Holiday Homes in Darien

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Our top choices for Darien holiday homes

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 €129
includes taxes & fees
5 May - 6 May
Business or Weekend escape

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
10.0 out of 10, Exceptional, (11 reviews)
"Fantastic place. We had a great stay!"
United States
Sara C.
The price is €281
includes taxes & fees
28 Apr - 29 Apr
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

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, (32 reviews)
"Beautiful space, excellent communication from the hosts. Would stay again!"
United States
Crystal
The price is €249
includes taxes & fees
28 Apr - 29 Apr
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

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
7.0 out of 10, Good, (14 reviews)
"Having a microwave would also help with the amenities. Overall good. "
United States
Karen A.
The price is €229
includes taxes & fees
26 Apr - 27 Apr
Centric property close to all the great things in the city

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, (75 reviews)
"Location was perfect!"
United States
Linda J P.
The price is €402
includes taxes & fees
27 Apr - 28 Apr
Captain's Cottage - Cold Spring Harbor Water Views

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, (11 reviews)
"Great clean, kid-friendly house in just the location we wanted. Lots of thoughtful touches throughout the house that made our stay very comfortable. Would stay again!"
United States
Mary G.
The price is €426
includes taxes & fees
26 Apr - 27 Apr
Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train

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 €191
includes taxes & fees
30 Apr - 1 May
Charming 1-bedroom artist den with WiFi, AC in terrific Huntington

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 €270
includes taxes & fees
26 Apr - 27 Apr
Modern 1BR Apt / Free Parking / Near NYC

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, (10 reviews)
"Clean and host was very helpful and accommodating. Highly recommend! "
United States
Brenna M.
The price is €451
includes taxes & fees
29 Apr - 30 Apr
Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border

The B&W Haven 5BR Home with yard theater + Office

The B&W Haven 5BR Home with yard theater + Office
Brooklawn - St. Vincent
9.4 out of 10, Exceptional, (8 reviews)
"Lovely home with plenty of room! "
United States
David S.
The price is €576
includes taxes & fees
26 Apr - 27 Apr
The B&W Haven 5BR Home with yard theater + Office

Marine Theme - 4 BR - Backyard - Fire pit

Marine Theme - 4 BR - Backyard - Fire pit
North End
9.4 out of 10, Exceptional, (10 reviews)
"We were in town for a short stay and everything was very nice"
United States
Kevin B.
The price is €352
includes taxes & fees
26 Apr - 27 Apr
Marine Theme - 4 BR - Backyard - Fire pit

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, (31 reviews)
"Claudia was extremely responsive to any questions and great with details , she also checked in to see if everything was going well during our stay . I’ll highly recommend this place and will plan on going back in the future . The house was perfect for 3 couples "
United States
Lenny R.
The price is €423
includes taxes & fees
26 Apr - 27 Apr
Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train

Modern + Spacious 5BR/2BA Home, Renovated Backyard

Modern + Spacious 5BR/2BA Home, Renovated Backyard
West End - West Side
9.6 out of 10, Exceptional, (4 reviews)
"Used for family weekend at SHU. Convenient location and plenty of space for the whole family! "
United States
Laurene S.
The price is €671
includes taxes & fees
27 Apr - 28 Apr
Modern + Spacious 5BR/2BA Home, Renovated Backyard

Family-Friendly Retreat w/ Trampoline & Grill

Family-Friendly Retreat w/ Trampoline & Grill
Locust Valley
The price is €360
includes taxes & fees
25 Apr - 26 Apr
Family-Friendly Retreat w/ Trampoline & Grill

Spacious 3BR Home / Free Parking / Perfect for Families & Groups

Spacious 3BR Home / Free Parking / Perfect for Families & Groups
White Plains
The price is €463
includes taxes & fees
4 May - 5 May
Spacious 3BR Home / Free Parking / Perfect for Families & Groups

Jericho Luxe Retreat

Jericho Luxe Retreat
Jericho
10.0 out of 10, Exceptional, (1 review)
"My family and I had a great stay! Perfect location!"
United States
Maurice Joen R.
Jericho Luxe Retreat

Spacious 3 Bd Home Pet Friendly, Parking and Laundry

Spacious 3 Bd Home Pet Friendly, Parking and Laundry
Cove - East Side - Shippan
8.0 out of 10, Very good, (5 reviews)
"the home was nice clean if in the area I would stay here again"
United States
james w.
The price is €384
includes taxes & fees
25 Apr - 26 Apr
Spacious 3 Bd Home Pet Friendly, Parking and Laundry

Renovated Retreat with Heated Pool

Renovated Retreat with Heated Pool
Redding
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful house, very clean, spacious and a great host!!!"
United States
Alejandro A.
The price is €461
includes taxes & fees
26 Apr - 27 Apr
Renovated Retreat with Heated Pool

Comfortable 3BR Home / 4 Queen Beds / Free Parking / Perfect for Groups

Comfortable 3BR Home / 4 Queen Beds / Free Parking / Perfect for Groups
White Plains
The price is €431
includes taxes & fees
19 May - 20 May
Comfortable 3BR Home / 4 Queen Beds / Free Parking / Perfect for Groups

Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!

Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
Ossining
9.2 out of 10, Wonderful, (7 reviews)
"Super fun location! Host was very helpful. The house is very comfortable for large groups "
United States
natalie l.
The price is €779
includes taxes & fees
27 Apr - 28 Apr
Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
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

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Darien Holiday Homes information

Number of reviews
278
Accommodation
312 Holiday Homes
Lowest Price
€129
Highest Price
€779