Stamford Holiday Rentals

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Holiday Rentals in Stamford

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

8.8 out of 10, Excellent, (6)
The price is HK$1,406
HK$2,622 total
includes taxes & fees
23 Jul - 24 Jul
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

Charming 2-bedroom house in fabulous Stamford with AC, WiFi

10.0 out of 10, Exceptional, (2)
"Lovely little home in Stamford."
The price is HK$1,389
HK$2,807 total
includes taxes & fees
28 Jul - 29 Jul
Charming 2-bedroom house in fabulous Stamford with AC, WiFi

Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC

2.0 star property
10.0 out of 10, Exceptional, (5)
"We had a very nice family weekend. There was plenty of room, the furniture and beds were comfortable, and the kitchen had everything we needed. Great communication with the owner"
The price is HK$3,006
HK$5,726 total
includes taxes & fees
5 Aug - 6 Aug
Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC

Spacious 3 Bd Home Pet Friendly, Parking and Laundry

9.0 out of 10, Wonderful, (2)
"the home was nice clean if in the area I would stay here again"
The price is HK$2,057
HK$4,225 total
includes taxes & fees
4 Aug - 5 Aug
Spacious 3 Bd Home Pet Friendly, Parking and Laundry

The Luxury downtown. Pool Jim basketball

The price is HK$1,633
HK$2,113 total
includes taxes & fees
29 Jul - 30 Jul
The Luxury downtown. Pool Jim basketball

Stylish Beach Home near Stamford Downtown/Beach

10.0 out of 10, Exceptional, (20)
"Everything was great"
The price is HK$2,363
HK$5,676 total
includes taxes & fees
23 Jul - 24 Jul
Stylish Beach Home near Stamford Downtown/Beach

Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near...

9.2 out of 10, Wonderful, (5)
"Place was clean, organized. A little odd to find but there was parking, the location felt safe. Would stay again."
The price is HK$2,308
HK$4,601 total
includes taxes & fees
24 Jul - 25 Jul
Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near...

Westport Dream Home 6 Bedroom / 5 Bathroom Pool and Jacuzzi Steps to town

The price is HK$13,737
HK$19,141 total
includes taxes & fees
23 Jul - 24 Jul
Westport Dream Home 6 Bedroom / 5 Bathroom Pool and Jacuzzi Steps to town

The Monroe | Elegant 2BR/2BA Downtown Stamford | Designed by Lavish & Live

The price is HK$2,590
HK$4,564 total
includes taxes & fees
8 Aug - 9 Aug
The Monroe | Elegant 2BR/2BA Downtown Stamford | Designed by Lavish & Live

Waterview House Walking Distance from Cove Beach

9.0 out of 10, Wonderful, (20)
"Very communicative hosts. Spot was beautiful, and generally a very nice place to spend a weekend! "
The price is HK$3,995
HK$7,462 total
includes taxes & fees
20 Aug - 21 Aug
Waterview House Walking Distance from Cove Beach

Dog-Friendly Oceanfront Getaway - Walk to Dining - Private Beach Access

10.0 out of 10, Exceptional, (4)
"Beautiful house to stay, perfect location to beach and the host Robert was wonderful! Will be staying here again on our next visit. "
The price is HK$2,912
HK$5,422 total
includes taxes & fees
28 Jul - 29 Jul
Dog-Friendly Oceanfront Getaway - Walk to Dining - Private Beach Access

Beach house in Milford, CT

The price is HK$4,535
HK$5,859 total
includes taxes & fees
23 Jul - 24 Jul
Beach house in Milford, CT

3 Bedroom Historic Home near Stony Brook Village, University, Hospital & Beaches

10.0 out of 10, Exceptional, (1)
"Very comfortable and welcoming Only problem was only one bathroom door closed the other one appeared to be in disrepair Other then that all was well"
The price is HK$2,484
HK$4,883 total
includes taxes & fees
28 Jul - 29 Jul
3 Bedroom Historic Home near Stony Brook Village, University, Hospital & Beaches

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

9.4 out of 10, Exceptional, (20)
"its small but very nice for a short stay would recommend."
The price is HK$777
HK$1,292 total
includes taxes & fees
24 Jul - 25 Jul
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

My little place Cozy Open concept for quiet time.

8.0 out of 10, Very good, (2)
"Great, clean property that was easy to access and very convenient to downtown Bridgeport. Perfect place to clean up and sleep. Very welcoming space."
The price is HK$1,166
HK$3,870 total
includes taxes & fees
26 Jul - 27 Jul
My little place Cozy Open concept for quiet time.

Business or Weekend escape

9.2 out of 10, Wonderful, (42)
"Very nice owner with great communication. "
The price is HK$667
HK$1,150 total
includes taxes & fees
23 Jul - 24 Jul
Business or Weekend escape

Seaview Ave House-4BR/8PPL Retreat

9.8 out of 10, Exceptional, (11)
"This was an awesome place to stay. Very clean and well kept. When I needed to get in touch for some last minute questions, the owner was very prompt and eager to help. I would definitely stay here again."
The price is HK$3,173
HK$6,093 total
includes taxes & fees
23 Jul - 24 Jul
Seaview Ave House-4BR/8PPL Retreat

THE GOOD VIBEZ HOUSE! Mini Golf Course,Heated Pool,Hot Tub,Game Room,Angel Wing

10.0 out of 10, Exceptional, (7)
"the place was amazing and the best house we have seen. definitely gonna come again"
The price is HK$7,763
HK$12,134 total
includes taxes & fees
28 Jul - 29 Jul
THE GOOD VIBEZ HOUSE! Mini Golf Course,Heated Pool,Hot Tub,Game Room,Angel Wing

Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min

The price is HK$879
HK$1,545 total
includes taxes & fees
23 Jul - 24 Jul
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min

Amazingly Cozy Comfort Downtwn, Amphitheater, 2 min ferry & train station

10.0 out of 10, Exceptional, (1)
"Great experience. Very close to a lot of downtown restaurants and Bridgeton. 10 to 15 mnutes from the beach. Lots of added special touches and amenities. Great job by the host."
The price is HK$1,020
HK$1,731 total
includes taxes & fees
24 Jul - 25 Jul
Amazingly Cozy Comfort Downtwn, Amphitheater, 2 min ferry & train station
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

Frequently asked questions

Are there holiday rentals in Stamford?

Yes, there are holiday rentals in Stamford close to Chelsea Piers, 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?

3BR Prime Luxury near NYC w Arcade Room: This holiday home rental outside of Stamford is near the airport and offers free WiFi to help you feel perfectly comfortable in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind.

How many holiday rentals are there in Stamford?

Expedia has 34 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 Cove Island Park 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.