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Featured Cottages in Cos Cob

Beach house cottage steps to private beach in the heart of Bayville
Fridge, microwave, oven, stovetop
Beach house cottage steps to private beach in the heart of Bayville
10.0 out of 10, Exceptional, (9)
"This is my second time here. It is so conveniently located for us being that we have family close by. I will stay here again. Thank you."
Beach house cottage steps to private beach in the heart of Bayville
Escape to 'River Cottage. Ready for hiking, fishing, or a peaceful break?
Property grounds
Escape to 'River Cottage. Ready for hiking, fishing, or a peaceful break?
10.0 out of 10, Exceptional, (2)
"Highly recommend. We visited the River Cottage on our Anniversary trip to Connecticut! The cottage is quaint, relaxing and peaceful. The location is beautiful and convenient to hiking, parks, dining and shopping. The hosts are kind, respectful and welcoming! We cannot wait to stay here again. "
Escape to 'River Cottage. Ready for hiking, fishing, or a peaceful break?
Adorable 1-Bedroom Cottage in Weston, CT
Fridge, microwave, oven, stovetop
Adorable 1-Bedroom Cottage in Weston, CT
10.0 out of 10, Exceptional, (30)
"Very cozy cottage a little off the beaten path in Weston. Quiet & stocked with amenities for our comfort. The owner was helpful & responsive. If there was any drawback it would be helpful to air out the cottage as its an old building & investing in some new pillows would be appreciated by the next guests. Otherwise a great stay."
The price is NZ$479
includes taxes & fees
30 Sept - 1 Oct
Adorable 1-Bedroom Cottage in Weston, CT
Fairfield Cottage · Charming Fairfield Cottage By The Sea
Fridge, microwave, oven, stovetop
Fairfield Cottage · Charming Fairfield Cottage By The Sea
10.0 out of 10, Exceptional, (31)
"What a wonderful find, and only an hour away from NYC. Fairfield CT is beautiful, friendly people, great restaurants, dog friendly, beautiful private beach, the list goes on and on. Thank you to Gerard for being so helpful, kind and always there to answer any questions, and give great recommendations. If you ever need a break from the city, this is the place to go to. Thanks again for such a wonderful holiday! We will be back."
Fairfield Cottage · Charming Fairfield Cottage By The Sea
Private Waterfront Cottage on Long Islands North Shore Northport Village NY
Property grounds
Private Waterfront Cottage on Long Islands North Shore Northport Village NY
8.0 out of 10, Very good, (4)
"The property is in a perfect location to visit Northport on foot and has amazing views of the harbor as you are directly on the water. Main Street of Northport and the main dock and the main park with all its shops is an easy 2 minute walk from the place."
The price is NZ$434
includes taxes & fees
30 Sept - 1 Oct
Private Waterfront Cottage on Long Islands North Shore Northport Village NY
Westport "Gold Coast" across from Southport beach
Exterior
Westport "Gold Coast" across from Southport beach
10.0 out of 10, Exceptional, (79)
"Very cute spot in a great location. "
Westport "Gold Coast" across from Southport beach
Historic Pound Ridge Cottage, 2 Beds, Fully Furnished
Smart TV, computer monitors, printers
Historic Pound Ridge Cottage, 2 Beds, Fully Furnished
9.4 out of 10, Exceptional, (3)
"I spent 2 serene weeks here and hope to return some day! With modern creature comforts in the kitchen, the rest of this home is very rustic. If you are looking for peace and quiet, and are into drawing, cooking or reading books to the sounds of trees rustling and water flowing across the street, you will be in heaven here. For summer months, note that there is only a small portable AC unit in the sunroom. There are several fans and it was manageable in early summer, but I imagine it is quite...
Historic Pound Ridge Cottage, 2 Beds, Fully Furnished
Trendy 1 bedroom +loft apartment w/ parking
Smart TV
Trendy 1 bedroom +loft apartment w/ parking
10.0 out of 10, Exceptional, (1)
"My husband and I are relocating to the East Coast and after a week-long drive across the country, we were happy, tired and grateful to arrive at Leti’s lovely apartment for a 3-week stay. It was exactly what we had hoped for —in fact, better than expected. The unit had parking, a fenced yard (with patio table and grassy area), a washer-dryer (with soap provided!) and a wonderful, well-appointed full kitchen and living space. The apartment was extremely clean with new furnishings and...
Trendy 1 bedroom +loft apartment w/ parking
Second floor cottage apartment located in a private community.
Fridge, microwave, oven, stovetop
Second floor cottage apartment located in a private community.
9.6 out of 10, Exceptional, (14)
"The cottage was as described and the photos don’t really do it justice, it is lovely and the location cannot be beat. We had good communication with the hosts and overall it was a very nice stay. Would definitely return for a future visit to Stamford!"
Second floor cottage apartment located in a private community.
Beachfront cottage located in the heart of Fairfield Beach!!
On the beach
Beachfront cottage located in the heart of Fairfield Beach!!
9.6 out of 10, Exceptional, (15)
"This is my third year staying at this property. I have friends that live around the area so it is a nice quiet private space to reconnect. Paul the host is always quick to respond to any concerns I may have while staying. My dog Angel is in heaven literally 5 steps to the water . The beach and people are so kind and friendly. Love it!"
Beachfront cottage located in the heart of Fairfield Beach!!
Charming New York Escape Near Central Park!
Interior
Charming New York Escape Near Central Park!
3.0 star property
Charming New York Escape Near Central Park!
California cozy cottage/studio in the middle of the Greenwich
Exterior
California cozy cottage/studio in the middle of the Greenwich
10.0 out of 10, Exceptional, (1)
"This VRBO was a pleasure! Host Olga was very accommodating. This was my first VRBO experience and I will definitely do this again. So much nicer than a hotel stay. It was a wonderful 5 days! I would highly recommend Olga and her California Cottage. "
California cozy cottage/studio in the middle of the Greenwich
Sun and Fun on the beach!!
TV
Sun and Fun on the beach!!
9.6 out of 10, Exceptional, (15)
"Very good place on the beach….and beach walking Paul communication was very timely"
Sun and Fun on the beach!!
South Salem Vacation Rental w/ Furnished Deck!
Interior
South Salem Vacation Rental w/ Furnished Deck!
10.0 out of 10, Exceptional, (1)
"Everything was easy and fine at the space. I had to stay for family reasons - so "location" was the most important factor to me. The worst thing in the unit is that the spiral stair is narrow - and a fat person or person with bad knees is NOT going to be using that stairwell easily. Otherwise, the unit had everything I needed and was perfectly appointed for an easy weekend stay. Enjoy!"
South Salem Vacation Rental w/ Furnished Deck!
Lakefront/nature retreat, 50 miles from NYC, close to Le Chateau (South Salem
Property grounds
Lakefront/nature retreat, 50 miles from NYC, close to Le Chateau (South Salem
9.0 out of 10, Wonderful, (8)
"Property was exactly as advertised & in a beautiful location. Laurence was a very attentive but unobtrusive host. Recommended."
Lakefront/nature retreat, 50 miles from NYC, close to Le Chateau (South Salem
Charming Mamaroneck Home ~ 22 Mi to Manhattan
Interior
Charming Mamaroneck Home ~ 22 Mi to Manhattan
3.0 star property
6.0 out of 10, (1)
"Great quiet neighborhood, but this is only part of the home (1st floor, basement, and part of the 2nd floor) and the people upstairs are stepping loudly late into the night. The 3rd bathroom is in the basement with no shower curtain and a shower head that must be held during your entire shower. It was the 1 room that was actually dirty and I cleaned it before we used it. Internet info was inaccurate but provided when we requested. TV instructions lacking. Plenty of room for hanging out and...
Charming Mamaroneck Home ~ 22 Mi to Manhattan
New York Escape Near Times Square & Central Park!
House (2 Bedrooms) | Private kitchen
New York Escape Near Times Square & Central Park!
3.0 star property
New York Escape Near Times Square & Central Park!
Briarcliff Manor Estate w/ Hudson River Views
Terrace/patio
Briarcliff Manor Estate w/ Hudson River Views
3.0 star property
Briarcliff Manor Estate w/ Hudson River Views
Secluded, private woodland cottage with two bedrooms and stone patio for summer!
Exterior
Secluded, private woodland cottage with two bedrooms and stone patio for summer!
2.0 star property
Secluded, private woodland cottage with two bedrooms and stone patio for summer!
Ridgefield Cottage: Walk to Town & Movie Theater!
Fridge, microwave, stovetop, coffee/tea maker
Ridgefield Cottage: Walk to Town & Movie Theater!
Ridgefield Cottage: Walk to Town & Movie Theater!
Don't see what you're looking for?
See all available properties in Cos Cob
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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Other property types in Cos Cob

2 mini-bedrooms apartment with antique bathtub.
Interior
2 mini-bedrooms apartment with antique bathtub.
10.0 out of 10, Exceptional, (18)
"Conveniently located to small downtown area & train into NYC. "
2 mini-bedrooms apartment with antique bathtub.
Stamford Suites
Exterior
Stamford Suites
2.5 star property
6.8 out of 10, (747)
"It was more than i expected. "
The price is NZ$280
includes taxes & fees
10 Oct - 11 Oct
Stamford Suites
DUNE Fairfield Beach
Private beach nearby, sun-loungers, beach umbrellas, beach towels
DUNE Fairfield Beach
3.0 star property
8.8 out of 10, Excellent, (36)
"It was perfect exactly as pictured! Clean modern unit with everything you can need. The shower is amazing! Loved every bit of the place. Would totally be worth it to come back for a longer stay in one of the bigger units. The premium studio was perfect what I needed this time around. "
The price is NZ$503
includes taxes & fees
7 Oct - 8 Oct
DUNE Fairfield 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.

Frequently asked questions

What is there to do in Cos Cob near my cottage?
The most practical travel accessory is a well-thought-out travel plan. Bush Holley House Museum is a wonderful place to kick off your adventures in Cos Cob.