
Holiday houses in Darien
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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 $71 AUD per night before taxes and fees

Verified guest reviews
Over 1,990 verified reviews to help you choose

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

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
60 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!
Top-rated holiday rentals in Darien
Guests agree: these stays are highly rated for location, cleanliness and more.

S. Norwalk Studio 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. 20 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. 2 night minimum Please note the house next door may be under construction. Please inquire for current status.

Costal Coziness: 1BR Retreat near beach.
Welcome to your cozy private getaway, nestled within a charming multifamily home just a short walk away from the beach. This delightful one-bedroom unit offers a serene retreat for your beachside escape. Relax in the spacious living room, complete with a comfortable seating area and a convenient kitchenette. The queen-size bed in the private bedroom ensures a peaceful night's sleep. Embrace the coastal vibes and enjoy the convenience of beachside living in this inviting and well-appointed unit.

Gem by the water+ firepit and all fenced backyard
An episode of The Curious Case of… was filmed right here at the property. Stay where the cameras rolled and experience the same atmosphere that caught the producers’ attention. One block away from the water & 3 blocks away from Dolphin Cove. Enjoy walking and site-seeing. 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. The house has also a lower-level unit.

Nice Colonial, EV Charger, Patio BBQ, SoNo, Beach
Enjoy a cozy retreat in Norwalk with your family and friends! 5-min drive to Calf Pasture Beach, a highlight of the town with a skate park, playground, restaurant, and basketball court. Whole House Water Filtration + Alkaline Drinking Water Right next to SoNo, a beautiful coastal area with an aquarium and the main hub for restaurants Close to train to Grand Central (don’t worry, it’s quiet!) Full kitchen and private patio, ready for BBQ parking 500 Mbps WiFi (really fast) Tesla charger

Family Cottage with 4 King Beds and Fire Pit
Escape to Norwalk Cottage, a beautifully designed 4-bedroom, 2-bath home perfect for 8 guests. This family-friendly getaway features a fully stocked kitchen, cozy fireplace, and a fun basement playroom. Relax in the private backyard with a deck, grill, and fire pit. Located on the quiet Norwalk/Westport border, you're just minutes from Calf Pasture Beach, great restaurants, and the vibrant SoNo district. Enjoy central air, fast WiFi, and a dedicated workspace for the perfect year-round escape.

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.

Sunny French Cottage
This unique, sunny cottage has it's own style. Private and peaceful, completely renovated cottage with French vibes. Originally used as a painting/design studio. It is an ideal place to relax and enjoy the surrounding nature. The upstairs bedroom is loft style and has a luxurious queen size bed. It's ideal for short and long stays. It is a perfect place for cozy evenings and lazy mornings, it can also serve as a temporary workplace. High tea style, organic breakfast available (20$ per person)

Waterfront Getaway - Norwalk, CT
Enjoy a stylish experience at this prime location - ideal to explore, relax, or WFH. This beautiful seaside home has full direct waterfront views of the Norwalk Harbor and LI Sound from every room and a balcony. NYC is a quick ride away, with a train station just 0.4 miles away. Across the street is our lovely Veteran's Memorial Park with a route going to Calf Pasture Beach! Experience fine dining in SoNO, long lines at Mr. Frosty's Ice Cream, and more. You won't want to miss this experience.

Van Zant Townhouse Apt #2
Enjoy a stylish experience at this centrally-located Brand New Townhouse. This Townhouse offers well over 1100 square feet of living space, which includes 2 bedrooms, 1.5 bathrooms, large living room, eat-in kitchen and laundry room, plus 2 cars garage. This convenient location offers 5 minutes walk to SONO bars and restaurants, SoNo Collection shopping mall, Metro North Train Station and waterfront parks. Minutes away from I-95 and 50 minutes away from NYC Grand Central on express train.

Charming Cottage Near Beach/Town
Clean, sleek, and beachy—this newly renovated and professionally decorated cottage is the perfect coastal retreat. Located on a waterfront property within a private association, it offers charming interiors, modern comforts, and serene views. Just minutes from town and the beach, this adorable cottage blends style, privacy, and relaxation for the ideal getaway. Living room has 2 sofas; sunporch has 2 daybeds—(a big hit with younger guests), in addition to the queen bed in the main bedroom.

Seashell Bungalow | 3 Bed 1 Bath | Beach House
Seashell Bungalow - located in Stamford, just a stone's throw from NYC. Less than a 2-minute walk from the beach. Perfect for those looking to enjoy the tranquility of the beach with the city life nearby. Outdoor dining area - perfect for summer evening relaxation. Fully equipped for fun and adventure - paddle boards and various games available. Ideal for family vacations or a friends’ getaway. Book your stay today and enjoy an unforgettable beachside adventure!

Spacious. Water Views & Access. Steps to Beach.
Spacious apartment with King Size Bed. Direct access to Cove Pond & Long Island Sound. Easy access to downtown Stamford, Stamford Train Station & Manhattan. A few steps away from Cove Island Beach & Park. Apartment features high ceilings, central heating & cooling, brand new washer & dryer, hardwood floors, formal dining room and 60" HDTV with Amazon Fire TV. Guests have complimentary access to YouTube TV (comparable to cable), Peacock, & Prime Video.
Popular amenities for Darien holiday rentals
Other great holiday rentals in Darien

Cove Park Sunsets |Hot Tub/Fire Pit/BBQ/EV Charger

Peaceful and quiet 2 BR apartment with a deck

Modern Luxury 1BR | Heart of Downtown Stamford

Coastal Holiday Getaway - Waterfront Rowayton

Cozy Jr. bedroom in Darien

Sunny Downtown Stamford Apt

Penthouse Perfection: with Unmatched Skyline Views

Cozy, functional, soothing
When is the best time to visit Darien?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $198 AUD | $183 AUD | $183 AUD | $183 AUD | $198 AUD | $278 AUD | $217 AUD | $198 AUD | $186 AUD | $186 AUD | $186 AUD | $252 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
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 40 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 30 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 house rentals in Darien have air conditioning?
Absolutely! We offer over 30 house 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.
Destinations to explore
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- Times Square
- Central Park Zoo
- Yale University
- New York City Center
- Yankee Stadium
- Columbia University
- Jones Beach
- American Dream
- MetLife Stadium
- United Nations Headquarters
- Empire State Building
- Bryant Park
- Barclays Center
- Bear Mountain State Park
- Citi Field
- Statue of Liberty
- Grand Central Terminal
- Brooklyn Bridge
- Radio City Music Hall
- Fairfield Beach
- Astoria Park
- Thunder Ridge Ski Area
- Bronx Zoo
- The Metropolitan Museum of Art





