Wassaic Holiday Rentals

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Our top choices for Wassaic holiday rentals

9.8 out of 10, Exceptional, (40 reviews)
"Very comfortable property. The host had thought of everything!"
United States
Jennifer Y.
The price is AU$589
includes taxes & fees
12 Mar - 13 Mar
Cozy & Serene Cabin with Fireplace, Ski Nearby!
10.0 out of 10, Exceptional, (10 reviews)
"Great place. I highly recommend for a group or family. Amazing views! Beautiful property very private and quiet. Cabin was also very well stocked and had great outdoor space. "
United States
deborah d.
The price is AU$967
includes taxes & fees
23 Mar - 24 Mar
Guesthouse Cabin vacation rentals in Berkshire County
10.0 out of 10, Exceptional, (2 reviews)
"Tanya goes above and beyond for her guests. Thanks so much for the stay!"
United States
Lindsay S.
The price is AU$684
includes taxes & fees
11 Mar - 12 Mar
Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village
9.2 out of 10, Wonderful, (15 reviews)
"Super clean, great communication and Super location if you are going to the track. Love my stay there, will definitely do it again and definitely recommend."
United States
Brig
The price is AU$444
includes taxes & fees
13 Mar - 14 Mar
Dugway Hideaway Walking Distance to Lime Rock Park
9.4 out of 10, Exceptional, (9 reviews)
"The property was great and the house was huge even for all 12 of us "
United States
Ryan L.
The price is AU$910
includes taxes & fees
16 Mar - 17 Mar
CT Gate House Goshen CT, Gate House Goshen CT
10.0 out of 10, Exceptional, (5 reviews)
"Beautiful property and great location. A true retreat. "
United States
Andrea B.
The price is AU$1,221
includes taxes & fees
22 Mar - 23 Mar
Whispering Estate Guest House - A Romantic Countryside Getaway
10.0 out of 10, Exceptional, (18 reviews)
"Great location and condition. Roome enough for everyone."
United States
Christopher H.
The price is AU$697
includes taxes & fees
11 Mar - 12 Mar
Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake
10.0 out of 10, Exceptional, (11 reviews)
"We had a great stay, very cute town and close to our destination "
United States
Danielle F.
The price is AU$319
includes taxes & fees
12 Mar - 13 Mar
Mid Century Modern Studio w/ Full Kitchen - Newly Built
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 AU$858
includes taxes & fees
11 Mar - 12 Mar
"Country outside the city " 3 bedrooms 2 full bathrooms
10.0 out of 10, Exceptional, (35 reviews)
"Stunning property!!"
United States
Samantha
The price is AU$669
includes taxes & fees
7 Apr - 8 Apr
Farmhouse apartment on beautiful grounds. 2 mi. to Candlewood Lake
10.0 out of 10, Exceptional, (7 reviews)
"Our host was very welcoming and responsive; he took extra care to ensure our stay was comfortable. Our experience with the property and host exceeded our expectations. We were extremely pleased and would stay at this property again and recommend it to others."
United States
Kathleen B.
The price is AU$464
includes taxes & fees
13 Mar - 14 Mar
Waterfall Sound & Beach-Inspired Country Wing

Holiday Home in Red Hook

rural, serene + sophisticated space
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 AU$538
includes taxes & fees
11 Mar - 12 Mar
rural, serene + sophisticated space
9.4 out of 10, Exceptional, (6 reviews)
"This our 3rd stay at the property and once again we thoroughly enjoyed the house and the grounds. We had an opportunity to enjoy horseback riding on site and would definitely recommend that to any visitors. The hosts were very kind and hospitable. "
United States
Eric L.
The price is AU$1,557
includes taxes & fees
23 Mar - 24 Mar
The George is an elegant restored home in the Hudson Valley
10.0 out of 10, Exceptional, (1 review)
"Without a doubt, we will be back! Your home was so beautiful, warm and comfortable. Our host was so helpful and friendly. We can't thank you enough for providing such a wonderful experience to our trip. "
United States
Linda D.
The price is AU$829
includes taxes & fees
24 Mar - 25 Mar
Sequoia House Charming Goshen Getaway – Quiet Retreat in Litchfield Hills
9.8 out of 10, Exceptional, (6 reviews)
"Perfect little apartment on an amazing farm property...thanks for having us and look forward to returning! "
United States
ADRIENNE
The price is AU$325
includes taxes & fees
18 Mar - 19 Mar
Hudson Valley Farm Getaway- West/Llama Lover Lane

Holiday Home in New Fairfield

Awesome Lake Home with tons of fun!
9.8 out of 10, Exceptional, (7 reviews)
"Great spot "
United States
Mike P.
The price is AU$1,010
includes taxes & fees
14 Mar - 15 Mar
Awesome Lake Home with tons of fun!
The price is AU$491
includes taxes & fees
11 Mar - 12 Mar
Tranquil 4-bedroom house in welcoming Poughquag neighborhood
The price is AU$368
includes taxes & fees
22 Mar - 23 Mar
Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,
10.0 out of 10, Exceptional, (2 reviews)
"Great host"
United States
Lindsey F.
The price is AU$867
includes taxes & fees
12 Mar - 13 Mar
Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
10.0 out of 10, Exceptional, (13 reviews)
"Our group of parents and riders had a great stay during the Millbrook Horse Trials in July. Clean facility, ample room, responsive host. Would stay again."
United States
Hessie S.
The price is AU$2,036
includes taxes & fees
12 Mar - 13 Mar
A Country Lodge Straight Out of the Pages of a Great Novel
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

Everything you need to know about Wassaic holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Wassaic holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 Wassaic holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Wassaic holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Wassaic. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Wassaic holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Wassaic holiday rentals we have selected for you start as low as AU$344 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Wassaic rentals

At Expedia, we put the best Wassaic holiday 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 Wassaic 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 Wassaic holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Wassaic. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed: This holiday home rental outside of Wassaic offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. 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 Harney and Sons Tea Tasting Room, 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.