A person standing on a dock extending into a calm lake, surrounded by dense forested hills under a clear sky.

Sherman Vacation Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Sherman vacation rentals

A rustic cabin surrounded by a forest with a stream in the foreground.

1. Creek Side Cabin with Wood Fired Hot Tub and Fire Pit

Creek Side Cabin with Wood Fired Hot Tub and Fire Pit
New Milford
10.0 out of 10, Exceptional, (3 reviews)
"Great little house, our favorite part was the gorgeous creek. Absolutely would recommend to pet lovers and those looking for peaceful nature :)"
United States
Kristine W.
The price is SAR 1,312
SAR 2,278 total
includes taxes & fees
2 Oct - 3 Oct
Creek Side Cabin with Wood Fired Hot Tub and Fire Pit
A compact room with a kitchenette, a bed, a wall decorated with photos and a mirror, and a 'No Fishing From Bridge' sign.

2. Welcome to Sweet Abby Rose!

Welcome to Sweet Abby Rose!
Brewster
10.0 out of 10, Exceptional, (1 review)
"The place is super comfortable and has a great outdoor area for chatting; I would definitely like to come back and stay longer."
United States
Yasmin G.
The price is SAR 375
SAR 692 total
includes taxes & fees
30 Sep - 1 Oct
Welcome to Sweet Abby Rose!
A modern kitchen with wooden cabinets, a stainless steel refrigerator, a built-in oven, and a large island with bar stools.

3. Cozy private room in a shared home with a Full-size bed and private bathroom.

Cozy private room in a shared home with a Full-size bed and private bathroom.
New Milford
10.0 out of 10, Exceptional, (1 review)
"Clean and close to activitys"
United States
randall
The price is SAR 301
SAR 594 total
includes taxes & fees
13 Oct - 14 Oct
Cozy private room in a shared home with a Full-size bed and private bathroom.
A picnic setup with a checkered blanket, a basket, and two wine glasses on a grassy area with a lake and trees in the background.

4. Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!

Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!
New Fairfield
8.6 out of 10, Excellent, (36 reviews)
"Very serene location, the host was very responsive and helpful."
United States
Stephen L.
Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!
A white house with a wooden staircase leading to a porch.

5. Cozy One Bedroom Apartment Centrally Located in Southbury

Cozy One Bedroom Apartment Centrally Located in Southbury
Southbury
10.0 out of 10, Exceptional, (37 reviews)
"Great place. Had everything we needed and was very clean."
United States
Niki B.
The price is SAR 321
SAR 444 total
includes taxes & fees
13 Oct - 14 Oct
Cozy One Bedroom Apartment Centrally Located in Southbury
A living room with a fireplace, two armchairs, a sofa, and a TV.

6. Mid Century Modern Studio w/ Full Kitchen - Newly Built

Mid Century Modern Studio w/ Full Kitchen - Newly Built
Kent
10.0 out of 10, Exceptional, (24 reviews)
"Very nice, great location in town"
United States
Lisa F.
The price is SAR 732
SAR 917 total
includes taxes & fees
5 Oct - 6 Oct
Mid Century Modern Studio w/ Full Kitchen - Newly Built
A modern kitchen with a dining area, large windows, and a TV displaying a streaming service.

7. The Perch in the Purchase -- Cozy, unique, and private

The Perch in the Purchase -- Cozy, unique, and private
Southbury
10.0 out of 10, Exceptional, (5 reviews)
"Beautiful place. Very clean & welcoming "
United States
Chris
The price is SAR 547
SAR 856 total
includes taxes & fees
30 Sep - 1 Oct
The Perch in the Purchase -- Cozy, unique, and private
A house surrounded by a dense forest with a hammock and a small shed.

8. Enchanting Lake front chalet with backyard and fire pit. Dog friendly.

Enchanting Lake front chalet with backyard and fire pit. Dog friendly.
Carmel Hamlet
10.0 out of 10, Exceptional, (3 reviews)
"Great place, responsive host. Would return!"
United States
Brian S.
Enchanting Lake front chalet with backyard and fire pit. Dog friendly.
A modern living room with a flat-screen TV mounted on a white wall, a clock, and a minimalist design.

9. Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.

Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
Watertown
8.4 out of 10, Very good, (12 reviews)
"Great night stay! Wonderful place would definitely recommend! "
United States
Laurie P.
The price is SAR 372
SAR 503 total
includes taxes & fees
5 Oct - 6 Oct
Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
A motel with a prominent '6' sign, a covered entrance, and potted plants at the entrance.

10. 1 King Bed | Non-Smoking

1 King Bed | Non-Smoking
Bethel
The price is SAR 435
SAR 500 total
includes taxes & fees
13 Oct - 14 Oct
1 King Bed | Non-Smoking
A kitchen with wooden cabinets, a black countertop, a sink, and a window with a view of trees.

11. "Country outside the city " 3 bedrooms 2 full bathrooms

"Country outside the city " 3 bedrooms 2 full bathrooms
Holmes
9.6 out of 10, Exceptional, (4 reviews)
"Great house! We had a fantastic weekend!! Thank you so much "
United States
pamela w.
The price is SAR 743
SAR 2,026 total
includes taxes & fees
30 Sep - 1 Oct
"Country outside the city " 3 bedrooms 2 full bathrooms
A cozy cabin interior with a wooden ceiling, a sofa, a coffee table, and a sign reading "Our Happy Place".

12. The Little Lake Cabin with hot tub

The Little Lake Cabin with hot tub
New Fairfield
10.0 out of 10, Exceptional, (4 reviews)
"Great location and lots to do despite it raining for half our stay! My dog enjoyed the yard and walks around the neighborhood. My son loved kayaking and having his first ever s’more. Honestly I wished we had booked a longer trip! "
United States
Lyndsey F.
The price is SAR 1,124
SAR 1,963 total
includes taxes & fees
26 Oct - 27 Oct
The Little Lake Cabin with hot tub
A room with a built-in bench along a wall with large windows, a door, and a tiled floor.

13. The Lorelai at Middle Street Manor: Walk to Town Green, Gazebo, Shops & Dining

The Lorelai at Middle Street Manor: Walk to Town Green, Gazebo, Shops & Dining
New Milford
The price is SAR 1,690
SAR 2,797 total
includes taxes & fees
30 Sep - 1 Oct
The Lorelai at Middle Street Manor: Walk to Town Green, Gazebo, Shops & Dining
A modern kitchen with white cabinets, stainless steel appliances, and a grey wooden floor.

14. Private Apartment in Southbury 103

Private Apartment in Southbury 103
Southbury
9.4 out of 10, Exceptional, (6 reviews)
"It was amazing , clean and awesome and good time"
United States
Michael
Private Apartment in Southbury 103
A modern kitchen with white cabinets, stainless steel appliances, and a dining table with chairs.

15. Private Apartment in Southbury 104

Private Apartment in Southbury 104
Southbury
10.0 out of 10, Exceptional, (1 review)
"Pro Unit very clean, check in was easy and host was responsive to issues 24/7.Unit is large with new appliances in full kitchen.It is located in a beautiful rural area of CT. I highly recommend it"
United States
Daniel R.
The price is SAR 552
SAR 1,122 total
includes taxes & fees
13 Oct - 14 Oct
Private Apartment in Southbury 104
A modern hotel room with a large bed, a desk with a chair, a flat-screen TV, and a window with curtains.

16. 1 Queen Bed | Non-Smoking

1 Queen Bed | Non-Smoking
Bethel
The price is SAR 416
SAR 479 total
includes taxes & fees
5 Oct - 6 Oct
1 Queen Bed | Non-Smoking
A spacious living room with a fireplace, a dining area with a view of a lake, and a cozy seating arrangement.

17. Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Carmel Hamlet
9.8 out of 10, Exceptional, (20 reviews)
"Beautiful house. Great location and awesome hosts!"
United States
Robert T.
The price is SAR 808
SAR 1,538 total
includes taxes & fees
5 Oct - 6 Oct
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
A modern kitchen with white cabinets, a dining area with a black table and chairs, and a large window with curtains.

18. Private Apartment in Southbury 105

Private Apartment in Southbury 105
Southbury
The price is SAR 402
SAR 904 total
includes taxes & fees
30 Sep - 1 Oct
Private Apartment in Southbury 105
A rustic cabin with a chimney, surrounded by dense autumn foliage and a narrow road.

19. Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Hopewell Junction
9.4 out of 10, Exceptional, (13 reviews)
"Lovely space and situation, unique. Close to the AT, as well."
United States
Peter W.
The price is SAR 635
SAR 1,049 total
includes taxes & fees
30 Sep - 1 Oct
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Sherman Hotel Reviews

Rocky River Inn

Rocky River Inn

10/10 Excellent
"The front desk staff was friendly and prepared for our arrival. Room was very clean and they cleaned it and provided clean towels every day. We had a view of the river which was nice."
Ronnie 3-night trip
Posted 3 hours ago
Rocky River Inn

Frequently asked questions

Can I find a vacation rental in Sherman?

Yes, we offer vacation rentals near top local attractions in Sherman, or you can select a more secluded option if you want a relaxing place to stay.

What are some of the best vacation home rentals in Sherman?

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed: Visitors like this Sherman vacation home rental. It offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many vacation rentals are there in Sherman?

With 9 Expedia vacation rentals, you're sure to find just the right place for your Sherman stay.

What’s there to see and do in Sherman?

Candlewood Lake and Housatonic River are a couple of lovely local spots to get outside and enjoy nature. While here, Town Meadows and Mildred Strauss and James Morrissey Family Nature Preserves are other places worth a visit.

What’s a vacation rental in Sherman like?

A vacation rental is a private property you can stay in for a couple of days or more in Sherman. Vacation rentals feature amenities such as kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about a sanitized environment, a vacation rental can provide a sense of security away from public hotel elevators and lobbies packed with people while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular choice for a family trip or a small group gathering.