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Wassaic Holiday Rentals

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Our top choices for Wassaic holiday rentals

1. Cozy private room in a shared home with a Full-size bed and private bathroom.

Cozy private room in a shared home with a Full-size bed and private bathroom.
New Milford
The price is NZ$245
includes taxes & fees
1 Sept - 2 Sept
Cozy private room in a shared home with a Full-size bed and private bathroom.

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

Rare, peaceful glamping, hot shower, mini golf near appalachian trail
Dover Plains
10.0 out of 10, Exceptional, (9 reviews)
"We thoroughly enjoyed our stay at this property, clean and spacious tents, impressive shower facility, and all the fun amenities you never thought you needed like an 18 hole putt putt course!"
United States
JoAnna S.
The price is NZ$227
includes taxes & fees
17 Aug - 18 Aug
Rare, peaceful glamping, hot shower, mini golf near appalachian trail

3. Hoppy Hill Farm House

Hoppy Hill Farm House
Dover Plains
9.8 out of 10, Exceptional, (6 reviews)
"The accommodations were wonderful and comfortable."
United States
Chuck S.
The price is NZ$346
includes taxes & fees
7 Sept - 8 Sept
Hoppy Hill Farm House

4. Glamping, family fun, pet friendly

Glamping, family fun, pet friendly
Dover Plains
10.0 out of 10, Exceptional, (4 reviews)
"Great Glamping spot. The hosts were very responsive and the place provided many activities. "
United States
Gui
The price is NZ$227
includes taxes & fees
17 Aug - 18 Aug
Glamping, family fun, pet friendly

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

Campers Paradise, cozy tents, hot tub, free EV charger. Pet friendly
Dover Plains
10.0 out of 10, Exceptional, (5 reviews)
"Fun place with a variety of activities including hot tub, miniature golf, corn bag toss, etc. "
United States
Tania
The price is NZ$227
includes taxes & fees
17 Aug - 18 Aug
Campers Paradise, cozy tents, hot tub, free EV charger. Pet friendly

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

Mid Century Modern Studio w/ Full Kitchen - Newly Built
Kent
10.0 out of 10, Exceptional, (23 reviews)
"Clean, quiet, well stocked studio with everything we needed for our weekend in Kent. Very convenient to town. Highly recommend!"
United States
Joy P.
The price is NZ$421
includes taxes & fees
23 Aug - 24 Aug
Mid Century Modern Studio w/ Full Kitchen - Newly Built

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

Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village
Millbrook
9.6 out of 10, Exceptional, (5 reviews)
"Tanya goes above and beyond for her guests. Thanks so much for the stay!"
United States
Lindsay S.
The price is NZ$835
includes taxes & fees
17 Aug - 18 Aug
Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village

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

Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,
Staatsburg
9.8 out of 10, Exceptional, (6 reviews)
"Nice stay for our quick overnight Comfortable space "
United States
jay c.
The price is NZ$349
includes taxes & fees
15 Sept - 16 Sept
Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,

9. Mid-Century DJ’s Dream

Mid-Century DJ’s Dream
Staatsburg
10.0 out of 10, Exceptional, (57 reviews)
"Quiet clean accommodations in a central location for exploring the Hudson Valley."
United States
Alexandra R.
The price is NZ$374
includes taxes & fees
17 Aug - 18 Aug
Mid-Century DJ’s Dream

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

Hudson Valley Farm Getaway- West/Llama Lover Lane
Hyde Park
9.8 out of 10, Exceptional, (8 reviews)
"Great location not too far from the CIA."
United States
alexandra a.
The price is NZ$379
includes taxes & fees
17 Aug - 18 Aug
Hudson Valley Farm Getaway- West/Llama Lover Lane

11. Hibiscus Suite - Private Studio Apartment in Rhinebeck Village

Hibiscus Suite - Private Studio Apartment in Rhinebeck Village
Rhinebeck Village
10.0 out of 10, Exceptional, (31 reviews)
"Beautiful place has a great stay!"
United States
Heather O.
The price is NZ$500
includes taxes & fees
19 Aug - 20 Aug
Hibiscus Suite - Private Studio Apartment in Rhinebeck Village

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

Private, Cozy, Clean apartment in lovely Hyde Park
Hyde Park
10.0 out of 10, Exceptional, (2 reviews)
"The host was great, the place was really nice and cozy. I would definitely stay here again!!! "
United States
Janet M.
The price is NZ$377
includes taxes & fees
25 Aug - 26 Aug
Private, Cozy, Clean apartment in lovely Hyde Park

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

Steps to the Delightful Village of Millbrook ☆ Fun Family Getaway
Millbrook
10.0 out of 10, Exceptional, (6 reviews)
"This is a charming, historic, well-maintained home on a beautifully landscaped lot. The updates in the home balance a respect for tradition while also providing modernization. The village of Millbrook is a quintessential twee New England village. The house felt very comfortable and homey and the caretaker was attentive and accommodating. We enjoyed our stay!"
United States
Beth E.
The price is NZ$1,386
includes taxes & fees
23 Aug - 24 Aug
Steps to the Delightful Village of Millbrook ☆ Fun Family Getaway

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

NEW: Chic Modern Barn Style Home in Fun Area
Pine Plains
10.0 out of 10, Exceptional, (2 reviews)
"We loved the property and everything was so welcoming! Having a pool there would be the best addition for this place!"
United States
Estefany G.
The price is NZ$1,246
includes taxes & fees
26 Aug - 27 Aug
NEW: Chic Modern Barn Style Home in Fun Area

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

The Overlook near South Farms in Litchfield County is Hospitality, integrated.
Morris
9.8 out of 10, Exceptional, (14 reviews)
"The property was very clean and inviting and the owner was very welcoming and helpful!"
United States
Sarah
The price is NZ$467
includes taxes & fees
17 Aug - 18 Aug
The Overlook near South Farms in Litchfield County is Hospitality, integrated.

16. Family home by Polo fields with great yard & game rm. EV charger, pet friendly!

Family home by Polo fields with great yard & game rm. EV charger, pet friendly!
Pine Plains
10.0 out of 10, Exceptional, (7 reviews)
"It felt clean, comfortable, accomodating, and most important, safe. Our family had an amazing time here and we will definitely visit again. Thank you!"
United States
Jon W.
The price is NZ$1,342
includes taxes & fees
26 Aug - 27 Aug
Family home by Polo fields with great yard & game rm. EV charger, pet friendly!

17. "Country outside the city " 3 bedrooms 2 full bathrooms

"Country outside the city " 3 bedrooms 2 full bathrooms
Holmes
9.6 out of 10, Exceptional, (4 reviews)
"Great house! We had a fantastic weekend!! Thank you so much "
United States
pamela w.
The price is NZ$946
includes taxes & fees
14 Sept - 15 Sept
"Country outside the city " 3 bedrooms 2 full bathrooms

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

Restored Farm House in quaint Hudson Valley Town of Red Hook, Dutchess County
Red Hook
10.0 out of 10, Exceptional, (26 reviews)
"It was pet friendly, even for a dog, was comfortable for the entire family and is a great location with easy access to surrounding villages."
United States
Susan T.
The price is NZ$754
includes taxes & fees
23 Aug - 24 Aug
Restored Farm House in quaint Hudson Valley Town of Red Hook, Dutchess County

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

The George is an elegant restored home in the Hudson Valley
Stanfordville
9.6 out of 10, Exceptional, (8 reviews)
"Clean, comfortable, private, and plenty of room. Hosts went above and beyond to make our stay easy and memorable."
United States
Polly J.
The price is NZ$1,895
includes taxes & fees
17 Aug - 18 Aug
The George is an elegant restored home in the Hudson Valley

20. rural, serene + sophisticated space

rural, serene + sophisticated space
Red Hook
10.0 out of 10, Exceptional, (8 reviews)
"Beautiful property with unique accommodations in the Hudson Valley"
United States
BRIAN PATRICK M.
The price is NZ$629
includes taxes & fees
30 Aug - 31 Aug
rural, serene + sophisticated space
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 Wassaic Hotel Reviews

Find out more about Wassaic

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

As much as you love your vacation rental, it’s always good to get out and explore to soak up Wassaic. 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 Wassaic. 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 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 holiday 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 Wassaic short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Wassaic?

Yes, there are holiday rentals close to the most popular sights in Wassaic, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Wassaic has to offer?

The Church: This holiday home rental outside of Wassaic is located in a rural location, and has a fireplace, a patio and a BBQ 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 wider area, you’ll find Macedonia Brook State Park and Wing's Castle.

What’s a holiday rental in Wassaic like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Wassaic. Holiday rentals offer amenities like laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about a clean environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for family trips or small group gatherings.