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Stamford Holiday Rentals

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Our top choices for Stamford holiday rentals

1. Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.4 out of 10, (157 reviews)
"The front desk gentleman that checked us in was excellent!!"
United States
Selena
The price is NZ$276
includes taxes & fees
23 Aug - 24 Aug
Stamford Suites

2. Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!

Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!
Downtown Stamford
9.2 out of 10, Wonderful, (11 reviews)
"loved walking the city. pizza was good."
United States
michelle b.
The price is NZ$533
includes taxes & fees
16 Aug - 17 Aug
Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!

3. Modern Luxury 1BR Stamford Getaway

Modern Luxury 1BR Stamford Getaway
Downtown Stamford
10.0 out of 10, Exceptional, (1 review)
"The apartment is located in the hub bub of Stamford, a nice area very populated even in the evening where it feels safe. Apartment had all amenities that I needed. The host provided extra touches like a Keurig coffee pot stocked with Keurig cups and sugar. A washing machine and dryer were a plus as I like to pack only clean clothes. Bed was super comfortable. Modern design has a Zen vibe, great to decompress after travel. TV offered free movies that didn’t require my own subscription which...
United States
Debbie N.
The price is NZ$608
includes taxes & fees
10 Sept - 11 Sept
Modern Luxury 1BR Stamford Getaway

4. Modern Luxe 1BR Apt in Downtown Stamford

Modern Luxe 1BR Apt in Downtown Stamford
Downtown Stamford
9.6 out of 10, Exceptional, (5 reviews)
"Our family stayed in the hotel(s) next door. It was so nice to have our own personal space!"
United States
Jill G.
The price is NZ$698
includes taxes & fees
19 Aug - 20 Aug
Modern Luxe 1BR Apt in Downtown Stamford

5. Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
Waterside
9.8 out of 10, Exceptional, (18 reviews)
"Fantastic place. We had a great stay!"
United States
Sara C.
The price is NZ$677
includes taxes & fees
8 Sept - 9 Sept
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

6. Stylish Home With Free ParkingFA

Stylish Home With Free ParkingFA
Downtown Stamford
The price is NZ$545
includes taxes & fees
10 Sept - 11 Sept
Stylish Home With Free ParkingFA

7. Romantic Hide Out

Romantic Hide Out
Waterside
3.0 out of 10, (2 reviews)
"Check-in was at 3 PM and I was unable to reach the host until 11 PM that night to gain access to the property. They never sent anything in advance. It was the most miserable experience I have ever had."
United States
Cheryl H.
The price is NZ$496
includes taxes & fees
24 Aug - 25 Aug
Romantic Hide Out

8. 2-bedroom apartmet No cleaning Fee

2-bedroom apartmet No cleaning Fee
West Norwalk
The price is NZ$393
includes taxes & fees
16 Aug - 17 Aug
2-bedroom apartmet No cleaning Fee

9. Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn
3.5 star property
Historic District
8.6 out of 10, Excellent, (42 reviews)
"Friendly staff. Great room . Walking distance to the district theatre. Will def stay there again "
United States
Ronbert
The price is NZ$702
includes taxes & fees
10 Sept - 11 Sept
Guesthouse at Norwalk Inn

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

Urban Oasis 45 min to NYC 2.5 Bath + Garage + Yard
West Side
9.4 out of 10, Exceptional, (8 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 NZ$1,147
includes taxes & fees
13 Sept - 14 Sept
Urban Oasis 45 min to NYC 2.5 Bath + Garage + Yard

11. Spacious Stamford Home | Family, Work, Parking

Spacious Stamford Home | Family, Work, Parking
Cove - East Side - Shippan
8.6 out of 10, Excellent, (8 reviews)
"the home was nice clean if in the area I would stay here again"
United States
james w.
The price is NZ$1,185
includes taxes & fees
27 Aug - 28 Aug
Spacious Stamford Home | Family, Work, Parking

12. Stylish Home and Cozy

Stylish Home and Cozy
Downtown Stamford
The price is NZ$1,015
includes taxes & fees
21 Aug - 22 Aug
Stylish Home and Cozy

13. 5BR Beach House, Water Views, Game Room, Backyard

5BR Beach House, Water Views, Game Room, Backyard
Cove - East Side - Shippan
9.4 out of 10, Exceptional, (31 reviews)
"We loved this house! The view is gorgeous and it's close to everything we needed. The pool table was a fun bonus!"
United States
Laura M.
The price is NZ$1,502
includes taxes & fees
18 Aug - 19 Aug
5BR Beach House, Water Views, Game Room, Backyard

14. The Fred Deluxe 7 BR by I95, Train, HarborVw, Stamford Beaches & Workspace

The Fred Deluxe 7 BR by I95, Train, HarborVw, Stamford Beaches & Workspace
Cove - East Side - Shippan
9.0 out of 10, Wonderful, (10 reviews)
"Beautiful place, very clean. Great Host!"
United States
Alejandro A.
The price is NZ$1,711
includes taxes & fees
7 Sept - 8 Sept
The Fred Deluxe 7 BR by I95, Train, HarborVw, Stamford Beaches & Workspace

15. Spacious Studio with Pool Table

Spacious Studio with Pool Table
Westport
8.6 out of 10, Excellent, (7 reviews)
"The room was great, the location was good and there was a pool table! "
United States
Eadweard
The price is NZ$485
includes taxes & fees
16 Aug - 17 Aug
Spacious Studio with Pool Table

16. Spacious Retreat with Game Room and Fire Pit

Spacious Retreat with Game Room and Fire Pit
West Norwalk
10.0 out of 10, Exceptional, (2 reviews)
"A great location. We were less than 15 minutes from everything we did. House was a super layout for our large group."
United States
Mark F.
The price is NZ$1,337
includes taxes & fees
2 Sept - 3 Sept
Spacious Retreat with Game Room and Fire Pit

17. 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 NZ$1,315
includes taxes & fees
30 Aug - 31 Aug
Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border

18. King Bedroom Studio - Victorian Guest House Studio - Luxury Apartment

King Bedroom Studio - Victorian Guest House Studio - Luxury Apartment
Historic District
10.0 out of 10, Exceptional, (1 review)
"Great "
United States
Ricky W.
The price is NZ$712
includes taxes & fees
23 Aug - 24 Aug
King Bedroom Studio - Victorian Guest House Studio - Luxury Apartment

19. Gilded Age Luxury Surrounded by Nature

Gilded Age Luxury Surrounded by Nature
Cranbury
The price is NZ$727
includes taxes & fees
7 Sept - 8 Sept
Gilded Age Luxury Surrounded by Nature

20. Avora | Quiet Luxury | Downtown Stamford | 2BR/2BA

Avora | Quiet Luxury | Downtown Stamford | 2BR/2BA
Downtown Stamford
The price is NZ$996
includes taxes & fees
15 Aug - 16 Aug
Avora | Quiet Luxury | Downtown Stamford | 2BR/2BA
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

Find out more about Stamford

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Stamford holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Stamford. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Stamford. Seeing all the best attractions is bound to make you fall in love with Stamford. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Stamford short-term rentals, that won’t be hard to do.

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Frequently asked questions

Are there holiday rentals in Stamford?

Yes, there are holiday rentals in Stamford close to Stamford Center for the Arts, or you can select a more secluded option if you're looking for a relaxing stay. Tourists like the array of shops and lively bars in Stamford. While you're here, you can also enjoy the top-notch restaurants and beaches.

What are some of the best holiday rentals that Stamford has to offer?

Charming Home in Seaside: This holiday home rental outside of Stamford is equipped with a patio, air conditioning and laundry facilities to help you feel comfortable during your stay. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Stamford?

Expedia has 24 holiday rentals for your stay in Stamford.

What can I see and do in Stamford?

Cultural attractions include Stamford Center for the Arts and Stamford Museum and Nature Center, whereas West Beach and Cummings Park Beach are a couple of picturesque spots to enjoy the outdoors. While here, Stamford Town Center and Chelsea Piers are other places worth a visit.

What’s a holiday rental in Stamford like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Stamford. Holiday rentals offer amenities like kitchens and laundry facilities so you'll feel right at home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of security away from public hotel lifts and bustling concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular option for a family trip.