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
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Darien vacation rentals

Exterior

1. Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.2 out of 10, (184 reviews)
"Very friendly staff and nice clean hotel!!"
United States
Alice
The price is AED 567
AED 652 total
includes taxes & fees
30 Sep - 1 Oct
Stamford Suites
Standard Room, 1 King Bed, Main Building | Property entrance

2. 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 AED 1,055
AED 1,213 total
includes taxes & fees
5 Oct - 6 Oct
Guesthouse at Norwalk Inn
Classic Suite | Iron/ironing board, WiFi (free), bed sheets

3. DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (113 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
5 Oct - 6 Oct
DUNE Fairfield Beach
Property grounds

4. Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
Waterside
9.8 out of 10, Exceptional, (19 reviews)
"Very nice location, easy check in and check out. Also very comfortable."
United States
Leslie S.
The price is AED 579
AED 1,161 total
includes taxes & fees
30 Sep - 1 Oct
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
Offices

5. 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 1,104 total
includes taxes & fees
4 Oct - 5 Oct
Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!
Dining

6. Romantic Hide Out

Romantic Hide Out
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 397
AED 868 total
includes taxes & fees
29 Sep - 30 Sep
Romantic Hide Out
Interior

7. 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 902 total
includes taxes & fees
28 Sep - 29 Sep
Spacious Studio with Pool Table
Coffee/tea maker, fridge, microwave, oven

8. Stylish Home and Cozy200

Stylish Home and Cozy200
Downtown Stamford
The price is AED 749
AED 1,062 total
includes taxes & fees
29 Sep - 30 Sep
Stylish Home and Cozy200
Smart TV

9. 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 1,449 total
includes taxes & fees
2 Oct - 3 Oct
Modern Luxe 1BR Apt in Downtown Stamford
Property grounds

10. 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, (42 reviews)
"Nice stay"
United States
Christopher J.
The price is AED 595
AED 1,096 total
includes taxes & fees
5 Oct - 6 Oct
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Property grounds

11. Seabreeze at the beach west beach Stamford ct.

Seabreeze at the beach west beach Stamford ct.
Cove - East Side - Shippan
10.0 out of 10, Exceptional, (17 reviews)
"Fantastic place Very clean, a perfect stay !!!"
United States
bill J.
The price is AED 836
AED 1,913 total
includes taxes & fees
29 Sep - 30 Sep
Seabreeze at the beach west beach Stamford ct.
Interior

12. Gilded Age Luxury Surrounded by Nature

Gilded Age Luxury Surrounded by Nature
Cranbury
The price is AED 859
AED 1,492 total
includes taxes & fees
28 Sep - 29 Sep
Gilded Age Luxury Surrounded by Nature
Private kitchen

13. 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 1,252 total
includes taxes & fees
4 Oct - 5 Oct
Modern Luxury 1BR Stamford Getaway
Interior

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

Luxury Designer 2 bedroom+office/3bed vacation home.
Brooklawn - St. Vincent
9.6 out of 10, Exceptional, (27 reviews)
"Very accurate description of listing - host was very responsive. Would stay again!"
United States
Anonymous traveler
The price is AED 462
AED 1,369 total
includes taxes & fees
28 Sep - 29 Sep
Luxury Designer 2 bedroom+office/3bed vacation home.
Smart TV, fireplace, books, stereo

15. 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, (15 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.
The price is AED 982
AED 2,299 total
includes taxes & fees
28 Sep - 29 Sep
Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border
1 bedroom, desk, iron/ironing board, WiFi (free)

16. Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk

Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
Downtown Bridgeport
9.4 out of 10, Exceptional, (18 reviews)
"The accommodations were incredible. The host provided many helpful materials that made the stay very comfortable. The apartment was very cute and had nice amenities for the guests that go above any beyond what a hotel can provide."
United States
Bailey
The price is AED 514
AED 834 total
includes taxes & fees
28 Sep - 29 Sep
Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
TV, stereo

17. Solara – Luxury 1BR Downtown

Solara – Luxury 1BR Downtown
Downtown Stamford
The price is AED 772
AED 1,479 total
includes taxes & fees
15 Oct - 16 Oct
Solara – Luxury 1BR Downtown
TV

18. Spacious Stamford Home | Family, Work, Parking

Spacious Stamford Home | Family, Work, 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 1,036
AED 1,977 total
includes taxes & fees
5 Oct - 6 Oct
Spacious Stamford Home | Family, Work, Parking
Smart TV, fireplace, foosball, table tennis

19. 5BR Beach House, Game Room + Huge Backyard

5BR Beach House, Game Room + Huge Backyard
Cove - East Side - Shippan
10.0 out of 10, Exceptional, (26 reviews)
"Great stay!"
United States
Kyra S.
The price is AED 1,495
AED 3,214 total
includes taxes & fees
28 Sep - 29 Sep
5BR Beach House, Game Room + Huge Backyard
Coffee/tea maker, fridge, microwave, oven

20. Modern 2 Bed in BlackRock

Modern 2 Bed in BlackRock
Black Rock Historic District
7.6 out of 10, Good, (5 reviews)
"Cute and efficient property, and a great location. The host was very prompt with any and all questions. Definitely recommend the place for a quick get away."
United States
Joshua L.
The price is AED 495
AED 1,171 total
includes taxes & fees
28 Sep - 29 Sep
Modern 2 Bed in BlackRock
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

Amsterdam Hotel

Amsterdam Hotel

10/10 Excellent
"I am a repeat guest at Amsterdam Hotel starting over five years ago. This is a family-owned and family-run hotel. They are always superb. I live in Hawaii, where we take our "Aloha" seriously. The staff certainly have that "Aloha Spirit we cherish and practice. Thank you, as always -now and in the future. The breakfast provided is appreciated. :)"
Jeffrey 3-night trip
Posted 8 hours ago
Amsterdam 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?

Charming Home in Seaside: Visitors like this Darien vacation home rental. It is equipped with a patio, air-conditioning, and laundry facilities to help you feel comfortable during your stay. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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?

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 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.