
Vacation rentals in Darien
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Top-rated vacation rentals in Darien
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Darien vacation rentals
Other great vacation rentals in Darien

Beautifully Renovated 1Bd near Quingley/Cove Beach
Thank you Jessy beautiful place.

❤️ Your Silvermine Hideaway, nestled in nature.
It’s obvious that Scott and Wendy have put a lot of thought and effort into making their place more than just functional. It is also comfortable and attractive. My husband and I just hope it’s available the next time we visit our grandkids!

Cottage by the Sea
Just like the photos; very nice, well kept separate cottage adjacent to garage, beautifully manicured grounds. very clean bathroom and kitchen. Hosts were very accommodating and helpful.

Private entrance, private bathroom, quiet zone.
Simple, clean and has everything you need. Easy access via uber to downtown and coffee a short walk away-check out Third Place. Would stay again.

Rome’s Cozy Hideout (Entire Isolated Private Suit)
This place was really nice and clean very close to downtown Stamford. We would’ve given it five stars, except the bed was dipping in the center and it was very uncomfortable. Spacious kitchen if you want to cook.

*New Studio in the heart of Downtown Norwalk*
I stayed in this airbnb for 2 weeks and thoroughly enjoyed my stay. The location can’t be beat; My guest and I walked to the beach, the movies, the aquarium, Norwalk riverwalk, the train station, and at least 30+ restaurants. The apartment itself was a comfortable size for 1-2 people. It was very clean and the kitchen had everything you’d need for your stay. There was a small balcony, which was nice for some fresh air with your morning coffee. Nicole gave plenty of local recommendations and was very responsive. Would stay again!

Cozy Loft Apartment in Central Greenwich
I love when the BNB is exact what you’d expect. Ginger and the space were great. Quiet space with everything a loft would have. I thoroughly enjoyed my stay. Thanks Ginger!

Spacious. Water Views & Access. Steps to Beach.
Excellent host, fabulous location. Our stay was amazing with excellent amenities. The bed was amazing so comfortable and a very peaceful location right next to Cove Beach. Everything was as described. A truly lovely apartment and everything we needed… and with parking. Can’t wait to stay again. Loved the tranquil garden and loved watching the birds and squirrels. We cannot say how much we enjoyed our stay….absolutely excellent.
Quick stats about vacation rentals in Darien
Total rentals
50 properties
Total number of reviews
1.7K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
30 properties have a dedicated workspace
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 300 vacation rentals in Noroton, over 260 vacation rentals in Noroton Heights, over 430 vacation rentals in Tokeneke, and over 300 vacation rentals in The Cove.
Are there house rentals with a dedicated workspace in Darien?
Yes! Work meets play with ease at over 20 house rentals in Darien featuring dedicated workspaces. Stay connected and productive in your home away from home.
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 pet-friendly house rentals in Darien?
Four-legged friends are welcome in Darien. Choose from more than 10 house 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!
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.
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- Times Square
- Bryant Park
- Madison Square Garden
- Grand Central Terminal
- Empire State Building
- Columbia University
- Barclays Center
- Jones Beach
- Fairfield Beach
- Yale University
- Rye Beach
- Citi Field
- MetLife Stadium
- Yankee Stadium
- Gilgo Beach
- United Nations Headquarters
- Statue of Liberty
- Central Park Zoo
- USTA Billie Jean King National Tennis Center
- Rockefeller Center
- Radio City Music Hall
- Rye Playland Beach
- Bronx Zoo
- The Metropolitan Museum of Art