Vacation rentals in Sherman

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Sherman

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Apartment in Kent

4.93 out of 5 average rating, 127 reviews

Loft 22

Apartment/loft located above the garage in a private home. Set in the rolling hills of Kent, this 2 bedroom loft is cozy enough for anyone looking to explore this quaint little town. Sleeps 3 comfortably. Centrally located to all three private schools. 11 minute drive to Harlem Valley/Wingdale (NY) train station. *Pool is not solely for the use of the Air BNB. *Dogs on property. All friendly. *IF STAYING IN WINTER MONTHS. You must have 4 Wheel drive vehicle. Driveway/Road is long dirt road.*

Feb 21 – 28

ﺩ.ﺇ538 per night
Guest favorite

Home in Danbury

4.99 out of 5 average rating, 335 reviews

BEAUTIFUL PRIVATE APARTMENT SUITE IN DANBURY CT!!

Private 1100 sq. Ft. suite staycation located in a beautiful, safe, quiet neighborhood in DanburyModern Kitchen, One Bathroom, One Luxury Queen Size Bed, 55” Smart TV with Cable/Amazon Prime/Netflix, Apple Cable charger next to bed, Wi-Fi, AC, Heat, Refrigerator, Countertop Oven, Microwave, Electric Hot Plate, Keurig Coffee Maker, Hair Dryer, Iron, Ironing Board, Shampoo, Conditioner, Body Wash. The space is nonsmoking inside and outside the premises including vaping. No children or infants

Nov 16 – 23

ﺩ.ﺇ541 per night
Guest favorite

Guest suite in Watertown

4.91 out of 5 average rating, 162 reviews

Lrg Studio Apartment - walk to Taft

Welcome to my downstairs space! This clean open concept space is ready for your long term or overnight stay. This studio space is the lower level of a raised ranch house. I live upstairs with my dog and share laundry with airbnb guests. The space has a private entrance through the garage, private bath, and kitchen area in a quiet neighborhood. Walking distance to Taft and convenient to Rts 8 & 84. Off street pkg. Whether you are interested in two nights or two months, you are welcome here!

Aug 3 – 10

ﺩ.ﺇ264 per night

Popular amenities for Sherman vacation rentals

Stay near Sherman's top sights

American Pie Company34 locals recommend
The Old Oak Tavern7 locals recommend
White Silo Farm & Winery30 locals recommend
Salinas Restaurant and Pizza3 locals recommend
The Painted Lemon8 locals recommend
Sacred Grounds Coffee Roasters4 locals recommend

Other great vacation rentals in Sherman

Guest favorite

Guest suite in Kent

5.0 out of 5 average rating, 52 reviews

Bright 1-bedroom in walking distance to town

Jan 15 – 22

ﺩ.ﺇ457 per night
Guest favorite

Guesthouse in New Milford

5.0 out of 5 average rating, 41 reviews

Luxury in the Litchfield Hills

Aug 7 – 14

ﺩ.ﺇ771 per night
Guest favorite

Home in Patterson

5.0 out of 5 average rating, 19 reviews

Cozy Lakehouse

Nov 16 – 23

ﺩ.ﺇ590 per night
Guest favorite

Home in Pawling

4.95 out of 5 average rating, 22 reviews

Country Village Getaway

Nov 21 – 28

ﺩ.ﺇ537 per night
Guest favorite

Apartment in Amenia

5.0 out of 5 average rating, 18 reviews

Amenia Main St Cozy Studio

Jul 5 – 12

ﺩ.ﺇ282 per night
Guest favorite

Guesthouse in Sharon

5.0 out of 5 average rating, 59 reviews

Cottage with a Waterfall View

Aug 19 – 26

ﺩ.ﺇ400 per night
Guest favorite

Home in New Milford

4.99 out of 5 average rating, 82 reviews

Idyllic retreat on the water <1.5 hrs to NYC.

Sep 11 – 18

ﺩ.ﺇ1,063 per night
Guest favorite

Home in Kent

4.9 out of 5 average rating, 10 reviews

Perfection in Litchfield County, 5 BR with Pool

May 19 – 26

ﺩ.ﺇ2,567 per night
Guest favorite

Cabin in New Milford

5.0 out of 5 average rating, 48 reviews

Stylish Cabin Escape with Chef's Kitchen & Firepit

Apr 23 – 30

ﺩ.ﺇ1,688 per night
Guest favorite

Cottage in Pawling

5.0 out of 5 average rating, 59 reviews

Twin Lakes Designer A-frame Stone Cottage

Dec 18 – 25

ﺩ.ﺇ1,327 per night
Guest favorite

Home in New Milford

4.92 out of 5 average rating, 99 reviews

A modern house in the woods

Jul 20 – 27

ﺩ.ﺇ1,196 per night
Guest favorite

Home in New Milford

4.95 out of 5 average rating, 38 reviews

The Getaway: Beautiful Waterfront - New Milford CT

Nov 9 – 16

ﺩ.ﺇ1,604 per night

Quick stats about vacation rentals in Sherman

Total rentals

50 properties

Wifi availability

50 properties include access to wifi

Rentals with dedicated workspaces

30 properties have a dedicated workspace

Pet-friendly rentals

20 properties allow pets

Family-friendly rentals

40 properties are a good fit for families

Total number of reviews

1.8K reviews

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 wifi, over 20 homes with air conditioning, over 20 homes with a kitchen, 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 $60 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 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 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 30 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