136+ Vacation Rentals & Holiday Homes in Darien |
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  2. Connecticut
  3. Stamford
  4. Darien

Darien Accommodations - Hotels & Rentals

About Darien Vacation Rentals

Discover More than 136 Incredible Getaway Rentals Available in Darien. Choose from a Wide Selection of Villas, Hotels, and Other Rental Options. Explore Luxury Amenities at Affordable Prices, Creating the Ideal Base for Your Next Vacation. Plan Your Perfect Escape with Online Reservations and Uncover Fantastic Stays in Darien.

Online Reservations Offers Numerous Last-Minute Deals on Villas, Hotels, and Rentals, Both Near You and Across the Globe. Whether You Need Accommodation for a Group or an Event, Be it a Hotel or Vacation Rental (Including Cabins and Private Luxury Villas), We're Here to Assist. With Online Reservations in Darien, You Can Easily Compare Options from Multiple Suppliers with a Single Click to Find the Perfect Price Point, Amenities, and Style of Stay That Suit Your Needs. Looking for Group Deals, Properties with Private Pools, Hot Tubs, Pet-Friendly Options, or Spacious Master Suite Bedrooms with Open-Air Showers? You Can Find It All in the Online Reservations Vacation Rentals, Resorts, and Airbnb-Style Properties in Darien. The Average Size of Places to Stay Near Darien is 602.48 ft², with Prices Averaging US $510 per Night.

Let Online Reservations Help You Discover the Ideal Holiday Rental to Create Lifelong Travel Memories in Darien. Our Listed Prices Are Often Discounted Compared to Rack Rates. Simply Search for Your Destination and Secure the Perfect Place to Stay Today.

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Top Hotels & Vacation Rentals in Darien

Type Count
Vacation Homes 73
Holiday Apartments 43
Cottages 4
Villas 1

Use these Quick Filters to Find a Vacation Rental in Darien

★ Pro Tip: Online Reservations is a vacation rental website specializing in cottages, lake houses, and exclusive summer home rentals. We curate a vast selection of incredible properties from trusted suppliers, allowing you to compare prices and locations to find the perfect fit for your getaway. Create lasting memories in Darien with Online Reservations.

Weather in Darien, CT

View the weather forecast for Darien before booking your Darien Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Activities DarienGuest Reviews Local Attractions

A Large Selection of Hotels and Vacation Rentals from Around the World DarienGuest Reviews Discover Exciting Activities and Must-Visit Destinations for Your Upcoming Journey


Sapelo Island Visitors Center
McGuane Field
Sleepy Hollow Park
Capitol Theatre
Paramount Theater
Fairfield University
NYCB Theatre at Westbury
Westchester County Center
New Roc City
Purchase College
Norwalk Maritime Aquarium
Rye Playland
Ridgefield Playhouse
Oheka Castle
Westchester Broadway Theatre
Tarrytown Music Hall
Danbury Fair Mall
NYIT Old Westbury Campus
Sacred Heart University
Webster Bank Arena

Find Hotels & Vacation Rentals in these Cities and Neighborhoods


McGuane Field 176 Properties
Sleepy Hollow Park 159 Properties
Sapelo Island Visitors Center 130 Properties

Frequently Asked Questions About Darien?

What are the top hotels, lake houses & vacation rentals in Darien?

We provide an array of great vacation destinations in Darien. If you are looking to stay in or around the Darien area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Darien:

Which hotel, lake house, or vacation rental in Darien is best for families?

Searching for a family-friendly getaway in Darien? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.

How many hotels, resorts, or rentals are available in Darien?

Online Reservations™ offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Online Reservations™ in 2025 is over 136 in the Darien area, and that number rises every day. By combining listings from multiple websites and travel providers, Online Reservations™ can provide you with a diverse amount of choices of the best luxury stays in Darien.

Nearby Neighborhood (1) 
Neighborhood Property Count
Cove - East Side - Shippan Vacation Rentals in Stamford, Connecticut 39

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