Vacation rentals in Sherman

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Popular amenities for Sherman vacation rentals

Stay near Sherman's top sights

American Pie Company34 locals recommend
White Silo Farm & Winery30 locals recommend
Squantz Pond State Park30 locals recommend
Bulls Covered Bridge27 locals recommend
Sherman Wine & Liquor16 locals recommend
Sherman Players12 locals recommend

Other great vacation rentals in Sherman

Top guest favorite
Home in Millerton
4.97 out of 5 average rating, 177 reviews

Vacation Home In Millerton

EllenRating, 5 stars5 days ago
Corina was super responsive. Place couldn’t have been better for our needs. Cozy blankets were available to snuggle on the couch while watching March madness on the perfect sized TV. All the amenities we needed were provided.Beds and pillows were very comfy. Highly recommend and we would,o ego come back again!
Superhost
Home in Litchfield County
4.78 out of 5 average rating, 9 reviews

Charming home ready for fun and/or relaxation!

JadeRating, 5 stars1 month ago
We came to Norfolk for a show at the Infinity Music Hall. This house was a perfect landing spot to cook dinner before and relax after the show. It was so peaceful watching the snow fall from inside and the kitchen was perfectly stocked with everything we needed to cook. The appliances were top notch, the house was well decorated and we will definitely rent here again!
Top guest favorite
Home in Great Barrington
5 out of 5 average rating, 13 reviews

Great Barrington Ranch. Sleeps 10,Hot Tub, 5 acres

JuanRating, 5 stars1 month ago
We loved this airbnb! The location was perfect very close to Catamount where we went skiing. The house had plenty of space for 9 people. The best part was the host though. Alyssa’s communication is great and she was very flexible and helpful. Would definitely stay again!
Guest favorite
Home in Hunter Mountain, Hunter
4.96 out of 5 average rating, 104 reviews

Private 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
Cottage in Greenwood Lake
4.96 out of 5 average rating, 47 reviews

5 bedroom 7 beds Cottage Sauna, Hike, Winery & Ski

PeterRating, 5 stars1 month ago
Great place and host. We really enjoyed the place and convenience to skiing. The host is also great and was always responsive.
Guest favorite
Cabin in Shandaken
4.99 out of 5 average rating, 104 reviews

A Place Called Home in The Catskill

KateRating, 5 stars1 month 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 Tannersville
4.93 out of 5 average rating, 27 reviews

Luxury Spacious Private Home w/tub! Enjoy Spring

SantiagoRating, 5 stars2 months ago
It’s a fantastic place to stay—a well-designed, private home with a great layout. Conveniently located near the mountain, it’s perfect for skiing while still offering a peaceful retreat.
Guest favorite
Home in Milford
5 out of 5 average rating, 6 reviews

Big House On Maddox

DianeRating, 5 stars6 months ago
We stayed here in the entire home for a wedding weekend. Both units were fabulous and Cole was very responsive when we had an issue with the key pad. The bride

Quick stats about vacation rentals in Sherman

  • Total rentals

    50 properties

  • Total number of reviews

    2.2K reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    50 properties include access to wifi

Frequently Asked Questions

  • What are the most popular amenities for House Rentals in Sherman?

    Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with free parking, over 30 homes with air conditioning, over 30 homes with wifi, over 30 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • How much does it cost to stay in house rentals in Sherman?

    Experience the best of Sherman with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Sherman?

    Four-legged friends are welcome in Sherman. Choose from more than 30 vacation rentals for guests traveling with pets.

  • Do house rentals in Sherman have air conditioning?

    Absolutely! We offer over 30 house rentals with air conditioning in Sherman. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly vacation rentals in Sherman?

    Sherman has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Sherman have free parking?

    Absolutely! We offer over 30 house rentals with free parking in Sherman. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Sherman have a kitchen?

    Absolutely! We offer over 30 house rentals with a kitchen in Sherman. Enjoy a tailored experience with all the comforts you desire.

  • Are there vacation rentals with a dedicated workspace in Sherman?

    Yes! Work meets play with ease at over 30 vacation rentals in Sherman featuring dedicated workspaces. Stay connected and productive in your home away from home.

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