Family-Friendly Vacation Rentals in Greenock Country Club, MA: Compare 10+ Sites & Save

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  4.  Massachusetts

  5.  Lee
  6.  Greenock Country Club

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80 Best Family Vacation Rentals in Greenock Country Club (Starting from $174)

Cordelia by AvantStay Amazing Backyard 10mins from Stockbridge
Cordelia by AvantStay Amazing Backyard 10mins from Stockbridge
House
Lee, MA, USA
0.3k from Greenock Country Club center

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

1 Bedroom12 Guests
8.3

Very Good

3 reviews

$502
Average price / night
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Amazing Backyard Escape, 10 Minutes from Stockbridge | Cordelia by AvantStay
Amazing Backyard Escape, 10 Minutes from Stockbridge | Cordelia by AvantStay
House
Lee, MA, 01238, United States
0.5k from Greenock Country Club center

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

5 Bedrooms12 Guests
9.6

Exceptional

21 reviews

$598
Average price / night
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Trail Access Berkshires Gem with Rooftop Deck!
Trail Access Berkshires Gem with Rooftop Deck!
Apartment
Lee, MA, USA
1.1k from Greenock Country Club center

Apartments, Accommodations, Parking, Spa, Pet-friendly, Lodgings, Places to stay

2 Bedrooms4 Guests
New to Booking
$219
Average price / night
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Stylish Mid-century Modern Berkshires Cape
Stylish Mid-century Modern Berkshires Cape
House
Lee, MA, 01238, United States
0.7k from Greenock Country Club center

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

4 Bedrooms8 Guests
10.0

Exceptional

6 reviews

$637
Average price / night
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Lee Manor
Lee Manor
House
Lee, MA, USA
1.1k from Greenock Country Club center

Wellness Facilities, Internet, Breakfast, View, Guest Services, Sports/Activities, Pet Friendly

1 Bedroom18 Guests
New to Booking
$450
Average price / night
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6 Mi to Tanglewood! High-End Lee Apartment
6 Mi to Tanglewood! High-End Lee Apartment
Apartment
Lee, MA, 01238, United States
0.8k from Greenock Country Club center

AC, Balcony, Crib, Dryer, Fireplace, Free Parking, Heater, Kitchen, Microwave

2 Bedrooms4 Guests
New to Booking
$265
Average price / night
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Berkshire Vacation Home in Lee - Pool is Open!
Berkshire Vacation Home in Lee - Pool is Open!
House
MA, USA
1.9k from Greenock Country Club center

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

5 Bedrooms12 Guests
New to Booking
$455
Average price / night
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4BR Home w/ Yard & BBQ, 5 min walk to downtown Lee
4BR Home w/ Yard & BBQ, 5 min walk to downtown Lee
House
Lee, MA, 01238, United States
0.9k from Greenock Country Club center

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

4 Bedrooms8 Guests
10.0

Exceptional

11 reviews

$365
Average price / night
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The Gatehouse on Golden Hill
The Gatehouse on Golden Hill
House
Greenock Country Club, Lee, Massachusetts, USA
2.3k from Greenock Country Club center

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

10 Bedrooms10 Guests
New to Booking
$649
Average price / night
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Stunning Post & Beam home minutes from Lenox, Stockbridge and Tanglewood!
Stunning Post & Beam home minutes from Lenox, Stockbridge and Tanglewood!
House
Lee, MA, 01238, United States
0.9k from Greenock Country Club center

AC, Balcony, Barbecue, Crib, Dryer, Extra Bed, Fireplace, Fitness Equipment, Free Parking

5 Bedrooms14 Guests
10.0

Exceptional

98 reviews

$962
Average price / night
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Private Berkshire Escape Special April Pricing select your dates for discount Monthly Pricing
Private Berkshire Escape Special April Pricing select your dates for discount Monthly Pricing
House
Lee, MA, USA
2.5k from Greenock Country Club center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay, Family

10 Bedrooms10 Guests
9.0

Fabulous

1 reviews

$649
Average price / night
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Elegant 19th Century New England 2BR vacation rental at Garfield House
Elegant 19th Century New England 2BR vacation rental at Garfield House
House
Lee, MA, 01238, United States
1.0k from Greenock Country Club center

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

2 Bedrooms6 Guests
10.0

Exceptional

99 reviews

$225
Average price / night
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Econo Lodge Lee - Great Barrington
Econo Lodge Lee - Great Barrington
Cabin
Greenock Country Club, Lee, Massachusetts, USA
2.6k from Greenock Country Club center

Accommodations, Parking, Lodges, Cabins, Pet-friendly, Lodgings, Places to stay

28 Bedrooms12 Guests
5.8

Review score

255 reviews

$174
Average price / night
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Spacious 5-bedroom house in charming Lee with WiFi
Spacious 5-bedroom house in charming Lee with WiFi
House
Lee, MA, 01238, United States
1.4k from Greenock Country Club center

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

5 Bedrooms15 Guests
8.8

Fabulous

3 reviews

$861
Average price / night
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Berkshire Retreat- A stone's throw to downtown Lenox
Berkshire Retreat- A stone's throw to downtown Lenox
House
Stockbridge, MA, USA
4.1k from Greenock Country Club center

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

3 Bedrooms6 Guests
New to Booking
$478
Average price / night
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Modern And Spacious Berkshires Retreat 5 bdrm 3 bath
Modern And Spacious Berkshires Retreat 5 bdrm 3 bath
House
Lee, MA, 01238, United States
1.9k from Greenock Country Club center

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

5 Bedrooms11 Guests
10.0

Exceptional

61 reviews

$517
Average price / night
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Cozy Stockbridge Cabin - Walk to Beach and Lake!
Cozy Stockbridge Cabin - Walk to Beach and Lake!
House
Stockbridge, MA, USA
5.2k from Greenock Country Club center

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

2 Bedrooms4 Guests
9.0

Fabulous

2 reviews

$224
Average price / night
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Spacious 4BR Central-Berkshires Home with POOL!
Spacious 4BR Central-Berkshires Home with POOL!
House
Lee, MA, 01238, United States
2.2k from Greenock Country Club center

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

4 Bedrooms9 Guests
10.0

Exceptional

3 reviews

$372
Average price / night
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Steps to Downtown Stockbridge Home with Patio!
Steps to Downtown Stockbridge Home with Patio!
House
Stockbridge, MA, USA
5.4k from Greenock Country Club center

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

2 Bedrooms5 Guests
New to Booking
$260
Average price / night
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Lake View Berkshires Retreat - Private & Minutes to Lenox
Lake View Berkshires Retreat - Private & Minutes to Lenox
House
Lee, MA, 01238, United States
2.4k from Greenock Country Club center

AC, Balcony, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Internet

3 Bedrooms14 Guests
10.0

Exceptional

29 reviews

$612
Average price / night
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2 Mi to Norman Rockwell Museum Stockbridge Apt!
2 Mi to Norman Rockwell Museum Stockbridge Apt!
Apartment
Stockbridge, MA, USA
5.4k from Greenock Country Club center

Apartments, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay

1 Bedroom2 Guests
New to Booking
$203
Average price / night
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Spacious & Family-Ready Home w/ Fenced Yard in Lee
Spacious & Family-Ready Home w/ Fenced Yard in Lee
House
Lee, MA, 01238, United States
2.8k from Greenock Country Club center

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

3 Bedrooms8 Guests
New to Booking
$405
Average price / night
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Luxury Fox Hollow Estate Home on Laurel Lake - Dream Location, Hot Tub, Kayaks++
Luxury Fox Hollow Estate Home on Laurel Lake - Dream Location, Hot Tub, Kayaks++
House
Lenox, MA, 01240, United States
2.9k from Greenock Country Club center

AC, Arcade, Barbecue, Crib, Dryer, Extra Bed, Fireplace, Free Parking, Heater

5 Bedrooms14 Guests
9.4

Superb

63 reviews

$547
Average price / night
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The Playhouse: 7,000 Sq Ft of Berkshires Modern Luxury & History
The Playhouse: 7,000 Sq Ft of Berkshires Modern Luxury & History
House
Lee, MA, 01238, United States
2.9k from Greenock Country Club center

AC, Arcade, Barbecue, Dryer, Extra Bed, Fitness Equipment, Free Parking, Heater, Internet

6 Bedrooms20 Guests
10.0

Exceptional

248 reviews

$1253
Average price / night
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Beautiful Home in AMAZING Berkshire Location
Beautiful Home in AMAZING Berkshire Location
House
Lee, MA, 01238, United States
2.9k from Greenock Country Club center

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

4 Bedrooms10 Guests
10.0

Exceptional

20 reviews

$570
Average price / night
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Historic Stockbridge Villa on 25 acres sleeps 23
Historic Stockbridge Villa on 25 acres sleeps 23
House
Stockbridge, MA, 01262, United States
2.9k from Greenock Country Club center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

11 Bedrooms23 Guests
10.0

Exceptional

18 reviews

$932
Average price / night
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General Williams Estate House Lenox/Stockbridge
General Williams Estate House Lenox/Stockbridge
House
Stockbridge, MA, 01238, United States
3.0k from Greenock Country Club center

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

6 Bedrooms16 Guests
9.8

Exceptional

115 reviews

$1385
Average price / night
Check Availability

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 Greenock Country Club.

Greenock Country Club Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 80 verified family-friendly vacation rentals in Greenock Country Club. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Greenock Country Club vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $174 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Greenock Country Club 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 Greenock Country Club 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 Greenock Country Club often include amenities such as Child Friendly, Fireplace/Heating, 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.