Search Vacation Homes in Darien

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Darien vacation 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 AED 312
AED 538 total
includes taxes & fees
4 May - 5 May
Business or Weekend escape

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 AED 579
AED 983 total
includes taxes & fees
6 May - 7 May
Centric property close to all the great things in the city

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 AED 579
AED 1,110 total
includes taxes & fees
3 May - 4 May
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

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 AED 579
AED 1,220 total
includes taxes & fees
6 May - 7 May
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

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 AED 525
AED 831 total
includes taxes & fees
9 May - 10 May
Charming 1-bedroom artist den with WiFi, AC in terrific Huntington

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 AED 711
AED 1,839 total
includes taxes & fees
4 May - 5 May
Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train

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)
"This house was so lovely, clean, cozy, and well-appointed - everything we could have asked for for a girls' weekend! And so close to the town of Westport with its excellent restaurants and shops. The best!"
United States
Rebecca H.
The price is AED 774
AED 1,940 total
includes taxes & fees
3 May - 4 May
Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border

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 AED 404
AED 1,235 total
includes taxes & fees
7 May - 8 May
Modern 1BR Apt / Free Parking / Near NYC

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, (76 reviews)
"Location was perfect!"
United States
Linda J P.
Captain's Cottage - Cold Spring Harbor Water Views

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 AED 1,051
AED 2,421 total
includes taxes & fees
6 May - 7 May
The B&W Haven 5BR Home with yard theater + Office

Family-Friendly Retreat w/ Trampoline & Grill

Family-Friendly Retreat w/ Trampoline & Grill
Locust Valley
The price is AED 551
AED 1,525 total
includes taxes & fees
7 May - 8 May
Family-Friendly Retreat w/ Trampoline & Grill

Family Home near NY Beach Private Workspace

Family Home near NY Beach Private Workspace
Glen Head
8.8 out of 10, Excellent, (8 reviews)
"We had another great stay. This was our second time renting and everything was clean, comfortable, and well equipped. The fenced backyard was perfect for our dogs, and the walk to the train made getting into the city very easy. We would happily stay here again and highly recommend this cozy place."
United States
Jeffrey W.
Family Home near NY Beach Private Workspace

Ultra-Modern Studio | Near Hospital & NYCIM | WiFi

Ultra-Modern Studio | Near Hospital & NYCIM | WiFi
Huntington
10.0 out of 10, Exceptional, (5 reviews)
"Very clean, modern and comfortable. Host was helpful and a great communicator. We will definitely stay again! "
United States
Tricia H.
Ultra-Modern Studio | Near Hospital & NYCIM | WiFi

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 AED 607
AED 1,564 total
includes taxes & fees
4 May - 5 May
Marine Theme - 4 BR - Backyard - Fire pit

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 AED 1,305
AED 2,865 total
includes taxes & fees
6 May - 7 May
Modern + Spacious 5BR/2BA Home, Renovated Backyard

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

Spacious 3BR Home / Free Parking / Perfect for Families & Groups
White Plains
The price is AED 992
AED 2,017 total
includes taxes & fees
4 May - 5 May
Spacious 3BR Home / Free Parking / Perfect for Families & Groups

Stamford : The Comfy Cove Hideout

Stamford : The Comfy Cove Hideout
Cove - East Side - Shippan
The price is AED 347
AED 1,002 total
includes taxes & fees
29 May - 30 May
Stamford : The Comfy Cove Hideout

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 AED 992
AED 1,890 total
includes taxes & fees
7 May - 8 May
Comfortable 3BR Home / 4 Queen Beds / Free Parking / Perfect for 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

Waterview House Walking Distance from Cove Beach

Waterview House Walking Distance from Cove Beach
Cove - East Side - Shippan
9.2 out of 10, Wonderful, (23 reviews)
"Great location for visiting Stamford, right on the water, a short walk from the beach, a short drive from the ShopRite. Liked the pool table. Excellent kitchen. Backyard seemed very nice but didn't use it due to weather. Easily parks 5 cars, and off-season (Oct-Apr) there is parking at the beach nearby."
United States
Eric K.
The price is AED 1,638
AED 3,293 total
includes taxes & fees
18 May - 19 May
Waterview House Walking Distance from Cove Beach
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Darien Hotel Reviews