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House vacation rentals in Wappinger

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Top-rated house rentals in Wappinger

Guests agree: these houses are highly rated for location, cleanliness, and more.

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Top guest favorite

A spacious dining room features rich wood paneling and a large table surrounded by eight upholstered chairs. A stylish light fixture hangs above, while a decorative wall piece adds interest. Natural light enters through a nearby window, enhancing the room's warm ambiance.

Home in Greenwood Lake

5 out of 5 average rating, 119 reviews

Escape to the lake!LAKEFRONT/Hot-tub/1 hour to NYC

Lakefront, fully renovated and ready for guests to experience lake living at its best from the inside out. The modern gas fireplace and cozy sectional sofa make the living room the perfect place to perch over crisp autumn evenings. Or take a steaming soak in the backyard hot tub after a day of hiking or exploring all of neighboring Warwick’s wineries, breweries and local farms.With direct access to the lake from the property our location is ideal for kayaking. All within a 1 hour drive from NYC!

Top guest favorite

A spacious retreat is seen from above, featuring a large deck with seating and modern design elements. Surrounding foliage displays vibrant autumn colors, while a gravel pathway leads to the house. The serene landscape emphasizes the property's natural setting.

Home in Round Top

4.96 out of 5 average rating, 195 reviews

Escape in the Catskills w/hottub

Escape to the Catskills: Your Mountain Retreat No Cleaning Fee! Immerse yourself in the breathtaking beauty of the Catskills. Our cozy retreat offers the perfect blend of relaxation and adventure, whether you're seeking a romantic getaway, a peaceful remote work haven, or an exciting outdoor adventure. Unwind in the hot tub while enjoying stunning world-class panoramic views. Conveniently located near charming towns with unique shops, delectable dining options, and hidden antique treasures.

Home in Kingston

4.92 out of 5 average rating, 251 reviews

This New House Two

Custom built new home built purposefully for Airbnb quests. This house offers a distinctive design with a large loft bedroom and a fully tiled bathroom. The loft overlooks the downstairs living area which has an open living room, dining area, and kitchen. The second bedroom and bath are located on the first floor. Granite, slate, and soapstone accentuate the countertops, vanities, and shower areas. You will also see unique pieces of furniture, accent tables and artwork throughout the house.

A cozy living area is presented, featuring a brown sofa and a wooden coffee table on a patterned rug. Natural light filters through a large window adorned with stained glass, revealing a lush garden outside. A round dining table and wicker chairs complement the space.

Home in Gardiner

4.91 out of 5 average rating, 246 reviews

Riverfront Stone Cottage Private/ hot tub/ boats

Welcome to Rose and Thorn, a cozy cottage with an old world feel. Stay in this timeless stone house perched along the Shawangunk River. Comfortable beds and plenty of options for lounging greet you after a day exploring the nearby Mohonk Mountain Preserve or eclectic town of New Paltz. Enjoy expansive views of the ridge from the back deck or riverside dock. You won’t even need to leave the property to fill your day. Swim, boat, soak and play in complete privacy right out of the back door.

Top guest favorite

The exterior of a two-family house is shown, featuring red siding and multiple large windows. A driveway lined with small gravel leads up to the property, with glimpses of the Hudson River visible in the background. The upper deck offers an outdoor space with seating.

4.97 out of 5 average rating, 378 reviews

River & Mtn Views - Jacuzzi - near Metro North

Panoramic Hudson River and Storm King Mountain views, just a 5-minute walk from train station, 3 minutes to Dia Beacon. Walk to Main Street. (Or ride one of the house bikes!) Watch the sun go down over the Hudson River from the Jacuzzi (or the outdoor shower) at this prime location. My kitchen is fully equipped with more than just basics. Also, Weber grill out on the deck is hooked to gas line. Includes Linens, Towels & Toiletries. House also has Iron, Ironing Board and Hair Dryer.

A functional kitchen is equipped with stainless steel appliances, including an oven and microwave. White cabinets provide ample storage, while a granite island offers seating with four high-backed chairs. The open layout connects to a dining area, creating a seamless flow throughout the space.

Home in New Milford

4.88 out of 5 average rating, 188 reviews

Renovated, one level home in an excellent location

Guests are sure to enjoy a memorable time in this beautiful fully furnished 3 bedrooms and 2 bathroom house. The house has been recently renovated to maximize comfort and overall experience. Excellent location close to major stores, restaurants and at walking distance to Candlewood Lake and Candlewood Lake Point private beach. Highlights: Free WIFI, Roku TV with Youtube TV, towels & beach towels, bed linens, and a beautiful deck with dining table, propane grill, and patio furniture.

A well-lit bedroom features a black wooden bed with a plush blanket layered over crisp white linens. A small bedside table holds a lamp, and framed photos adorn the walls. A window with a blackout shade allows natural light while a wooden chair adds a touch of warmth.

Home in Sheffield

4.91 out of 5 average rating, 117 reviews

Wow! Best BERKSHIRE SnowHome #1 Private SuperClean

"238 Main" has two rentals. Only one rental is rented at a time. Rental #1 has 2 bedrooms, FULLY EQUIPPED KITCHEN and is SUPERCLEAN! (SEE THE 1 BEDROOM LISTING #2!) We are conveniently located between Butternut and Catamount ski stations. Fully renovated, large garden, private entrance, terrace and parking space. Queen size beds. High Speed WiFi. Bathroom has radiant floor heat, towel warmer, plush bathrobes, hairdryer and toiletries. We are in the heart of the Berkshires come visit!

An open dining area features a large, rustic wooden table surrounded by soft, upholstered chairs. Natural light filters through the windows, highlighting a potted plant at the center. In the background, a cozy seating area includes a blue armchair and decorative artwork on the walls.

Home in Catskill

4.94 out of 5 average rating, 109 reviews

Catskill Village House close to dining shops

New for winter 2025 outdoor heated igloo. Quiet street with private parking. Large outdoor deck. Close to Hudson, Hunter and Woodstock. Nearby skiing and hiking. Windham and Hunter ski areas. And north lake. Numerous restaurants, breweries cafes in the bustling Village of Catskill. Short walk to Hudson River and two waterfront parks Need more space. Property is adjacent to https://www.airbnb.com/h/studiocatskillvillage https://www.airbnb.com/h/catskillwaterviewhouse

A charming house is seen set among lush green trees, showcasing a light gray exterior. The front porch, framed by a wooden railing, invites relaxation. A white brick chimney adds character to the roofline, and several windows allow natural light to brighten the interior.

4.8 out of 5 average rating, 197 reviews

Convenient and Cozy Antique Cape

Adorable little house in Darien CT, with a fireplace in winter and the beautiful local beaches in the summer. Right across from Trader Joe’s and around the corner from route 1 and Interstate 95, the little house is super convenient to local amenities. Probably the best perk of its central location is that it’s nestled behind Rorys, the best pub ever, so there’s no need to even cook if you are too busy or just don’t want to after working all day or a long day at the beach

A secluded riverfront cabin surrounded by lush greenery is showcased. The sturdy wooden deck features outdoor seating, overlooking the river. A stone pathway leads visitors towards the entrance, framed by tall trees and vibrant grass, creating a tranquil setting in nature.

Home in Middletown

4.9 out of 5 average rating, 129 reviews

Riverfront! Swim, Fish, Hot Tub & Game Barn.

Fish, Tube, Hot tub and Game room! All in one property! This exquisite riverfront home has 3 bedrooms and a sleeping loft. This magical property is 7 acres on the River. Bellayre beach 15 mins and Windham mountain biking 30 mins. Hike, s’mores by the fire, hang out in the 3 season game barn equipped with a pool table and darts, have a drink in the riverside hot tub. 5 mins to retro bowling and restaurants. NO FIRST TIME RENTERS ID VERIFIED/REVIEWED RENTERS ONLY.

A modern kitchen features a central island with seating for four, complemented by sleek black bar stools. Open shelves display dishware and kitchen essentials, while stainless steel appliances enhance functionality. Natural light floods in through large windows, illuminating the crisp white cabinetry and light wood accents.

Home in High Falls

4.95 out of 5 average rating, 292 reviews

Stunning renovated house in the Hudson Valley

enjoy a peaceful get away at this newly renovated private home in the hudson valley . nestled next to a beautiful cliff the house is just minutes away from mohonk perserve and the hudson valley rail trail with access to over 1000 miles of groomed hiking trails. spend your days hiking, biking and rock climbing or choose to stay in and relax on the hammock or in the screened in porch. just a 1 mile drive to the quaint town of high falls.

Top guest favorite

A living room features a leather sofa and a wooden coffee table, surrounded by colorful artwork on the walls. Natural light fills the space through two windows, revealing a warm wood ceiling. A rocking chair and patterned rug add comfort to the inviting atmosphere.

Home in Woodstock

4.98 out of 5 average rating, 219 reviews

Sweeping mountain views in Woodstock, NY

A quick 3 minute drive to the center of town, our recently built 3 bedroom house has gorgeous mountain views and is on 5 beautiful secluded acres surrounded by trees. The property is fantastic in all seasons and close to amazing Catskill skiing, hikes, waterfalls, swimming holes, and the Hudson River, as well as the towns of Phoenicia, Saugerties, Kingston, Catskill, Hudson, Rhinebeck, and Tivoli.

Vacation rentals for every style

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Comfortable places with all the essentials

Popular amenities for Wappinger house rentals

Free parking on premises

Air conditioning

House rentals with a pool

A modern entryway is highlighted by a circular mirror and potted plant, with a sleek console table underneath. A spiral staircase leads to an upper level, while natural light streams through nearby windows, illuminating the elegant hardwood floor and inviting blue sofa.

Home in Saugerties

4.94 out of 5 average rating, 68 reviews

Perfect Family Retreat•Pool•Volleyball•Firepit

A spacious two-story house is adorned with winter decorations, featuring dark siding and white trim. Snow coats the ground and branches, adding a serene touch. The entrance is highlighted by a front porch with white railings, surrounded by large windows fitted with seasonal wreaths.

Home in Saugerties

4.98 out of 5 average rating, 60 reviews

Upstate Family-Friendly House w/ Pool Pets Allowed

Top guest favorite

Home in Warwick

4.98 out of 5 average rating, 60 reviews

4 bedroom house with pool (Kids & Dog Friendly)

An indoor heated swimming pool is featured, surrounded by wooden paneling and illuminated by colorful LED lights. A hot tub is positioned beside the pool, with two lounge chairs placed nearby. Large windows offer views of the exterior while maintaining a cozy atmosphere.

Home in Newburgh

4.88 out of 5 average rating, 80 reviews

Entire Home (private pool), Event Friendly

Home in Kingston

4.83 out of 5 average rating, 70 reviews

Beaver | Pool, Firepit, Secluded, 10 acres

A central living space features a spiral staircase and high cathedral ceilings supported by wooden beams. Light streams through large windows, illuminating a mix of white sofas and chairs positioned on a natural fiber rug. The open layout connects to the kitchen area in the background.

Home in Stanfordville

5 out of 5 average rating, 5 reviews

The Round House w/ Heated Pool

Home in Woodstock

4.86 out of 5 average rating, 132 reviews

Gorgeous Villa Mntn Views, salt H2O pool, hot tub!

A spacious, circular pool is surrounded by a wooden deck, featuring two reclining chairs and a small table set nearby. Lush greenery creates a natural backdrop, enhancing the serene outdoor space, which is equipped with safety rails for easy access.

Home in West Milford

4.98 out of 5 average rating, 149 reviews

On The Rocks In The Hot Tub

Weekly house rentals

The modern barn-style home is surrounded by lush greenery, featuring large windows that highlight its spacious interior. A wraparound deck with railings invites outdoor relaxation, while an inviting facade includes a prominent gabled entry. Soft lighting enhances the welcoming ambiance as dusk approaches.

Home in Mount Tremper

4.9 out of 5 average rating, 224 reviews

Stunning Modern Barn minutes from Woodstock 21N195

A modern dining area features a large wooden table surrounded by black and natural woven chairs. A stylish light fixture hangs above, while a staircase with wooden slats leads to the upper level. Large windows offer views of the greenery outside.

Home in Wallkill

4.86 out of 5 average rating, 121 reviews

Modern Upstate Gem Surrounded by Trees | Hot Tub

A spacious entryway features a set of ornate wooden double doors with intricate patterns. A wooden staircase leads to the upper level, complemented by a sleek side console piece. Natural light fills the space, enhancing the warm wooden tones of the flooring.

Home in Garrison

4.93 out of 5 average rating, 161 reviews

Hudson Valley Mountaintop Riverview

A spacious living area features a plush teal sofa and a cozy gray couch. A circular glass coffee table sits on a vibrant area rug. Natural light filters in through large windows, while unique artwork and modern decor enhance the inviting ambiance. A staircase leads to the upper level.

Home in Catskill

4.98 out of 5 average rating, 405 reviews

The Martin House, Catskills

A two-story post-and-beam house is set in a lush, green landscape under a clear blue sky. The rustic exterior frames a welcoming front door, while a grassy lawn surrounds the structure, providing a sense of privacy and tranquility.

4.8 out of 5 average rating, 112 reviews

Secluded Post-And-Beam Retreat

A modern black house nestled among lush green trees is visible, featuring a spacious driveway that leads to a well-maintained entrance. The property is surrounded by a carefully landscaped area with shrubs and stepping stones, blending harmoniously with the natural setting.

Home in Mount Tremper

4.97 out of 5 average rating, 155 reviews

Perfect Abbey Road Retreat

The contemporary house is set against a backdrop of trees with autumn foliage. It features a spacious deck and large windows that invite natural light. A paved area is visible in front, with organized landscaping and clear access to the entrance.

Home in Margaretville

4.93 out of 5 average rating, 169 reviews

Belleayre GrandHouse 6 BRs w/Hot tub/Sauna/Game RM

Top guest favorite

A modern living area features a pair of leather bean bags, an oval white chair, and a floor lamp. A large woven rug anchors the space, with greenery from potted plants adding a touch of nature. The open layout allows visibility into the adjoining rooms.

Home in Halcott

4.98 out of 5 average rating, 102 reviews

Modern Mountain Retreat with Views on 18 Acres

Private house rentals

Top guest favorite

The guest house features a contemporary exterior with green paneling and wooden accents. An extensive patio surrounds the structure, furnished with lounge chairs and a dining set. Large glass doors and windows invite natural light, while views of the surrounding landscape are visible.

Home in High Falls

5 out of 5 average rating, 227 reviews

Our Place - A Big Little House

A cozy cabin is viewed from the outdoor area, surrounded by lush greenery and tall trees. A spacious deck features a patio umbrella and outdoor seating, creating a relaxed environment. A small stone wall is visible, along with a grill, enhancing the outdoor space.

Home in Fleischmanns

4.91 out of 5 average rating, 78 reviews

Secluded Open Air Cabin

A spacious outdoor area is visible, featuring a winding path that leads through a grassy landscape. Trees of varying heights frame the view, capturing seasonal colors with a backdrop of rolling hills under a clear blue sky.

Home in New Milford

4.94 out of 5 average rating, 32 reviews

Serene Country home 24 mi Mohawk ski area

Top guest favorite

A sunlit living room features high cathedral ceilings and a welcoming fireplace. Comfortable seating is arranged around a central coffee table, contrasting against natural wood flooring. Shelving units display books and decorative items, contributing to a cozy ambiance.

Home in Stone Ridge

4.96 out of 5 average rating, 142 reviews

Secluded Oasis w/ Fire Place In Stone Ridge

A lakehouse is shown amidst trees and natural surroundings, featuring three stories with balconies and a stone foundation. A red kayak is visible on the shore, and steps lead up to the main entrance. The space offers a blend of outdoor and architectural elements.

Home in West Milford

4.91 out of 5 average rating, 143 reviews

Large family house on the lake

The image captures a vibrant sunset reflected on the tranquil lake surface. Rich hues of orange, pink, and purple fill the sky, creating a striking contrast with the dark silhouettes of trees lining the shore. The calm waters mirror the colorful sky, enhancing the serene atmosphere.

Home in Ulster Park

4.88 out of 5 average rating, 227 reviews

Entire lake house to yourself. Great for groups

A private house is framed by a white picket fence, with a gravel driveway leading to an entrance. Surrounding greenery and colorful trees hint at a natural, serene environment. The structure features a mix of siding and a chimney, suggesting a cozy, country aesthetic.

Home in Craryville

4.92 out of 5 average rating, 113 reviews

The Gatehouse at Raspberry Ridge

Top guest favorite

The exterior of the house is surrounded by trees, featuring large windows that invite natural light. A stone patio includes outdoor seating and a grill, with an umbrella providing shade. The property is enveloped by greenery, offering a serene atmosphere.

Home in Philipstown

5 out of 5 average rating, 26 reviews

Charming Retreat 3B/3B Garrison, 2 Fireplaces

Quick stats about house rentals in Wappinger

Total rentals
30 properties
Nightly prices starting at
$40 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