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Holiday Rentals in Wassaic

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Holiday Rentals in Wassaic

Apartment in Poughkeepsie

2.0 star property
10.0 out of 10, Exceptional, (5)
"My friends and I rented this property for a long girls weekend to attend an event in the area. We liked the historical aspect of the property and Gary was an excellent host. His banana bread was amazing! We would definitely stay again. "
United States
Sara
The price is €234
includes taxes & fees
4 Dec - 5 Dec
2Br Private Victorian Apartment in City Location on Half Acre Sleeps 5

Apartment in RHINEBECK

10.0 out of 10, Exceptional, (25)
"This a an adorable, well designed, spotless space which was perfect for our over night stay in Rhinebeck. Property a quick walk away from the fairgrounds and downtown was also walkable…the host was absolutely amazing with great communication and detailed instructions! "
United States
Kathy
Private Studio Close to Downtown Rhinebeck

Cabin in Cornwall

10.0 out of 10, Exceptional, (5)
"This cabin is so cute we had a relaxing time , will return"
United States
Candice S.
The price is €447
includes taxes & fees
3 Dec - 4 Dec
Peaceful Cabin with Sauna, Hot Tub & Cold Plunge

Cabin in New Fairfield

10.0 out of 10, Exceptional, (1)
"Great location and lots to do despite it raining for half our stay! My dog enjoyed the yard and walks around the neighborhood. My son loved kayaking and having his first ever s’more. Honestly I wished we had booked a longer trip! "
United States
Lyndsey F.
The Little Lake Cabin with hot tub

Apartment in Staatsburg

10.0 out of 10, Exceptional, (44)
"Location is well furnished and near many attractionHost versatile and well versed"
United States
Alberto M.
The price is €174
includes taxes & fees
6 Dec - 7 Dec
Mid-Century DJ’s Dream

Cabin in Sheffield

10.0 out of 10, Exceptional, (9)
"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 €632
includes taxes & fees
4 Dec - 5 Dec
Guesthouse Cabin vacation rentals in Berkshire County

Holiday Home in Goshen

2.5 star property
9.8 out of 10, Exceptional, (7)
"The property was great and the house was huge even for all 12 of us "
United States
Ryan L.
The price is €568
includes taxes & fees
7 Dec - 8 Dec
CT Gate House Goshen CT, Gate House Goshen CT

Holiday Home in New Fairfield

2.0 star property
9.8 out of 10, Exceptional, (7)
"Great spot "
United States
Mike P.
The price is €677
includes taxes & fees
20 Dec - 21 Dec
Awesome Lake Home with tons of fun!

Apartment in Kent

9.8 out of 10, Exceptional, (9)
"We had a great stay, very cute town and close to our destination "
United States
Danielle F.
The price is €220
includes taxes & fees
16 Dec - 17 Dec
Mid Century Modern Studio w/ Full Kitchen - Newly Built

Cabin in Hyde Park

10.0 out of 10, Exceptional, (1)
"Great communication with the host. They thought of every detail down to a bone for our dog. Property is gorgeous with plenty of room to relax, enjoy a fire, and have hours of fun in the game room. We felt super relaxed when we walked in - like being home. "
United States
Darlene D.
The price is €343
includes taxes & fees
4 Dec - 5 Dec
Charming 2-bedroom cabin on 25 acres with loft space and full basement

Apartment in Millbrook

10.0 out of 10, Exceptional, (2)
"Tanya goes above and beyond for her guests. Thanks so much for the stay!"
United States
Lindsay S.
Charming 3-bedroom apartment on 2nd floor in Millbrook NY, right in the village

Holiday Home in Holmes

2.0 star property
9.6 out of 10, Exceptional, (4)
"Great house! We had a fantastic weekend!! Thank you so much "
United States
pamela w.
The price is €484
includes taxes & fees
16 Dec - 17 Dec
"Country outside the city " 3 bedrooms 2 full bathrooms

Holiday Home in New Fairfield

10.0 out of 10, Exceptional, (16)
"The house worked very well for our family holiday. Very clean, had everything we needed "
United States
Audrey P.
The price is €438
includes taxes & fees
3 Dec - 4 Dec
Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake

Holiday Home in Millerton

10.0 out of 10, Exceptional, (4)
"Great communication and a fantastic property! The setting is quiet and short walk to downtown Millerton. The Harlem Valley Rail Trail Line is just down the road which offers excellent opportunities for adventures!"
United States
Scott E.
Modern Ranch Retreat in Hudson Valley

Apartment in Hyde Park

2.0 star property
9.6 out of 10, Exceptional, (5)
"Perfect little apartment on an amazing farm property...thanks for having us and look forward to returning! "
United States
ADRIENNE
The price is €201
includes taxes & fees
2 Jan - 3 Jan 2026
Hudson Valley Farm Getaway- West/Llama Lover Lane

Apartment in New Fairfield

10.0 out of 10, Exceptional, (34)
"Beautiful apartment in a beautiful setting. "
United States
Lisa
The price is €392
includes taxes & fees
10 Dec - 11 Dec
Farmhouse apartment on beautiful grounds. 2 mi. to Candlewood Lake

Cabin in New Milford

10.0 out of 10, Exceptional, (2)
"My husband and I stayed here to relax, rejuvenate, and celebrate his birthday. We had a wonderful time! He really enjoyed relaxing in the hot tub while listening to the sound of the creek. Our dog, Gambit, loved laying near the pellet stove to warm up on those cold nights. The hosts were/are wonderful and are very attentive and responsive! They have small touches here and there that really make the stay special (like the dog bowls and treats). We are already looking forward to our next stay...
United States
Emily M.
The price is €417
includes taxes & fees
16 Dec - 17 Dec
Creek Side Cabin with Wood Fired Hot Tub and Fire Pit

Holiday Home in Poughkeepsie

10.0 out of 10, Exceptional, (2)
"Great host"
United States
Lindsey F.
The price is €511
includes taxes & fees
16 Dec - 17 Dec
Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY

Holiday Home in Stanfordville

9.4 out of 10, Exceptional, (6)
"Clean, comfortable, private, and plenty of room. Hosts went above and beyond to make our stay easy and memorable."
United States
Polly J.
The George is an elegant restored home in the Hudson Valley

Holiday Home in Poughkeepsie

9.8 out of 10, Exceptional, (24)
"Amazing property and super helpful hosts. Can’t recommend enough! "
United States
Lou D.
The price is €619
includes taxes & fees
14 Dec - 15 Dec
Spacious New Luxurious holiday house in lovely Hudson Valley
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, apart-hotels, 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 favorite 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 depends 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 €174 per night. Entering your travel dates in the search wizard you might find 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?

The Farm at Hyde Park: 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 Harney and Sons Tea Tasting Room, or get outside and enjoy nature at Kent Falls State Park. In the wider area, you’ll find Wing's Castle and Millbrook Vineyards and Winery.

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.