Holiday Homes in Stamford

Most accommodation are fully refundable. Because flexibility matters.

Save an average of 15% on thousands of hotels with Expedia Rewards

Search over 2.9 million properties and 550 airlines worldwide

Featured Holiday Homes in Stamford

Private kitchen
Cozy 4-bedroom house with AC and WiFi in Centereach, New York.
10.0 out of 10, Exceptional, (1)
"Kerry was a great host! The home was new, clean, modern, and beautifully decorated. The home and host exceeded our expectations. Kerry was friendly, available and very communicative. We’ll book again."
The price is AU$882
includes taxes & fees
6 May - 7 May
Cozy 4-bedroom house with AC and WiFi in Centereach, New York.
Property grounds
Tranquil Lakefront Cottage - Private Dock, Kayaks, Stunning Views, Family Friendly
10.0 out of 10, Exceptional, (15)
"From the moment we came we felt right at home! Such a comfortable place to stay! Every morning we were greeted by a beautiful bald eagle on the lake as well as the chitter chatter of birds. For those who have a hard time climbing stairs, this is NOT the place for you. Bedrooms as well as bathrooms are not on the main level. No matter we would definitely want to stay again!"
Tranquil Lakefront Cottage - Private Dock, Kayaks, Stunning Views, Family Friendly
On the beach, beach towels
Ocean Front Beach House with Private Beach Access - Newly Renovated!
10.0 out of 10, Exceptional, (2)
"We stayed at this newly renovated beach house for a long weekend in April. The home is big, spacious and beautifully decorated. Every bed is super comfy and we fell asleep listening to the waves. We loved the big kitchen! We had all nine beds filled and still had plenty of room and privacy. We love Milford shoreline and this home made our weekend celebration just perfect. Thank you Matt for being so helpful and accommodating. Everyone wants to rent it now😊"
Ocean Front Beach House with Private Beach Access - Newly Renovated!
Save an average of 15% on thousands of hotels when you're signed in
1 bedroom, iron/ironing board, WiFi, bed sheets
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
10.0 out of 10, Exceptional, (7)
"Nice place to stay. Small but has everything you need. Close to the major highways. Hostess Jennifer was great She checked in several times with me."
The price is AU$230
includes taxes & fees
6 May - 7 May
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Terrace/patio
Lower Lvl Private 2BR/1BA Family/Pet Friendly
10.0 out of 10, Exceptional, (102)
"Beautiful, ultra comfy and clean space, great beds, amazing gym and home theatre, easy check-in and excellent, rapid responses from host. Wish I could have stayed longer."
Lower Lvl Private 2BR/1BA Family/Pet Friendly
Pool
Steps2Beach, fenced garden Oasis w/Pond, Kayaks, Bicycles & Beach Gear!
10.0 out of 10, Exceptional, (13)
"We had an awesome trip to Walnut Beach! The place was perfect - great location, walking distance to the beach and boardwalk. Close to a great coffee shop and a tremendous Lobster Roll at the Lazy Lobster! Evenings at the fire pit in the backyard was a perfect end to the day. We will be back. Thank you!!!"
The price is AU$655
includes taxes & fees
29 May - 30 May
Steps2Beach, fenced garden Oasis w/Pond, Kayaks, Bicycles & Beach Gear!
Aerial view
Captain's Cottage - Cold Spring Harbor Water Views
10.0 out of 10, Exceptional, (36)
"Adorable home with water views. Close to sweet town. Was a ladies night away, great quaint home."
The price is AU$785
includes taxes & fees
6 May - 7 May
Captain's Cottage - Cold Spring Harbor Water Views
Exterior
Contemporary Cozy Cottage
10.0 out of 10, Exceptional, (1)
"A very short but pleasant stay and the host gave us good communication."
The price is AU$581
includes taxes & fees
3 May - 4 May
Contemporary Cozy Cottage
Beach
Spacious 3BR Private Home * Direct Water View
10.0 out of 10, Exceptional, (12)
"This is a very nice accommodation. Situated by the beautiful park and water. You can find shopping facilities within walking distance. The landlord was very reliable in making sure that our stay was very nice."
Spacious 3BR Private Home * Direct Water View
Property grounds
5 spacious bedrooms in a mansion with a huge kitchen, living areas, & parking.
10.0 out of 10, Exceptional, (4)
"My family was in town for a memorial service and this house was perfect for what we needed. We could all spread out and also had a serene place to gather and be a family. Accommodations were wonderful with a private bath for the each of us. Thank you for providing us a great place to stay."
5 spacious bedrooms in a mansion with a huge kitchen, living areas, & parking.
Interior
Beautiful, Spacious, Beachfront Home - Perfect for Entertaining Family & Friends
10.0 out of 10, Exceptional, (39)
"We stayed for a second Family Christmas in a row. Stacie and Mike were great again!"
Beautiful, Spacious, Beachfront Home - Perfect for Entertaining Family & Friends
Outdoor dining
Lakeview Estate - Chef's Kitchen - NYC Getaway
10.0 out of 10, Exceptional, (17)
"We had a wonderful stay in the house. It has incredible views and the lake is beautiful."
Lakeview Estate - Chef's Kitchen - NYC Getaway
Property grounds
NEW 2BR 2B Direct Waterfront Candlewood Lake Home~ Views & Dock~ WINTER SPECIAL!
10.0 out of 10, Exceptional, (14)
"This property was absolutely beautiful, and the property manager Lisa was kind and made herself available if needed. Absolutely plan to come back again."
NEW 2BR 2B Direct Waterfront Candlewood Lake Home~ Views & Dock~ WINTER SPECIAL!
House | Living area
Modern Luxury Home w GameRoom & Parking
3.0 star property
10.0 out of 10, Exceptional, (1)
"This was an excellent House My birthday weekend was amazing I totally would book again"
Modern Luxury Home w GameRoom & Parking
Fridge, microwave, dishwasher, coffee/tea maker
Cheerful 4 bedrooms residential house.
9.8 out of 10, Exceptional, (13)
"This was walking distance to the Total Mortgage Arena for our robotics competition. Having the full kitchen to cook meals was awesome. Nice comfy beds, plenty of space, I claimed the nook off the kitchen/dining area for myself. Boys had front room to work on their robot."
Cheerful 4 bedrooms residential house.
Property grounds
Elegant private resort style North Shore home
9.8 out of 10, Exceptional, (14)
"Plenty of room and spacious for family gatherings"
Elegant private resort style North Shore home
Pool
Business or Weekend escape
9.6 out of 10, Exceptional, (10)
"Everything was great at the property. And the apartment was spotless and it had refreshments. We really loved the place. We probably will be back soon. The owner was very nice and great to work with. Thank you for your hospitality"
The price is AU$210
includes taxes & fees
8 May - 9 May
Business or Weekend escape
Private kitchen
Near NYC ~ Fire pit, Game Room, Pet Friendly, King Bed, Modern Luxury
9.6 out of 10, Exceptional, (4)
"The house is in a great location in New Rochelle, near to a train station to commute to the city and for family coming in on Amtrak from Boston. The main floor of the house is cozy with a lovely kitchen and lots of seating space. Bedrooms were a nice size and we all felt the beds were extremely comfortable. Shower was really nice, too. Owner was responsive and easy to work with throughout the process."
Near NYC ~ Fire pit, Game Room, Pet Friendly, King Bed, Modern Luxury
Fridge, microwave, stovetop, coffee/tea maker
Spacious Mount Kisco Home < 1 Mi to Downtown!
9.6 out of 10, Exceptional, (81)
"We have family in the area and instead of staying in a hotel, we decided to book a house for a few days. The house was perfect to host Christmas eve."
Spacious Mount Kisco Home < 1 Mi to Downtown!
Fridge, microwave, oven, stovetop
Cozy Modern Home
9.6 out of 10, Exceptional, (26)
"Very nice place, stay there for a couple of nights for a get together, plenty of room. Only problem was some of the cleaning supplies where locked away where we couldn’t access it so we had to bring a mop and other supplies."
Cozy Modern Home
Don't see what you're looking for?
See all available properties in Stamford
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.

Other property types in Stamford

Terrace/patio
Lower Lvl Private 2BR/1BA Family/Pet Friendly
10.0 out of 10, Exceptional, (102)
"Beautiful, ultra comfy and clean space, great beds, amazing gym and home theatre, easy check-in and excellent, rapid responses from host. Wish I could have stayed longer."
Lower Lvl Private 2BR/1BA Family/Pet Friendly
Exterior
Stamford Suites
2.5 star property
7.0 out of 10, Good, (700)
"Big clean spacious rooms, easily walkable to Stamford downtown with free breakfast. Property is not in great condition but otherwise centrally located with free parking."
The price is AU$255
includes taxes & fees
16 May - 17 May
Stamford Suites
Beach
Seascape Beach Home- Seas-the-Day at this cozy home on Shippan Point
The price is AU$811
includes taxes & fees
5 May - 6 May
Seascape Beach Home- Seas-the-Day at this cozy home on Shippan Point
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.

Stamford Holiday Homes information

Number of reviews
411
Accommodation
420 Holiday Homes
Lowest Price
AU$210
Highest Price
AU$882

Recent Reviews in Stamford
Expedia verified reviews