158+ Vacation Rentals Near Darien |
  1. USA
  2. Connecticut
  3. Stamford
  4. Darien

This City Knows - Vacation Rentals in Darien

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Luxury Places to Stay in Darien

Over 149+ Luxury Places to Stay in or Near Darien
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Top-Rated Vacation Rentals with a Pool in Darien

Over 10+ Top-Rated Vacation Rentals with a Pool in or Near Darien
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Pet-Friendly Vacation Rentals in Darien

Over 54+ Pet-Friendly Vacation Rentals in or Near Darien
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Large Vacation Homes & Villas in Darien

Over 10+ Large Vacation Homes & Villas in or Near Darien
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Wheelchair Accessible Vacation Homes in Darien

Over 15+ Wheelchair Accessible Vacation Homes in or Near Darien
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Darien Vacation Rentals and Airbnb Places to Stay Under $200

Over 41+ Darien Vacation Rentals and Airbnb Places to Stay Under $200
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Instantly Bookable Vacation Homes in Darien

Over 39+ Instantly Bookable Vacation Homes in or Near Darien
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About Darien Vacation Rentals

With more than 158 Darien vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Thiscityknows and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Darien.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Thiscityknows Darien, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Darien. Places to stay near Darien are 796.54 ft² on average, with prices averaging US $491 a night.

Thiscityknows makes it easy and safe to find and compare vacation rentals in Darien with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Darien

Type Count
Vacation Homes 78
Holiday Apartments 56
Hotels 6
Cottages 4
Cabin Rentals 1
Others 1
Villas 1

Use these Quick Filters to Find a Vacation Rental in Darien

★ Pro Tip: Thiscityknows makes it easy to compare the best listings on Thiscityknows homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Thiscityknows homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Darien.

Weather in Darien

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

Darien Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Darien?

There are a lot of options in Darien. If you plan on staying in the Darien area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Darien:

How many vacation rentals are available in Darien?

Currently, the total number of properties listed in 2026 is over 158 in the Darien area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Darien.