Photo by Tim Rousseau

Darien Holiday Rentals

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Holiday Rentals in Darien

Exterior
Stamford Suites
2.5 star property
7.0 out of 10, Good, (711)
"super nice people there "
The price is NZ$285
includes taxes & fees
11 Jun - 12 Jun
Stamford Suites
Pool
Business or Weekend escape
9.8 out of 10, Exceptional, (11)
"The place was clean. Very comfortable. He had refreshments in the fridge. 2nd time here. The host is very easy to get to answer from. We are coming back again soon."
The price is NZ$229
includes taxes & fees
29 May - 30 May
Business or Weekend escape
Private beach nearby, sun-loungers, beach umbrellas, beach towels
DUNE Fairfield Beach
3.0 star property
10.0 out of 10, Exceptional, (10)
"Modern cottage near the beach. Clean and comfortable. Very responsive."
The price is NZ$458
includes taxes & fees
29 May - 30 May
DUNE Fairfield Beach
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Exterior
Waterfront Retreat Center for Health & Wellness
9.6 out of 10, Exceptional, (50)
"Beautiful location and old, well-maintained house. Really perfect for our family group of 17"
Waterfront Retreat Center for Health & Wellness
1 bedroom, in-room safe, desk, iron/ironing board
💎 Modern Chic Getaway, Biz Friendly, Close 2 all 👣
💎 Modern Chic Getaway, Biz Friendly, Close 2 all 👣
Beach
Spacious 3BR Private Home * Direct Water View
10.0 out of 10, Exceptional, (12)
"This is a very nice accommodation. Situated by the beautiful park and water. You can find shopping facilities within walking distance. The landlord was very reliable in making sure that our stay was very nice."
Spacious 3BR Private Home * Direct Water View
Interior
Welcome to Villa Seabird, Luxury Escape on Long Island Sound
10.0 out of 10, Exceptional, (3)
"7 bedrooms, most with water views, were perfect for my siblings and me, our spouses and children, and our mother to spend a glorious weekend together! We hosted an unforgettable 80th bday party for our Mom with all our extended family and friends. Wow! The house is gorgeous! It is perfect for a event. The grand hall, the ability to open up the rooms to the backyard, and the VIEW, truly set the stage for a beautiful evening. The home is truly remarkable! My mom was overwhelmed and so thankful...
Welcome to Villa Seabird, Luxury Escape on Long Island Sound
Terrace/patio
Lower Lvl Private 2BR/1BA Family/Pet Friendly
10.0 out of 10, Exceptional, (104)
"Pleasant stay"
Lower Lvl Private 2BR/1BA Family/Pet Friendly
Terrace/patio
Luxury Designer 2 bedroom+office/3bed vacation home.
9.4 out of 10, Exceptional, (9)
"Beautiful spacious apartment with everything you would need for a comfortable stay. Quick responses to our questions by owners. An easy and convenient location just a short drive to visit our daughter at nearby University. Highly recommend this apartment. "
The price is NZ$666
includes taxes & fees
29 May - 30 May
Luxury Designer 2 bedroom+office/3bed vacation home.
Reception
Global Luxury Suites White Plains
3.5 star property
7.6 out of 10, Good, (17)
"If this option is available in the city you are traveling to, take it! You get a home-y, modern APARTMENT with space, rather than a tiny, old hotel room. I always search Global Luxury Suites before searching anything else."
Global Luxury Suites White Plains
Interior
Remodeled, cozy, family friendly, central place. Entire 2nd & 3rd floor to use.
The price is NZ$732
includes taxes & fees
29 May - 30 May
Remodeled, cozy, family friendly, central place. Entire 2nd & 3rd floor to use.
Outdoor pool, a heated pool
Westport Paradise With Every Amenity!
10.0 out of 10, Exceptional, (14)
"The guest house was spacious and well appointed. The furnishings were very comfortable. The grounds at the house are beautiful. We thoroughly enjoyed our stay."
The price is NZ$1,311
includes taxes & fees
29 May - 30 May
Westport Paradise With Every Amenity!
Beach nearby
(HIGH DEMAND)Close To Downtown Free Wi-fi/Parking/ Metro North & I-95 3 mins
10.0 out of 10, Exceptional, (1)
"The location within walking distance church"
(HIGH DEMAND)Close To Downtown Free Wi-fi/Parking/ Metro North & I-95 3 mins
View from property
Serenity Awaits at this Cozy Lakeside Bungalow
10.0 out of 10, Exceptional, (17)
"We really enjoyed staying at this cottage, much better than 2 rooms in a hotel. Very quiet, fully equipped kitchen.Easy to prepare meals when we wished. We visit the Ridgefield area several times per year and will definitely consider staying here again."
Serenity Awaits at this Cozy Lakeside Bungalow
Fridge, microwave, oven, stovetop
Luxury penthouse suite
2.0 out of 10, (1)
"it had roaches"
The price is NZ$602
includes taxes & fees
29 May - 30 May
Luxury penthouse suite
Fridge, microwave, oven, stovetop
PureHeart House, Spacious, Peaceful 3bdr House in Yonkers
10.0 out of 10, Exceptional, (4)
"We all slept well but beds do make lots of noise moving around on them. Bathrooms are clean and very nice."
PureHeart House, Spacious, Peaceful 3bdr House in Yonkers
Fridge, microwave, oven, stovetop
Coastal Retreat: Charming 3-Bedroom Fairfield Townhouse nr Beaches & Town Center
10.0 out of 10, Exceptional, (12)
"Stayed at Coastal Retreat for a weekend visit with son who attends Fairfield University, brought both sets of parents and teen daughter (ages ranging 73-16), plenty of room and able to enjoy a wonderful family dinner with son even in attendance. Wonderful area, close walk to beach and easy to get to downtown Fairfield and university. Very clean and welcoming! Greg was wonderful to work with and answered any question we had that came up both prior and upon arrival. The only thing we would mention...
Coastal Retreat: Charming 3-Bedroom Fairfield Townhouse nr Beaches & Town Center
Beach
The Safe House - High Tech Apt #2 - 3 Beds
10.0 out of 10, Exceptional, (29)
"Since it was first time with VRBO, I was a little nervous about the whole process going into it. Rob was great to answer questions and deal with both myself and my granddaughter.It was an ideal location for visiting the Hudson River Valley and along the coast to Newport. We flew into White Plains and it is just a 20 minute ride away. The apartment was clean and convenient. We only ate 3 meals in 5 days away from there. The beds were comfortable and the shower was very nice. I liked the shower...
The price is NZ$337
includes taxes & fees
30 May - 31 May
The Safe House - High Tech Apt #2 - 3 Beds
Fridge, microwave, oven, stovetop
Delightful Entire 2 Bedroom Apartment - 30 min train to NYC
10.0 out of 10, Exceptional, (1)
"AAA++ for place and host"
The price is NZ$474
includes taxes & fees
30 May - 31 May
Delightful Entire 2 Bedroom Apartment - 30 min train to NYC
Property grounds
BEDI MANSION - A FAMILY GETAWAY - RETREATS - FILL WITH LOTS OF SUN AND POOL Time
10.0 out of 10, Exceptional, (7)
"GREAT location and house for a family reunion. It had everything that we needed inside and out. Large rooms for entertaining, a beautiful pool and outdoor patio. Very centrally located for shopping, airports, farm stands and yet very quiet. GREAT STAY!"
BEDI MANSION - A FAMILY GETAWAY - RETREATS - FILL WITH LOTS OF SUN AND POOL Time
Don't see what you're looking for?
See all available properties in Darien
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Darien you may be interested in

Exterior
East Norwich Inn
2.5 star property
8.0 out of 10, Very good, (1721)
"All was great!!!"
The price is NZ$218
includes taxes & fees
29 May - 30 May
East Norwich Inn
Front of property
Amsterdam Hotel
2.0 star property
8.4 out of 10, Very good, (1507)
"Good for short stat"
The price is NZ$188
includes taxes & fees
30 May - 31 May
Amsterdam Hotel
Individually decorated, individually furnished, desk, laptop workspace
EVEN Hotel Norwalk, an IHG Hotel
3.5 star property
8.2 out of 10, Very good, (1004)
"We had to book the last minute. Our reservation for a Vrbo booking had been cancelled. The customer service representative found an available room at the Even Hotel in Norwalk. Check in was quick. The room was comfortable and clean. I really appreciated the friendly staff. "
The price is NZ$253
includes taxes & fees
6 Jun - 7 Jun
EVEN Hotel Norwalk, an IHG Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Darien holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Darien. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Darien. Seeing all the best attractions is bound to make you fall in love with Darien. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Darien short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Darien?

Yes, there are holiday rentals in Darien close to Sapelo Island Visitors Center, or you can select a more secluded option if you're looking for a relaxing stay. Darien is known for its parks and shopping. Make sure you have time to check out the beaches and restaurants during your trip.

What are some of the best holiday rentals that Darien has to offer?

Business or Weekend escape: This holiday home rental outside of Darien has air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings.

How many holiday rentals are there in Darien?

With 17 Expedia holiday rentals, you're guaranteed to find just the right place for your Darien stay.

What can I see and do in Darien?

Cove Island Park and Sleepy Hollow Park are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Sapelo Island Visitors Center. Other places in town to visit include McGuane Field and Woodland Park.

What are holiday rentals like in Darien?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Darien. Holiday rentals provide amenities such as kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a sanitised environment, a holiday rental can offer a sense of safety away from public hotel lifts and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for a family trip.

Recent reviews of Darien properties
Expedia verified reviews