Pet-Friendly Rentals in Lakeside, CT: Compare 10+ Sites & Save

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41 Best Pet-Friendly Rentals in Lakeside (Starting from $134)

Upmarket Country Retreat, Washington, Connecticut
Upmarket Country Retreat, Washington, Connecticut
House
Washington, CT, USA
4.2k from Lakeside 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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2 Hrs NYC, Best Skiing, Shops, Dining,2 Gas Fires,WASHINGTON PoshPadsCT, HotTub
2 Hrs NYC, Best Skiing, Shops, Dining,2 Gas Fires,WASHINGTON PoshPadsCT, HotTub
House
Washington, CT, 06793, United States
2.1k from Lakeside center

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

5 Bedrooms12 Guests
9.4

Superb

12 reviews

$1214
Average price / night
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Connecticut Retreat Steps to Historic Downtown!
Connecticut Retreat Steps to Historic Downtown!
House
Litchfield, CT, USA
4.8k from Lakeside center

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

2 Bedrooms4 Guests
8.5

Very Good

6 reviews

$134
Average price / night
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100% WASHINGTON! PoshPadsCT \"SENFF ESTATE\"8-BR, 2Hrs NYC, Heated Pool, Ski, BBQ
100% WASHINGTON! PoshPadsCT \"SENFF ESTATE\"8-BR, 2Hrs NYC, Heated Pool, Ski, BBQ
House
Washington, CT, 06793, United States
2.3k from Lakeside center

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

8 Bedrooms15 Guests
10.0

Exceptional

16 reviews

$1662
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
5.6k from Lakeside 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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Escape to Bantam Lake. Waterfront!
Escape to Bantam Lake. Waterfront!
Cottage
Morris, CT, 06763, United States
2.5k from Lakeside center

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

2 Bedrooms6 Guests
New to Booking
$420
Average price / night
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Cozy Litchfield House with Fenced-In Yard and Fire Pit
Cozy Litchfield House with Fenced-In Yard and Fire Pit
House
Litchfield, CT, USA
7.7k from Lakeside center

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

3 Bedrooms7 Guests
10.0

Exceptional

1 reviews

$250
Average price / night
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Bantam Lake Cottage - 4 min walk to lake/shared beach, 6 Kayaks, 2 SUP, fire pit
Bantam Lake Cottage - 4 min walk to lake/shared beach, 6 Kayaks, 2 SUP, fire pit
Cottage
Morris, CT, 06763, United States
2.5k from Lakeside center

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

2 Bedrooms6 Guests
10.0

Exceptional

34 reviews

$361
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
8.4k from Lakeside center

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

3 Bedrooms8 Guests
New to Booking
$158
Average price / night
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Best Ski Cottage, Restaurants, Shops 2 FPs, 2 Hrs NYC to WASHINGTON! PoshPadsCT
Best Ski Cottage, Restaurants, Shops 2 FPs, 2 Hrs NYC to WASHINGTON! PoshPadsCT
Cottage
Washington, CT, 06793, United States
2.7k from Lakeside center

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

3 Bedrooms8 Guests
9.8

Exceptional

11 reviews

$1121
Average price / night
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Stunning Warren Lakefront Home Deck, Grill, Sauna
Stunning Warren Lakefront Home Deck, Grill, Sauna
House
Warren, CT, USA
8.9k from Lakeside center

Fireplace/Heating, Pet Friendly, Oceanfront, Guest Services, Accessibility, Ocean View, View

7 Bedrooms19 Guests
New to Booking
$2825
Average price / night
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Experience Perch Rocks!  A Unique Private Waterfront Cottage on Bantam Lake
Experience Perch Rocks! A Unique Private Waterfront Cottage on Bantam Lake
Cottage
Morris, CT, 06763, United States
2.8k from Lakeside center

Barbecue, Fireplace, Free Parking, Kitchen, No Smoking, Outdoor Space, Patio, TV

2 Bedrooms8 Guests
10.0

Exceptional

12 reviews

$1023
Average price / night
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Dainty New Preston Cottage with Dock and Lake Views!
Dainty New Preston Cottage with Dock and Lake Views!
House
New Preston, CT, USA
9.7k from Lakeside center

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

3 Bedrooms4 Guests
9.5

Superb

2 reviews

$236
Average price / night
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Immaculate waterfront home nestled in the Litchfield hills w/ tons of...
Immaculate waterfront home nestled in the Litchfield hills w/ tons of...
House
Morris, CT, 06763, United States
3.8k from Lakeside center

AC, Arcade, Barbecue, Crib, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub

4 Bedrooms10 Guests
9.4

Superb

3 reviews

$1447
Average price / night
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ABC Stay - Connecticut Five Bedroom Home
ABC Stay - Connecticut Five Bedroom Home
House
Warren, CT, USA
9.8k from Lakeside center

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

4 Bedrooms10 Guests
New to Booking
$1341
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
4.1k from Lakeside 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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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
4.1k from Lakeside 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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Bantam Beauty - Surrounded By Nature!
Bantam Beauty - Surrounded By Nature!
House
Bantam, CT, 06750, United States
4.4k from Lakeside center

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

5 Bedrooms10 Guests
10.0

Exceptional

19 reviews

$788
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
4.5k from Lakeside 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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Charming, river front compound
Charming, river front compound
House
Bantam, CT, 06750, United States
4.6k from Lakeside center

AC, Barbecue, Breakfast Available, Crib, Dryer, Fireplace, Free Parking, Heater, Internet

3 Bedrooms6 Guests
9.0

Fabulous

23 reviews

$181
Average price / night
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Hilltop House
Hilltop House
House
Litchfield, CT, 06759, United States
5.0k from Lakeside center

Dryer, Internet, Kitchen, Laundry, Microwave, No Smoking, Patio, Pool, TV

3 Bedrooms6 Guests
10.0

Exceptional

8 reviews

$576
Average price / night
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5 bedroom, 14 acre private estate
5 bedroom, 14 acre private estate
House
Bethlehem, CT, 06751, United States
5.0k from Lakeside center

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

5 Bedrooms8 Guests
9.0

Fabulous

7 reviews

$821
Average price / night
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Back on VRBO! The oldest house in Litchfield CT
Back on VRBO! The oldest house in Litchfield CT
Cottage
Litchfield, CT, 06759, United States
5.3k from Lakeside center

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

3 Bedrooms8 Guests
10.0

Exceptional

4 reviews

$546
Average price / night
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Spacious Woodland Retreat in the Litchfield Hills - Sleeps 8+
Spacious Woodland Retreat in the Litchfield Hills - Sleeps 8+
Cabin
Litchfield, CT, 06759, United States
6.5k from Lakeside center

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

4 Bedrooms8 Guests
New to Booking
$422
Average price / night
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Swiss Chalet amidst sixteen acres in Litchfield Hills surrounded by land trust
Swiss Chalet amidst sixteen acres in Litchfield Hills surrounded by land trust
House
Watertown, CT, 06795, United States
7.4k from Lakeside center

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

5 Bedrooms12 Guests
9.6

Exceptional

18 reviews

$1475
Average price / night
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2 Hrs NYC-Best Ski Home, Shopping, Dining, 4Fires, VIEWS! WASHINGTON PoshPadsCT,
2 Hrs NYC-Best Ski Home, Shopping, Dining, 4Fires, VIEWS! WASHINGTON PoshPadsCT,
House
Washington, CT, 06794, United States
7.9k from Lakeside center

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

5 Bedrooms12 Guests
10.0

Exceptional

2 reviews

$1309
Average price / night
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County Seat Colonial
County Seat Colonial
House
Litchfield, CT, 06759, United States
8.4k from Lakeside center

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

2 Bedrooms4 Guests
10.0

Exceptional

17 reviews

$418
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 Lakeside.

Stay Near Lakeside's Top Attractions

VacationByOwnerRentals can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.

Lakeside Pet-Friendly Rentals on the Map

Frequently Asked Questions

You can explore 41 verified pet-friendly rentals in Lakeside. 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 Lakeside vary by property and may include a nightly charge or a one-time fee. Rates for pet-friendly rentals typically start from around $134 per night, with additional fees depending on the host’s policy.

Some pet-friendly rentals in Lakeside 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 Lakeside 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 Lakeside may include amenities such as Pet Friendly, Fireplace/Heating, and Balcony/Terrace. 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.