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Check prices for these dates

Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov
In one month
11 Dec - 13 Dec
In two months
8 Jan - 10 Jan

Our top choices for Cos Cob holiday homes

An outdoor seating area with a round table, a chair, and a hanging light fixture.

1. Gem by the water+ firepit and all fenced backyard

Gem by the water+ firepit and all fenced backyard
Waterside
10.0 out of 10, Exceptional, (21 reviews)
"Property was exactly what we needed for our stay"
United States
Christopher E.
The price is £324
includes taxes & fees
16 Nov - 17 Nov
Gem by the water+ firepit and all fenced backyard
A dock with kayaks and a canoe, surrounded by trees and a calm 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, (46 reviews)
"Nice stay"
United States
Christopher J.
The price is £254
includes taxes & fees
16 Nov - 17 Nov
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
A patio with a wooden fence, a table with chairs, and raised planters.

3. Private Single Fam, walk 2 train/ Theater- Dogs OK

Private Single Fam, walk 2 train/ Theater- Dogs OK
Greenwich
The price is £600
includes taxes & fees
6 Dec - 7 Dec
Private Single Fam, walk 2 train/ Theater- Dogs OK
A modern living room with a white sofa, a glass coffee table, and a piano.

4. Spacious 3BR Townhome | Garage + Near Downtown

Spacious 3BR Townhome | Garage + Near Downtown
West Side
9.2 out of 10, Wonderful, (9 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 £408
includes taxes & fees
12 Nov - 13 Nov
Spacious 3BR Townhome | Garage + Near Downtown
A living room with a sofa, armchair, ottoman, and coffee table.

5. Stamford Home | Family, Work and Plenty of Parking

Stamford Home | Family, Work and Plenty of 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 £343
includes taxes & fees
16 Nov - 17 Nov
Stamford Home | Family, Work and Plenty of Parking
Open concept kitchen

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, (27 reviews)
"Very spacious and nicely decorated"
United States
Linda M.
The price is £726
includes taxes & fees
6 Dec - 7 Dec
5BR Beach House, Game Room + Huge Backyard
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.

7. 5BR Beach House | Water Views + Sauna + Game Room

5BR Beach House | Water Views + Sauna + Game Room
Cove - East Side - Shippan
9.4 out of 10, Exceptional, (32 reviews)
"The property was amazing. The house was clean, beautiful, and well equipped. Plenty of space yet still cozy. Host was very communicative and gracious, had a pleasant experience and will definitely be back!"
United States
Maxx V.
The price is £659
includes taxes & fees
15 Nov - 16 Nov
5BR Beach House | Water Views + Sauna + Game Room
A square fire pit with flames, surrounded by a wooden deck, set against a backdrop of a lake and trees under a clear sky.

8. 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, (2 reviews)
"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 £1,644
includes taxes & fees
16 Nov - 17 Nov
Greenwich Lakefront Estate -- Private Dock, Designer Kitchen & Panoramic Views
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a central island with stools.

9. 5BR Beach Home | Walk to Cove Beach + Private Yard

5BR Beach Home | Walk to Cove Beach + Private Yard
Cove - East Side - Shippan
9.6 out of 10, Exceptional, (27 reviews)
"The house was perfect! Plenty of bedding and the kitchen was well appointed. We were there for my fathers memorial and the living room provided a great space for us to connect and talk together. "
United States
Maury A.
The price is £984
includes taxes & fees
27 Nov - 28 Nov
5BR Beach Home | Walk to Cove Beach + Private Yard
A modern kitchen with white cabinets, a marble island, and black bar stools.

10. 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 £582
includes taxes & fees
18 Nov - 19 Nov
Spacious Retreat with Game Room and Fire Pit
An outdoor patio with a fire pit, green chairs, and a table.

11. 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, (14 reviews)
"Host was very polite and helpful. Excellent condition VRBO."
United States
Drew C.
The price is £235
includes taxes & fees
16 Nov - 17 Nov
Charming suite with patio, heating, WiFi, free parking in welcoming New Rochelle
A bedroom with a large bed, a black sofa, a mirror, and a chandelier.

12. Nice Cozy Room By Empire City Casino And Cross County Shopping Center

Nice Cozy Room By Empire City Casino And Cross County Shopping Center
Southeast Yonkers
8.0 out of 10, Very good, (20 reviews)
"Great location"
United States
Jordan S.
The price is £95
includes taxes & fees
16 Nov - 17 Nov
Nice Cozy Room By Empire City Casino And Cross County Shopping Center
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a built-in oven.

13. 3-bedroom 2-bath house in Norwalk with in-law suite, pool, BBQ

3-bedroom 2-bath house in Norwalk with in-law suite, pool, BBQ
Cranbury
8.8 out of 10, Excellent, (8 reviews)
"Great spot for our family. "
United States
Kevin I.
The price is £431
includes taxes & fees
12 Nov - 13 Nov
3-bedroom 2-bath house in Norwalk with in-law suite, pool, BBQ
A lakeside view with boats docked, surrounded by autumn-colored trees and houses.

14. 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, (89 reviews)
"Comfortable beds and close to good food"
United States
Stacey S.
The price is £410
includes taxes & fees
18 Nov - 19 Nov
Captain's Cottage - Cold Spring Harbor Water Views
A modern kitchen with a marble island, bar stools, and a built-in oven.

15. 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 £301
includes taxes & fees
28 Nov - 29 Nov
Ultra-Modern Studio | Near Hospital & NYCIM | WiFi
A modern living room with a fireplace, a television, and a dining area with chairs and a table.

16. 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, (16 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 £496
includes taxes & fees
17 Nov - 18 Nov
Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border
A two-story house with a front porch, a chimney, and a well-maintained garden with a stone pathway leading to the entrance.

17. Gilded Age Luxury Surrounded by Nature

Gilded Age Luxury Surrounded by Nature
Cranbury
The price is £304
includes taxes & fees
18 Nov - 19 Nov
Gilded Age Luxury Surrounded by Nature
A modern outdoor patio with a seating area, a central table, and a large umbrella.

18. Mansion in Greenwich with private lake and river

Mansion in Greenwich with private lake and river
Greenwich
9.8 out of 10, Exceptional, (6 reviews)
"Beautiful home. Exquisite decor and our kids enjoyed fishing right out back. Thoroughly enjoyed. "
United States
J.J. O.
The price is £3,841
includes taxes & fees
14 Nov - 15 Nov
Mansion in Greenwich with private lake and river
A spacious living room with hardwood flooring, a beige sofa, a coffee table, and a dining area with a table and chairs.

19. Huntington Village 4BR Walkable Sleeps 8

Huntington Village 4BR Walkable Sleeps 8
Huntington
10.0 out of 10, Exceptional, (5 reviews)
"The house was in an ideal location! Unfortunately, there was a nor easterner so walking was not an option but on a lovely day, it would be a perfect house to stay in and explore Huntington! The bedrooms were ideal."
United States
Susan
The price is £594
includes taxes & fees
12 Nov - 13 Nov
Huntington Village 4BR Walkable Sleeps 8
A modern kitchen with a large island, wooden cabinets, and pendant lighting.

20. Stareway to Heaven in Fairfield

Stareway to Heaven in Fairfield
2.0 star property
Fairfield Beach
The price is £926
includes taxes & fees
24 Nov - 25 Nov
Stareway to Heaven in Fairfield
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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Learn more about Cos Cob

Like dining and museums? Get away to romantic Cos Cob!

See all hotels in Cos Cob
A calm river reflecting trees and a house.

Top reviews in Cos Cob

An indoor restaurant with a bar area, seating, and greenery.
J House Greenwich

J House Greenwich

J House Greenwich
Riverside

10/10 Excellent

Best hotel in the area. Tony’s restaurant is a destination in itself. Fabulous stay. Can’t count how many times we have booked. It’s our go to in Connecticut.
United Kingdom
Richard
Reviewed April 7, 2026
J House Greenwich