
Vacation rentals in Darien
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Darien
Guests agree: these stays are highly rated for location, cleanliness, and more.

Sugar Shack Studio | Downtown Skyline Views
Location! Studio apartment located in the heart of downtown Stamford. Walk to downtown to enjoy all it has to offer, from restaurants, shopping, UCONN of Stamford and more! Centrally located and a short train ride to New York City, our apartment offers everything you need for a comfortable stay in the area. We offer free parking on the premises and the train station is a 10 minute walk. Washer and Dryer included in the building with credit card payment. This unique place has a style all its own!

The Seasons Luxe Pad 1 Bedroom | Center of Norwalk
The Space Private one bedroom apartment with a modern decor offers everything you need for a short or long term stay. Space includes a separate living/dining area and New York City inspired artwork. Bedroom offers a Queen Sized bed, desk, 40 inch Roku Smart TV & plenty of closet space. The Location Half mile from I-95 & near Merritt Parkway, South Norwalk train station, South Norwalk downtown and a half mile away from the Norwalk Hospital. Minutes away from shopping centers and grocery stores.

Luxurious 1BR Downtown Stamford
Step into your luxurious haven in the heart of downtown Stamford, where opulence seamlessly meets comfort and indulgence becomes your personal mantra. From the impeccable design and luxurious amenities to the prime location, every moment spent here is a celebration of the finer things in life. Treat yourself to an extraordinary stay, crafting memories that will linger in your heart for a lifetime . Welcome to a world where luxury knows no bounds, and warm hospitality eagerly awaits your arrival

Beach Walk Haven: 1 BR Lower Level
Welcome to your charming lower level one-bedroom Airbnb, perfectly situated within easy walking distance to the beach. Step into your private sanctuary and feel instantly at home. Immerse yourself in the coastal vibes as you take leisurely walks to the nearby beach, where you can soak up the sun, feel the sand between your toes, and revel in the soothing sounds of the waves. Embrace the coastal lifestyle and create unforgettable memories during your stay in this conveniently located apartment.

1BR full cottage, 1 min walk to private beach
Enjoy time at this lovely studio located in the heart of Rowayton, a charming New England seaside village bounded on one side by Long Island sound and the other by a tidal inlet. Based in the southwest corner of CT, we are just a 1 minute walk to 2 separate and secluded beaches as well as 2 private, well manicured parks. Great amenities in town including tennis, sailing, outdoor yoga, sunbathing, plus nice restaurants. Pedestrian and dog friendly town; you don't even need a car while here.

The River Loft
Escape to The River Loft, a private riverfront retreat in Weston, CT. Built in 2015 by a visionary local architect, The River Loft open-air design seamlessly integrates the outdoors with the interior space. As you step inside this 750 sf small home, you'll be instantly captivated by the layout that makes it feel spacious. Sitting on over 2 acres of forested land with private river access. Book now for an unforgettable experience. For more images & videos visit insta @the.riverloft

S. Norwalk Apt near the water!
Newly-built sunny studio apartment with separate eat-in kithchen and spacious bath, across the street from the water in the peaceful waterfront community of Shorefront Park in South Norwalk. 15 min. walk to South Norwalk shops, restaraunts and the train station (65 min train ride to NYC). Private kepypad entrance, washer/dryer, eat-in kitchen, free off-street parking, wifi, central AC. Please note the house next door may be under construction. Please inquire for current status.

A Lovely Cottage in the Woods
Welcome to our cottage located just 1 hour north of NYC! It is nestled into 2.7 acres of beautiful gardens, mossy groves, and lovely woods. Nature abounds: The property abuts the 4000 acres of the Ward Pound Ridge Reservation. A trailhead begins right across the driveway. The cottage is equipped with a stone fireplace, spacious kitchen, living room area, table for dining and working, and a sleeping loft. During the summer, a private salt water pool is available.

Gem by the water+ firepit and all fenced backyard
Take it easy at this unique and tranquil getaway. One block away from the water and three blocks away from Dolphin Cove. Enjoy walkings and site-seeings. Perfect for going kayaking, paddle boarding or just stay relaxing in the backyard. It is located at 5 minutes walking distance from the train station and 7 minutes away from downtown. Bus stop in front of the house. The house has a lower level that mostly is occupied by the host and sometimes with guests.

Guest suite with private enter
Private room with private enter and bathroom attached dedicated work space and privat parking. On a 1.5 acres property. With fast internet. Located 5 minutes of walking distance from ASML office park, 5 minutes drive from Norwalk corporate park, 9 minutes drive from Wilton Downtown and 15 min drive from Norwalk train station. Close to a lot of restaurants, coffee shops, stores and parks. The owners live in other part of the house. Family owns cats.

Sunny Westport Studio Apt. Above Historic Mill
Historic Charm Meets Modern Comfort: A Unique Studio Retreat Perched atop a restored 19th-century Cider Mill, this sunlit studio blends timeless character with modern amenities. Enjoy stunning views of a picturesque stream, serene meadows, and diverse wildlife. Just moments from Southport Village, yet offering a peaceful escape, it's perfect for history lovers, business travelers, and design enthusiasts seeking a unique getaway.

☆Charming Studio - Private/Self Check-In/Parking☆
Enjoy a restful stay or shorten your commute in this cozy studio with easy access to highways, shops, and restaurants. The studio has a private entrance and onsite parking. It also has fast internet, a laptop-friendly workspace, and a kitchenette. Perfect for business travelers or 1-2 people. Pets are welcome with a non-refundable fee. ***Please read the entire listing prior to booking including “other things to note”***
Popular amenities for Darien vacation rentals
Other great vacation rentals in Darien

❤️ Your Silvermine Hideaway, nestled in nature.

10 Fox run rd Apartment

Norwalk/Westport Border, Near Calf Pasture Beach

Convenient and Cozy Antique Cape

Waterside

Waterfront Getaway - Norwalk, CT

Spacious. Water Views & Access. Steps to Beach.

Stamford Grand Apartment
When is the best time to visit Darien?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec | 
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ679 | ﺩ.ﺇ510 | ﺩ.ﺇ569 | ﺩ.ﺇ558 | ﺩ.ﺇ573 | ﺩ.ﺇ588 | ﺩ.ﺇ529 | ﺩ.ﺇ569 | ﺩ.ﺇ503 | ﺩ.ﺇ518 | ﺩ.ﺇ573 | ﺩ.ﺇ499 | 
| Avg. temp | 0°C | 1°C | 4°C | 10°C | 16°C | 21°C | 24°C | 24°C | 20°C | 14°C | 8°C | 3°C | 
Frequently Asked Questions
- Where should I stay in Darien? - Make yourself at home in Darien by choosing from our most frequently booked neighborhoods. We have over 470 vacation rentals in Tokeneke, over 300 vacation rentals in Noroton Heights, and over 250 vacation rentals in West Norwalk. 
- Are there vacation rentals with a dedicated workspace in Darien? - Yes! Work meets play with ease at over 30 vacation rentals in Darien featuring dedicated workspaces. Stay connected and productive in your home away from home. 
- Are there pet-friendly vacation rentals in Darien? - Four-legged friends are welcome in Darien. Choose from more than 10 vacation rentals for guests traveling with pets. 
- Are there Darien vacation rentals on Airbnb with pools? - Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Darien, available on Airbnb. Make a splash and soak up the sun in style! 
- Do apartment rentals in Darien have air conditioning? - Absolutely! We offer over 10 apartment rentals with air conditioning in Darien. Enjoy a tailored experience with all the comforts you desire. 
- Do apartment rentals in Darien have wifi? - Absolutely! We offer over 10 apartment rentals with wifi in Darien. Enjoy a tailored experience with all the comforts you desire. 
- Are there family-friendly house rentals in Darien? - Darien has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers. 
- What are the most popular amenities for House Rentals in Darien? - Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with air conditioning, over 30 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences. 
Quick stats about vacation rentals in Darien
 - Total vacation rentals- Explore 60 vacation rentals in Darien 
 - Verified guest reviews- Over 1,580 verified reviews to help you choose 
 - Family-friendly vacation rentals- 20 properties offer extra space & kid-friendly amenities 
 - Pet-friendly vacation rentals- Find 10 rentals that welcome pets 
 - Vacation rentals with a pool- 10 properties feature pools 
 - Rentals with dedicated workspaces- 30 properties have a dedicated workspace 
 - Wi-Fi availability- 50 of Darien vacation rentals include wi-fi access 
 - Popular amenities for guests- Guests love Gym, BBQ grill, and Laptop-friendly workspace across Darien rentals 
 - 4.8 Average rating- Darien stays are highly rated by guests—averaging 4.8 out of 5! 
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- Times Square
- Rockefeller Center
- Bryant Park
- Madison Square Garden
- Empire State Building
- Columbia University
- Yale University
- MetLife Stadium
- Central Park Zoo
- Jones Beach
- Yankee Stadium
- Fairfield Beach
- Citi Field
- United Nations Headquarters
- Grand Central Terminal
- Rye Beach
- Statue of Liberty
- USTA Billie Jean King National Tennis Center
- Radio City Music Hall
- Canarsie Beach
- Gilgo Beach
- The Metropolitan Museum of Art
- Robert Moses State Park
- Astoria Park
