Two wooden benches facing a calm body of water under a clear sky.

Darien Vacation Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Darien vacation rentals

The Stamford Suites Hotel entrance with a clear view of the building's facade, a large sign, and a parking area.

1. Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.2 out of 10, (208 reviews)
"Very limited breakfast…bagels and coffee…help your self. One plus small kitchenette"
United States
Christine
The price is AED 547
AED 629 total
includes taxes & fees
22 Nov - 23 Nov
Stamford Suites
A hotel entrance with a covered walkway, a prominent tower, and a well-lit facade.

2. Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn
3.5 star property
Historic District
8.6 out of 10, Excellent, (42 reviews)
"it was amazing will stay again food was good comfort was great "
United States
anthony
The price is AED 1,146
AED 1,317 total
includes taxes & fees
1 Dec - 2 Dec
Guesthouse at Norwalk Inn
A modern living room with a sofa, a coffee table, and a bar stool.

3. Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!

Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!
Downtown Stamford
9.2 out of 10, Wonderful, (11 reviews)
"loved walking the city. pizza was good."
United States
michelle b.
The price is AED 529
AED 1,100 total
includes taxes & fees
20 Nov - 21 Nov
Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!
Living area

4. Centrally-located Downtown Gem w/ free parking & Wi-Fi - convenient to NYC!

Centrally-located Downtown Gem w/ free parking & Wi-Fi - convenient to NYC!
Downtown Stamford
10.0 out of 10, Exceptional, (3 reviews)
"Had a lovely stay. Close to the train station and close to things in Stamford. Lovely space and owner was super helpful!"
United States
Marisa C.
The price is AED 551
AED 916 total
includes taxes & fees
15 Nov - 16 Nov
Centrally-located Downtown Gem w/ free parking & Wi-Fi - convenient to NYC!
A modern kitchen with a central island, pendant lights, and built-in shelves.

5. Stylish Home With Free ParkingZA

Stylish Home With Free ParkingZA
Glenbrook-Belltown
The price is AED 691
AED 1,008 total
includes taxes & fees
1 Dec - 2 Dec
Stylish Home With Free ParkingZA
A modern kitchen with white cabinets, a dining area with wooden chairs, a large window, and a view of the city.

6. DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (119 reviews)
"I was there 4 times, excellent location, good rooms and nice people"
United States
slava
The price is AED 652
AED 974 total
includes taxes & fees
22 Nov - 23 Nov
DUNE Fairfield Beach
A modern living room with a glass coffee table, black and gold chairs, and a striped area rug.

7. Modern Luxe 1BR Apt in Downtown Stamford

Modern Luxe 1BR Apt in Downtown Stamford
Downtown Stamford
9.6 out of 10, Exceptional, (5 reviews)
"Our family stayed in the hotel(s) next door. It was so nice to have our own personal space!"
United States
Jill G.
The price is AED 529
AED 1,460 total
includes taxes & fees
13 Nov - 14 Nov
Modern Luxe 1BR Apt in Downtown Stamford
A living room with a sofa, armchair, ottoman, and coffee table.

8. Stamford Home | Family, Work and Plenty of Parking

Stamford Home | Family, Work and Plenty of Parking
Cove - East Side - Shippan
8.6 out of 10, Excellent, (9 reviews)
"the home was nice clean if in the area I would stay here again"
United States
james w.
The price is AED 768
AED 1,665 total
includes taxes & fees
16 Nov - 17 Nov
Stamford Home | Family, Work and Plenty of Parking
A modern living room with a flat-screen TV, a grey sofa, a coffee table, and a large plant.

9. 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 AED 481
AED 895 total
includes taxes & fees
1 Dec - 2 Dec
Spacious Studio with Pool Table
A modern kitchen with a central island, pendant lights, and built-in shelves.

10. Stylish Home and Cozy200

Stylish Home and Cozy200
Downtown Stamford
The price is AED 691
AED 1,008 total
includes taxes & fees
6 Dec - 7 Dec
Stylish Home and Cozy200
An outdoor seating area with a round table, a chair, and a hanging light fixture.

11. Gem by the water+ firepit and all fenced backyard

Gem by the water+ firepit and all fenced backyard
Waterside
10.0 out of 10, Exceptional, (22 reviews)
"Property was exactly what we needed for our stay"
United States
Christopher E.
The price is AED 824
AED 1,633 total
includes taxes & fees
16 Nov - 17 Nov
Gem by the water+ firepit and all fenced backyard
A modern living room with a grey sofa, a small round coffee table, and a dining area with a kitchen in the background.

12. Romantic hideout. 1Br. Lower Level

Romantic hideout. 1Br. Lower Level
Waterside
3.0 out of 10, (2 reviews)
"Check-in was at 3 PM and I was unable to reach the host until 11 PM that night to gain access to the property. They never sent anything in advance. It was the most miserable experience I have ever had."
United States
Cheryl H.
The price is AED 528
AED 1,069 total
includes taxes & fees
23 Nov - 24 Nov
Romantic hideout. 1Br. Lower Level
A modern kitchen with white cabinets, a marble island, and black bar stools.

13. Spacious Retreat with Game Room and Fire Pit

Spacious Retreat with Game Room and Fire Pit
West Norwalk
9.4 out of 10, Exceptional, (3 reviews)
"We had a wonderful stay."
United States
Linda S.
Spacious Retreat with Game Room and Fire Pit
An outdoor seating area with tables and chairs, surrounded by planters with flowers, and a modern building in the background.

14. Seabreeze at the beach west beach Stamford ct.

Seabreeze at the beach west beach Stamford ct.
Cove - East Side - Shippan
9.8 out of 10, Exceptional, (18 reviews)
"Fantastic place Very clean, a perfect stay !!!"
United States
bill J.
The price is AED 837
AED 2,081 total
includes taxes & fees
15 Nov - 16 Nov
Seabreeze at the beach west beach Stamford ct.
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, an oven, and a sink. There are two bar stools at the counter.

15. Modern Luxury 1BR Stamford Getaway

Modern Luxury 1BR Stamford Getaway
Downtown Stamford
8.0 out of 10, Very good, (2 reviews)
"The apartment is located in the hub bub of Stamford, a nice area very populated even in the evening where it feels safe. Apartment had all amenities that I needed. The host provided extra touches like a Keurig coffee pot stocked with Keurig cups and sugar. A washing machine and dryer were a plus as I like to pack only clean clothes. Bed was super comfortable. Modern design has a Zen vibe, great to decompress after travel. TV offered free movies that didn’t require my own subscription which...
United States
Debbie N.
The price is AED 731
AED 1,215 total
includes taxes & fees
12 Nov - 13 Nov
Modern Luxury 1BR Stamford Getaway
A dock with kayaks and a canoe, surrounded by trees and a calm lake.

16. 2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Greenwich
9.8 out of 10, Exceptional, (46 reviews)
"Nice stay"
United States
Christopher J.
The price is AED 645
AED 1,200 total
includes taxes & fees
12 Nov - 13 Nov
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a built-in oven.

17. 3-bedroom 2-bath house in Norwalk with in-law suite, pool, BBQ

3-bedroom 2-bath house in Norwalk with in-law suite, pool, BBQ
Cranbury
8.8 out of 10, Excellent, (8 reviews)
"Great spot for our family. "
United States
Kevin I.
The price is AED 1,084
AED 2,150 total
includes taxes & fees
19 Nov - 20 Nov
3-bedroom 2-bath house in Norwalk with in-law suite, pool, BBQ
A modern living room with a fireplace, a television, and a dining area with chairs and a table.

18. Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border

Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border
Historic District
10.0 out of 10, Exceptional, (16 reviews)
"The property was very clean, host was excellent. The location is near restaurants, transportation, and grocery stores. Nice place to spend time with friends and family."
United States
Melissa H.
Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border
A modern living room with a dining area, a sofa, a TV, and a large window.

19. Cozy Modern Home Free Parking

Cozy Modern Home Free Parking
Downtown Stamford
10.0 out of 10, Exceptional, (1 review)
The price is AED 529
AED 782 total
includes taxes & fees
12 Nov - 13 Nov
Cozy Modern Home Free Parking
A corner seating area with two chairs and a table, a patterned rug, and a wooden railing.

20. King Bedroom Studio - Victorian Guest House Studio - Luxury Apartment

King Bedroom Studio - Victorian Guest House Studio - Luxury Apartment
Historic District
10.0 out of 10, Exceptional, (1 review)
"Great "
United States
Ricky W.
The price is AED 1,098
AED 1,347 total
includes taxes & fees
12 Nov - 13 Nov
King Bedroom Studio - Victorian Guest House Studio - Luxury Apartment
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

Best Western Premier Plainview-Long Island Hotel

Best Western Premier Plainview-Long Island Hotel

10/10 Excellent
"a bit far from main activity in Long Island but the hotel was great"
Jean 1-night trip
Posted 3 hours ago
Best Western Premier Plainview-Long Island Hotel

Frequently asked questions

Can I find a vacation rental in Darien?

Yes, we give you a choice of vacation rentals close to top sights in Darien, or you can choose a secluded option if you'd like a relaxing place to 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 vacation rentals that Darien has to offer?

PureHeart House, Spacious, 3bdr 30 MN from Manhattan. NYC: Visitors like this Darien vacation home rental. It is located next to a golf course and has a balcony, a barbecue grill, 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 you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like foosball.

How many vacation rentals are there in Darien?

With 12 Expedia vacation rentals, you're sure to find just the right place for your Darien stay.

What can I see and do in Darien?

Sleepy Hollow Park and Cove Island Park are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Woodway Park and The Mather Homestead.

What are vacation rentals like in Darien?

Vacation rentals are private accommodations you can reserve for several days or longer in Darien. Vacation rentals provide amenities such as patios, hot tubs, and fire pits so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a vacation rental can provide a sense of safety away from public hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for family trips or small group gatherings.