Stamford Vacation Rentals

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Our top choices for Stamford vacation rentals

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COZY COTTAGE WITH MOUNTAIN VIEW AT LAKEFRONT LOT

Vacation Home in Stamford

9.4 out of 10, Exceptional, (11)
"We enjoyed our stay and would book the house again"
United States
Lisa M.
$437 nightly
The price is $443
Dec 16 - Dec 17
Total with taxes and fees
COZY COTTAGE WITH MOUNTAIN VIEW AT LAKEFRONT LOT
Fridge, microwave, oven, stovetop
2 Bedroom Farm Stay

Mobile Home in Delhi

10.0 out of 10, Exceptional, (11)
"Thank you! Never slept better! "
United States
vivian
$269 nightly
The price is $296
Dec 10 - Dec 11
Total with taxes and fees
2 Bedroom Farm Stay
Exterior
Starlite Motel

Aparthotel in Big Indian

2.5 star property
9.2 out of 10, Wonderful, (273)
"Awesome place to stay!"
United States
Earl
$111 nightly
The price is $125
Jan 5 - Jan 6, 2026
Total with taxes and fees
Starlite Motel
Studio Suite | Private kitchen | Fridge, microwave, stovetop, coffee/tea maker
Suites on Main

Apartment in Margaretville

3.0 star property
7.2 out of 10, Good, (78)
"Good place to stay and reasonable "
Canada
Marney
$133 nightly
The price is $146
Dec 10 - Dec 11
Total with taxes and fees
Suites on Main
Interior
Cozy Cabin-Catskills secluded Mountain retreat

Cabin in Gilboa

2.0 star property
10.0 out of 10, Exceptional, (2)
"Small cabin in the woods, nicely appointed and clean. 20 minute drive to Windham for shopping and dining. Cabin secluded and quiet, very peaceful spot."
United States
Lili
$252 nightly
The price is $282
Dec 16 - Dec 17
Total with taxes and fees
Cozy Cabin-Catskills secluded Mountain retreat
Exterior
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter

Apartment in Windham

9.2 out of 10, Wonderful, (40)
"Great place for an incredible price. We would definitely stay here again."
United States
Jason
$136 nightly
The price is $146
Dec 11 - Dec 12
Total with taxes and fees
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Fridge, microwave, oven, stovetop
Relaxing Mountain Hideaway - Hot Tub & Outdoors

Chalet in Hensonville

2.0 star property
$616 nightly
The price is $665
Dec 15 - Dec 16
Total with taxes and fees
Relaxing Mountain Hideaway - Hot Tub & Outdoors
Outdoor dining
Cozy A-Frame Cabin | Summer Vibes & Pondside Relaxation in the Catskills

Vacation Home in Margaretville

10.0 out of 10, Exceptional, (1)
"Our stay was peaceful and restful. The grounds are absolutely perfect for that. "
United States
Paulina P.
$429 nightly
The price is $474
Dec 10 - Dec 11
Total with taxes and fees
Cozy A-Frame Cabin | Summer Vibes & Pondside Relaxation in the Catskills
Outdoor spa tub
2 Min Walk to Windham Town | Hot Tub | Fire Pit

Vacation Home in Windham

10.0 out of 10, Exceptional, (1)
"It was amazing for a big family! Tons of space, and everything was very clean! The hosts were also very pleasant to deal with."
United States
Hadassah S.
$414 nightly
The price is $447
Dec 10 - Dec 11
Total with taxes and fees
2 Min Walk to Windham Town | Hot Tub | Fire Pit
Exterior
Cozy Home, Wood-burning Fireplace, Ski Belleayre

Vacation Home in Margaretville

9.8 out of 10, Exceptional, (10)
"Dunraven River House was perfect for our weekend away. The house was clean, comfortable and exactly as listed. The property so was peaceful and I loved having the sounds of the river right outside the door! We’d definitely stay again! "
United States
Angela P.
$313 nightly
The price is $344
Dec 10 - Dec 11
Total with taxes and fees
Cozy Home, Wood-burning Fireplace, Ski Belleayre
Property grounds
Modern Cabin by Windham/Hunter Mountains

Cabin in Jewett

2.0 star property
$388 nightly
The price is $419
Dec 11 - Dec 12
Total with taxes and fees
Modern Cabin by Windham/Hunter Mountains
Terrace/patio
Mountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI/Fire Pit

Vacation Home in Durham

4.0 star property
10.0 out of 10, Exceptional, (2)
"Was close to where we were attending a wedding and big enough to house us all!"
United States
Paul m.
$429 nightly
The price is $463
Dec 10 - Dec 11
Total with taxes and fees
Mountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI/Fire Pit
Property grounds
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores

Vacation Home in Windham

9.0 out of 10, Wonderful, (54)
"Check in & checkout and communication super easy. Location is excellent. A/C and hot water great. For 4 guys on a 2 day golf trip it worked fine. "
United States
david d.
$207 nightly
The price is $223
Dec 11 - Dec 12
Total with taxes and fees
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Exterior
Large Cook's Kitchen; 15 min to Belleayre Ski Center; 1st Fl Bedroom w/ Ensuite

Vacation Home in Halcott Center

2.0 star property
$397 nightly
The price is $429
Dec 10 - Dec 11
Total with taxes and fees
Large Cook's Kitchen; 15 min to Belleayre Ski Center; 1st Fl Bedroom w/ Ensuite
Fridge, microwave, oven, stovetop
2-bedroom in Peaceful Middleburgh Vroman’s Nose View

Vacation Home in Middleburgh

2.5 star property
$212 nightly
The price is $237
Dec 10 - Dec 11
Total with taxes and fees
2-bedroom in Peaceful Middleburgh Vroman’s Nose View
Fridge, microwave, oven, stovetop
Brand New 2 Bdr. Townhome Minutes from Windham Mtn

Vacation Home in Hensonville

10.0 out of 10, Exceptional, (10)
"Very clean and comfortable for the five of us. Close to windham and all of its activities"
United States
Jonathan M.
$293 nightly
The price is $316
Dec 10 - Dec 11
Total with taxes and fees
Brand New 2 Bdr. Townhome Minutes from Windham Mtn
Outdoor spa tub
Hot Tub, Wood-burning Fireplace on Four Acres of Forest

Cabin in Margaretville

2.0 star property
$318 nightly
The price is $350
Dec 10 - Dec 11
Total with taxes and fees
Hot Tub, Wood-burning Fireplace on Four Acres of Forest
Fridge, microwave, oven, stovetop
Golden Meadows spacious Cabin with Fire-pit, near all baseball camps

Cabin in Davenport

10.0 out of 10, Exceptional, (19)
"Magical roomy Cabin! Everything was perfect thatnks so much, had a wonderful stay."
United States
Alexander K.
$270 nightly
The price is $274
Dec 10 - Dec 11
Total with taxes and fees
Golden Meadows spacious Cabin with Fire-pit, near all baseball camps
Pool
Lakefront Chalet w/ hot tub, game room, and kayaks. Pet-friendly!

Chalet in South Kortright

10.0 out of 10, Exceptional, (3)
"We had a wonderful stay! The house has everything you could possibly need for a fun weekend or week! So much to do between the lake and the games! We paddleboated, fished, played badminton, ping pong and cornhole! The host is very generous with her house, and just wants everyone to have a great time at her place! There are two loungers and four adirondack chairs down by the lake (not pictured) which is very nice! The house has everything you need to make meals if you don't want to go out. There...
United States
CLH
$405 nightly
The price is $446
Dec 11 - Dec 12
Total with taxes and fees
Lakefront Chalet w/ hot tub, game room, and kayaks. Pet-friendly!
Outdoor spa tub
Romantic Catskill Getaway | HotTub w/Mountain View

Cabin in Prattsville

2.0 star property
10.0 out of 10, Exceptional, (2)
"We stayed at a small cabin in the Catskills hosted by Umi and Bill, and we absolutely loved it. The place was beautiful, cozy, and thoughtfully decorated. The views were stunning, and Umi and Bill went above and beyond by providing plenty of helpful materials videos and clear instructions on how to use everything in the cabin. Everything was easy to understand and made our stay completely stress-free. We had a great time and will definitely be returning!"
United States
Goncalo D.
$404 nightly
The price is $435
Dec 10 - Dec 11
Total with taxes and fees
Romantic Catskill Getaway | HotTub w/Mountain View
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

Eastwind Windham

Eastwind Windham

10/10 Excellent
"Staff helpful and friendly."
Leydy 1-night trip
Posted 2 days ago
Eastwind Windham

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 $125 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?

A world where time stands still, close to Belleayre Ski & Wedding venues. : This vacation home rental near Stamford is located in the mountains and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 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 hot tub.

How many vacation rentals are there in Stamford?

Choose from 9 Expedia vacation rentals in Stamford for a memorable vacation.

What’s there to see and do in Stamford?

West Branch Delaware River and Michael Kudish Natural History Preserve are a couple of lovely local spots to get outside and enjoy nature. While here, Blenheim Hill State Forest and Veterans Memorial Park 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.