Pet-Friendly Rentals in Dry Hill, MA: Compare 10+ Sites & Save

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52 Best Pet-Friendly Rentals in Dry Hill (Starting from $147)

Berkshire Vacation Rentals: Peaceful Post and Beam Loft Sleeps 9
Berkshire Vacation Rentals: Peaceful Post and Beam Loft Sleeps 9
House
New Marlborough, MA, USA
1.1k from Dry Hill center

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

1 Bedroom9 Guests
New to Booking
$196
Average price / night
Check Availability
Peaceful, Post and Beam Loft, Sleeps 9
Peaceful, Post and Beam Loft, Sleeps 9
House
New Marlborough, MA, 01230, United States
1.1k from Dry Hill center

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

1 Bedroom9 Guests
9.8

Exceptional

24 reviews

$263
Average price / night
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Rustic Berkshires Cottage at Lake Buel with Kayaks!
Rustic Berkshires Cottage at Lake Buel with Kayaks!
House
New Marlborough, MA, USA
2.9k from Dry Hill center

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

1 Bedroom2 Guests
9.3

Superb

3 reviews

$147
Average price / night
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Hot tub, Sauna, Game Room, Fireplaces + Heated Pool in Summer!
Hot tub, Sauna, Game Room, Fireplaces + Heated Pool in Summer!
House
New Marlborough, MA, 01230, United States
1.3k from Dry Hill center

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

5 Bedrooms14 Guests
New to Booking
$1274
Average price / night
Check Availability
Massachusetts Lake House with Dock - Pets Welcome!
Massachusetts Lake House with Dock - Pets Welcome!
House
New Marlborough, MA, USA
2.9k from Dry Hill 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
Check Availability
Lake Buel Waterfront: with Sparkling Views, Fire Pit and Kayaks!
Lake Buel Waterfront: with Sparkling Views, Fire Pit and Kayaks!
House
Monterey, MA, 01245, United States
2.0k from Dry Hill center

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

4 Bedrooms8 Guests
New to Booking
$679
Average price / night
Check Availability
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
4.6k from Dry Hill 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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Waterfront: 4 bedroom home on Lake Buel with Gorgeous Sunsets, Sleeps 8!
Waterfront: 4 bedroom home on Lake Buel with Gorgeous Sunsets, Sleeps 8!
House
Monterey, MA, 01230, United States
2.5k from Dry Hill center

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

4 Bedrooms8 Guests
New to Booking
$973
Average price / night
Check Availability
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 Dry Hill 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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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
2.7k from Dry Hill 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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Summer and Fall in Sheffield with Monthly Special Pricing Available
Summer and Fall in Sheffield with Monthly Special Pricing Available
House
Sheffield, MA, USA
7.4k from Dry Hill 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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Rustic Berkshires Cottage at Lake Buel w/ Kayaks!
Rustic Berkshires Cottage at Lake Buel w/ Kayaks!
Cottage
New Marlborough, MA, 01230, United States
2.9k from Dry Hill 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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Whitney by AvantStay Private Berkshires Estate
Whitney by AvantStay Private Berkshires Estate
House
Sheffield, MA, USA
8.1k from Dry Hill 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
Check Availability
Massachusetts Lake House w/ Dock - Pets Welcome!
Massachusetts Lake House w/ Dock - Pets Welcome!
House
New Marlborough, MA, 01230, United States
2.9k from Dry Hill center

AC, Balcony, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen, Microwave

4 Bedrooms8 Guests
9.2

Superb

22 reviews

$665
Average price / night
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Cabin with 3 Acres, Tennis Courts By 4 Ski Mtns
Cabin with 3 Acres, Tennis Courts By 4 Ski Mtns
House
Sandisfield, MA, USA
9.2k from Dry Hill center

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

4 Bedrooms10 Guests
New to Booking
$210
Average price / night
Check Availability
Lake Buel Waterfront - 4 Bedrooms with private dock
Lake Buel Waterfront - 4 Bedrooms with private dock
House
New Marlborough, MA, 01230, United States
2.9k from Dry Hill 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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Hot Tub, Chic Sexy Style booking Summer 26!
Hot Tub, Chic Sexy Style booking Summer 26!
House
New Marlborough, MA, 01230, United States
3.3k from Dry Hill center

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

2 Bedrooms7 Guests
New to Booking
$501
Average price / night
Check Availability
Luxe Log Cabin Minutes From Skiing, Hiking, & More
Luxe Log Cabin Minutes From Skiing, Hiking, & More
Cabin
Great Barrington, MA, 01230, United States
4.5k from Dry Hill center

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

3 Bedrooms10 Guests
New to Booking
$379
Average price / night
Check Availability
Stay at Beaver Lodge!
Stay at Beaver Lodge!
Cottage
Monterey, MA, 01245, United States
4.6k from Dry Hill center

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

1 Bedroom2 Guests
New to Booking
$217
Average price / night
Check Availability
Secluded Forest Sanctuary • Outdoor Living, Yard, Views | Half Moon by AvantStay
Secluded Forest Sanctuary • Outdoor Living, Yard, Views | Half Moon by AvantStay
Cabin
Great Barrington, MA, 01230, United States
4.8k from Dry Hill center

AC, Crib, Dryer, Fireplace, Heater, Internet, Kitchen, Laundry, No Smoking

4 Bedrooms10 Guests
9.8

Exceptional

16 reviews

$555
Average price / night
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Berkshire lake house on lake Garfield, Monterey MA; private, 5 BR, sleeps 12
Berkshire lake house on lake Garfield, Monterey MA; private, 5 BR, sleeps 12
House
Monterey, MA, 01245, United States
5.0k from Dry Hill center

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

5 Bedrooms10 Guests
9.4

Superb

40 reviews

$416
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
5.1k from Dry Hill 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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Berkshire Riverfront Ski Cabin: Close to Hiking!
Berkshire Riverfront Ski Cabin: Close to Hiking!
Cabin
Southfield, MA, 01244, United States
5.2k from Dry Hill center

AC, Barbecue, Free Parking, Heater, Kitchen, Living Area, No Smoking, Outdoor Grill, Outdoor Space

2 Bedrooms5 Guests
9.6

Exceptional

44 reviews

$271
Average price / night
Check Availability
5 Stars w/ Hot Tub, Sunny Patio, Game Room, Views!
5 Stars w/ Hot Tub, Sunny Patio, Game Room, Views!
House
Great Barrington, MA, 01230, United States
5.3k from Dry Hill center

AC, Barbecue, Dryer, Heater, Hot Tub, Internet, Kitchen, Microwave, No Smoking

4 Bedrooms14 Guests
New to Booking
$836
Average price / night
Check Availability
LAKE GARFIELD WATERFRONT HOME AND BOATHOUSE
LAKE GARFIELD WATERFRONT HOME AND BOATHOUSE
Cottage
Monterey, MA, 01245, United States
5.4k from Dry Hill center

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

4 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$598
Average price / night
Check Availability
Cozy Lakeside Cottage Oasis
Cozy Lakeside Cottage Oasis
Cabin
Monterey, MA, 01245, United States
5.6k from Dry Hill center

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

3 Bedrooms10 Guests
10.0

Exceptional

2 reviews

$462
Average price / night
Check Availability
Lake Garfield Waterfront
Lake Garfield Waterfront
House
Monterey, MA, 01245, United States
5.6k from Dry Hill center

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

3 Bedrooms8 Guests
New to Booking
$440
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 Pet-Friendly Rentals in Dry Hill.

Dry Hill Pet-Friendly Rentals on the Map

Frequently Asked Questions

You can explore 52 verified pet-friendly rentals in Dry Hill. 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 Dry Hill vary by property and may include a nightly charge or a one-time fee. Rates for pet-friendly rentals typically start from around $147 per night, with additional fees depending on the host’s policy.

Some pet-friendly rentals in Dry Hill 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 Dry Hill 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 Dry Hill may include amenities such as Pet Friendly, Fireplace/Heating, and Bedding/Linens. 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.