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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 Stamford holiday homes

A gated outdoor area with a wooden fence, a metal gate, and a small table with a lamp.

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, (22 reviews)
"Property was exactly what we needed for our stay"
United States
Christopher E.
The price is £330
includes taxes & fees
17 Nov - 18 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 £255
includes taxes & fees
18 Nov - 19 Nov
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Exterior

3. Spacious 3BR | Family + Work | Ample Parking

Spacious 3BR | Family + Work | Ample Parking
Cove - East Side - Shippan
8.6 out of 10, Excellent, (9 reviews)
"Great location - very spacious and strong AC! host was very communicative and easy to deal with."
United States
Cari B.
The price is £369
includes taxes & fees
16 Nov - 17 Nov
Spacious 3BR | Family + Work | Ample Parking
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 £419
includes taxes & fees
16 Nov - 17 Nov
Spacious 3BR Townhome | Garage + Near Downtown
A spacious living area with a sofa, ottoman, and a foosball table.

5. 5BR Beach Home w/ Fireplaces, Fire Pit & Game Room

5BR Beach Home w/ Fireplaces, Fire Pit & Game Room
Cove - East Side - Shippan
10.0 out of 10, Exceptional, (27 reviews)
"Very spacious and nicely decorated"
United States
Linda M.
The price is £768
includes taxes & fees
1 Dec - 2 Dec
5BR Beach Home w/ Fireplaces, Fire Pit & Game Room
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.

6. 5BR Water View Home, Sauna, Game Room, Fire Pit

5BR Water View Home, Sauna, Game Room, Fire Pit
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 £755
includes taxes & fees
2 Dec - 3 Dec
5BR Water View Home, Sauna, Game Room, Fire Pit
An outdoor seating area with a sofa, chairs, and a round table, surrounded by potted plants and candles.

7. Gilded Age Luxury Surrounded by Nature

Gilded Age Luxury Surrounded by Nature
Cranbury
The price is £309
includes taxes & fees
18 Nov - 19 Nov
Gilded Age Luxury Surrounded by Nature
A modern kitchen with white cabinetry, a granite countertop, and a dishwasher.

8. Spacious Retreat with Game Room and Fire Pit

Spacious Retreat with Game Room and Fire Pit
West Norwalk
8.6 out of 10, Excellent, (4 reviews)
"We had a wonderful stay."
United States
Linda S.
The price is £570
includes taxes & fees
18 Nov - 19 Nov
Spacious Retreat with Game Room and Fire Pit
A wooden deck with a grill, outdoor furniture, and a large umbrella.

9. Coastal 5BR: Billiards, Ping Pong, Fire Pit, Yard

Coastal 5BR: Billiards, Ping Pong, Fire Pit, 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 £738
includes taxes & fees
16 Nov - 17 Nov
Coastal 5BR: Billiards, Ping Pong, Fire Pit, Yard
A dining area with a table and chairs, a world map artwork, and a 'RELAX LOVE' sign on the wall.

10. 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 £439
includes taxes & fees
19 Nov - 20 Nov
3-bedroom 2-bath house in Norwalk with in-law suite, pool, BBQ
A wooden deck with a table and chairs, surrounded by a railing and trees.

11. 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 £482
includes taxes & fees
17 Nov - 18 Nov
Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border
A square fire pit with flames, surrounded by a wooden deck, set against a backdrop of a lake and trees under a clear sky.

12. 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 £1,660
includes taxes & fees
18 Nov - 19 Nov
Greenwich Lakefront Estate -- Private Dock, Designer Kitchen & Panoramic Views
A patio with a wooden fence, a table with chairs, and a potted plant.

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

Private Single Fam, walk 2 train/ Theater- Dogs OK
Greenwich
The price is £599
includes taxes & fees
9 Dec - 10 Dec
Private Single Fam, walk 2 train/ Theater- Dogs OK
An outdoor patio with a fire pit, green chairs, and a table.

14. 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 £221
includes taxes & fees
16 Nov - 17 Nov
Charming suite with patio, heating, WiFi, free parking in welcoming New Rochelle
A bedroom with two beds, each with a fluffy white throw blanket and multiple pillows in shades of blue, pink, and black. The room has a neutral gray wall, a white door, and a small plant on the floor.

15. Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Brentwood
9.4 out of 10, Exceptional, (57 reviews)
"This stay was very clean and easy. The check-in process was efficient. Thank you, I would definitely book again for a short stay!"
United States
Jaelyn
The price is £131
includes taxes & fees
16 Nov - 17 Nov
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
A swimming pool at night with blue lighting.

16. Business or Weekend escape

Business or Weekend escape
Stratford
9.2 out of 10, Wonderful, (60 reviews)
"Definitely clean - good place for an overnight stay."
United States
Kimberly
The price is £111
includes taxes & fees
16 Nov - 17 Nov
Business or Weekend escape
A bedroom with a patterned bedspread, a headboard, bedside tables, and a window with curtains.

17. 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 £83
includes taxes & fees
16 Nov - 17 Nov
Nice Cozy Room By Empire City Casino And Cross County Shopping Center
A modern kitchen with a marble island, bar stools, and a built-in oven.

18. 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 £304
includes taxes & fees
1 Dec - 2 Dec
Ultra-Modern Studio | Near Hospital & NYCIM | WiFi
A lakeside view with boats docked, surrounded by autumn-colored trees and houses.

19. 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 £377
includes taxes & fees
17 Nov - 18 Nov
Captain's Cottage - Cold Spring Harbor Water Views
A modern living room with a grey sofa, a glass coffee table, and large windows offering views of the street.

20. 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
6.8 out of 10, (18 reviews)
"This rental was great accommodation"
United States
Alma B.
The price is £196
includes taxes & fees
18 Nov - 19 Nov
Centric property close to all the great things in the city
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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Stamford and related destinations

Just 45 minutes from Manhattan, this coastal city offers waterfront parks and the impressive Stamford Museum & Nature Centre. Visit the city centre district for excellent restaurants, then catch a show at the historic Palace Theatre where local performers take the stage.

See all hotels in Stamford
A cityscape with a river, modern buildings, and green spaces.

Top reviews in Stamford

The entrance of a Marriott Residence Inn with a revolving door, large windows, and a stone facade.
Residence Inn Stamford Downtown

Residence Inn Stamford Downtown

Residence Inn Stamford Downtown
Downtown Stamford

10/10 Excellent

All the staff were really pleasant and helpful. Central heating very noisy as was the fridge freezer. The young lady serving breakfast (whose name I think was Tyrone) was exceptional) was definitely up for praise she was fantastic. Would stay there again next time I’m in the area
United Kingdom
Pauline
Reviewed December 26, 2021
Residence Inn Stamford Downtown