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Holiday Homes in Stamford

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

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, (45 reviews)
"Nice stay"
United States
Christopher J.
The price is €311
includes taxes & fees
26 Oct - 27 Oct
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
A house with a porch, a white door, and a window with blinds.

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)
"Very nice location, easy check in and check out. Also very comfortable."
United States
Leslie S.
The price is €400
includes taxes & fees
26 Oct - 27 Oct
Gem by the water+ firepit and all fenced backyard
A modern living room with a white sofa, a glass coffee table, and a piano.

3. Urban Oasis 45 min to NYC 2.5 Bath + Garage + Yard

Urban Oasis 45 min to NYC 2.5 Bath + Garage + Yard
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 €553
includes taxes & fees
28 Oct - 29 Oct
Urban Oasis 45 min to NYC 2.5 Bath + Garage + Yard
A living room with a sofa, armchair, ottoman, and coffee table.

4. Spacious Stamford Home | Family, Work, Parking

Spacious Stamford Home | Family, Work, 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 €456
includes taxes & fees
26 Oct - 27 Oct
Spacious Stamford Home | Family, Work, Parking
Open concept kitchen

5. 5BR Beach House, Game Room + Huge Backyard

5BR Beach House, Game Room + Huge Backyard
Cove - East Side - Shippan
10.0 out of 10, Exceptional, (26 reviews)
"Very spacious and nicely decorated"
United States
Linda M.
The price is €969
includes taxes & fees
1 Nov - 2 Nov
5BR Beach House, Game Room + Huge Backyard
A modern kitchen with white cabinets, a marble island, and black bar stools.

6. 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 €673
includes taxes & fees
28 Oct - 29 Oct
Spacious Retreat with Game Room and Fire Pit
A modern living room with a fireplace, a television, and a dining area with chairs and a table.

7. 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, (15 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 €578
includes taxes & fees
9 Nov - 10 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.

8. Gilded Age Luxury Surrounded by Nature

Gilded Age Luxury Surrounded by Nature
Cranbury
The price is €502
includes taxes & fees
26 Oct - 27 Oct
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.

9. 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 €2,703
includes taxes & fees
26 Oct - 27 Oct
Greenwich Lakefront Estate -- Private Dock, Designer Kitchen & Panoramic Views
A lakeside view with boats docked, surrounded by autumn-colored trees and houses.

10. 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, (88 reviews)
"Comfortable beds and close to good food"
United States
Stacey S.
The price is €451
includes taxes & fees
27 Oct - 28 Oct
Captain's Cottage - Cold Spring Harbor Water Views
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, (12 reviews)
"Host was very polite and helpful. Excellent condition VRBO."
United States
Drew C.
The price is €319
includes taxes & fees
27 Oct - 28 Oct
Charming suite with patio, heating, WiFi, free parking in welcoming New Rochelle
A swimming pool at night with blue lighting.

12. 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 €140
includes taxes & fees
31 Oct - 1 Nov
Business or Weekend escape
A bedroom with a bed, a nightstand, a mirror, and a window with curtains.

13. 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, (56 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 €151
includes taxes & fees
26 Oct - 27 Oct
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
A bedroom with a large bed, a black sofa, a mirror, and a chandelier.

14. 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
7.8 out of 10, Good, (19 reviews)
"Great location"
United States
Jordan S.
The price is €124
includes taxes & fees
3 Nov - 4 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.

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 €373
includes taxes & fees
26 Oct - 27 Oct
Ultra-Modern Studio | Near Hospital & NYCIM | WiFi
A modern living room with a grey sofa, a glass coffee table, and large windows offering views of the street.

16. 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 €244
includes taxes & fees
26 Oct - 27 Oct
Centric property close to all the great things in the city
A bedroom with a bed, a TV mounted on the wall, a window with curtains, and a radiator.

17. 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 €166
includes taxes & fees
11 Nov - 12 Nov
Cozy Studio by Hofstra University
A kitchen with wooden cabinets, a stainless steel refrigerator, a dining table, and a sofa.

18. Elite room stay

Elite room stay
Bridgeport
The price is €311
includes taxes & fees
26 Oct - 27 Oct
Elite room stay
A wooden sign with the name 'JONES' and wooden barrels.

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 €498
includes taxes & fees
28 Oct - 29 Oct
Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train
A bedroom with a bed, bedside tables, a chair, and a window.

20. 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 €745
includes taxes & fees
27 Oct - 28 Oct
Huntington Village 4BR Walkable Sleeps 8
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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Top Stamford Hotel Reviews

Hilltop Inn & Suites

Hilltop Inn & Suites

10/10 Excellent
"We ended up getting a wheelchair accessible room, which was fine except the shower head was at our chest. We told front desk and they quickly had us moved to a new room. I’ve stayed here multiple times and been happy every time. I’ll be back."
Jamie 2-night trip
Posted 5 hours ago
Hilltop Inn & Suites

Find out more about Stamford

Stamford Holiday Homes information

Number of reviews
457
Accommodation
472 Holiday Homes
Lowest Price
€124
Highest Price
€2,703