
Vacation rentals in Portlandville
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Top-rated vacation rentals in Portlandville
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Top guest favorite

Home in Windham
5 out of 5 average rating, 11 reviewsMayfair Manor Mountain Retreat
MollyRating, 5 stars1 month ago
Great stay, wonderfully responsive host. We needed ice taken care of in the driveway and the host was very responsive And proactively responded to our needs.
Guest favorite

Home in Hensonville
5 out of 5 average rating, 10 reviewsPerfect Windham & Hunter Ski House 2 Miles to Mntn
PeterRating, 5 stars1 month ago
One of the best Airbnbs I've stayed at. The house is amazing - spacious, cozy, ad each room had their own temperature control! Plenty of communal space and the kitchen was very functional. The hosts were so responsive and nice and even offered to mail a piece of clothing we had left at the house afterwards. Definitely would come back again and highly recommended.
Guest favorite

Home in Windham
4.95 out of 5 average rating, 39 reviewsSteps from the slopes 3 bedroom w/loft End unit
RaelynnRating, 5 stars1 month ago
Catherine’s place was great for our visit! Super close for Windham skiing although if you’re carrying all your gear and have kids you’re better off driving. Pool building was right out the back door but unfortunately the hot tub was broken so we didn’t bother going over. Had a few questions during our stay and Catherine was very quick to respond. The house was cozy and comfortable. Upstairs can get pretty warm and the air is pretty dry but after a day of skiing, we were out cold in the comfy king bed. If you’re visiting during the week, have some back up plans for restaurants and meals since a lot of places were closed (even when they were supposed to be open). Not a reflection of our stay at Catherine’s but it may be helpful to know! Would definitely rent this place again should we visit Windham.
Guest favorite

Home in Hunter Mountain, Hunter
4.96 out of 5 average rating, 104 reviewsPrivate Mountain Lodge, 10mins to Hunter & Windham
PaulRating, 5 stars1 month ago
My family's second visit to this beautiful gem overlooking the mountains and frozen pond. Our hosts are highly communicative and helpful. The description is accurate. Considering our 2nd visit and rebooked for 3rd in 2026 - this speaks volumes -- more than meets our needs, well stocked. We're looking forward to visiting during the summer months to further appreciate the views. Grateful to them for sharing their home with us.
Guest favorite

Home in Hunter
4.98 out of 5 average rating, 131 reviewsModern House with Mountain View @Getawind
ЖеняRating, 5 stars3 weeks ago
The holiday in this house was perfect, as always!!! We will come back many times!!!
Guest favorite

Cabin in Shandaken
4.99 out of 5 average rating, 104 reviewsA Place Called Home in The Catskill
KateRating, 5 stars3 weeks ago
We just finished a two month rental of John’s wonderful home. Our family of 5 used the home primarily on the weekends when we were enjoying ski season at Belleayre Mountain. I can’t say enough great things about this home. Our family felt totally at home - every aspect was perfectly maintained and the home maximized comfort. Our favorite part of the home was the great room where we would watch movies on the huge family sofa in front of a crackling fire. It was the perfect way to end a day of skiing. Our kids loved the downstairs family room with the foosball table and there were lots of games to play and keep everyone busy and entertained. And the kitchen is huge and very well stocked with all the appliances you will ever need. So it was a fantastic 2 months and we look forward to renting this property again!
Guest favorite

Home in Shandaken
4.92 out of 5 average rating, 61 reviewsModern Mountain Retreat - GR8 Views, Hike and Ski
LaurenRating, 5 stars1 month ago
This was a lovely home with an amazing location. Close to skiing — and with great views. The home had a great layout and was perfect for a winter visit!

Guesthouse in Windham, Hensonville
4.77 out of 5 average rating, 387 reviewsWindham NY 2 Bedroom Cozy Getaway
AmirRating, 5 stars3 months ago
The place was very cozy and a lot more spacious than expected. I felt right at home as it came with a stocked kitchen and extra blankets, towels, etc. Cynthia was quick to respond throughout our stay and lenient when it came to the check out time. She also heated up the place prior to our arrival, which was awesome. Would highly recommend to people trying to ski at any of the local resorts or just there to enjoy the nature.
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