Photo by Tim Rousseau

Darien Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
22 Nov - 23 Nov
Tomorrow
23 Nov - 24 Nov
Next weekend
28 Nov - 30 Nov
In two weeks
5 Dec - 7 Dec

Holiday Rentals in Darien

Private beach nearby, sun-loungers, beach umbrellas, beach towels
DUNE Fairfield Beach

DUNE Fairfield Beach

3.0 star property
Fairfield
9.0 out of 10, Wonderful, (76)
"Loved this venue! "
United States
adriano
DUNE Fairfield Beach
1 bedroom, desk, iron/ironing board, free WiFi
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min

Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min

Downtown Bridgeport
10.0 out of 10, Exceptional, (1)
The price is HK$662
HK$1,275 total
includes taxes & fees
24 Nov - 25 Nov
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min
Property entrance
Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn

3.5 star property
Norwalk
8.4 out of 10, Very good, (39)
"it was amazing will stay again food was good comfort was great "
United States
anthony
The price is HK$1,759
HK$2,023 total
includes taxes & fees
2 Dec - 3 Dec
Guesthouse at Norwalk Inn
2 bedrooms, iron/ironing board, travel cot, WiFi
Renovated 2BR Retreat / Modern Comforts Included

Renovated 2BR Retreat / Modern Comforts Included

West End - West Side
10.0 out of 10, Exceptional, (2)
"Very pretty, clean place for us to stay while visiting family. Communication was very timely. Would definitely stay here again"
United States
Deborah
The price is HK$824
HK$2,247 total
includes taxes & fees
7 Dec - 8 Dec
Renovated 2BR Retreat / Modern Comforts Included
Lobby
Stamford Suites

Stamford Suites

4.0 star property
Downtown Stamford
6.2 out of 10, (74)
"It was great"
United States
Natalie
The price is HK$932
HK$1,071 total
includes taxes & fees
23 Nov - 24 Nov
Stamford Suites
Property grounds
Luxury Designer 2 bedroom+office/3bed vacation home.

Luxury Designer 2 bedroom+office/3bed vacation home.

Brooklawn - St. Vincent
9.4 out of 10, Exceptional, (22)
"Beautifully appointed luxury 2 nd floor accommodations in the city of Bridgeport. Guests could comfortably stay for multiple nights with the well equipped kitchen and dining room space. "
United States
Tessa P.
The price is HK$979
HK$3,041 total
includes taxes & fees
24 Nov - 25 Nov
Luxury Designer 2 bedroom+office/3bed vacation home.
Pool
Business or Weekend escape

Business or Weekend escape

Stratford
9.2 out of 10, Wonderful, (51)
"Clean room, easy check-in, parking available on-site "
United States
Cindy
The price is HK$623
HK$1,096 total
includes taxes & fees
23 Nov - 24 Nov
Business or Weekend escape
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

2.0 star property
Kings Park
10.0 out of 10, Exceptional, (12)
"IF I COULD COULD 10 STARS I WOULD, APARTMENT WAS CLEAN , EVERYTHING WORKED PROPERLY, WAS A PLEASURE"
United States
Thomas
The price is HK$946
HK$1,392 total
includes taxes & fees
23 Nov - 24 Nov
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
Property grounds
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

Greenwich
9.6 out of 10, Exceptional, (21)
"Perfect place to rest. Excellent service! "
Mexico
Lucymar
The price is HK$778
HK$1,805 total
includes taxes & fees
24 Nov - 25 Nov
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
Private kitchen
The Mansion Hotel-style

The Mansion Hotel-style

2.5 star property
Norwalk
8.4 out of 10, Very good, (14)
"Lovely property in a gorgeous setting. Staff were very responsive and welcoming. "
United States
Holly
The price is HK$683
HK$786 total
includes taxes & fees
23 Nov - 24 Nov
The Mansion Hotel-style
Fridge, microwave, oven, stovetop
Bright Escape, Top-Rated Design, Fire pit, Near Beach

Bright Escape, Top-Rated Design, Fire pit, Near Beach

Fairfield
10.0 out of 10, Exceptional, (10)
"Convenient to everything. Lovely place to stay."
United States
Tami S.
The price is HK$1,518
HK$3,871 total
includes taxes & fees
18 Dec - 19 Dec
Bright Escape, Top-Rated Design, Fire pit, Near Beach
Front of property
Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5.0 star property
North End
The price is HK$5,604
HK$9,169 total
includes taxes & fees
24 Nov - 25 Nov
Beechmont - Perfect for Family Retreat!
Fridge, microwave, oven, stovetop
The Blue Sapphire: Modern & Stylish 2BR w/ 2 King Beds & Full Kitchen

The Blue Sapphire: Modern & Stylish 2BR w/ 2 King Beds & Full Kitchen

Brooklawn - St. Vincent
8.0 out of 10, Very good, (1)
"It was clean "
United States
Burton
The price is HK$824
HK$2,177 total
includes taxes & fees
24 Nov - 25 Nov
The Blue Sapphire: Modern & Stylish 2BR w/ 2 King Beds & Full Kitchen
2 bedrooms, iron/ironing board, WiFi, bed sheets
Enjoy the Venues of downtown Bridgeport's vibrant energy, at Park City Place.

Enjoy the Venues of downtown Bridgeport's vibrant energy, at Park City Place.

Downtown Bridgeport
9.0 out of 10, Wonderful, (2)
"Very convenient location to everything in Bridgeport. Very easy and explicit check in directions! The unit was very clean!"
United States
Kelly
The price is HK$1,946
HK$3,020 total
includes taxes & fees
24 Nov - 25 Nov
Enjoy the Venues of downtown Bridgeport's vibrant energy, at Park City Place.
Exterior
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!

Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!

North End
9.6 out of 10, Exceptional, (4)
"Very clean house. set up very nicely, landlord was very responsive and helpful. perfect for what we needed "
United States
Nancy H.
The price is HK$5,604
HK$10,761 total
includes taxes & fees
23 Nov - 24 Nov
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
Interior
Sweet Studio w/ Lounge & Pool Table

Sweet Studio w/ Lounge & Pool Table

Westport
8.8 out of 10, Excellent, (6)
"So cute and comfortable "
United States
Maria
The price is HK$1,105
HK$2,153 total
includes taxes & fees
1 Dec - 2 Dec
Sweet Studio w/ Lounge & Pool Table
Interior
Luxury 6BR House with Pool & Outdoor BBQ

Luxury 6BR House with Pool & Outdoor BBQ

Old Bethpage
10.0 out of 10, Exceptional, (2)
"We enjoyed our stay. It was for work so we didn’t have much time to enjoy ourselves other than to rest when we could. I would love to book it again. "
United States
Matthew P.
Luxury 6BR House with Pool & Outdoor BBQ
Outdoor dining
Updated, cozy single family in Fairfield County

Updated, cozy single family in Fairfield County

Trumbull
9.4 out of 10, Exceptional, (12)
"This location is great close to highway and mall."
United States
Sansia D.
The price is HK$1,879
HK$3,892 total
includes taxes & fees
23 Nov - 24 Nov
Updated, cozy single family in Fairfield County
Microwave, dishwasher
MasterRoom with in Suit Bathroom

MasterRoom with in Suit Bathroom

Norwalk
The price is HK$747
HK$1,015 total
includes taxes & fees
23 Nov - 24 Nov
MasterRoom with in Suit Bathroom
Fridge, microwave, oven, stovetop
Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch

Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch

West End - West Side
10.0 out of 10, Exceptional, (1)
"Wonderful "
United States
Nolufefe Z.
The price is HK$1,244
HK$3,019 total
includes taxes & fees
24 Nov - 25 Nov
Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch
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.
View all properties

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Darien Hotel Reviews

Norwalk Inn & Conference Center

Norwalk Inn & Conference Center

10/10 Excellent
"The rooms are very clean, they seem to be newly renovated. The staff was very courteous and helped me very quickly when I needed them to bring things to my room. All the amenities you could ask for in a room where there."
Dwight 1-night trip
Posted 13 hours ago
Norwalk Inn & Conference Center

Find out more about Darien

Search for holiday rentals in Darien on Expedia! You can easily find your home rentals, villas, holiday apartments in Darien using one of the methods below:

  • View our selection of featured holiday rentals in Darien
  • Use the map to find apartments and other holiday homes in the Darien neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Darien while they last

Look no further and take a look at our great range of rental properties in Darien!

Frequently asked questions

Can I find a holiday rental in Darien?

Yes, there are holiday rentals close to the most popular sights in Darien, 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?

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.: This holiday home rental outside of Darien is equipped with a garden, air conditioning and a Smart TV to help you feel comfortable during your stay. Kitchen amenities include a fridge, a stovetop and a microwave.

How many holiday rentals are there in Darien?

With 12 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 get outside and enjoy nature. Other places in town to visit include Valley Street Open Space and The Mather Homestead.

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.