Short-Term Rentals in Sherman, CT: Compare 10+ Sites & Save

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41 Best Short-Term Rentals in Sherman (Starting from $198)

Creek Side Cabin with Wood Fired Hot Tub and Fire Pit
Creek Side Cabin with Wood Fired Hot Tub and Fire Pit
House
New Milford, CT, USA
7.3k from Sherman center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

1 Bedroom4 Guests
New to Booking
$427
Average price / night
Check Availability
Your Private Winter Retreat: The Ultimate Ski & Boarder Basecamp
Your Private Winter Retreat: The Ultimate Ski & Boarder Basecamp
Cottage
Sherman, CT, 06784, United States
0.7k from Sherman center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms7 Guests
10.0

Exceptional

9 reviews

$525
Average price / night
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The Little Lake Cabin
The Little Lake Cabin
House
New Fairfield, CT, USA
8.4k from Sherman center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cabins, Cottages, Pet-friendly, Lodgings

2 Bedrooms4 Guests
8.0

Good

1 reviews

$450
Average price / night
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Perfection in Litchfield County
Perfection in Litchfield County
House
Sherman, CT, 06784, United States
0.8k from Sherman center

AC, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

5 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$911
Average price / night
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Hidden Gem on Private Road - Hike; Swim, Ski, Sauna; Relax - Repeat!!
Hidden Gem on Private Road - Hike; Swim, Ski, Sauna; Relax - Repeat!!
House
Sherman, CT, 06784, United States
2.5k from Sherman center

AC, Barbecue, Crib, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

3 Bedrooms6 Guests
9.2

Superb

7 reviews

$436
Average price / night
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Lakefront Oasis - Kayaks - Hot Tub - Fire Pit
Lakefront Oasis - Kayaks - Hot Tub - Fire Pit
House
New Milford, CT, 06776, United States
4.9k from Sherman center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms10 Guests
10.0

Exceptional

9 reviews

$966
Average price / night
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Direct Water Front Home, Private Boat Dock, Kayaks
Direct Water Front Home, Private Boat Dock, Kayaks
House
New Milford, CT, 06776, United States
5.2k from Sherman center

AC, Arcade, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

3 Bedrooms6 Guests
9.6

Exceptional

47 reviews

$856
Average price / night
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Cozy Lake Cottage with Hot Tub, Views, Kayaks
Cozy Lake Cottage with Hot Tub, Views, Kayaks
Cottage
New Milford, CT, 06776, United States
5.4k from Sherman center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet

3 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$369
Average price / night
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Sleeps 17 - Lakeshore Crest Estate
Sleeps 17 - Lakeshore Crest Estate
House
Sherman, CT, 06784, United States
5.5k from Sherman center

AC, Arcade, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater

4 Bedrooms16 Guests
New to Booking
$829
Average price / night
Check Availability
Spectacular Lake front house
Spectacular Lake front house
House
New Milford, CT, 06776, United States
5.6k from Sherman center

AC, Balcony, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Internet

4 Bedrooms8 Guests
9.2

Superb

9 reviews

$548
Average price / night
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Squantz Pond Oasis, charming cottage, Firepit and lake view
Squantz Pond Oasis, charming cottage, Firepit and lake view
Cottage
New Fairfield, CT, 06812, United States
5.8k from Sherman center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Washer

1 Bedroom3 Guests
New to Booking
$269
Average price / night
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Candlewood Lake Front with Dock,Chef's Kitchen.  Sleeps 12\n
Candlewood Lake Front with Dock,Chef's Kitchen. Sleeps 12\n
House
New Milford, CT, 06776, United States
5.8k from Sherman center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

5 Bedrooms12 Guests
10.0

Exceptional

18 reviews

$642
Average price / night
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Lake Oasis with Firepit, Game room and Kayaks
Lake Oasis with Firepit, Game room and Kayaks
House
New Fairfield, CT, 06812, United States
5.9k from Sherman center

AC, Barbecue, Crib, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

3 Bedrooms8 Guests
9.0

Fabulous

4 reviews

$580
Average price / night
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Renovated, one level home in an excellent location
Renovated, one level home in an excellent location
House
New Milford, CT, 06776, United States
6.6k from Sherman center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
9.8

Exceptional

46 reviews

$324
Average price / night
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Beautiful Lakefront Retreat with Private Dock\n
Beautiful Lakefront Retreat with Private Dock\n
House
New Fairfield, CT, 06812, United States
6.6k from Sherman center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

3 Bedrooms6 Guests
9.6

Exceptional

9 reviews

$295
Average price / night
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Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed
Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed
House
New Fairfield, CT, 06812, United States
6.7k from Sherman center

AC, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

3 Bedrooms8 Guests
9.4

Superb

45 reviews

$626
Average price / night
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Candlewood Cabin - with Private Waterfront
Candlewood Cabin - with Private Waterfront
Cabin
New Fairfield, CT, 06812, United States
6.8k from Sherman center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen

2 Bedrooms4 Guests
10.0

Exceptional

12 reviews

$286
Average price / night
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Litchfield Hills 3BR New Milford Retreat with Ravine Views & Covered Porch
Litchfield Hills 3BR New Milford Retreat with Ravine Views & Covered Porch
Cottage
New Milford, CT, 06776, United States
7.1k from Sherman center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$522
Average price / night
Check Availability
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!
House
New Fairfield, CT, 06812, United States
7.1k from Sherman center

AC, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

2 Bedrooms8 Guests
9.0

Fabulous

27 reviews

$433
Average price / night
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Ann Inn - Downtown Milford Apartment
Ann Inn - Downtown Milford Apartment
Apartment
New Milford, CT, 06776, United States
7.2k from Sherman center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking

3 Bedrooms8 Guests
New to Booking
$317
Average price / night
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Private hidden gem walking distance to town, restaurants, and shopping!
Private hidden gem walking distance to town, restaurants, and shopping!
House
New Milford, CT, 06776, United States
7.4k from Sherman center

AC, Arcade, Barbecue, Extra Bed, Free Parking, Heater, Kitchen, Microwave, No Smoking

3 Bedrooms8 Guests
9.6

Exceptional

20 reviews

$559
Average price / night
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Harlem Valley Hideout: Artsy ~ Pool ~ Tennis
Harlem Valley Hideout: Artsy ~ Pool ~ Tennis
House
Pawling, NY, 12564, United States
7.9k from Sherman center

AC, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet

3 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$460
Average price / night
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Quiet Historic Retreat
Quiet Historic Retreat
House
New Milford, CT, 06755, United States
8.1k from Sherman center

AC, Balcony, Dryer, Fireplace, Internet, Kitchen, Laundry, Microwave, No Smoking

4 Bedrooms6 Guests
9.8

Exceptional

8 reviews

$198
Average price / night
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Best Direct Lakefront Location on Candlewood
Best Direct Lakefront Location on Candlewood
House
New Fairfield, CT, 06812, United States
8.2k from Sherman center

AC, Arcade, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen

5 Bedrooms10 Guests
10.0

Exceptional

20 reviews

$928
Average price / night
Check Availability
The Little Lake Cabin with hot tub
The Little Lake Cabin with hot tub
Cabin
New Fairfield, CT, 06812, United States
8.4k from Sherman center

AC, Balcony, Barbecue, Fireplace, Free Parking, Heater, Internet, Kitchen, Microwave

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$570
Average price / night
Check Availability
Escape to a Luxury Lakehouse Retreat- Chefs Indoor Outdoor Kitchen Hot Tub Steam
Escape to a Luxury Lakehouse Retreat- Chefs Indoor Outdoor Kitchen Hot Tub Steam
House
New Fairfield, CT, 06812, United States
8.5k from Sherman center

AC, Arcade, Balcony, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater

5 Bedrooms12 Guests
10.0

Exceptional

11 reviews

$1945
Average price / night
Check Availability
Charming 2-bedroom apartment waterfront with WiFi, lovely New Milford
Charming 2-bedroom apartment waterfront with WiFi, lovely New Milford
Apartment
New Milford, CT, 06776, United States
8.5k from Sherman center

AC, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

2 Bedrooms5 Guests
9.2

Superb

10 reviews

$388
Average price / night
Check Availability

Other accommodation types in Sherman:

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Short-Term Rentals in Sherman.

Sherman Short-Term Rentals on the Map

Frequently Asked Questions

You can explore 41 verified short-term rentals in Sherman, including apartments, houses, and furnished stays suitable for both travel and temporary living.

Short-term rental prices in Sherman vary depending on location, property size, and travel dates. Rates typically start from around $198 per night, with higher prices for premium properties or peak seasons.

Many short-term rentals in Sherman include Wi-Fi, making them suitable for remote work. Some listings also provide dedicated workspaces, but it is recommended to check property details for specific features.

Booking 30 to 45 days in advance is generally recommended for the best availability. For peak travel periods or major events in Sherman, booking earlier can help secure better options.

In many cases, utilities such as electricity, water, and internet are included in the rental price. However, this can vary by property, so it is important to review the listing details before booking.

Short-term rentals in Sherman often include amenities such as Fireplace/Heating, Kitchen, and Laundry, providing a comfortable and convenient stay.

Short-term rentals in Sherman are often used for flexible stays, including work trips or temporary housing, while vacation rentals are typically geared toward leisure stays in tourist areas. Both offer furnished, home-like accommodations.