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Wassaic Vacation Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Wassaic vacation rentals

Outdoor dining

1. 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 AED 294
AED 491 total
includes taxes & fees
17 Aug - 18 Aug
Glamping, family fun, pet friendly
Property grounds

2. 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 AED 404
AED 760 total
includes taxes & fees
16 Aug - 17 Aug
Hoppy Hill Farm House
Property grounds

3. 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 AED 294
AED 491 total
includes taxes & fees
17 Aug - 18 Aug
Campers Paradise, cozy tents, hot tub, free EV charger. Pet friendly
Smart TV, fireplace, books

4. 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 AED 716
AED 926 total
includes taxes & fees
23 Aug - 24 Aug
Mid Century Modern Studio w/ Full Kitchen - Newly Built
Property grounds

5. 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 AED 633
AED 832 total
includes taxes & fees
13 Aug - 14 Aug
Hudson Valley Farm Getaway- West/Llama Lover Lane
Coffee/tea maker, fridge, oven, stovetop

6. 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 AED 390
AED 740 total
includes taxes & fees
8 Sep - 9 Sep
Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,
Exterior

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 AED 1,175
AED 1,828 total
includes taxes & fees
13 Aug - 14 Aug
Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village
Property grounds

8. 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 AED 488
AED 822 total
includes taxes & fees
17 Aug - 18 Aug
Mid-Century DJ’s Dream
Interior

9. 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 AED 1,469
AED 3,087 total
includes taxes & fees
23 Aug - 24 Aug
Steps to the Delightful Village of Millbrook ☆ Fun Family Getaway
Smart TV, fireplace

10. 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 AED 565
AED 851 total
includes taxes & fees
17 Aug - 18 Aug
Private, Cozy, Clean apartment in lovely Hyde Park
TV, fireplace, books

11. 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 AED 824
AED 2,632 total
includes taxes & fees
19 Aug - 20 Aug
NEW: Chic Modern Barn Style Home in Fun Area
1 bedroom, desk, WiFi (free), bed sheets

12. 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 AED 522
AED 1,151 total
includes taxes & fees
1 Sep - 2 Sep
Hibiscus Suite - Private Studio Apartment in Rhinebeck Village
Property grounds

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

Enchanting Lake front chalet with backyard and fire pit. Dog friendly.
Carmel Hamlet
10.0 out of 10, Exceptional, (3 reviews)
"Great place, responsive host. Would return!"
United States
Brian S.
The price is AED 551
AED 1,162 total
includes taxes & fees
13 Aug - 14 Aug
Enchanting Lake front chalet with backyard and fire pit. Dog friendly.
Interior

14. 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, (13 reviews)
"The property was very clean and inviting and the owner was very welcoming and helpful!"
United States
Sarah
The price is AED 790
AED 1,022 total
includes taxes & fees
16 Aug - 17 Aug
The Overlook near South Farms in Litchfield County is Hospitality, integrated.
Living area

15. 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.
Restored Farm House in quaint Hudson Valley Town of Red Hook, Dutchess County
Dining

16. 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 AED 2,644
AED 4,109 total
includes taxes & fees
17 Aug - 18 Aug
The George is an elegant restored home in the Hudson Valley
Coffee/tea maker, fridge, microwave, oven

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 AED 800
AED 2,222 total
includes taxes & fees
24 Aug - 25 Aug
"Country outside the city " 3 bedrooms 2 full bathrooms
Interior

18. 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 AED 1,098
AED 1,399 total
includes taxes & fees
6 Sep - 7 Sep
rural, serene + sophisticated space
Property grounds

19. Hudson Valley Farm Getaway-East/Alpaca Lane-Apt 1

Hudson Valley Farm Getaway-East/Alpaca Lane-Apt 1
Hyde Park
8.0 out of 10, Very Good, (3 reviews)
"Great spot if you’re looking for a quiet rural area ! Seeing the llamas made the stay more fun. We weren’t there when the store was open so it was a bit disappointing we couldn’t see more of what the farm offers. We’d definitely go again."
United States
Meg H.
The price is AED 666
AED 872 total
includes taxes & fees
16 Aug - 17 Aug
Hudson Valley Farm Getaway-East/Alpaca Lane-Apt 1
Outdoor spa tub

20. Bespoke Litchfield - Family Friendly, Hot Tub

Bespoke Litchfield - Family Friendly, Hot Tub
Litchfield
10.0 out of 10, Exceptional, (2 reviews)
"This is a phenomenal location, the house is unparalleled. The host is amazing, friendly, informative, transparent. The house is very well appointed and well cared for. "
United States
Matt S.
The price is AED 1,353
AED 3,625 total
includes taxes & fees
18 Aug - 19 Aug
Bespoke Litchfield - Family Friendly, Hot Tub
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

Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn

10/10 Excellent
"We’ve stayed here a few times as we are parents of a college student in the area. Price is reasonable and it is always clean and easy to navigate. Highly recommend."
Rex 1-night trip
Posted less than an hour ago
Beekman Arms and Delamater Inn

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 TriArts Sharon Playhouse.

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.