes.

from £216 / night

£3,611 / week

1 / 24

Lead ski home to rent.

Lead house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Great time on Terry Peak!” We had a great time staying at the the Home in the Hills during the Sturgis Bike Rally. The location is great! The house itself works well with several couples. We had three (3) couples stay and it was great riding all day and then having a "home" base each evening to enjoy grilling and enjoying the quiet of the Hills! We were pleased we only had to rideon gravel except for a block or 2 on our motorcycles. The weather was a little cooler than we would like, but we still sat on the back deck while grilling and enjoying the quiet, peaceful setting of the Hills. Being close to Lead and Deadwood was a plus to not have to drive many miles to get groceries, etc. We were also very close to Sturgis and the beautiful rides available to motorcyclists. Overall, it was a great place to stay and I would like to go back out with our sons and their families one day!!

from £136 / night

£952 / week

1 / 18

Mammoth Lakes ski apartment to rent.

Mammoth Lakes apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Steve's place was very, very welcoming” Steve's place was perfect. Not only was it clean and comfortable, it was very, very welcoming. Steve left a lot of guides and tips that made it easy for us to plan out our days at Mammoth Lakes and find good restaurants at night. The hot tub and pool were also great after a day of long hikes! It was also our first time at Mammoth Lakes and booking online, and Steve was very patient and kind to us during the process. I definitely would recommend his place, and Mammoth Lakes, to anyone interested.

from £108 / night

£648 / week

1 / 20

Ski home to rent in Stowe

Stowe house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

from £1,407 / night

£9,848 / week

1 / 37

Ski home to rent in Crescent Lake

Crescent Lake house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

“Relaxing winter (or summer) getaway in beautiful surrounding” Our family has vacationed several times at Bummy's Place. For the last 3 years, during our kid's mid-winter break, we've rented the place and absolutely love it! It's exceptionally clean, spacious, comfortable, quiet and a winter sports fanatic's dream. Snowshoe right out the front door and explore miles of trails. Alpine and Nordic skiing are minutes away. After a day outside there's nothing like relaxing with a glass of wine in front of the gas fireplace. Everything about the house is easy and convenient for guests, including the wi-fi. The kids look forward to the trip every year and we definitely plan on returning for years to come.

from £282 / night

£1,773 - £1,871 / week

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Holetown ski apartment to rent.

Holetown apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“The best rental in this price range in 16 years” This is a very comfortable, well equipped apartment overlooking the swimming pool. The grounds are well kept and there is an abundance of reclining chairs. We have been renting similar apartments in Sunset Crest for 16 years and have seen quite a few more rented by friends and we have no doubt that this one is the best value for money of them all.

from £99 / night

£690 / week

1 / 10

Ski home to rent in Angel Fire

Angel Fire house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

“Breathtaking Mountain Cottage!!” Thank you so much Michele for sharing your beautiful home with us. My entire family found your picturesque mountain cottage to be not only delightfully located but completely breathtaking. We look forward to future flipkey vacations at your gorgeous property, if you will have us. Sincerely, Josie Salinas

from £446 / night

£3,119 / week

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Ski apartment to rent in Mont Tremblant

Mont Tremblant apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

“Excellent weekend stay for two couples!” We were two couples attending a wedding in late april in Tremblant, and wanted to find a cheaper alternative to hotels in the area for the weekend. We were very impressed by this little gem! It's a beautiful condo and our stay was made very easy by the owner - he is very personable and accommodating. We will definitely contact him again next time we are planning a trip to Tremblant!

from £588 / night

£4,114 / week

1 / 15

Park City ski home to rent.

Park City house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

“Wonderful Family Time and 30th Birthday!” We really enjoyed the beautiful home that we rented. Well furnished and comfortable. It was a very memorable time for all of us. Easy to work with all Park city Rental.

from £937 / night

£5,627 / week

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Mammoth Lakes ski apartment to rent.

Mammoth Lakes apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Mammoth in the Summer” Mammoth in the summer is one of my favorite places on earth. The condo we were fortunate to find was just perfect. It was warm & cozy, affordable and close enough to everything by foot, bike or car...thank you for clean and comfortable accommodations and don't forget to leave a light on because we will definitely be back! ;)

from £282 / night

£1,970 / week

1 / 13

Ski home to rent in Gatlinburg

Gatlinburg house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

“Be Back Soon!” It was an amazing experience! This was our first stay with this company however, we come up every year. This is an amazing value for your money. I can't believe how much I could have saved over the years if I had tried aTS sooner! Great location, clean, comfortable & affordable. The only thing that might confuse a first timer would be the location of the office. I wish they had a sign on the building, but I called them and they helped us find it. I would definitely recommend this company and particular cabin to anyone wanting an amazing view and relaxing time in Gatlinburg.

from £127 / night

£887 / week

1 / 20

Gatlinburg ski log cabin to rent.

Gatlinburg log cabin

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“The whole experience was easy and a warm welcome at check in as” The whole experience was really easy, I love the fact that there are no hidden fees on the rental fee. Mike was great and friendly at check in. Also the room was clean, the hot tub clean and it seems the cleaning person was very attentive in took the extra steps to make you feel welcome! (We also adopted a kitten from the check in people that needed a home and we absolutely LOVE BUDDY! (our new family member) We will always use About the Smokies from now on if availability allows! Thanks for everything! We like the location best and the easy of checking in! BTW, the location at Bear Elegance was perfect!

from £127 / night

£887 / week

1 / 17

Ski log cabin to rent in Gatlinburg

Gatlinburg log cabin

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Incredible view” Wow is all I can say, this was our third trip to this getaway and we will come back more its simply the best place to stay its amways so clean and in the perfect spot just off the strip and gives you a secluded stay even though your close by. Love the view waking up in the morning and the wood smell is so relaxing and always nice to get a good night sleep in silence and after a nice hot tub visit!

from £136 / night

£952 / week

1 / 28

Big Bear Lake ski home to rent.

Big Bear Lake house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

“Not RIGHT on the lake as photos suggest but cozy and spacious cabin with hot tub and close proximity to Big Bear village” This cabin was very comfortable and cozy and really embodied the "cabin feel." The living room was very spacious and had a large TV that provided access to Netflix and other programs (a big plus). The kitchen was very well stocked with a wide array of kitchenware and grilling tools, which really came in handy for the grill right outside. We especially enjoyed the hot tub (spent many hours here), as we stayed in Big Bear in March and it was quite chilly out. The only problem we had with the house was the fact that the pictures were deceptive in making it appear that the cabin was right on the lake, which was not the case. There was a whole house right in front of us and blocked much of our view of the lake, as well as a long fence that made it impossible for us to even access the lake from our area (we had to walk a few hundred feet down the street to the marina to get to the water). Otherwise, the house was incredibly cozy and accommodating and made for a relaxing three-night stay up in the mountains for our Spring Break.

from £93 / night

£650 - £1,623 / week

1 / 28

Park City ski apartment to rent.

Park City apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

“Great place!” I loved staying at this condo. The unit has recently been renovated and was very clean. The studio side has a view of the mountain and is located just steps from the ski slopes and among the shops and restaurants. The bedroom has its own bathroom and television and the bed was very comfortable. The living room area is roomy and has a very comfortable queen murphy bed that folds out of the wall if needed. The unit also has a second bathroom and a well-stocked kitchenette with nice appliances. There are also balconies off of both the living room and the bedroom overlooking the skating rink. The unit couldn't be any more conveniently located for skiing; it's located right next to the lift ticket windows and is practically on the payday run. It is also right by a bus stop which was nice because I didn't rent a car but was still able to get around town to meet friends, etc. I thoroughly enjoyed my stay here and would highly recommend it to anyone.

from £281 / night

£1,688 - £3,789 / week

1 / 46

Park City ski home to rent.

Park City house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

“Great condo” We had such a great trip and the condo was so cute. Everything was very clean and in very good condition. It was so nice that each of us were able to have oir own bed and didn't have to deal with a pullout couch! We wish there was a hot tub but Patti hooked us up with an alternate option which was so thoughtful! Overall it was a great condo an the location was pretty convenient! I was definitely recommend staying there!!

from £375 / night

£2,250 / week

1 / 27

Park City ski apartment to rent.

Park City apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Awesome vacation rental” From the very start of this rental experience to the end things went extremely well. We got a quick response to our inquiry and numerous contacts before our stay. Patti was gracious and very helpful during our stay. The condo itself was clean, well equipped and beautifully decorated. It was a very homey atmosphere. There is plenty of room for a family, and a washer and dryer was a wonderful convenience. The hot tub was open and we used it every night. Our location was right on the bus line and we skied at three resorts with easy access to the bus. I would highly recommend this unit to anyone considering a stay in Park City.

from £328 / night

£2,063 - £3,676 / week

1 / 44

Ski apartment to rent in Ocho Rios

Ocho Rios apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“EXCELLENT IN ALL AREAS.” Clean Contact info Frist aide kit Fire detector Everything was in place to your comfort and the owner was very nice.

from £132 / night

£920 / week

1 / 76

Silver Plume ski home to rent.

Silver Plume house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £183 / night

£1,281 / week

1 / 32

Ski home to rent in Big Bear City

Big Bear City house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

“Beautiful Cabin in Big Bear City” I can't wait to rent this cabin during the winter months! I had the wonderful opportunity to stay at this cabin during the spring. The cabin was lovely, clean, well maintained, and provided everything that we could possibly need. The location of this cabin is close to town, the lake, and all the other great activities. The cabin provides more than enough space for our large group to be comfortable staying for the weekend. The children were never bored, whether playing board games indoors or exploring the large backyard. Maybe next time we come up, we can play in the lake!

from £235 / night

£1,642 / week

1 / 17

Golden ski home to rent.

Golden house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 15

from £303 / night

£1,741 - £4,011 / week

1 / 29

Ski log cabin to rent in Big Bear Region

Big Bear Region log cabin

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £148 / night

£1,026 - £6,531 / week

1 / 18

Ski apartment to rent in Kissimmee

Kissimmee apartment

  • 2 bedrooms
  • 6 bathrooms
  • sleeps 8

from £67 / night

£531 / week

1 / 6

Big Bear Region ski home to rent.

Big Bear Region house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £145 / night

£1,080 - £6,531 / week

1 / 18

Big Bear City ski home to rent.

Big Bear City house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

from £361 / night

£2,529 - £15,259 / week

1 / 25

Snowbird ski apartment to rent.

Snowbird apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 10

from £1,126 / night

£7,879 / week

1 / 10

Quintana Roo ski home to rent.

Quintana Roo house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £57 / night

£338 / week

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Ski condo to rent in Pigeon Forge

Pigeon Forge condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great!” This is the first time we have stayed here. Great place. We will be back! Nice,clean, amazing place! The owner has been great about answering any questions we had before and during our stay. The indoor pool was great since it’s been 30 degrees here during our stay. Overall great place!!

from £178 / night

£1,241 / week

1 / 36

Ski apartment to rent in Ixtapa

Ixtapa apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £80 / night

£502 - £765 / week

1 / 67

Ski home to rent in Peru

Peru house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

“Very clean condo” Condo was very clean and well equipped. We were only 3 adults and 2 kids....place can easily accommodate 10-12. Kids liked the pool table and video games. Jim was great to work with and responded quickly. Condo not good for handicapped due to stairs outside & inside. Parking tight...max 2-3 cars due to snow pile. Only negative is that to access Lourd’s Prayer you would have a tough walk uphill thru woods. We opted for short walk on Rte 11 down hill to Bromley Lodge.

from £243 / night

£1,173 - £5,581 / week

1 / 43

Ski condo to rent in Brian Head

Brian Head condo

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 14

from £149 / night

£1,038 / week

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