Pet-Friendly Rentals in Woodbury Ski Area, CT: Compare 10+ Sites & Save

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35 Best Pet-Friendly Rentals in Woodbury Ski Area (Starting from $138)

Family-Friendly Woodbury Home with Yard and Deck!
Family-Friendly Woodbury Home with Yard and Deck!
House
Woodbury, CT, USA
3.7k from Woodbury Ski Area center

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

3 Bedrooms6 Guests
9.5

Superb

2 reviews

$148
Average price / night
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BEST TOWN ROXBURY! PoshPadsCT\"TOPHET 3BR\"Ski,Heated Winter Pool/Spa,Bikes,GasBBQ
BEST TOWN ROXBURY! PoshPadsCT\"TOPHET 3BR\"Ski,Heated Winter Pool/Spa,Bikes,GasBBQ
House
Roxbury, CT, 06783, United States
1.4k from Woodbury Ski Area center

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

3 Bedrooms8 Guests
10.0

Exceptional

3 reviews

$1070
Average price / night
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Tranquil setting in the hills of Litchfield
Tranquil setting in the hills of Litchfield
Apartment
Bethlehem, CT, USA
6.1k from Woodbury Ski Area center

Internet, Pet Friendly, Parking, Air Conditioner, Child Friendly

3 Bedrooms8 Guests
New to Booking
$158
Average price / night
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BEST TOWN ROXBURY!1.5Hrs NYC PoshPadsCT \"TOPHET POOL BARN\" Ski,Pool,BBQ,Magical!
BEST TOWN ROXBURY!1.5Hrs NYC PoshPadsCT \"TOPHET POOL BARN\" Ski,Pool,BBQ,Magical!
House
Roxbury, CT, 06783, United States
1.4k from Woodbury Ski Area center

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

2 Bedrooms4 Guests
New to Booking
$1068
Average price / night
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Walk to Memorial Park Pet-Friendly Bethlehem Home
Walk to Memorial Park Pet-Friendly Bethlehem Home
Apartment
Bethlehem, CT, USA
6.5k from Woodbury Ski Area center

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

1 Bedroom2 Guests
9.5

Superb

2 reviews

$138
Average price / night
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STUNNING Home on 3 acre Private Pond w. Hot Tub, BBQ, Firepit
STUNNING Home on 3 acre Private Pond w. Hot Tub, BBQ, Firepit
House
Roxbury, CT, 06783, United States
2.5k from Woodbury Ski Area center

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

3 Bedrooms10 Guests
10.0

Exceptional

6 reviews

$844
Average price / night
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Upmarket Country Retreat, Washington, Connecticut
Upmarket Country Retreat, Washington, Connecticut
House
Washington, CT, USA
6.6k from Woodbury Ski Area center

Parking, Fireplace/Heating, Smoking, Internet, Pool, Oceanfront, View

5 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$670
Average price / night
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BEST TOWN ROXBURY! PoshPadsCT \"PAINTER - POOL\" 1.5Hrs NYC, Mint, Ski, Fires, BBQ
BEST TOWN ROXBURY! PoshPadsCT \"PAINTER - POOL\" 1.5Hrs NYC, Mint, Ski, Fires, BBQ
House
Roxbury, CT, 06783, United States
2.7k from Woodbury Ski Area center

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

4 Bedrooms10 Guests
9.4

Superb

9 reviews

$1097
Average price / night
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Family-Friendly Woodbury Home with Yard + Deck!
Family-Friendly Woodbury Home with Yard + Deck!
House
Woodbury, CT, 06798-2607, United States
3.7k from Woodbury Ski Area center

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

3 Bedrooms6 Guests
9.6

Exceptional

23 reviews

$303
Average price / night
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Litchfield County Four Season Country Paradise
Litchfield County Four Season Country Paradise
House
Roxbury, CT, 06783, United States
3.9k from Woodbury Ski Area center

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

5 Bedrooms12 Guests
9.4

Superb

51 reviews

$1286
Average price / night
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1.5HrsNYC, Best Skiing, Shopping, Dining PoshPadsCT \"MOOSEHORN\"
1.5HrsNYC, Best Skiing, Shopping, Dining PoshPadsCT \"MOOSEHORN\"
House
Roxbury, CT, 06783, United States
4.1k from Woodbury Ski Area center

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

6 Bedrooms12 Guests
10.0

Exceptional

12 reviews

$1212
Average price / night
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Secluded Architectural gem in the heart of Roxbury - Modern, Chic & Dreamy Pool
Secluded Architectural gem in the heart of Roxbury - Modern, Chic & Dreamy Pool
House
Roxbury, CT, 06783, United States
4.3k from Woodbury Ski Area center

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

3 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$1532
Average price / night
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1.5 Hrs NYC, Best Ski Home, Shops, Dining, FirePl, VIEWS! Hot Tub Spa, BBQ, Hike
1.5 Hrs NYC, Best Ski Home, Shops, Dining, FirePl, VIEWS! Hot Tub Spa, BBQ, Hike
House
Roxbury, CT, 06783, United States
4.8k from Woodbury Ski Area center

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

4 Bedrooms10 Guests
10.0

Exceptional

2 reviews

$1059
Average price / night
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Expansive, Five Bedroom House with Pool.  Ideal for Multiple Family Travel
Expansive, Five Bedroom House with Pool. Ideal for Multiple Family Travel
House
Washington, CT, 06793, United States
5.0k from Woodbury Ski Area center

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

5 Bedrooms12 Guests
10.0

Exceptional

2 reviews

$1187
Average price / night
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100% ROXBURY! PoshPadsCT \"JUDD'S BRIDGE\" 1.5Hrs NYC, 5BR, Ski, Pool, Pond, BBQ
100% ROXBURY! PoshPadsCT \"JUDD'S BRIDGE\" 1.5Hrs NYC, 5BR, Ski, Pool, Pond, BBQ
House
Roxbury, CT, 06783, United States
5.8k from Woodbury Ski Area center

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

5 Bedrooms10 Guests
10.0

Exceptional

2 reviews

$1022
Average price / night
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100% ROXBURY! PoshPadsCT \"SENTRY HILL\" 1.5Hrs NYC,Mint 6BR, Pool, Ski, Bike, BBQ
100% ROXBURY! PoshPadsCT \"SENTRY HILL\" 1.5Hrs NYC,Mint 6BR, Pool, Ski, Bike, BBQ
House
Roxbury, CT, 06783, United States
5.9k from Woodbury Ski Area center

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

6 Bedrooms12 Guests
9.8

Exceptional

7 reviews

$1078
Average price / night
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100% WASHINGTON! PoshPadsCT \"KIRBY\" 2HrsNYC, 3BR, Spa, Ski, Walking Neighborhood
100% WASHINGTON! PoshPadsCT \"KIRBY\" 2HrsNYC, 3BR, Spa, Ski, Walking Neighborhood
House
Washington, CT, 06793, United States
6.4k from Woodbury Ski Area center

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

3 Bedrooms6 Guests
New to Booking
$885
Average price / night
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Nature's Nest - Indoor/Outdoor Forest Retreat; Fire Pit; Fireplace; onsite Brook
Nature's Nest - Indoor/Outdoor Forest Retreat; Fire Pit; Fireplace; onsite Brook
House
Bethlehem, CT, 06751, United States
6.7k from Woodbury Ski Area center

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

3 Bedrooms7 Guests
10.0

Exceptional

16 reviews

$386
Average price / night
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BEST TOWN! PoshPadsCT \"TUNNEL\" 4-BR HEATED SPA-POOL, Bike, Hiking, NYC 1.5 Hrs
BEST TOWN! PoshPadsCT \"TUNNEL\" 4-BR HEATED SPA-POOL, Bike, Hiking, NYC 1.5 Hrs
House
Roxbury, CT, 06783, United States
7.0k from Woodbury Ski Area center

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

4 Bedrooms8 Guests
9.4

Superb

3 reviews

$1127
Average price / night
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2 Hrs NYC, Best Ski Estate, Shopping, Dining WASHINGTON PoshPadsCT \"SUNNY RIDGE\"
2 Hrs NYC, Best Ski Estate, Shopping, Dining WASHINGTON PoshPadsCT \"SUNNY RIDGE\"
House
Washington, CT, 06793, United States
7.5k from Woodbury Ski Area center

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

8 Bedrooms16 Guests
10.0

Exceptional

2 reviews

$1668
Average price / night
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Roxbury Cabin Retreat
Roxbury Cabin Retreat
Cabin
Roxbury, CT, 06783, United States
7.9k from Woodbury Ski Area center

AC, Dryer, Fireplace, Free Parking, Heater, Internet, Laundry, No Smoking, Washer

2 Bedrooms4 Guests
10.0

Exceptional

2 reviews

$428
Average price / night
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Lakefront Cottage On Quiet Lake, Private Dock, Private Beach Area, Boat Use
Lakefront Cottage On Quiet Lake, Private Dock, Private Beach Area, Boat Use
Cottage
Bethlehem, CT, 06751, United States
8.3k from Woodbury Ski Area center

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

2 Bedrooms6 Guests
9.4

Superb

74 reviews

$238
Average price / night
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73R Brand new log home on quiet side street in Bethlehem, close to Main Street, AC, Dog Friendly!
73R Brand new log home on quiet side street in Bethlehem, close to Main Street, AC, Dog Friendly!
House
Bethlehem, NH, 03574, United States
8.4k from Woodbury Ski Area center

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

4 Bedrooms12 Guests
8.8

Fabulous

14 reviews

$469
Average price / night
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BEST SKI TOWN-WASHINGTON! NYC 2Hrs \"Calhoun5BR\" POSHPADSCT Hot Tub, 4 FPs, Views
BEST SKI TOWN-WASHINGTON! NYC 2Hrs \"Calhoun5BR\" POSHPADSCT Hot Tub, 4 FPs, Views
House
Washington, CT, 06794, United States
8.6k from Woodbury Ski Area center

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

5 Bedrooms12 Guests
10.0

Exceptional

2 reviews

$1156
Average price / night
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2 Hrs NYC, Best Ski Home, Shopping, Dining, Fire, VIEWS! WASHINGTON PoshPadsCT,
2 Hrs NYC, Best Ski Home, Shopping, Dining, Fire, VIEWS! WASHINGTON PoshPadsCT,
Cottage
Washington Depot, CT, 06794, United States
8.8k from Woodbury Ski Area center

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

4 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$1108
Average price / night
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6-Acre Luxurious Country Home with Goddess Point Lookout
6-Acre Luxurious Country Home with Goddess Point Lookout
House
Woodbury, CT, 06798, United States
8.9k from Woodbury Ski Area center

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

4 Bedrooms8 Guests
10.0

Exceptional

9 reviews

$1723
Average price / night
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Large, Sunny 4 Bedroom Home Sleeps 8 and 1 minute to Five Fabulous Restaurants
Large, Sunny 4 Bedroom Home Sleeps 8 and 1 minute to Five Fabulous Restaurants
House
Woodbury, CT, 06798, United States
9.0k from Woodbury Ski Area center

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

4 Bedrooms8 Guests
10.0

Exceptional

52 reviews

$373
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 Woodbury Ski Area.

Woodbury Ski Area Pet-Friendly Rentals on the Map

Frequently Asked Questions

You can explore 35 verified pet-friendly rentals in Woodbury Ski Area. 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 Woodbury Ski Area vary by property and may include a nightly charge or a one-time fee. Rates for pet-friendly rentals typically start from around $138 per night, with additional fees depending on the host’s policy.

Some pet-friendly rentals in Woodbury Ski Area 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 Woodbury Ski Area 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 Woodbury Ski Area 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.