Holiday Homes in Stamford

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Find holiday rentals that suit your style

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Check prices for these dates

Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov
In one month
4 Dec - 6 Dec
In two months
1 Jan - 3 Jan

Our top choices for Stamford holiday homes

A dock with kayaks and a canoe, surrounded by trees and a calm lake.

1. 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 AU$463
includes taxes & fees
6 Nov - 7 Nov
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
An outdoor seating area with a round table, a chair, and a hanging light fixture.

2. 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 AU$628
includes taxes & fees
9 Nov - 10 Nov
Gem by the water+ firepit and all fenced backyard
A living room with a sofa, armchair, ottoman, and coffee table.

3. 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 AU$642
includes taxes & fees
9 Nov - 10 Nov
Stamford Home | Family, Work and Plenty of 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 AU$776
includes taxes & fees
11 Nov - 12 Nov
Spacious 3BR Townhome | Garage + Near Downtown
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a central island with stools.

5. 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 AU$1,431
includes taxes & fees
6 Nov - 7 Nov
5BR Beach Home | Walk to Cove Beach + Private Yard
A modern living room with a fireplace, a television, and a dining area with chairs and a table.

6. 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 AU$867
includes taxes & fees
9 Nov - 10 Nov
Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border
A modern kitchen with white cabinets, a marble island, and black bar stools.

7. 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 AU$1,050
includes taxes & fees
10 Nov - 11 Nov
Spacious Retreat with Game Room and Fire Pit
Open concept kitchen

8. 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.
5BR Beach House, Game Room + Huge Backyard
A two-story house with a front porch, a chimney, and a well-maintained garden with a stone pathway leading to the entrance.

9. Gilded Age Luxury Surrounded by Nature

Gilded Age Luxury Surrounded by Nature
Cranbury
The price is AU$782
includes taxes & fees
8 Nov - 9 Nov
Gilded Age Luxury Surrounded by Nature
A square fire pit with flames, surrounded by a wooden deck, set against a backdrop of a lake and trees under a clear sky.

10. 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 AU$3,223
includes taxes & fees
7 Nov - 8 Nov
Greenwich Lakefront Estate -- Private Dock, Designer Kitchen & Panoramic Views
A bedroom with a large bed, a black sofa, a mirror, and a chandelier.

11. 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 AU$181
includes taxes & fees
6 Nov - 7 Nov
Nice Cozy Room By Empire City Casino And Cross County Shopping Center
An outdoor patio with a fire pit, green chairs, and a table.

12. 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, (13 reviews)
"Host was very polite and helpful. Excellent condition VRBO."
United States
Drew C.
The price is AU$433
includes taxes & fees
11 Nov - 12 Nov
Charming suite with patio, heating, WiFi, free parking in welcoming New Rochelle
A swimming pool at night with blue lighting.

13. 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 AU$197
includes taxes & fees
8 Nov - 9 Nov
Business or Weekend escape
A bedroom with a bed, a nightstand, a mirror, and a window with curtains.

14. 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 AU$246
includes taxes & fees
6 Nov - 7 Nov
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
A modern living room with a grey sofa, a glass coffee table, and large windows offering views of the street.

15. 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 AU$367
includes taxes & fees
18 Nov - 19 Nov
Centric property close to all the great things in the city
A lakeside view with boats docked, surrounded by autumn-colored trees and houses.

16. 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 AU$725
includes taxes & fees
16 Nov - 17 Nov
Captain's Cottage - Cold Spring Harbor Water Views
A modern kitchen with a marble island, bar stools, and a built-in oven.

17. 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 AU$556
includes taxes & fees
8 Nov - 9 Nov
Ultra-Modern Studio | Near Hospital & NYCIM | WiFi
A hotel room with a bed, a desk, a chair, a microwave, a coffee maker, and a TV.

18. Cozy Studio by Hofstra University

Cozy Studio by Hofstra University
Uniondale
9.6 out of 10, Exceptional, (49 reviews)
"Great stay "
United States
Tyshieka R.
The price is AU$240
includes taxes & fees
29 Nov - 30 Nov
Cozy Studio by Hofstra University
A beach with people sunbathing and walking along the shore, a pier with a covered area, and buildings in the background.

19. Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train

Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train
Fairfield
10.0 out of 10, Exceptional, (41 reviews)
"Great accommodations and perfect location for us. "
United States
Kim G.
The price is AU$778
includes taxes & fees
9 Nov - 10 Nov
Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train
A modern living room with a blue rocking chair, a wooden coffee table, and a vase with dried plants. There are two framed artworks on the wall and a wooden accent wall.

20. Cozy Home.

Cozy Home.
Hempstead
9.8 out of 10, Exceptional, (7 reviews)
"Clean basement apartment, comfy couch and easy check in."
United States
Gina O.
The price is AU$409
includes taxes & fees
9 Nov - 10 Nov
Cozy 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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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

A marina with several yachts docked, a large building with multiple balconies, and a calm water surface reflecting the boats.
Delamar Greenwich Harbor

Delamar Greenwich Harbor

Delamar Greenwich Harbor
Greenwich

10/10 Excellent

Fantastic hotel with top quality service, facilities and style. highly recommend for anyone visiting Greenwich. A great break from Manhattan hotel scene.
Australia
Anonymous traveller
Reviewed November 7, 2019
Delamar Greenwich Harbor