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Stamford Vacation Rentals

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Our top choices for Stamford vacation rentals

The A-Frame on Pudding Hill - Wood Burning Cedar Hot tub!

The A-Frame on Pudding Hill - Wood Burning Cedar Hot tub!
Jefferson
9.4 out of 10, Exceptional, (12 reviews)
"Absolutely adorable little cabin. Beautifully decorated in a peaceful setting with great hiking nearby. Loved our stay."
United States
Yuliya L.
$353 nightly
The price is $395
Jun 22 - Jun 23
Total with taxes and fees
The A-Frame on Pudding Hill - Wood Burning Cedar Hot tub!

Off-Grid Tiny Cabin with Cozy Vintage Charm

Off-Grid Tiny Cabin with Cozy Vintage Charm
Bovina
10.0 out of 10, Exceptional, (5 reviews)
"This was an awesome experience . Loved it Sooo Cozy , Peaceful and Beautiful Cabin . Had a wonderful time and great host Kim Definitely will come back.."
United States
LILLIAN R.
$232 nightly
The price is $251
Jun 23 - Jun 24
Total with taxes and fees
Off-Grid Tiny Cabin with Cozy Vintage Charm

2 Bedroom Farm Stay

2 Bedroom Farm Stay
Delhi
10.0 out of 10, Exceptional, (14 reviews)
"Clean & cozy! Everything we needed for a quick stay "
United States
Leah C.
$290 nightly
The price is $319
Jun 21 - Jun 22
Total with taxes and fees
2 Bedroom Farm Stay

Chic Tiny House Hideaway | Peaceful Country Retreat

Chic Tiny House Hideaway | Peaceful Country Retreat
Bloomville
10.0 out of 10, Exceptional, (2 reviews)
"It was a quick 1 night stay for us and everything went well."
United States
DJ M.
$386 nightly
The price is $420
Jun 21 - Jun 22
Total with taxes and fees
Chic Tiny House Hideaway | Peaceful Country Retreat

Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter

Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Windham
9.2 out of 10, Wonderful, (45 reviews)
"Perfect stay cozy and convenient "
United States
Ahmad O.
$127 nightly
The price is $137
Jun 22 - Jun 23
Total with taxes and fees
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter

Cozy Mountain Dome Escape in the Catskills

Cozy Mountain Dome Escape in the Catskills
Gilboa
10.0 out of 10, Exceptional, (3 reviews)
"Campground very clean and family friendly. Restrooms a very clean, water pressure for showers is decent water pressure but also depends upon how many people are actively at the campground using water right then. Was perfect for a nice little getaway. Strongly advice!!"
United States
Katrina Z.
$175 nightly
The price is $196
Jun 22 - Jun 23
Total with taxes and fees
Cozy Mountain Dome Escape in the Catskills

Charming Apartment Downtown Cobleskill AC - Coffee Station - Good Night's Sleep

Charming Apartment Downtown Cobleskill AC - Coffee Station - Good Night's Sleep
Cobleskill
10.0 out of 10, Exceptional, (1 review)
"We had an amazing stay! George was a great host and the place is lovely. The place was very clean, well taken care of, and the coffee/Hot Chocolate bar was an amazing treat. If you ever are looking for a place to stay in cobleskill this is definitely the place."
United States
Isabel K.
$205 nightly
The price is $230
Jun 27 - Jun 28
Total with taxes and fees
Charming Apartment Downtown Cobleskill AC - Coffee Station - Good Night's Sleep

King Suite · Full Kitchen · Fireplace · Private Deck · Sleeps 4

King Suite · Full Kitchen · Fireplace · Private Deck · Sleeps 4
Windham
7.6 out of 10, Good, (5 reviews)
"Excellent accommodations, close to everything you could need. My wife and I had a perfect evening "
United States
Anthony M.
$212 nightly
The price is $241
Jun 22 - Jun 23
Total with taxes and fees
King Suite · Full Kitchen · Fireplace · Private Deck · Sleeps 4

Condo in Windham Mountain Village

Condo in Windham Mountain Village
Windham
10.0 out of 10, Exceptional, (15 reviews)
"Location is great"
United States
Jennifer M.
$660 nightly
The price is $712
Jun 21 - Jun 22
Total with taxes and fees
Condo in Windham Mountain Village

Starlite Motel

Starlite Motel
2.5 star property
Big Indian
9.2 out of 10, Wonderful, (305 reviews)
"Just what me and my two boys needed for our short ski weekend. Very efficient little apartment with well equipped kitchen. So close to Belleayre and very nice welcome from the host."
United States
Peter
$125 nightly
The price is $140
Jun 22 - Jun 23
Total with taxes and fees
Starlite Motel

Suites on Main

Suites on Main
3.0 star property
Margaretville
7.2 out of 10, Good, (80 reviews)
"Great room, good amenities, very nice area. My friends and I had a great time staying here for our skiing trip and plan on renting again next year."
United States
Taylor
$144 nightly
The price is $158
Jun 21 - Jun 22
Total with taxes and fees
Suites on Main

Cozy Cabin-Catskills secluded Mountain retreat

Cozy Cabin-Catskills secluded Mountain retreat
Gilboa
9.6 out of 10, Exceptional, (7 reviews)
"Great place to get away. "
United States
Joshua
$252 nightly
The price is $282
Jul 5 - Jul 6
Total with taxes and fees
Cozy Cabin-Catskills secluded Mountain retreat

Sauna Belleayre Cozy Cabin

Sauna Belleayre Cozy Cabin
Fleischmanns
9.6 out of 10, Exceptional, (130 reviews)
"Very cozy and comfortable, super close toBelleayre. We enjoyed the sauna after a day of skiing. Thank you for an amazing stay! "
United States
Taku T.
$229 nightly
The price is $252
Jun 22 - Jun 23
Total with taxes and fees
Sauna Belleayre Cozy Cabin

Boutique Glamping Dome in the Catskill Mountains

Boutique Glamping Dome in the Catskill Mountains
Gilboa
10.0 out of 10, Exceptional, (1 review)
$175 nightly
The price is $196
Jun 22 - Jun 23
Total with taxes and fees
Boutique Glamping Dome in the Catskill Mountains

HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin

HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin
Fleischmanns
9.6 out of 10, Exceptional, (75 reviews)
"Everything was good for our stay"
United States
jesse u.
$263 nightly
The price is $289
Jun 22 - Jun 23
Total with taxes and fees
HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin

Luxury Catskill Mountains Dome Retreat

Luxury Catskill Mountains Dome Retreat
Gilboa
$181 nightly
The price is $203
Jun 21 - Jun 22
Total with taxes and fees
Luxury Catskill Mountains Dome Retreat

Peaceful Dome Getaway in the Catskills

Peaceful Dome Getaway in the Catskills
Gilboa
$176 nightly
The price is $197
Jun 22 - Jun 23
Total with taxes and fees
Peaceful Dome Getaway in the Catskills

Cozy Catskills Cabin with EV Charger & Private Sauna – Peaceful Year Round Escape

Cozy Catskills Cabin with EV Charger & Private Sauna – Peaceful Year Round Escape
Margaretville
9.8 out of 10, Exceptional, (22 reviews)
"Very clean, in a great area with a lot of hiking and nature. "
United States
Evan Y.
$427 nightly
The price is $464
Jun 28 - Jun 29
Total with taxes and fees
Cozy Catskills Cabin with EV Charger & Private Sauna – Peaceful Year Round Escape

TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores

TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Windham
9.0 out of 10, Wonderful, (60 reviews)
"Good size space in a great location. Would definitely stay here again "
United States
Michael C.
$202 nightly
The price is $218
Jun 21 - Jun 22
Total with taxes and fees
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores

Mountainscape: Peaceful and Skiing Getaway. Pet-Friendly

Mountainscape: Peaceful and Skiing Getaway. Pet-Friendly
Roxbury
10.0 out of 10, Exceptional, (17 reviews)
"This was a very cute little cabin very close to Plattekille ski slope."
United States
Isaac D.
$245 nightly
The price is $269
Jun 28 - Jun 29
Total with taxes and fees
Mountainscape: Peaceful and Skiing Getaway. Pet-Friendly
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

Everything you need to know about Stamford vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Stamford vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Stamford vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Stamford vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Stamford. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Stamford in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $140 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Stamford rentals

At Expedia, we put the best Stamford vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Stamford rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Stamford vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Stamford. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Stamford?

Yes, we offer vacation rentals close to popular local attractions in Stamford, or you can go with a more remote option if you'd like a relaxing place to stay. Our travelers say Stamford has a good selection of restaurants. Make sure you have time to check out the mountain views and golf courses during your trip.

What's the top vacation rental in Stamford?

Massive 6BR 5BA Country Home with Central AC: Visitors give good reviews to this Stamford vacation home rental, which is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals are there in Stamford?

Choose from 7 Expedia vacation rentals in Stamford for a memorable vacation.

What’s there to see and do in Stamford?

West Branch Delaware River and Veterans Memorial Park are a couple of lovely local spots to get outside and enjoy nature. While here, Stamford Golf Club and Stamford Village Hall are other places worth a visit.

What are vacation rentals like in Stamford?

Vacation rentals are privately owned properties you can stay in for several days or longer in Stamford. Vacation rentals provide amenities like kitchens and laundry facilities so you'll have everything you need. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from public hotel elevators and busy front desks while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for family trips.