Pet-Friendly Rentals in Skyline Country Club, MA: Compare 10+ Sites & Save

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  6.  Skyline Country Club

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38 Best Pet-Friendly Rentals in Skyline Country Club (Starting from $78)

Family-Friendly Hancock Home Walk to Slopes!
Family-Friendly Hancock Home Walk to Slopes!
House
Hancock, MA, USA
6.9k from Skyline Country Club center

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

4 Bedrooms15 Guests
New to Booking
$1320
Average price / night
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Cozy lake house with hot tub. Enjoy everything the Berkshires have to offer!
Cozy lake house with hot tub. Enjoy everything the Berkshires have to offer!
House
Lanesborough, MA, 01237, United States
0.5k from Skyline Country Club center

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

4 Bedrooms7 Guests
9.8

Exceptional

13 reviews

$465
Average price / night
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Spacious 3BR 3BA Sleeps 8 Ski On Off Jiminy Mountain Resort
Spacious 3BR 3BA Sleeps 8 Ski On Off Jiminy Mountain Resort
House
Hancock, MA, USA
6.9k from Skyline Country Club center

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

3 Bedrooms10 Guests
8.5

Very Good

10 reviews

$618
Average price / night
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3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
House
Pittsfield, MA, 01201, United States
2.0k from Skyline Country Club center

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

3 Bedrooms6 Guests
7.8

Good

7 reviews

$493
Average price / night
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Spacious Historic Home in the Berkshires!
Spacious Historic Home in the Berkshires!
House
Pittsfield, MA, USA
7.1k from Skyline Country Club center

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

5 Bedrooms9 Guests
New to Booking
$261
Average price / night
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Berkshire 6BR Estate • Pool, Hot Tub, Game Room
Berkshire 6BR Estate • Pool, Hot Tub, Game Room
House
Lanesborough, MA, 01237, United States
2.8k from Skyline Country Club center

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

6 Bedrooms14 Guests
10.0

Exceptional

13 reviews

$997
Average price / night
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Cozy Ski in out Cabin in Berkshire Resort
Cozy Ski in out Cabin in Berkshire Resort
House
Hancock, MA, USA
7.2k from Skyline Country Club center

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

2 Bedrooms6 Guests
10.0

Exceptional

4 reviews

$323
Average price / night
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Wildlife Lakeside Cottage\nbeautiful views, amazing wildlife, great location
Wildlife Lakeside Cottage\nbeautiful views, amazing wildlife, great location
House
Lanesborough, MA, 01224, United States
3.1k from Skyline Country Club center

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

3 Bedrooms6 Guests
9.6

Exceptional

76 reviews

$372
Average price / night
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2 BR JIMINY PEAK w Mountain Views SLEEPS 7 Gorgeous
2 BR JIMINY PEAK w Mountain Views SLEEPS 7 Gorgeous
House
Hancock, MA, USA
7.2k from Skyline Country Club center

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

2 Bedrooms7 Guests
10.0

Exceptional

1 reviews

$260
Average price / night
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Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table
Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table
House
Pittsfield, MA, 01201, United States
3.5k from Skyline Country Club center

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

8 Bedrooms28 Guests
9.8

Exceptional

155 reviews

$558
Average price / night
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Berkshire Vacation Rentals: Chic Pittsfield Home With A View
Berkshire Vacation Rentals: Chic Pittsfield Home With A View
House
Pittsfield, MA, USA
8.9k from Skyline Country Club center

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

3 Bedrooms6 Guests
9.0

Fabulous

1 reviews

$293
Average price / night
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3 BR+ 4level WINTER SKI RENTAL\n LOOKING 4 SEASONAL RENTER\n 1 MILE OFF OF JIMINEY
3 BR+ 4level WINTER SKI RENTAL\n LOOKING 4 SEASONAL RENTER\n 1 MILE OFF OF JIMINEY
Condo
Hancock, MA, 01237, United States
3.6k from Skyline Country Club center

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

4 Bedrooms10 Guests
9.6

Exceptional

17 reviews

$504
Average price / night
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house with view in the berkshires\n
house with view in the berkshires\n
House
Pittsfield, MA, 01201, United States
4.1k from Skyline Country Club center

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

3 Bedrooms8 Guests
9.0

Fabulous

9 reviews

$375
Average price / night
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Mountain Blossom Retreat by Evergreen Home
Mountain Blossom Retreat by Evergreen Home
House
Lanesborough, MA, 01237, United States
4.2k from Skyline Country Club center

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

3 Bedrooms8 Guests
10.0

Exceptional

10 reviews

$879
Average price / night
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Cozy Duplex in Pittsfield: 1 Mile to Onota Lake – Near Bousquet & Jiminy Peak
Cozy Duplex in Pittsfield: 1 Mile to Onota Lake – Near Bousquet & Jiminy Peak
Apartment
Pittsfield, MA, 01201, United States
5.7k from Skyline Country Club center

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

3 Bedrooms6 Guests
New to Booking
$308
Average price / night
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Berkshires Lakefront Retreat by Evergreen Home
Berkshires Lakefront Retreat by Evergreen Home
House
Cheshire, MA, 01225, United States
6.4k from Skyline Country Club center

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

4 Bedrooms8 Guests
10.0

Exceptional

12 reviews

$744
Average price / night
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Extended Stay- Full Kitchen 1BR apartment in Downtown Pittsfield
Extended Stay- Full Kitchen 1BR apartment in Downtown Pittsfield
Apartment
Pittsfield, MA, 01201, United States
6.7k from Skyline Country Club center

AC, Dryer, Fitness Equipment, Heater, Internet, Laundry, Living Area, No Smoking, Washer

1 Bedroom4 Guests
New to Booking
$186
Average price / night
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Gorgeous 3BR 3BA Sleeps 10  Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con
Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con
House
Hancock, MA, 01237, United States
6.9k from Skyline Country Club center

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

3 Bedrooms10 Guests
9.8

Exceptional

74 reviews

$425
Average price / night
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2400sf Secluded Family Mountain House 16 Acres- 2 min to Jiminy Peak- near Lenox
2400sf Secluded Family Mountain House 16 Acres- 2 min to Jiminy Peak- near Lenox
House
Hancock, MA, 01237, United States
7.0k from Skyline Country Club center

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

3 Bedrooms8 Guests
9.8

Exceptional

71 reviews

$388
Average price / night
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Large Mountainside Condo with Private Trail to Grouse Run
Large Mountainside Condo with Private Trail to Grouse Run
Condo
Hancock, MA, 01237, United States
7.1k from Skyline Country Club center

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

6 Bedrooms12 Guests
10.0

Exceptional

1 reviews

$734
Average price / night
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Serene and charming studio apartment in Pittsfield, the Heart of the Berkshires
Serene and charming studio apartment in Pittsfield, the Heart of the Berkshires
House
Pittsfield, MA, 01201, United States
7.2k from Skyline Country Club center

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

1 Bedroom1 Guest
New to Booking
$78
Average price / night
Check Availability
2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous
2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous
Condo
Hancock, MA, 01237, United States
7.3k from Skyline Country Club center

AC, Balcony, Barbecue, Breakfast Available, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater

2 Bedrooms7 Guests
9.4

Superb

3 reviews

$302
Average price / night
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Grand Berkshire Manor By Evergreen Home
Grand Berkshire Manor By Evergreen Home
House
Pittsfield, MA, 01201, United States
7.6k from Skyline Country Club center

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

5 Bedrooms10 Guests
New to Booking
$726
Average price / night
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Newly renovated townhouse, sleeps 8 located at Jiminy Peak Ski Resort
Newly renovated townhouse, sleeps 8 located at Jiminy Peak Ski Resort
House
Hancock, MA, 01237, United States
7.6k from Skyline Country Club center

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

3 Bedrooms8 Guests
9.8

Exceptional

19 reviews

$383
Average price / night
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Bright, relaxing 2-story built in 1843, with WiFi & smart TVs in charming Dalton
Bright, relaxing 2-story built in 1843, with WiFi & smart TVs in charming Dalton
Apartment
Dalton, MA, 01226, United States
7.8k from Skyline Country Club center

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

2 Bedrooms6 Guests
10.0

Exceptional

21 reviews

$188
Average price / night
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Woodland 5-BR Retreat 5-Min to Jiminy Peak
Woodland 5-BR Retreat 5-Min to Jiminy Peak
House
Hancock, MA, 01237, United States
8.0k from Skyline Country Club center

Balcony, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

5 Bedrooms10 Guests
10.0

Exceptional

14 reviews

$521
Average price / night
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19th c. Barn in the Berkshires
19th c. Barn in the Berkshires
House
Cheshire, MA, 01225, United States
8.2k from Skyline Country Club center

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

3 Bedrooms9 Guests
9.6

Exceptional

95 reviews

$414
Average price / night
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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 Pet-Friendly Rentals in Skyline Country Club.

Skyline Country Club Pet-Friendly Rentals on the Map

Frequently Asked Questions

You can explore 38 verified pet-friendly rentals in Skyline Country Club. These include a range of homes, cabins, and condos that welcome pets, making it easier to plan a trip with your companion.

Pet fees in Skyline Country Club vary by property and may include a nightly charge or a one-time fee. Rates for pet-friendly rentals typically start from around $78 per night, with additional fees depending on the host’s policy.

Some pet-friendly rentals in Skyline Country Club may have weight or breed restrictions, while others are more flexible. It’s recommended to review the property’s house rules or contact the host to confirm whether your pet is allowed.

Some pet-friendly rentals in Skyline Country Club include fenced or partially enclosed outdoor spaces, which can be helpful for pets. Checking the listing details can help you find properties that offer secure outdoor areas.

Pet-friendly properties can be in high demand, especially during peak travel seasons, so booking 90 to 120 days in advance is recommended for the best selection. Availability may be more flexible during off-peak periods.

Pet-friendly rentals in Skyline Country Club may include amenities such as Pet Friendly, Fireplace/Heating, and Wellness Facilities. These features help make stays more comfortable for both pets and their owners.

You can use map-based search features to find rentals located near dog parks, walking trails, or pet-friendly outdoor areas. This can help you choose a location that is convenient for daily walks and outdoor activities with your pet.