Vacation rentals in Darien

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Top-rated vacation rentals in Darien

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Superhost
A spacious living area is presented with a comfortable dark gray sofa adorned with patterned cushions. A mounted flat-screen television is visible, alongside a kitchenette featuring a sink and storage. Light wood flooring enhances the room's brightness, complementing the soft gray walls.
Guest suite in Stamford
4.86 out of 5 average rating, 107 reviews

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.

Top guest favorite
A modern kitchen features white cabinetry and sleek stainless steel appliances. The spacious layout includes a large refrigerator, a built-in oven, and a dishwasher. Natural light enters through nearby windows, illuminating the stylish countertops and a decorative rug that adds warmth to the space.
Apartment in Stamford
4.94 out of 5 average rating, 138 reviews

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

Guest favorite
Home in Noroton Heights
5 out of 5 average rating, 9 reviews

1 King Bed/1 Bath 750 SF Cottage Loft Style Home

Renting a primary residence. Central location, walking distance to Noroton Heights Metro North, shopping centers and restaurants (4 min from downtown Darien). First floor open concept dining, living and fully stocked kitchen (all home cook's appliances, cookware, dishware). 1st floor 1/2 ba. with washer/dryer, drying rack, iron. 2nd fl. full bath and king bed. Free standing clothes storage. Home stocked with paper products/bath amenities/laundry items/basic supplies. 2 parking spots out front.

Top guest favorite
A bright living area is present, featuring a comfortable white sofa with blue accent pillows and a natural woven rug. A modern coffee table is placed in front, while large windows allow ample natural light. A fireplace adds a cozy focal point, complemented by a TV mounted above.
Home in East Norwalk
4.98 out of 5 average rating, 120 reviews

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.

Top guest favorite
A modest wooden house features large glass doors that lead to a spacious deck. The surrounding green lawn is complemented by well-kept shrubs and trees. Sunlight casts a warm glow on the exterior, highlighting the structure's simple charm.
Guesthouse in Rowayton
4.99 out of 5 average rating, 156 reviews

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.

Top guest favorite
A serene lake is framed by a densely forested hillside, reflecting vibrant autumn colors in the calm water. The sky reveals soft clouds and a bright blue backdrop. A canoe is positioned at the edge of the dock, inviting exploration of the tranquil surroundings.
Cottage in South Salem
5 out of 5 average rating, 126 reviews

Oscaleta Guest House: Lakefront Cabin

Escapology-A spectacular lakeside destination, designed as a luxury suite with its own dock. Close to NYC and ideal for a quick trip, remote work or an extended retreat. Glamping-A cabin in the woods on a lake surrounded by nature, but tech-enabled with all the modern perks. Artfully Designed Space-Modern retrofit thoughtfully curated with custom artwork throughout this historic 1920's cottage. Purpose built for your outdoor routine- from grill to canoe…. We recommend 3+nights if you can.

Top guest favorite
Apartment in South Norwalk
4.99 out of 5 average rating, 120 reviews

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.

Superhost
A bright living area is displayed, featuring two navy blue sofas accompanied by a patterned area rug. A coffee table sits at the center, surrounded by a cozy armchair. A fireplace is set against one wall, with a television mounted above it, enhancing the communal space.
Home in Darien
4.79 out of 5 average rating, 237 reviews

Convenient and Cozy Antique Cape

Adorable little house in Darien CT, with a fireplace in winter and the beautiful local beaches in the summer. Right across from Trader Joe’s and around the corner from route 1 and Interstate 95, the little house is super convenient to local amenities. Probably the best perk of its central location is that it’s nestled behind Rorys, the best pub ever, so there’s no need to even cook if you are too busy or just don’t want to after working all day or a long day at the beach

Guest favorite
A rustic cabin is nestled among tall trees, showcasing a stone chimney and wooden exterior. Warm-colored windows invite natural light, while a gravel path leads to the entrance. Surrounding lush greenery enhances the cabin's secluded setting.
Cabin in Sherman
4.96 out of 5 average rating, 434 reviews

The Cove Cabin

An original Candlewood style cabin. The house has been updated to offer all modern comforts. It features a large fireplace in the living room, porch over looking the lake, central heat and air conditioning and a fully equipped cook's kitchen. It is on the northern most part of Candlewood Lake with direct, private water access from the shore or the dock. A foam lily pad, two SUP, and two inflatable two person kayaks are available for use from May 1 to November 1..

Guest favorite
A well-lit living room features a light-colored sofa adorned with cushions, paired with a wooden coffee table. A television is mounted on the wall, while a glass-fronted cabinet displays decorative items. Light streams through large windows, highlighting the warm wooden floor.
Home in Stamford
4.84 out of 5 average rating, 201 reviews

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 favorite
A dining area features a wooden table surrounded by six chairs, with a vase of flowers at the center. Sunlight streams in through an open glass door, leading to a gravel patio. Nearby, a grill and outdoor seating enhance the outdoor living space.
Guest suite in Rowayton
4.96 out of 5 average rating, 57 reviews

The European Airbnb in Rowayton, near everything!

This beautiful apartment is In the heart of the quaint little village of Rowayton. Boasting its own private entrance it's just footsteps from the beach. The cozy airy feel gives Scandinavian vibes. Stay in and enjoy your private patio or stroll down to the beach for a swim in the cool waters while watching the sun set.

Superhost
The exterior of a two-story home is framed by lush greenery, showcasing a covered front porch with hanging flower planters. Large windows allow natural light to fill the interior, while a well-kept yard complements the inviting atmosphere of the property.
Home in West Norwalk
4.79 out of 5 average rating, 108 reviews

Country Home&Children Welcome

Charming Colonial emerged with flower gardens located on very quite road. Very child friendly, walking neighborhood. Lovely front porch @ back deck to enjoy. Minutes from Merritt Parkway @ I 95.,BBQ,Central Air Swing set,Sand toys, 2 night minimum stay for summer months until Labor Day.

Popular amenities for Darien vacation rentals

When is the best time to visit Darien?

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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 240 vacation rentals in West Norwalk, over 270 vacation rentals in Noroton Heights, and over 440 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 apartment rentals in Darien?

    Experience the best of Darien with our apartment rentals, starting at about $70 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 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.

  • What are the most popular amenities for Apartment Rentals in Darien?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with air conditioning, 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

  • Nightly prices starting at

    Darien vacation rentals start at € 43 per night before taxes and fees

  • Verified guest reviews

    Over 1,850 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

  • 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!