House holiday rentals in Wappinger

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Popular amenities for house rentals in Wappinger

House rentals with a pool

Guest favourite
Home in Warwick
4.92 out of 5 average rating, 109 reviews

Summer Retreat! Amazing Pool, Playground, 7 acres!

JohanyRating, 5 stars3 weeks ago
This property is large and roomy with plenty beds to go around including the basement with the pool and ping pong tables plus a home gym with various equipments. The outdoors were fantastic with a very nice temperature controlled pool, Jacuzzi, swings set for the little ones and enough acreage to have a soccer match. The neighborhood was nice and quiet in a great country setting with lots of wildlife to enjoy to include lots of singing birds. Our family reunion was a great success due in part to the before mentioned surroundings. Douglas was always available to resolve minor issues, very responsive and accommodating, thanks for making our stay at this property a great one.
Guest favourite
Home in Stamford
4.96 out of 5 average rating, 251 reviews

Midcentury Modern ZenHouse Sculptor Studio

EamonRating, 5 stars1 week ago
Truly one of a kind property. Relaxing, calm, extremely responsive and helpful host. If you are looking to get out of the city or just need some time away to think, look no further. 10/10.
Guest favourite
Home in New Paltz
4.93 out of 5 average rating, 135 reviews

Harrison Field Pool Bike2Town FirePit 10AcreViews

EmmaRating, 5 stars3 weeks ago
We had a great stay at Nathan’s place. The playroom was great for our kids and we all enjoyed the pool. The view was also beautiful. We will definitely be back!
Guest favourite
Home in Highland
4.89 out of 5 average rating, 19 reviews

Hudson Valley Retreat w/ Pool

johnRating, 5 stars5 months ago
We had a wonderful stay at Zahra’s home. The home was just as described and was the perfect cozy sanctuary we needed. Nicely located and close to all . Appointed with all one could want for a month long stay. Zahra is truly a five star host and went well above, with quick responses and furnishing us with a tree for the holidays. Can’t recommend enough if you’re planning a trip to the Hudson Valley area.
Top guest favourite
Home in High Falls
4.98 out of 5 average rating, 102 reviews

Cozy & Spacious Country Home - All Seasons

AshleyRating, 5 stars2 weeks ago
This house absolutely reminded me of home and my childhood ! So lovely and clean. Absolutely love the heated pool ! This was the perfect house for our wedding at the Mohonk mountain house . Close and such a comfortable stay . We really enjoyed the outdoor porch sitting room . Thank you for a comfortable and wonderful stay .
Guest favourite
Home in Cottekill
4.95 out of 5 average rating, 275 reviews

Peace & Privacy - High Falls (hot tub & salt pool)

TylerRating, 5 stars1 month ago
Amy & Sean's place was perfect. We choose it for its proximity to our wedding venue and couldn't be happier. The HOT Tub was just what we needed after a long day of preparing for our wedding. 100% recommend and will definitely consider staying again.
Guest favourite
Home in Kerhonkson
4.95 out of 5 average rating, 364 reviews

Beautiful Salt Water Pool & Fully Fenced 10 Acres

SophieRating, 5 stars1 week ago
We had a beautiful stay in Kerhonkson for a relaxing bachelorette weekend! Lillian’s place is absolutely beautiful and was so comfortable for my friends and I. Everything was as described, extremely clean, plenty of linens and had everything we needed in the kitchen to cook a few meals. We enjoyed sitting by the pool when it was sunny. Lillian was very communicative and flexible with check in time. Thank you!
Top guest favourite
Home in Monroe
4.97 out of 5 average rating, 118 reviews

Lakefront/Legoland/HotTub/Heated Pool 1 hr to NYC!

YingyingRating, 5 stars1 month ago
This is the second time we took our family here. Everything is as great as we remembered. The kids enjoyed swimming, jacuzzing, rowing the boat and playing ping pong and billiards when it is raining. Great three-day weekend well spent. The lake view is fantastic and it is 1.5 hours from Manhattan or 2 hours from Brooklyn. The rate did get more expensive comparing to two years ago but I can tell the location is still very popular from June on. I guess May is a nice shoulder season and the host allowed us to do early check in and late check out. Maybe it is more affordable to combine two families or a group of friends.

Weekly house rentals

Guest favourite
Home in New Paltz
4.95 out of 5 average rating, 147 reviews

New Paltz Guest Cabin Nestled In The Woods

PhilRating, 5 stars1 week ago
Beautiful location, peaceful and private. Spacious, modern, comfortable home. Really good advice about places to explore and visit in the surrounding area. This is a place we’d return to in a heartbeat. Just the tonic after a week in Paris and a hectic entry via JFK. Ben’s place is a haven away from the world. We just loved it!
Guest favourite
Home in Carmel Hamlet
4.84 out of 5 average rating, 43 reviews

Dog & Family Friendly A-Frame - Private and Cozy

ThomasRating, 5 stars1 week ago
Jack and Nicky’s property was amazing. Beautiful home with surrounding us from every angle. Definitely an amazing getaway for a nature lover as myself. Jack was very responsive with any questions we had. Very understanding and nice guy. I truly enjoyed starting on the property and hopefully one day soon I will be back
Guest favourite
Home in Pleasant Valley
5 out of 5 average rating, 27 reviews

The Wildflower House

MatthewRating, 5 stars1 month ago
Loved every part of our stay with Kristine. Perfect for a romantic weekend away - gorgeous cabin, well appointed, and great kitchen for cooking-in. Her recommendations for local spots were also so thoughtful. Thank you again!
Top guest favourite
Home in Wappingers Falls
4.97 out of 5 average rating, 33 reviews

Caroline House Beacon Getaway

Khadi AzulRating, 5 stars3 weeks ago
We had a wonderful time for my graduation weekend. Jessica’s home is even prettier in person! Super clean, well appointed, and easy to access by car, I truly enjoyed my stay. Jessica is a wonderful host and will be back :)
Guest favourite
Home in Poughkeepsie
4.93 out of 5 average rating, 43 reviews

3000 sq ft Poughkeepsie home with chef's kitchen

MichaelRating, 5 stars2 weeks ago
Bruce was a superlative host. Communicative and flexible, and we were greeted with a thoughtful (and abundant) welcome basket. The house clearly has been updated recently and is maintained immaculately yet comfortably. It did feel like there were a lot of rules -- but having spoken with Bruce, they were eminently understandable; I only mention it because if you're someone who's not good with following directions and/or honoring rules, it might not be the most favorable conditions for a good guest-host outcome, but IMHO that would be the guest's loss. We felt it was good value. Really nice front porch conducive to lounging. Details attended to well also, such as large, absorbent bath towels. Wish all hosts had their acts together like Bruce and a comportment like him.
Top guest favourite
Home in Fishkill
5 out of 5 average rating, 37 reviews

Chez Moi-4 beds-3 bedroom-two bath-sleeps 7-

JamesRating, 5 stars1 week ago
We were very content, with all comforts and conveniences met. The neighborhood was quiet and felt safe. Michelle is a very accommodating and attentive hostess. Terrific location for our plans. Overall awesome experience. Thank you,
Guest favourite
Home in Kerhonkson
4.96 out of 5 average rating, 312 reviews

Architect's Hudson Valley Home in the Woods

BaptisteRating, 5 stars6 days ago
Olga's beautiful modern house in Upstate New York is a real gem nestled near a wild forest. The spacious house offers plenty of room to relax and unwind after a day exploring the area. The location offers a perfect blend of tranquility and adventure, with plenty of things to do in the surrounding area. Olga was a fantastic host – incredibly responsive and flexible, which made our stay even more enjoyable. The house itself is stunning, with modern amenities and stylish decor. We had a wonderful stay and highly recommend this Airbnb!
Top guest favourite
Home in Cold Spring
5 out of 5 average rating, 42 reviews

Mountain Top Retreat

MaryRating, 5 stars1 day ago
Very comfy bed… great shower- lots of hot water and good water pressure. The bottled water, oatmeal and snack bars were appreciated. The home was clean and spacious. Back deck was a perfect spot to unwind. Andre and his wife were very helpful.

Private house rentals

Guest favourite
Home in Newburgh
4.91 out of 5 average rating, 46 reviews

Welcome to Newburgh's Cozy Cove

BrianRating, 5 stars1 week ago
This was a cute cozy cottage, just right for 3 people. This house was perfect for our quick getaway. Close to all local restaurants and store, but far enough away from all the busy roads. Owners were very friendly and helpful. Very quick to respond when we needed something. Would recommend to others.
Guest favourite
Home in Highland
4.89 out of 5 average rating, 47 reviews

Hudson Valley Boutique Airb&b

DaniRating, 5 stars6 days ago
It was a great stay and beautiful home. Really appreciated the ease of entry and amazing scenery.
Guest favourite
Home in Holmes
4.91 out of 5 average rating, 11 reviews

Enchanted Escape | POOL, LAKE, Concierge Services

AnxhelaRating, 5 stars2 weeks ago
We had such a great experience staying at this Airbnb. The house was beautiful, super clean, and the view was just perfect honestly even better than the photos. What really made our stay stand out though was the host, Sunny. He was amazing so helpful, kind, and incredibly thoughtful. As a Muslim family, we really appreciated how respectful and considerate he was. He made sure we had our privacy and went out of his way to make everything as easy and comfortable as possible for us. It honestly felt like staying at a friend’s place. We’d definitely come back and highly recommend this spot to anyone looking for a peaceful, welcoming place to stay.
Guest favourite
Home in Port Ewen
4.93 out of 5 average rating, 27 reviews

Hudson Riverfront Mid-Century Modern Home

KevinRating, 5 stars4 weeks ago
A beautiful, comfortable house right on the Hudson with stunning views. We loved watching all the life on the river, herons and loons and ducks, as well as boats from tiny crafts to massive barges. There are great hikes just a short distance away. It is a perfect place to rest, write, draw, and make music.
Top guest favourite
Home in East Jewett
4.98 out of 5 average rating, 40 reviews

Creekside Couple's Retreat w/Hot tub, Sauna & More

IzabelaRating, 5 stars4 days ago
My husband and I were blown away by the beauty and thought that was put into this private destination. The moment you step on property, the freshness of the air and sounds of the creek are immediately calming. Diana was incredibly nice and very communicative before and during the entire stay. Activities: The sauna, creek, hot tub, pizza oven, grill, fire place/pits, hammocks- the amenities are amazing and unlike any other Airbnb I have ever been in before. So much that besides a quick dinner out one night (12 min away) and a nice walk around the Mountain Top Arboretum with our dog, we wanted to spend our time at the property. We called it our personal sanctuary spa!! The home: The home style is minimalistic but homey and every single item is top notch quality. There are no shortcuts- the entire place is a work of art. The bedroom and bathroom inspired me to reanalyze my own bedroom style. Thank you for upping the Airbnb game!! Can’t wait to come back to this magical spot! ✨
Guest favourite
Home in Arlington
4.87 out of 5 average rating, 30 reviews

The Cherry House

AmyRating, 5 stars3 weeks ago
Lau-Rene was a great host and very friendly! She answered all my questions before arriving and helped out with a couple of things once we got there! The house was in a great location for Vassar related activities, beautiful neighborhood. I would stay there again!
Top guest favourite
Home in Accord
5 out of 5 average rating, 65 reviews

Accord River House

KacyRating, 5 stars2 weeks ago
This was hands-down, my favorite. Air B&B ever! We hope to return and spend more time on our next visit. We were literally immersed in and surrounded by nature and it was so beautiful and peaceful. It also felt like home the minute we stepped in… like going to a friend’s “country weekend” place where the books, puzzles, games, records, artwork, handcrafted pottery, electric blankets, dog beds and more (!) just make you feel at ease and in comfort. This place is so loved and it shares that love with its visitors. Thank you to the owners for sharing such a special place!
Guest favourite
Home in Beacon
4.97 out of 5 average rating, 30 reviews

Cozy studio in a great location

ClayRating, 5 stars5 days ago
Bengisu is a great host, and our Airbnb was exceptional value. We had a great space right nearby Main Street Beacon. It was the perfect spot for our stay and we highly recommend staying here with Bengisu

Quick stats about house rentals in Wappinger

  • Total rentals

    30 properties

  • Nightly prices starting at

    ₹3,471 before taxes and fees

  • Total number of reviews

    1.9K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

Destinations to explore

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