
Holiday houses in Darien
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Darien
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

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.

Efficiency Garden Studio in South Norwalk, CT
Beautiful Efficiency Studio with private entrance in South Norwalk. Self-contained with private bath, kitchenette and off street parking. 10 min walk to South Norwalk Rail Station. 60 minutes to Manhattan, 10 min to historic SoNo. 10 min drive to Stamford. 5 minute drive to Merritt 7 and corporate business district. 5 minute to Norwalk Hospital. 5 min to City Hall. Close to all main arteries. Part of a quaint and charming arts & crafts bungalow, has separate entrance, very quiet.

"Triplex Historic Beauty" with Seasonal Garden
Featured on the History Channel hit TV series "American Pickers"! Come join us at the head of the harbor in historic downtown Norwalk "Wall Street" neighborhood. This cozy second floor rental has been tastefully decorated with new and old. In addition to the photo descriptions we have included a floor plan for review. Please note the neighborhood is a working waterfront during the day and the Danbury active train line runs behind the building which adds to the character .

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.

Cheerful two bedroom home close to beach and SoNo
Relax with the whole family in this well appointed home in a quiet residential neighborhood featuring 2 bedrooms, eat-in kitchen, comfy living room, separate workspace, private patio and large back yard with BBQ. The hosts reserve an apartment on the 2nd floor while guests enjoy the entire 1st floor and private backyard. Hosts may or may not be on the premises during your stay but the spaces are separate and private from each other.

Cozy King BR | Walk to beach | Close to downtown
Welcome to the Lounge on Webb! Your cozy, little private oasis! It’s the perfect stay located just 10 minutes from Stamford’s downtown area and walking distance to Cove Beach and Chelsea Piers. Conveniently located just 40 minutes from NYC by train or car, you can spend your day exploring the Big Apple! Whether you’re here for business or leisure, this apartment provides the perfect blend of comfort and convenience!

Stamford’s Island Inspired Efficiency
This island-themed efficiency apartment offers comfort, style and convenience. After waking up on the memory foam mattress and before enjoying all the conveniences that downtown Stamford has to offer, or taking the nearby train to Manhattan, start your day by waking up to turquoise waters and seashells, sipping on different flavors of coffee or tea, and snacking on the light breakfast items provided.

Downtown "Blue Nest" apartment
Cozy, adorable, updated and fully decorated 1 bedroom apartment in a downtown building with garage & 24 hours security. Equipped with everything you might need. Come stay with us and discover Stamford through the eyes of a local talented artist. There are certain things about the building that I can't change - please read the whole description before booking
Popular amenities for Darien holiday rentals
Other great holiday rentals in Darien

❤️ Your Silvermine Hideaway, nestled in nature.

Brook Haven Home away from home!

Stamford Grand Apartment + Cozy Den

Seaside Serenity: 2B 1B, Patio,Near Beach

Carriage house flat near beach

Lovely 2bedroom rental w/parking & outdoor sitting

Chic 1 bed Apt + Rooftop & Gym - Downtown Stamford

Entire House on Scenic Estate with Private Pond
When is the best time to visit Darien?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $260 AUD | $196 AUD | $218 AUD | $214 AUD | $220 AUD | $225 AUD | $215 AUD | $197 AUD | $184 AUD | $184 AUD | $184 AUD | $251 AUD |
| 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 250 vacation rentals in West Norwalk, over 290 vacation rentals in Noroton Heights, and over 460 vacation rentals in Tokeneke.
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 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 family-friendly vacation rentals in Darien?
Darien has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Darien?
Experience the best of Darien with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
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 house rentals in Darien have wifi?
Absolutely! We offer over 30 house rentals with wifi in Darien. Enjoy a tailored experience with all the comforts you desire.
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 wifi, over 30 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in Darien

Total holiday rentals
Explore 60 holiday rentals in Darien

Nightly prices starting at
Darien holiday rentals start at $70 AUD per night before taxes and fees

Verified guest reviews
Over 1,720 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
50 of Darien holiday 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
- Madison Square Garden
- Bryant Park
- Brooklyn Bridge
- Columbia University
- Central Park Zoo
- MetLife Stadium
- Yale University
- Grand Central Terminal
- Bronx Zoo
- Old Glory Park
- Ohel Chabad-Lubavitch
- Yankee Stadium
- Jones Beach
- United Nations Headquarters
- Chabad Lubavitch World Headquarters
- Empire State Building
- Citi Field
- Statue of Liberty
- Radio City Music Hall
- Fairfield Beach
- New York Public Library Main Branch
- Kingston-Throop Avenue Station




