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

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Darien vacation homes

A round outdoor seating area with a teal cushion and patterned pillows, surrounded by greenery and a bamboo wall with string lights.

1. 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 CA $223
CA $467 total
includes taxes & fees
Sep 30 - Oct 1
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
A campfire with a wooden table and benches by a lake.

2. 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 CA $229
CA $443 total
includes taxes & fees
Oct 5 - Oct 6
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
A glass-top table with ornate metal legs, a decorative bird figurine, and a candle holder on a textured rug.

3. Gilded Age Luxury Surrounded by Nature

Gilded Age Luxury Surrounded by Nature
Cranbury
The price is CA $331
CA $601 total
includes taxes & fees
Sep 29 - Sep 30
Gilded Age Luxury Surrounded by Nature
A living room with a sofa set, a coffee table, and a television on a stand.

4. 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 CA $392
CA $793 total
includes taxes & fees
Sep 30 - Oct 1
Spacious Stamford Home | Family, Work, Parking
A modern living room with a fireplace, a television, and a dining area with chairs and a table.

5. 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 CA $377
CA $944 total
includes taxes & fees
Sep 29 - Sep 30
Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border

6. 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.
5BR Beach House, Game Room + Huge Backyard
A modern kitchen with white cabinets, a marble island, and black bar stools.

7. 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.
The price is CA $498
CA $1,095 total
includes taxes & fees
Oct 28 - Oct 29
Spacious Retreat with Game Room and Fire Pit
A modern living room with a white sofa, a glass coffee table, and a piano.

8. Urban Oasis 45 min to NYC 2.5 Bath + Garage + Yard

Urban Oasis 45 min to NYC 2.5 Bath + Garage + Yard
West Side
9.4 out of 10, Exceptional, (8 reviews)
"Place was clean, organized. A little odd to find but there was parking, the location felt safe. Would stay again."
United States
Dave J.
The price is CA $564
CA $1,040 total
includes taxes & fees
Oct 5 - Oct 6
Urban Oasis 45 min to NYC 2.5 Bath + Garage + Yard
A modern kitchen with granite countertops, a dining area with black chairs, a living room with a sofa and a coffee table, and a large window with a view.

9. 5BR Beach House, Water Views, Game Room, Backyard

5BR Beach House, Water Views, Game Room, Backyard
Cove - East Side - Shippan
9.4 out of 10, Exceptional, (31 reviews)
"House was a good location. Many fun outdoor activities."
United States
Heather G.
The price is CA $672
CA $1,354 total
includes taxes & fees
Oct 14 - Oct 15
5BR Beach House, Water Views, Game Room, Backyard
A lakeside view with boats docked, surrounded by autumn-colored trees and houses.

10. Captain's Cottage - Cold Spring Harbor Water Views

Captain's Cottage - Cold Spring Harbor Water Views
Cold Spring Harbor
10.0 out of 10, Exceptional, (85 reviews)
"A beautiful home and you cannot beat the views and location!"
United States
Daniel M.
The price is CA $332
CA $730 total
includes taxes & fees
Oct 1 - Oct 2
Captain's Cottage - Cold Spring Harbor Water Views
A modern kitchen with white cabinets, a central island with bar stools, a microwave, and a dishwasher.

11. Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train

Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train
Fairfield
10.0 out of 10, Exceptional, (19 reviews)
"Place was very clean . Communication between owner and us was excellent."
United States
gail s.
The price is CA $297
CA $812 total
includes taxes & fees
Sep 30 - Oct 1
Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train
A beach with people sunbathing and walking along the shore, a pier with a covered area, and buildings in the background.

12. Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train

Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train
Fairfield
10.0 out of 10, Exceptional, (39 reviews)
"Great accommodations and perfect location for us. "
United States
Kim G.
The price is CA $284
CA $796 total
includes taxes & fees
Sep 30 - Oct 1
Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train
An outdoor patio with a fire pit, green chairs, and a table.

13. Charming suite with patio, heating, WiFi, free parking in welcoming New Rochelle

Charming suite with patio, heating, WiFi, free parking in welcoming New Rochelle
New Rochelle
10.0 out of 10, Exceptional, (11 reviews)
"Host was very polite and helpful. Excellent condition VRBO."
United States
Drew C.
The price is CA $206
CA $500 total
includes taxes & fees
Sep 30 - Oct 1
Charming suite with patio, heating, WiFi, free parking in welcoming New Rochelle
A swimming pool at night with blue lighting.

14. Business or Weekend escape

Business or Weekend escape
Stratford
9.2 out of 10, Wonderful, (59 reviews)
"Definitely clean - good place for an overnight stay."
United States
Kimberly
The price is CA $127
CA $215 total
includes taxes & fees
Oct 4 - Oct 5
Business or Weekend escape
A kitchen with wooden cabinets, a stainless steel refrigerator, a dining table, and a sofa.

15. Elite room stay

Elite room stay
Bridgeport
The price is CA $293
CA $488 total
includes taxes & fees
Sep 29 - Sep 30
Elite room stay
A modern living room with a grey sofa, a glass coffee table, and large windows offering views of the street.

16. Centric property close to all the great things in the city

Centric property close to all the great things in the city
Brooklawn - St. Vincent
6.6 out of 10, (17 reviews)
"This rental was great accommodation"
United States
Alma B.
The price is CA $223
CA $380 total
includes taxes & fees
Oct 4 - Oct 5
Centric property close to all the great things in the city
A modern kitchen with a marble island, bar stools, and a built-in oven.

17. Ultra-Modern Studio | Near Hospital & NYCIM | WiFi

Ultra-Modern Studio | Near Hospital & NYCIM | WiFi
Huntington
10.0 out of 10, Exceptional, (5 reviews)
"Wonderful time for stay."
United States
Logan M.
The price is CA $354
CA $646 total
includes taxes & fees
Sep 29 - Sep 30
Ultra-Modern Studio | Near Hospital & NYCIM | WiFi
A square fire pit with flames, surrounded by a wooden deck, set against a backdrop of a lake and trees under a clear sky.

18. Greenwich Lakefront Estate -- Private Dock, Designer Kitchen & Panoramic Views

Greenwich Lakefront Estate -- Private Dock, Designer Kitchen & Panoramic Views
Greenwich
10.0 out of 10, Exceptional, (1 review)
"Great location on the lake which the kids loved. The hosts were very friendly and easy to communicate with. The addition of the outdoor grill was a big plus and we enjoyed many afternoons out on the deck. We would stay again."
United States
Nathan R.
The price is CA $2,828
CA $4,340 total
includes taxes & fees
Oct 7 - Oct 8
Greenwich Lakefront Estate -- Private Dock, Designer Kitchen & Panoramic Views
A modern living room with a fireplace, a flat-screen TV, and a decorative tray with snacks.

19. 4 Mi to Beach & Dtwn! Charming Fairfield Home

4 Mi to Beach & Dtwn! Charming Fairfield Home
Tunxis Hill
10.0 out of 10, Exceptional, (1 review)
"Beautiful home! Host was super responsive to questions. The entire house was super clean and welcoming. The bed was comfortable and smelled fresh. There was a personalized welcome sign that was a nice touch and some (much needed) snacks after our almost 3 hour drive. Expectations were well within reason and easily manageable. I would 100% rent again."
United States
Raelyn O.
The price is CA $542
CA $1,067 total
includes taxes & fees
Sep 29 - Sep 30
4 Mi to Beach & Dtwn! Charming Fairfield Home
A room with two beds, white curtains, a ceiling light, and a window with a view.

20. Comfortable 3BR • Complimentary Parking • Minutes from NYC • Ideal for Groups

Comfortable 3BR • Complimentary Parking • Minutes from NYC • Ideal for Groups
White Plains
2.0 out of 10, (1 review)
"This guy is a scammer, an hour before my checkin they finally sent me the "location" and claimed they needed more time to clean the property. Then at 5 pm and hour after they claimed their was a gas leak and I couldn't stay there. Only thing is the address they sent me wasn't real and I am convinced this listing is fake in and used to trick people into staying at their actual property in yonkers. DO NOT RENT FROM THEM!"
United States
Ethan G.
The price is CA $382
CA $773 total
includes taxes & fees
Sep 30 - Oct 1
Comfortable 3BR • Complimentary Parking • Minutes from NYC • Ideal for Groups
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

Ardsley Acres Hotel Westchester

Ardsley Acres Hotel Westchester

10/10 Excellent
"Excellent service always go back"
Jose 1-night trip
Posted 3 hours ago
Ardsley Acres Hotel Westchester

Find out more about Darien

Darien Vacation Homes information

Number of reviews
340
Accommodation
253 Vacation Homes
Lowest Price
CA $215
Highest Price
CA $4,340

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