Wassaic Vacation Rentals from CA $188: Short-Term Rentals for 2026

Q: What's the top vacation rental in Wassaic?

The Farm at Hyde Park : You might want to consider this vacation home rental near Wassaic, which is located in a rural location and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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Our top choices for Wassaic vacation rentals

1. Rare, peaceful glamping, hot shower, mini golf near appalachian trail

Dover Plains

JoAnna S.

CA $188 total

includes taxes & fees

Aug 3 - Aug 4

2. Mid Century Modern Studio w/ Full Kitchen - Newly Built

Kent

Danielle F.

CA $299 total

includes taxes & fees

Aug 2 - Aug 3

3. Architect-Designed Dome on Private 7-Acre Retreat

Dover Plains

CA $689 total

includes taxes & fees

Jul 31 - Aug 1

4. Hoppy Hill Farm House

Dover Plains

Chuck S.

CA $287 total

includes taxes & fees

Aug 2 - Aug 3

5. Glamping, family fun, pet friendly

Dover Plains

Gui

CA $188 total

includes taxes & fees

Aug 4 - Aug 5

6. Campers Paradise, cozy tents, hot tub, free EV charger. Pet friendly

Dover Plains

Tania

CA $188 total

includes taxes & fees

Aug 3 - Aug 4

7. Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village

Millbrook

Marianne A S.

CA $696 total

includes taxes & fees

Aug 2 - Aug 3

8. NEW: Chic Modern Barn Style Home in Fun Area

Pine Plains

Estefany G.

CA $1,148 total

includes taxes & fees

Aug 4 - Aug 5

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Top Wassaic Hotel Reviews

The Litchfield Inn

10/10 Excellent

"Beautiful place 5 stars"

the Alander

10/10 Excellent

"The owners did such a nice job at renovating this adorable motel. The rooms are very cozy and comfortable- pale green paint and wainscotting, white-washed ceilings and other stylish touches. They have really thought of every little detail to make the rooms special- a light up mirror in the bathroom, retro-looking fridge, nice wood and tile floors, complimentary local yogurt and granola- even a portable ironing board and iron are provided. Improvements? they went a little overboard on the 'antler' theme (although you could see that was just their way of having whimsical touches). Could have used a chair in the room. The bed- way too soft for our taste. But everything else was really nice and comfy. And the restaurant was really special- amazing food, very intimate setting. I highly recommend for a quick visit or an extended stay!"

Rhinebeck Village Inn

10/10 Excellent

"Came to Rhinebeck for a family reunion and really just needed a home base to shower/sleep and change clothes. I have stayed in many high end hotels in my travels so after reading some of the reviews I came prepared. Brought my own shampoo, conditioner and bath soap. I checked in at the Beekman Arms property 1/2 mile away and that went smoothly, recieved my room key and drove back to the motel. You can park right in front of your room. When I entered I noticed that the room smelled fresh and the air conditioner kept the room cool. There was all of the shampoo, conditioner and bath soap supplied. The refrigerator was large enough to hold several bottles of water and half & half for my morning coffee. Yes there was a small coffee maker but I travel with my own portable pour-over coffee maker to use. Microwave and TV worked fine, beds were comfortable with 4 fluffy pillows on each bed. The bathroom was clean and my only complaint is the lack of any shelf space to hold even the minimum amount of necessities (brush, comb, toothpaste/toothbrush, make up, etc), a shelf or two would have been nice. There was a blow dryer, iron and ironing board so basically I needed for nothing. It was quiet, never heard a peep outside my room and wouldn't hesitate to stay there again, I was there for 4 days total. I cannot attest to the complimentary breakfast offered at the Beekman Arms because I never ate there."

Beekman Arms and Delamater Inn

8/10 Good

"This is a lovely inn. I have always wanted to stay here. The bar was great. The food was amazing. However, the wifi did not function in my room. The check in staff did not inform me that coffee would be available in the lobby in the morning. Frankly, I found him somewhat condescending. The property is beautiful, the setting is fantastic. There was a window air conditioner. I did not stay around for breakfast as I wanted to get home. I believe the rumors about the Inn being haunted to be true. I was awakened in the night by someone whispering "Hey" in my ear. Just a fun observation."

Quality Inn Poughkeepsie

8/10 Good

"Staff, room and parking were great. Breakfast was very disappointing. Space is part of the problem and the coffee maker wasn't working, so staff was having to refill a thermo container. Food choices were very limited mainly due to the space. Its also not practical to have the single desk staff also dealing with the breakfast. Again,room and staff were great. I didn't use the pool or other amenities"

Find out more about Wassaic

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . Seeing all the best attractions is bound to make you fall in love with Wassaic. Who knows, you may even be tempted to extend your vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there vacation rentals in Wassaic?

Yes, we offer vacation rentals close to top local attractions in Wassaic, or you can select a more secluded option if you want a relaxing place to stay.

What's the top vacation rental in Wassaic?

The Farm at Hyde Park: You might want to consider this vacation home rental near Wassaic, which is located in a rural location and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What’s there to see and do in Wassaic?

While exploring the area, visit family-friendly sights like White Memorial Conservation Center, or get outside and enjoy nature at Kent Falls State Park. In the larger area, you’ll find Macedonia Brook State Park and Wing's Castle.

What’s a vacation rental in Wassaic like?

Vacation rentals are private properties you can book for several days or longer in Wassaic. Vacation rentals provide amenities such as patios, hot tubs, and fire pits so you'll have everything you need. If you're concerned about a clean environment, vacation rentals can provide a sense of seclusion away from public hotel elevators and busy concierge desks while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great choice for a small group gathering.

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Check prices for these dates

Our top choices for Wassaic vacation rentals

1. Rare, peaceful glamping, hot shower, mini golf near appalachian trail

2. Mid Century Modern Studio w/ Full Kitchen - Newly Built

3. Architect-Designed Dome on Private 7-Acre Retreat

4. Hoppy Hill Farm House

5. Glamping, family fun, pet friendly

6. Campers Paradise, cozy tents, hot tub, free EV charger. Pet friendly

7. Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village

8. NEW: Chic Modern Barn Style Home in Fun Area

9. Steps to the Delightful Village of Millbrook ☆ Fun Family Getaway

10. Hudson Valley Farm Getaway- West/Llama Lover Lane

11. Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,

12. Mid-Century DJ’s Dream

13. Hibiscus Suite - Private Studio Apartment in Rhinebeck Village

14. Private, Cozy, Clean apartment in lovely Hyde Park

15. Enchanting Lake front chalet with backyard and fire pit. Dog friendly.

16. The Overlook near South Farms in Litchfield County is Hospitality, integrated.

17. The George is an elegant restored home in the Hudson Valley

18. Guesthouse Cabin vacation rentals in Berkshire County

19. Restored Farm House in quaint Hudson Valley Town of Red Hook, Dutchess County

20. Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY

Find vacation rentals that suit your style

Top Wassaic Hotel Reviews

The Litchfield Inn

the Alander

Rhinebeck Village Inn

Beekman Arms and Delamater Inn

Mayflower Inn & Spa, Auberge Collection

Quality Inn Poughkeepsie

Best Western Plus The Inn & Suites At The Falls

Mirbeau Inn & Spa

Maple Leaf Motel

Find out more about Wassaic

Frequently asked questions

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