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Featured Vacation Homes in Darien

$80
Cozy 1BR Apartment Conveniently Located

Cozy 1BR Apartment Conveniently Located

Norwalk, CT
Limo/town car service is available at this vacation home.
 
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Newly Renovated Summer Home in Westport CT Private Pool & Spa, Near Beach & Town

Newly Renovated Summer Home in Westport CT Private Pool & Spa, Near Beach & Town

Westport, CT
This vacation home features an outdoor pool and a fitness center. Enjoy the spa tub and conveniences like a garden and barbecue grills.
 
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Dix Hills Mansion/huntington

Dix Hills Mansion/huntington

Huntington Station, NY
A spa tub is available at this vacation home.
 
$189
Blissful Luxury- Private Room W/hotel Amenities

Blissful Luxury- Private Room W/hotel Amenities

Elwood, NY
Situated in Elwood, this vacation home is within 6 mi (10 km) of Walt Whitman Shops, Paramount Theater, and Oheka Castle. Walt Whitman Birthplace State Historic Site and Cinema Arts Center are also within 6 mi (10 km).
 
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Lower Lvl Private 2br/1ba Family/pet Friendly

Lower Lvl Private 2br/1ba Family/pet Friendly

Stamford, CT
A fitness center is featured at this vacation home, along with a terrace and a garden.
 
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A Fine Waterfront Private Home, In Park-like Seaing

A Fine Waterfront Private Home, In Park-like Seaing

Southport, CT
This vacation home includes a garden and barbecue grills.
 
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The Hidaway 2 in Bridgeport

The Hidaway 2 in Bridgeport

Bridgeport, CT
Located in West End - West Side, this vacation home is 0.5 mi (0.9 km) from Bridgeport Downtown South Historic District and 2.8 mi (4.6 km) from Fairfield University. Lafayett Park and Longfellow Park are also within 2 mi (3 km).
 
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Suburban Getaway. Fire pit & Fireplace. Steam Shower

Suburban Getaway. Fire pit & Fireplace. Steam Shower

3.5 out of 5.0 150 Grumman Avenue, Norwalk, CT
Free WiFi in public areas is available at this vacation home.
 
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Bedford Big House w Heated Pool & Hot Tub on 4 Acres! Perfect Place to Social Distance and Stay Safe. Super-host Support, Check out our Reviews!

Bedford Big House w Heated Pool & Hot Tub on 4 Acres! Perfect Place to Social Distance and Stay Safe. Super-host Support, Check out our Reviews!

4.0 out of 5.0 47 Charles Road, Mount Kisco, NY
This vacation home features an outdoor pool and a spa tub. A garden, a picnic area, and laundry facilities are also on offer.
 
$95
Cozy & Luxury Suite With Private Entrance Preview Listing

Cozy & Luxury Suite With Private Entrance Preview Listing

Huntington Station, NY
Situated in Huntington Station, this vacation home is 1.6 mi (2.6 km) from Walt Whitman Shops and 2.7 mi (4.4 km) from Paramount Theater. Walt Whitman Birthplace State Historic Site and Cinema Arts Center are also within 3 mi (5 km). Huntington Station is 24 minutes by foot.
 
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NEW HOT Tub, Charm and Character Plus a Seasonal Heated Gunite Pool

NEW HOT Tub, Charm and Character Plus a Seasonal Heated Gunite Pool

Bedford, NY
A spa tub is available at this vacation home.
 
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Fabulous House in Plainview..viral Free!

Fabulous House in Plainview..viral Free!

Plainview, NY
This vacation home features an outdoor pool and a fitness center. A spa tub and a sauna are also provided.
 
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Darien Vacation Home Rentals

What kind of vacation do you want in Darien? The answer to that question will help you choose the right lodging for your stay. The wise wanderer knows that a vacation home is an essential part of the traveling experience. It’s more than just a place to crash at night—it’s where you wake up in the morning, where you lounge when you’re not exploring, and it’s the starting point for all your adventures. No matter what type of vacation homes strike your fancy, Travelocity has something in Darien that will speak to you.

Do you want a fully equipped kitchen so you can exercise your culinary mastery and impress your travel buddies? How about a romantic terrace for your anniversary trip? Have you always wished to fall asleep to the sound of waves crashing on the shore? One of our vacation home rentals is bound to add that extra magic to your trip. In fact, we’ve got plenty of options lined up just for you in Darien, including luxury vacation home rentals. On a budget? We can work with your funds and still give you a great place to sleep at night.

Take a look at what we have on offer. You’ll find rental houses close to the big tourist draws, as well as rentals that keep you away from the crowd. Consider vacation homes a little off the beaten path where you can live like a local and discover hidden gems that never make it to the tourist sites. Book through Travelocity and start your getaway today.


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Quintessential CT Luxury Home With Pool Close to Beach

Quintessential CT Luxury Home With Pool Close to Beach

Darien, CT
Situated in Darien, this vacation home is within 3 mi (5 km) of Waveny Park, Springdale Shopping Center, and McGuane Field. Norwalk Maritime Aquarium and Sterling Farms Golf Course are also within 6 mi (10 km).
 
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Stunning, Expansive CT Compound Including a Gorgeous Barn and Outdoor Pool

Stunning, Expansive CT Compound Including a Gorgeous Barn and Outdoor Pool

Darien, CT
Situated by the ocean, this romantic vacation home is 1.1 mi (1.9 km) from Waveny Park and 2.8 mi (4.5 km) from The Glass House. Springdale Shopping Center and McGuane Field are also within 6 mi (10 km).
 
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Beautiful Darien Family Home

Beautiful Darien Family Home

Darien, CT
Situated in Darien, this vacation home is 1 mi (1.6 km) from Springdale Shopping Center and within 3 mi (5 km) of McGuane Field and Waveny Park. Curtain Call and Sterling Farms Golf Course are also within 3 mi (5 km).
 
*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.