
House vacation rentals in Dutchess County
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Top-rated house rentals in Dutchess County
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Popular amenities for Dutchess County house rentals
House rentals with a pool

Charming lakeside cabin with private heated pool
My family and I stayed for a long weekend and were so glad that we did! It’s a beautiful cabin, with all the things you need. Kitchen is stocked with essentials, enough bathrooms, beds are super comfortable, hooks to actually hang things like towels, jackets… but we loved the outdoors even more! We walked to the lake, spent way too many hours in the pool, grilled, lounged, made s’mores by the fire pit and watched the beautiful stars at night. Couldn’t ask for more. Paula and her lovely family are SO welcoming it’s crazy. 😂. Hope to be back next summer!

Private Hudson Valley Country Retreat
Place was perfect! Clean & made our Holiday stay in the beautiful Hudson Valley a wonderful experience. We loved the personal touches the house offered and we will be back

Farmhouse with a view, hot tub, pool, and fire pit
Property was good could be a bit cheaper for the value of it . Host is very good at communicating and house was clean . It did the job

MCM in the Hudson Valley
Beautiful home. Great vibes with cool art and decorations. Nearby the Fishill Farm, and the Beacon metro north. Highly recommended to stay here.

Upstate Family-Friendly House w/ Pool Pets Allowed
We had a great time at Natalia house, a very big house with a lot to do for my three years old daughter. Will definitely stay here again.

Beacon Beauty 4/2, Hot Tub,Pool,Wifi,1.5m to Town
Wonderful place to stay in Beacon!

Family home in the country
We loved staying at Craig’s house. Very warm and inviting with everything you need. Very quiet and peaceful wooded area which we enjoyed very much at the end of the day.

On The Hill in Rhinebeck
We had the most amazing and peaceful few days here. Thank you so much for sharing your space and being so accommodating; we absolutely loved your property. I will never forget this special trip- or the amazing memories we made! We are so looking forward to returning ano staying here again soon!!
Weekly house rentals

Ideal for students and those who travel for work.
Overall a perfect place to crash for a night or two when in the area. It was quiet and clean. Our only issue was the bed- it’s very soft so of that’s not for you, you may not get a good night’s rest. But mainly the sides are somewhat sloped so I would start to fall toward the floor unless I pushed myself way back into the center. This may not be an issue for a single person, but for two it was. Otherwise a great spot!

Cabin with a View
Ellen’s place was beautiful and cozy. The kitchen worked perfectly and even though it was April it was still a bit chilly so the wood stove was a welcome amenity. The shower was great and there was a soaking tub. It was quiet and beautiful. We like all the art and it was very homey.

Modern home w/creek view, steps to town & mountain
We talked my Pop into his first vk in 10 years. He’s 85 now and doesn’t like to leave the comforts of his home. He also has no idea what an Airbnb is. So this will be a review from his quotes : “Oh so it’s a house?” “This is a really nice kitchen”. “They keep it clean. It feels like a hotel”. “ “I love this en-suite” “I love they let dogs here. I get to be with my grandson” ( grandson= our golden doodle). “This fridge is smarter than me” (it beeps if you leave it open). “Huh. This is so close to everything. That makes everything so easy”. In all my we had a wonderful stay. It felt homey and comfortable. Thank you

LivingUPstation
Ari’s home was cozy and quiet. We had all we needed for a relaxing writing retreat. Spearate spqces to focus and a table big enough to gather at for meals. The whole space had a peaceful and serene vibe and was a great escape from the city. Would def recommend.

Historic 1800s Kingston Waterfront Townhouse
Perfect home for a my husband and toddler. We had the best time spending a week here. It's spacious and cozy. Walkable to a lot of great spots for any meal of the day. It's quiet and just the perfect getaway we needed upstate!

Historic 1873 Farmhouse Near Vineyards & Orchards
Mark & Whitney's place is absolutely gorgeous. It is much much bigger than it looks in the photos, but it is just as gorgeous if not more. I highly recommend staying here, I stayed for a little "staycation" and it was just perfect.

Private Lakefront Bungalow
We loved the place! My fiancé, Gloria and I wanted a little get away for the weekend for her birthday. This place was perfect. 1-2hours drive from the city. The lake was amazing and it was very private. We had a great time. We did canoeing too. It was fun! We hope to be back again in the future. Thank you, Robin!

New 3b House in Saugerties Village/4 mins to HITs
Really enjoyed our stay in Saugerties! The house was super clean and in a great spot—just a short walk to town. We had fun exploring the shops and grabbing food at local restaurants, and the park nearby was perfect for the kids. Would totally stay here again!
Private house rentals

Modern Barn With Hot Tub + Games Room!
Super nice hosts. Beautiful farm house. Would recommend and stay again.

Hillside Grove
Jennifer’s place was amazing! The house is super clean, very neat and organized, and comfortable furniture. It is exactly as described and Jennifer is very responsive. Definitely worth a repeat trip!

White House On The Hill w/Chickens & Duckies
We had the absolute best stay at Jeanie’s home! It was beautiful, spacious, and so well decorated, and the property couldn’t be more peaceful. The chickens and ducks in the backyard were so fun to watch, and really made the stay so magical. Jeanie was so helpful too, with lots of local recommendations and made our whole trip so easy! The house oozes with charm and character, and we couldn’t have loved it more!

Historic 1 BR Family Home Near Buttermilk Falls
What a perfect place to stay! We were very comfortable in Hazel’s little retreat… we slept well in the king sized bed, had plenty of hot water, loved the bucolic green space and the creek nearby. Our dogs had great walks under the canopy of huge trees surrounding the property. I especially enjoyed watching and hearing the ducks, geese and swans across the street as they paddled to the pond! Thank you, Hunter for providing a perfect getaway spot for your guests!

Beacon 2BR house w/ backyard, easy walk to main st
We stayed here for our wedding weekend and couldn’t have asked for a better experience! The house was cute, clean, and comfortable - exactly what we needed during such a busy and exciting time. We especially appreciated how close it was to everything; it made it so easy for us to get around without stress. Eva was wonderfully responsive and kind, answering any questions quickly and making sure we had everything we needed. It truly felt like a home away from home. We’re so grateful to have had such a great place to stay during such a special moment in our lives!

Stylish Waterfront Escape on the Esopus Creek
We had a great stay at Rupert’s house. As other reviewers have stated, there is a train that passes by the house. Each day, it passed 2-3 times but it wasn’t terribly noisy. We never saw the tenant who also lives on the property. We didn’t realize that the tenant’s home was connected to the house we rented. It didn’t bother us but thought I’d share. Rupert was very responsive when we had questions. His home was a wonderful place for us to spend Thanksgiving. There was more than enough space for my family of 5. We especially loved the dining room with the long table and views of the Esopus Creek, which runs right behind the house. Given the weather, we didn’t spend time down there but it was certainly lovely to look at. We would definitely stay there again in the future.

Family-Friendly by Polo + EV Chgr
We truly enjoyed our stay at Daniele’s during a weekend ski trip! The home was exactly as described and we did not run into any major issues. The only thing I’d note is for a group of 8, we did not have enough toiletries (i.e., shampoo, body wash) or household supplies (i.e., paper towels) near the end. Aside from this minor concern, we had a wonderful stay; Daniele was extremely responsive and accommodating with our requests. Thank you so much!

Double the Fun: Two Houses, Shared Yard & Fire Pit
We had an easy and wonderful stay at Matt’s! We were a group of 2 couples and 1 additional adult and booked both houses. Everyone had enough space and the house was clean and welcoming. The house is located close enough to the highway so it’s easy to get to many nearby towns. We loved the two house configuration, it worked out perfectly for our group. Would highly recommend!
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- Belleayre Mountain Ski Center
- Windham Mountain
- Catamount Mountain Ski Resort
- Minnewaska State Park Preserve
- The Kartrite Resort & Indoor Waterpark
- Resorts World Catskills
- Taconic State Park
- Thunder Ridge Ski Area
- Rockland Lake State Park
- Zoom Flume
- Mohawk Mountain Ski Area
- Hook Mountain State Park
- Tamarack Country Club
- The Connecticut Golf Club
- Opus 40
- Kent Falls State Park
- Brotherhood, America's Oldest Winery
- Hudson Highlands State Park
- Mount Southington Ski Area
- Walkway Over the Hudson State Historic Park
- Bash Bish Falls State Park
- Beartown State Forest
- Otis Ridge
- Norman Rockwell Museum
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