Darien Holiday Rentals

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Check prices for these dates

In two weeks
29 May - 31 May
In two months
10 Jul - 12 Jul
In three months
7 Aug - 9 Aug
In four months
4 Sept - 6 Sept

Our top choices for Darien holiday rentals

Living area

Luxury 3BR Home Game Room Free Parking

Luxury 3BR Home Game Room Free Parking
2.0 star property
White Plains
The price is HK$2,733
HK$4,293 total
includes taxes & fees
19 May - 20 May
Luxury 3BR Home Game Room Free Parking
Interior

2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
3.0 star property
Greenwich
The price is HK$908
HK$2,670 total
includes taxes & fees
19 May - 20 May
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
Interior

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 reviews)
"We stayed here for three nights, and it was very comfortable, clean and spacious. It's in a good location and the walk up to the second floor was not too bad. It was as advertised, and we would stay there again when in Bridgeport. "
United States
Robert C.
The price is HK$924
HK$2,966 total
includes taxes & fees
25 May - 26 May
Luxury Designer 2 bedroom+office/3bed vacation home.
Property entrance

Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn
3.5 star property
Historic District
8.6 out of 10, Excellent, (42 reviews)
"Friendly staff. Great room . Walking distance to the district theatre. Will def stay there again "
United States
Ronbert
The price is HK$2,558
HK$2,942 total
includes taxes & fees
18 May - 19 May
Guesthouse at Norwalk Inn
Pool

Business or Weekend escape

Business or Weekend escape
Stratford
9.2 out of 10, Wonderful, (54 reviews)
"Clean room, easy check-in, parking available on-site "
United States
Cindy
The price is HK$666
HK$1,147 total
includes taxes & fees
19 May - 20 May
Business or Weekend escape
Fridge, microwave, oven, stovetop

Modern 1BR Apt / Free Parking / Near NYC

Modern 1BR Apt / Free Parking / Near NYC
White Plains
10.0 out of 10, Exceptional, (1 review)
"Very clean, fully stocked with all you need to cook full meals. If coming back to the area, 10/10 would stay again."
United States
Mike J.
The price is HK$861
HK$2,642 total
includes taxes & fees
18 May - 19 May
Modern 1BR Apt / Free Parking / Near NYC
Outdoor dining

Stamford : The Comfy Cove Hideout

Stamford : The Comfy Cove Hideout
Cove - East Side - Shippan
The price is HK$775
HK$2,223 total
includes taxes & fees
28 May - 29 May
Stamford : The Comfy Cove Hideout
Iron/ironing board, free WiFi, bed sheets

DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (88 reviews)
"The room was spotless and cozy and the location couldn't be better! "
United States
Samantha
The price is HK$1,380
HK$2,065 total
includes taxes & fees
26 May - 27 May
DUNE Fairfield Beach
Interior

Charming 1-bedroom beautifully furnished apartment in quaint Roslyn w/Parking

Charming 1-bedroom beautifully furnished apartment in quaint Roslyn w/Parking
Roslyn
7.0 out of 10, Good, (2 reviews)
"Met hostess seems nice. Very nice place. Very Clean. Had what we needed. Upstairs people very noisy"
United States
deborah j.
The price is HK$846
HK$2,544 total
includes taxes & fees
19 May - 20 May
Charming 1-bedroom beautifully furnished apartment in quaint Roslyn w/Parking
Fridge, microwave, stovetop, cookware/dishes/utensils

Zen, Spacious & Comfy 2 bed, Lux beds

Zen, Spacious & Comfy 2 bed, Lux beds
Brooklawn - St. Vincent
The price is HK$1,198
HK$2,537 total
includes taxes & fees
18 May - 19 May
Zen, Spacious & Comfy 2 bed, Lux beds
Exterior

Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.6 out of 10, (115 reviews)
"I stay there because it's fully equipped to cook and parking is excellent."
United States
fatima
The price is HK$1,165
HK$1,340 total
includes taxes & fees
21 May - 22 May
Stamford Suites
Dining

Prime Luxe 3-BR NYC - Free Parking

Prime Luxe 3-BR NYC - Free Parking
2.0 star property
White Plains
The price is HK$7,439
HK$9,452 total
includes taxes & fees
18 May - 19 May
Prime Luxe 3-BR NYC - Free Parking
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, (9 reviews)
"Great stay a Beechmont House. The house was very well kept and had plenty of space."
United States
Patrick K.
The price is HK$7,717
HK$13,515 total
includes taxes & fees
18 May - 19 May
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
Outdoor dining

Charming 1-bedroom artist den with WiFi, AC in terrific Huntington

Charming 1-bedroom artist den with WiFi, AC in terrific Huntington
Huntington
9.8 out of 10, Exceptional, (7 reviews)
"Host was very accommodating - lovely property!"
United States
Mary C.
The price is HK$1,135
HK$1,789 total
includes taxes & fees
1 Jun - 2 Jun
Charming 1-bedroom artist den with WiFi, AC in terrific Huntington
Smart TV

THE OASIS @ LONG ISLAND

THE OASIS @ LONG ISLAND
Huntington Station
10.0 out of 10, Exceptional, (17 reviews)
"Enjoyed our stay!"
United States
Brandon W.
The price is HK$1,958
HK$3,838 total
includes taxes & fees
18 May - 19 May
THE OASIS @ LONG ISLAND
In-room dining

3BR Prime Luxury NY - Free Parking

3BR Prime Luxury NY - Free Parking
2.0 star property
White Plains
6.0 out of 10, (1 review)
"Check-in was confusing and poorly organized, which made the start of the stay frustrating. The room itself was fine and comfortable, but the photos on the website were misleading and didn’t match what we saw in person. Overall, an okay room but not the experience we expected."
United States
Osmond
The price is HK$7,831
HK$9,888 total
includes taxes & fees
18 May - 19 May
3BR Prime Luxury NY - Free Parking
2 bedrooms, iron/ironing board, travel cot, WiFi

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 review)
"It was clean "
United States
Burton
The price is HK$871
HK$2,302 total
includes taxes & fees
3 Jun - 4 Jun
The Blue Sapphire: Modern & Stylish 2BR w/ 2 King Beds & Full Kitchen
1 bedroom, desk, WiFi, bed sheets

Spacious Studio with Pool Table

Spacious Studio with Pool Table
Westport
8.6 out of 10, Excellent, (7 reviews)
"The room was great, the location was good and there was a pool table! "
United States
Eadweard
The price is HK$1,112
HK$2,078 total
includes taxes & fees
18 May - 19 May
Spacious Studio with Pool Table
Exterior

Peaceful lakeside retreat in Greenwich [2BR, 1BA]

Peaceful lakeside retreat in Greenwich [2BR, 1BA]
Greenwich
The price is HK$2,459
HK$3,141 total
includes taxes & fees
18 May - 19 May
Peaceful lakeside retreat in Greenwich [2BR, 1BA]
Smart TV

Downtown Studio BR | near MetroNorth Station

Downtown Studio BR | near MetroNorth Station
White Plains
The price is HK$2,482
HK$4,245 total
includes taxes & fees
18 May - 19 May
Downtown Studio BR | near MetroNorth Station
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.
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Top Darien Hotel Reviews

Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

6/10 Okay
"The room was nice. It was clean pretty basic standard hotel room. The breakfast was good as far as a free breakfast comes the one thing that really threw me off was the pool. It felt very odd to just have my two kids my husband and myself in the pool while I'm very anxious kid was probably about 20 was just watching us swim. It felt kind of voyeuristic to be honest besides that it was fine. I think it just doesn't make sense that kids under 18 can't go in there without a parent, but there's also a very anxious and nervous lifeguard, but besides that good time and I don't regret staying there. "
Barbara 2-night trip
Posted 9 hours ago
Baymont by Wyndham White Plains - Elmsford

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:

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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?

PureHeart House, Spacious, 3bdr 30 MN from Manhattan. NYC: This holiday home rental outside of Darien is located next to a golf course, and has a balcony, a BBQ and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as table football.

How many holiday rentals are there in Darien?

With 13 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 Woodway Park are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include The Mather Homestead and Valley Street Open Space.

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.