Vacation rentals in Sherman

Find and book unique accommodations on Airbnb

When results are available, navigate with up and down arrow keys or explore by touch or swipe gestures.
0 of 0 items showing
1 of 3 pages

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

Guest favorite

Home in Millerton

4.96 out of 5 average rating, 168 reviews

Vacation Home In Millerton

MikeRating, 5 stars1 week ago
Great house in the woods. Had everything we needed. Will look to rent again next year for our yearly hockey tournament.
Guest favorite

Chalet in Hunter

4.98 out of 5 average rating, 144 reviews

THE LAKEFRONT CHALET - SKI, RIDE, GOLF, BIKE, HIKE

RhiannaRating, 5 stars4 weeks ago
Nataliya's place was beautiful and a great getaway while skiing at Hunter Mountain. Would recommend for any big group or family.
Guest favorite

Home in Tannersville

4.97 out of 5 average rating, 74 reviews

CottageintheClouds-InVillage 3BR 2BA, King bed

JeffreyRating, 5 stars1 week ago
We came for a weekend skiing at Hunter and Donna's place was perfect... Location in the town of Tannersville was great, we could walk down to the restaurants/shops in town. Less than a 10 minute drive to the slopes at Hunter. Everything in the home was as described and just what we needed - from the kitchen to the bedrooms to the living space. And Donna was super flexible and responsive as we had a few questions leading up to our stay.
Superhost

Home in Putnam Valley

4.73 out of 5 average rating, 37 reviews

The Blue Lake House!

Kevin Rating, 5 stars2 months ago
Paula's home was the perfect weekend getaway for my family, and the only thing better than the location was the weather. We were able to enjoy the beautiful lakefront and walk around the neighborhood as well as enjoy all the sights to see in the neighboring town. The house was spacious enough to relax while also having fun and making new memories. We would love to stay here again in the future!
Guest favorite

Cottage in Greenwood Lake

4.96 out of 5 average rating, 46 reviews

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

PamRating, 5 stars1 month ago
Very communicative! We had small problem and they were very responsive! The house is so cute. We were here during winter which was beautiful but would imagine this place would be beautiful anytime of year
Guest favorite

Cabin in Shandaken

4.99 out of 5 average rating, 103 reviews

A Place Called Home in The Catskill

AliciaRating, 5 stars4 weeks ago
We really enjoyed our stay. We had three families and the space accommodated us well. John’s place is well located to Bellayre - 15 min away. The kitchen and layout were great and the house is very comfortable. I definitely recommend it and would stay again. Thanks for a great stay!!
Guest favorite

Home in Tannersville

4.92 out of 5 average rating, 26 reviews

Beautiful Home in the Woods - Hot Tub - Ski Nearby

RebeccaRating, 5 stars1 week ago
The house is amazing! It is even more gorgeous than the pictures. And Svetlana was an amazing host. Super communicative and answered all our questions and more. 10/10 stay
Guest favorite

Home in Milford

5 out of 5 average rating, 6 reviews

Big House On Maddox

DianeRating, 5 stars4 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

    20 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 20 homes with a kitchen, over 20 homes with wifi, over 20 homes with air conditioning, over 20 homes with free parking, 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 20 vacation rentals for guests traveling with pets.

  • Do house rentals in Sherman have air conditioning?

    Absolutely! We offer over 20 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 30 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 20 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 20 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 20 vacation rentals in Sherman featuring dedicated workspaces. Stay connected and productive in your home away from home.

Destinations to explore

  1. Airbnb
  2. United States
  3. Connecticut
  4. Fairfield County
  5. Sherman