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Browse Select Darien Vacation Homes

Captain's Cottage - Cold Spring Harbor Water Views

10.0 out of 10, Exceptional, (65)
"Great home to stay. Beautiful area to explore!"
The price is CA $530
CA $971 total
includes taxes & fees
Sep 8 - Sep 9
Captain's Cottage - Cold Spring Harbor Water Views

Stareway to Heaven Su

10.0 out of 10, Exceptional, (6)
"We stayed with family at this lovely home for my son’s graduation and Mother’s Day. The home is even nicer than the pictures- everything is top notch. It’s one block from a nice beach with lovely views from many of the rooms. We would love to come back and stay! "
Stareway to Heaven Su

Charming 3-bedroom modern family retreat!

10.0 out of 10, Exceptional, (1)
"Spacious, clean and host was very responsive to any questions we had ! "
The price is CA $716
CA $1,024 total
includes taxes & fees
Aug 18 - Aug 19
Charming 3-bedroom modern family retreat!

Beautiful historic home in Stony Brook!

2.0 star property
8.2 out of 10, Very good, (12)
"Thank you Great Location Would book again"
Beautiful historic home in Stony Brook!

Charming 3-bedroom house with WiFi, AC in serene Fairfield

9.6 out of 10, Exceptional, (4)
"Thank you for the stay!"
Charming 3-bedroom house with WiFi, AC in serene Fairfield

Business or Weekend escape

9.2 out of 10, Wonderful, (44)
"Very nice owner with great communication. "
The price is CA $117
CA $202 total
includes taxes & fees
Aug 13 - Aug 14
Business or Weekend escape

Adorable Cottage with Water Views, Across the street from Prime & other eateries

9.8 out of 10, Exceptional, (63)
"This home had everything you could ask for. It was very cozy and the owner has put very thoughtful touches into the property. Would definitely stay again!"
Adorable Cottage with Water Views, Across the street from Prime & other eateries

Secluded Luxury Home – Peaceful, Comfortable, and Fully Private.

Secluded Luxury Home – Peaceful, Comfortable, and Fully Private.

Charming New York Escape Near Central Park!

7.2 out of 10, Good, (15)
"Great area, good air conditioning equipment and tv's etc. The basement has the 2nd washroom, water didn't work except for the shower so hopefully that gets fixed soon. WiFi password on the modem was old so I had to contact to obtain the actual password, hopefully that also gets updated. Some of the towels had stains on them which is not a problem to me since I brought my own, but my brother was using it so that was a little disappointing too. Otherwise I'd say it was a great stay for the price...
Charming New York Escape Near Central Park!

Stay at Black Rock Harbor

10.0 out of 10, Exceptional, (21)
"Lovely home, responsive host & convenient location with water views. Cute & comfy decor with well appointed kitchen and off street parking. "
Stay at Black Rock Harbor

Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC

2.0 star property
10.0 out of 10, Exceptional, (5)
"We had a very nice family weekend. There was plenty of room, the furniture and beds were comfortable, and the kitchen had everything we needed. Great communication with the owner"
The price is CA $454
CA $916 total
includes taxes & fees
Sep 3 - Sep 4
Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC

Quaint duplex with private yard. Walk to beach, dining, & shopping!

10.0 out of 10, Exceptional, (44)
"Needed a place to stay with our dog while visiting our granddaughters in a nearby town."
Quaint duplex with private yard. Walk to beach, dining, & shopping!

Spacious 4-bedroom house in charming Rye with AC

The price is CA $275
CA $625 total
includes taxes & fees
Aug 12 - Aug 13
Spacious 4-bedroom house in charming Rye with AC

PureHeart House, Spacious, Peaceful 3bdr House in Yonkers

9.0 out of 10, Wonderful, (36)
"Short trip. great place to stay . Very cozy . Family loved it "
PureHeart House, Spacious, Peaceful 3bdr House in Yonkers

BEDI MANSION - A FAMILY GETAWAY - RETREATS - FILL WITH LOTS OF SUN AND POOL Time

10.0 out of 10, Exceptional, (10)
"Super enjoyable."
BEDI MANSION - A FAMILY GETAWAY - RETREATS - FILL WITH LOTS OF SUN AND POOL Time

Charming 1-bedroom artist den with WiFi, AC in terrific Huntington

10.0 out of 10, Exceptional, (1)
"My wife, little one and I needed a place to stay to attend a wedding at “The Mansion at Oyster Bay”. The space was well kept, comfortable, and very conveniently located. The hosts were present at check in and very communicative throughout our stay. We had a little hiccup and they handled it very well. I highly recommend staying at Yvonne and Michael’s house. "
The price is CA $192
CA $290 total
includes taxes & fees
Aug 19 - Aug 20
Charming 1-bedroom artist den with WiFi, AC in terrific Huntington

Soothing Carriage House with Hot Tub in charming Stratford

10.0 out of 10, Exceptional, (2)
"John was a wonderful Host.We had a very relaxing time in the Hot Tub and the carriage house had everything we needed for our stay.We will definitely book again,Lisa and Holly"
Soothing Carriage House with Hot Tub in charming Stratford

St Julian's Place - Large updated Apt @ 40 Min NYC

10.0 out of 10, Exceptional, (35)
"Loved everything about this place! Plenty of space for everyone, great location four minutes from the commuter train, having offstreet parking was a huge blessing! So much good I could say about this property, communication was wonderful, and having a laundromat just steps down the street was perfect for a laundry refresh in our trip! The neighborhood is quiet yet close to everything and well kept!"
St Julian's Place - Large updated Apt @ 40 Min NYC

Cheerful 4 bedrooms residential house.

9.8 out of 10, Exceptional, (31)
"House was perfect for what we needed. Great proximity to the Amphitheater and Seaside Park. "
Cheerful 4 bedrooms residential house.

Lakeside luxury: beautiful, relaxing 4 bedroom home

10.0 out of 10, Exceptional, (28)
"This property was perfect for our needs! Checking in and out was simple and easy. The house is spacious and backyard is gorgeous! "
Lakeside luxury: beautiful, relaxing 4 bedroom home
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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