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

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21 Best Short-Term Rentals in Gaylordsville (Starting from $162)

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
1.1k from Gaylordsville center

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

1 Bedroom4 Guests
New to Booking
$427
Average price / night
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Quiet Historic Retreat
Quiet Historic Retreat
House
New Milford, CT, 06755, United States
0.4k from Gaylordsville 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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Hoppy Hill Farm House
Hoppy Hill Farm House
House
Dover Plains, NY, USA
7.4k from Gaylordsville center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

1 Bedroom3 Guests
New to Booking
$162
Average price / night
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The Kent Collection - The Garden Cottages
The Kent Collection - The Garden Cottages
House
Kent, CT, USA
8.9k from Gaylordsville center

View, Security/Safety, Air Conditioner, Pet Friendly, Guest Services, Parking, Internet

4 Bedrooms13 Guests
New to Booking
$495
Average price / night
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Escape to a one-of-a-kind Mountaintop Retreat with panoramic westerly views
Escape to a one-of-a-kind Mountaintop Retreat with panoramic westerly views
House
New Milford, CT, 06776, United States
2.0k from Gaylordsville center

AC, Arcade, Dryer, Fireplace, Fitness Equipment, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
New to Booking
$513
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
3.6k from Gaylordsville center

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

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$522
Average price / night
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Stylish & Scenic Escape: Chef's Kitchen ~ Hot Tub\n
Stylish & Scenic Escape: Chef's Kitchen ~ Hot Tub\n
Cabin
New Milford, CT, 06776, United States
4.6k from Gaylordsville center

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

3 Bedrooms6 Guests
10.0

Exceptional

8 reviews

$734
Average price / night
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Artistic barn: wood burning hottub, sauna and pizza oven
Artistic barn: wood burning hottub, sauna and pizza oven
House
Kent, CT, 06757, United States
4.7k from Gaylordsville center

AC, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Hot Tub, Internet

3 Bedrooms11 Guests
9.2

Superb

5 reviews

$532
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
5.4k from Gaylordsville 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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Quintessential Connecticut Living 5BRD/3 bath Home with Game Room and Fire Pit
Quintessential Connecticut Living 5BRD/3 bath Home with Game Room and Fire Pit
House
New Milford, CT, 06776, United States
5.8k from Gaylordsville center

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

5 Bedrooms10 Guests
10.0

Exceptional

6 reviews

$587
Average price / night
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Escape to your private lakeside estate! Family & dog friendly, wildlife viewing!
Escape to your private lakeside estate! Family & dog friendly, wildlife viewing!
House
Wingdale, NY, 12594, United States
6.0k from Gaylordsville center

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

5 Bedrooms14 Guests
10.0

Exceptional

127 reviews

$904
Average price / night
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NYC-Area Escape • Game Room • Firepit • Chef's Kitchen • Near Boarding Schools
NYC-Area Escape • Game Room • Firepit • Chef's Kitchen • Near Boarding Schools
House
New Milford, CT, 06776, United States
6.1k from Gaylordsville center

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

3 Bedrooms6 Guests
New to Booking
$565
Average price / night
Check Availability
Perfection in Litchfield County
Perfection in Litchfield County
House
Sherman, CT, 06784, United States
7.0k from Gaylordsville 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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Your Private Winter Retreat: The Ultimate Ski & Boarder Basecamp
Your Private Winter Retreat: The Ultimate Ski & Boarder Basecamp
Cottage
Sherman, CT, 06784, United States
8.2k from Gaylordsville 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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Charming country house
Charming country house
House
Dover Plains, NY, 12522, United States
9.0k from Gaylordsville center

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

4 Bedrooms8 Guests
10.0

Exceptional

22 reviews

$357
Average price / night
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Beautiful mountaintop getaway for peace and quiet
Beautiful mountaintop getaway for peace and quiet
House
Dover Plains, NY, 12522, United States
9.2k from Gaylordsville center

AC, Balcony, Barbecue, Fireplace, Free Parking, Internet, Kitchen, Living Area, Microwave

2 Bedrooms6 Guests
9.8

Exceptional

9 reviews

$342
Average price / night
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Mid Century Modern Studio w/ Full Kitchen - Newly Built
Mid Century Modern Studio w/ Full Kitchen - Newly Built
Apartment
Kent, CT, 06757, United States
9.4k from Gaylordsville center

AC, Crib, Fireplace, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking

1 Bedroom2 Guests
10.0

Exceptional

11 reviews

$251
Average price / night
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Modern Barn, NEW Luxurious Home
Modern Barn, NEW Luxurious Home
House
Washington, CT, 06777, United States
9.6k from Gaylordsville center

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

4 Bedrooms12 Guests
10.0

Exceptional

39 reviews

$908
Average price / night
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Perfect cabin getaway. 5mins from hiking trails & lake Waramaug
Perfect cabin getaway. 5mins from hiking trails & lake Waramaug
Cabin
Washington, CT, 06777, United States
9.8k from Gaylordsville center

Barbecue, Crib, Fireplace, Fitness Equipment, Free Parking, Internet, Kitchen, Living Area, Microwave

3 Bedrooms6 Guests
8.8

Fabulous

5 reviews

$389
Average price / night
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Other accommodation types in Gaylordsville:

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 Gaylordsville.

Gaylordsville Short-Term Rentals on the Map

Frequently Asked Questions

You can explore 21 verified short-term rentals in Gaylordsville, including apartments, houses, and furnished stays suitable for both travel and temporary living.

Short-term rental prices in Gaylordsville vary depending on location, property size, and travel dates. Rates typically start from around $162 per night, with higher prices for premium properties or peak seasons.

Many short-term rentals in Gaylordsville 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 Gaylordsville, 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 Gaylordsville often include amenities such as Fireplace/Heating, Wellness Facilities, and Kitchen, providing a comfortable and convenient stay.

Short-term rentals in Gaylordsville 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.