Family-Friendly Vacation Rentals in Les Trois Emme Winery, MA: Compare 10+ Sites & Save

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54 Best Family Vacation Rentals in Les Trois Emme Winery (Starting from $212)

Massachusetts Lake House with Dock - Pets Welcome!
Massachusetts Lake House with Dock - Pets Welcome!
House
New Marlborough, MA, USA
1.8k from Les Trois Emme Winery center

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

4 Bedrooms8 Guests
New to Booking
$394
Average price / night
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Pine View Cottage, Berkshires Getaway Lake Buel w/ lake rights. Pet friendly!
Pine View Cottage, Berkshires Getaway Lake Buel w/ lake rights. Pet friendly!
Cottage
New Marlborough, MA, 01244, United States
1.3k from Les Trois Emme Winery center

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

3 Bedrooms6 Guests
9.6

Exceptional

22 reviews

$383
Average price / night
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Half Moon by AvantStay 4BR Cabin w Large Deck Yard w Patio Outdoor Dining
Half Moon by AvantStay 4BR Cabin w Large Deck Yard w Patio Outdoor Dining
House
Great Barrington, MA, USA
3.1k from Les Trois Emme Winery center

Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay, Ski resorts

4 Bedrooms10 Guests
7.0

Good

1 reviews

$957
Average price / night
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Rustic Berkshires Cottage at Lake Buel w/ Kayaks!
Rustic Berkshires Cottage at Lake Buel w/ Kayaks!
Cottage
New Marlborough, MA, 01230, United States
1.8k from Les Trois Emme Winery center

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

1 Bedroom2 Guests
9.2

Superb

44 reviews

$218
Average price / night
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Cozy Great Barrington Home about 1 Mi to Ski Resort!
Cozy Great Barrington Home about 1 Mi to Ski Resort!
House
Great Barrington, MA, USA
3.2k from Les Trois Emme Winery center

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

4 Bedrooms9 Guests
7.0

Good

1 reviews

$533
Average price / night
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Lake Buel Waterfront - 4 Bedrooms with private dock
Lake Buel Waterfront - 4 Bedrooms with private dock
House
New Marlborough, MA, 01230, United States
1.8k from Les Trois Emme Winery center

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

4 Bedrooms8 Guests
9.6

Exceptional

7 reviews

$742
Average price / night
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The Mill River Cabin with Fireplace and River View!
The Mill River Cabin with Fireplace and River View!
House
Mill River, MA, USA
5.2k from Les Trois Emme Winery center

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

2 Bedrooms5 Guests
10.0

Exceptional

6 reviews

$259
Average price / night
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Private Woodland Getaway minutes from Ski Butternut
Private Woodland Getaway minutes from Ski Butternut
House
New Marlborough, MA, 01230, United States
2.2k from Les Trois Emme Winery center

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

3 Bedrooms8 Guests
10.0

Exceptional

36 reviews

$547
Average price / night
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Whitney by AvantStay Private Berkshires Estate
Whitney by AvantStay Private Berkshires Estate
House
Sheffield, MA, USA
6.2k from Les Trois Emme Winery center

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

1 Bedroom10 Guests
New to Booking
$217
Average price / night
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Luxe Log Cabin Minutes From Skiing, Hiking, & More
Luxe Log Cabin Minutes From Skiing, Hiking, & More
Cabin
Great Barrington, MA, 01230, United States
3.0k from Les Trois Emme Winery center

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

3 Bedrooms10 Guests
New to Booking
$379
Average price / night
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Summer and Fall in Sheffield with Monthly Special Pricing Available
Summer and Fall in Sheffield with Monthly Special Pricing Available
House
Sheffield, MA, USA
6.3k from Les Trois Emme Winery center

Barbecue/Outdoor Cooking, Security/Safety, Sports/Activities, Pool, Pet Friendly, Internet, Skiing

6 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$299
Average price / night
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New England Family Home with Hot Tub and Pool
New England Family Home with Hot Tub and Pool
House
New Marlborough, MA, 01230, United States
3.4k from Les Trois Emme Winery center

Arcade, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

5 Bedrooms8 Guests
10.0

Exceptional

3 reviews

$558
Average price / night
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Hupi House - A Peaceful Wooded Lakeside Retreat
Hupi House - A Peaceful Wooded Lakeside Retreat
House
Monterey, MA, USA
7.0k from Les Trois Emme Winery center

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

4 Bedrooms10 Guests
New to Booking
$432
Average price / night
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Berkshires / Great Barrington Chic & Cozy, Sleeps 10
Berkshires / Great Barrington Chic & Cozy, Sleeps 10
House
Great Barrington, MA, 01230, United States
4.1k from Les Trois Emme Winery center

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

4 Bedrooms10 Guests
9.6

Exceptional

11 reviews

$525
Average price / night
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Cozy Monterey Home with Porch Walk to Lake Garfield
Cozy Monterey Home with Porch Walk to Lake Garfield
House
Monterey, MA, USA
7.3k from Les Trois Emme Winery center

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

3 Bedrooms6 Guests
9.0

Fabulous

1 reviews

$212
Average price / night
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Fabulous Renovated Log Cabin: the perfect getaway with  new  pickleball court!
Fabulous Renovated Log Cabin: the perfect getaway with new pickleball court!
House
Monterey, MA, 01245, United States
4.3k from Les Trois Emme Winery center

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

3 Bedrooms8 Guests
10.0

Exceptional

76 reviews

$977
Average price / night
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Monterey Home with Hot Tub, Pool and Game Room!
Monterey Home with Hot Tub, Pool and Game Room!
House
Monterey, MA, USA
7.5k from Les Trois Emme Winery center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Hot tubs, Places to stay

6 Bedrooms16 Guests
New to Booking
$910
Average price / night
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Berkshires Family Inn – For Getaways & Big Groups! Walkable to Butternut!
Berkshires Family Inn – For Getaways & Big Groups! Walkable to Butternut!
House
Great Barrington, MA, 01230, United States
4.8k from Les Trois Emme Winery center

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

7 Bedrooms15 Guests
10.0

Exceptional

31 reviews

$897
Average price / night
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4 Mi to Great Barrington Berkshires Retreat!
4 Mi to Great Barrington Berkshires Retreat!
House
Sheffield, MA, USA
7.9k from Les Trois Emme Winery center

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

3 Bedrooms8 Guests
New to Booking
$326
Average price / night
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Berkshires Estate w/ Heated Pool by Evergreen Home
Berkshires Estate w/ Heated Pool by Evergreen Home
House
Great Barrington, MA, 01230, United States
4.9k from Les Trois Emme Winery center

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

5 Bedrooms10 Guests
10.0

Exceptional

5 reviews

$1367
Average price / night
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Winter Ski Chalet w/ Cozy Fireplace + Private Hiking Trails
Winter Ski Chalet w/ Cozy Fireplace + Private Hiking Trails
House
Great Barrington, MA, 01230, United States
6.0k from Les Trois Emme Winery center

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

4 Bedrooms8 Guests
9.6

Exceptional

12 reviews

$868
Average price / night
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Cozy escape in the trees of the Berkshires
Cozy escape in the trees of the Berkshires
House
Great Barrington, MA, 01230, United States
6.1k from Les Trois Emme Winery center

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

5 Bedrooms10 Guests
10.0

Exceptional

4 reviews

$662
Average price / night
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Luxury Private Estate in the Berkshires | Whitney by AvantStay
Luxury Private Estate in the Berkshires | Whitney by AvantStay
House
Sheffield, MA, 01257, United States
6.1k from Les Trois Emme Winery center

Barbecue, Crib, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen

5 Bedrooms10 Guests
8.6

Fabulous

15 reviews

$465
Average price / night
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Stunning Renovated Home w/ Wood Burning Stove & Hot Tub !
Stunning Renovated Home w/ Wood Burning Stove & Hot Tub !
House
Monterey, MA, 01245, United States
6.7k from Les Trois Emme Winery center

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

3 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$355
Average price / night
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Butternut Lux Ski Chalet on Lake with Hot Tub & Sauna Near Great Barrington
Butternut Lux Ski Chalet on Lake with Hot Tub & Sauna Near Great Barrington
House
Monterey, MA, 01245, United States
6.8k from Les Trois Emme Winery center

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

5 Bedrooms14 Guests
10.0

Exceptional

11 reviews

$869
Average price / night
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Luxe Berkshires Ski Retreat w/ Fireplace, King Bed, Chef's Kitchen, Washer/Dryer
Luxe Berkshires Ski Retreat w/ Fireplace, King Bed, Chef's Kitchen, Washer/Dryer
Apartment
Great Barrington, MA, 01230, United States
6.8k from Les Trois Emme Winery center

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

2 Bedrooms6 Guests
New to Booking
$407
Average price / night
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Lake Haven with new dock and amazing views of Lake Garfield
Lake Haven with new dock and amazing views of Lake Garfield
House
Monterey, MA, 01245, United States
6.8k from Les Trois Emme Winery center

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

3 Bedrooms6 Guests
10.0

Exceptional

3 reviews

$488
Average price / night
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Other accommodation types in Les Trois Emme Winery:

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 Family Vacation Rentals in Les Trois Emme Winery.

Les Trois Emme Winery Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 54 verified family-friendly vacation rentals in Les Trois Emme Winery. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Les Trois Emme Winery vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $212 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Les Trois Emme Winery offer baby-friendly items such as high chairs, cribs, or pack-and-play options. Availability can vary, so it’s helpful to check the listing details before booking.

Yes, some rentals in Les Trois Emme Winery are well suited for multi-generational stays, offering multiple bedrooms, separate living areas, and enough space for larger groups to stay comfortably together.

For busy travel periods such as school holidays or summer breaks, booking 90 to 120 days in advance is recommended to secure the best options. Availability may be more flexible during quieter times of the year.

Family-friendly rentals in Les Trois Emme Winery often include amenities such as Fireplace/Heating, Child Friendly, and Internet. These features help make stays more convenient and enjoyable for both adults and children.

You can use search filters to find rentals that offer features like game rooms, playgrounds, or entertainment areas. Checking property descriptions can also help you identify homes that are well suited for families with children.