Family-Friendly Vacation Rentals in Lake Waramaug, CT: Compare 10+ Sites & Save

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21 Best Family Vacation Rentals in Lake Waramaug (Starting from $139)

Dainty New Preston Cottage with Dock and Lake Views!
Dainty New Preston Cottage with Dock and Lake Views!
House
New Preston, CT, USA
1.2k from Lake Waramaug 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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One of the Original Summer Cottages on Lake Warmaug
One of the Original Summer Cottages on Lake Warmaug
House
New Preston, CT, 06777, United States
0.7k from Lake Waramaug center

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

3 Bedrooms8 Guests
9.4

Superb

3 reviews

$607
Average price / night
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ABC Stay - Connecticut Five Bedroom Home
ABC Stay - Connecticut Five Bedroom Home
House
Warren, CT, USA
1.8k from Lake Waramaug 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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House Nestled Bet Vineyards/Pool, Sauna and Spa
House Nestled Bet Vineyards/Pool, Sauna and Spa
House
New Preston, CT, 06777, United States
1.8k from Lake Waramaug center

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

5 Bedrooms10 Guests
9.4

Superb

10 reviews

$1349
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
1.8k from Lake Waramaug 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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Modern Barn, NEW Luxurious Home
Modern Barn, NEW Luxurious Home
House
Washington, CT, 06777, United States
1.9k from Lake Waramaug center

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

4 Bedrooms12 Guests
10.0

Exceptional

39 reviews

$908
Average price / night
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Dome Escape in Nature with Deck 3 Mi to Kent Falls
Dome Escape in Nature with Deck 3 Mi to Kent Falls
House
Warren, CT, USA
6.0k from Lake Waramaug center

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

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$429
Average price / night
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COUNTRY RETREAT WITH POOL 10 MN FROM KENT CT
COUNTRY RETREAT WITH POOL 10 MN FROM KENT CT
House
Kent, CT, 06757, United States
4.2k from Lake Waramaug center

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

3 Bedrooms7 Guests
10.0

Exceptional

5 reviews

$840
Average price / night
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Outdoor Space with Stunning Views New Milford Home!
Outdoor Space with Stunning Views New Milford Home!
House
Washington, CT, USA
9.6k from Lake Waramaug center

Guest Services, Parking, Security/Safety, Fireplace/Heating, Sports/Activities, Internet, Accessibility

1 Bedroom6 Guests
New to Booking
$139
Average price / night
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Quintessential Connecticut Living 5BRD/3 bath Home with Game Room and Fire Pit
Quintessential Connecticut Living 5BRD/3 bath Home with Game Room and Fire Pit
House
New Milford, CT, 06776, United States
5.7k from Lake Waramaug center

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

5 Bedrooms10 Guests
10.0

Exceptional

6 reviews

$587
Average price / night
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The Kent Collection - The Garden Cottages
The Kent Collection - The Garden Cottages
House
Kent, CT, USA
9.8k from Lake Waramaug center

View, Security/Safety, Air Conditioner, Pet Friendly, Guest Services, Parking, Internet

4 Bedrooms13 Guests
New to Booking
$495
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
6.2k from Lake Waramaug 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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Charming, private 2-bedroom cottage on classic New England farm in Washington CT
Charming, private 2-bedroom cottage on classic New England farm in Washington CT
Cottage
Washington, CT, 06794, United States
6.9k from Lake Waramaug center

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

2 Bedrooms4 Guests
10.0

Exceptional

9 reviews

$392
Average price / night
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WARREN PoshPadsCT \"MELIUS 1BR+Sofa Bed COTTAGE\" Ski Mohawk-5Mi!,2Hrs NYC,Tennis
WARREN PoshPadsCT \"MELIUS 1BR+Sofa Bed COTTAGE\" Ski Mohawk-5Mi!,2Hrs NYC,Tennis
Cottage
Warren, CT, 06754, United States
7.5k from Lake Waramaug center

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

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$625
Average price / night
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Beautiful Modern Architectural Home in Washington, Ct. 5 Star with video
Beautiful Modern Architectural Home in Washington, Ct. 5 Star with video
House
Washington, CT, 06793, United States
7.7k from Lake Waramaug center

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

4 Bedrooms8 Guests
10.0

Exceptional

21 reviews

$579
Average price / night
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WARREN-Washington NYC 2Hrs, 5 mi.Ski Mohawk, 5BR Mint, Pool, Tennis, PoshPadsCT
WARREN-Washington NYC 2Hrs, 5 mi.Ski Mohawk, 5BR Mint, Pool, Tennis, PoshPadsCT
House
Warren, CT, 06754, United States
7.7k from Lake Waramaug center

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

5 Bedrooms12 Guests
7.0

Good

2 reviews

$1217
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
8.2k from Lake Waramaug 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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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
8.5k from Lake Waramaug 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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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
8.7k from Lake Waramaug 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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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
8.8k from Lake Waramaug 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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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
10.0k from Lake Waramaug center

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

5 Bedrooms12 Guests
10.0

Exceptional

2 reviews

$1187
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 Lake Waramaug.

Lake Waramaug Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 21 verified family-friendly vacation rentals in Lake Waramaug. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Lake Waramaug vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $139 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Lake Waramaug 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 Lake Waramaug 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 Lake Waramaug often include amenities such as Fireplace/Heating, Child Friendly, 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.