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House vacation rentals in Cragsmoor

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Top-rated house rentals in Cragsmoor

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!

A spacious living area features a large, light-colored sectional sofa adorned with colorful cushions. A wooden coffee table sits at the center, surrounded by woven storage baskets. In the background, an open concept kitchen and dining area can be seen, with a staircase leading to the upper level.

Home in Lehman township

4.86 out of 5 average rating, 166 reviews

Cozy Family Poconos Home: Game Room, Pools,Firepit

@goldenpoconos Are you tired of searching for houses for your perfect vacation? You can stop right now because this is it! Welcome to our family owned Golden Retreat in the SawCreek Community! Enjoy a cup of fresh coffee while the living room is set ablaze with golden sunlight. Guests will have access to 3 bedrooms/2 bathrooms, large fully stocked kitchen, jacuzzi, loft with board games and entertainment, and a game room in the basement filled with billiards, ping pong, air hockey, and more!

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.

A two-story home is depicted featuring a stone chimney and large windows, allowing natural light to fill the interior. A wrap-around deck encircles the house, complemented by a well-maintained lawn and nearby trees, providing a peaceful outdoor setting.

4.92 out of 5 average rating, 118 reviews

Lake house, 700 ft waterfront - from every room

Panoramic views from the wrap-around deck offers privacy and 700 feet of lake frontage from this comfortable home. Enjoy the sunrise and sunsets views of the lake from EVERY room. Two kayaks, canoe, paddle board to be enjoyed from its private beach. The great room has full lake view, heated floors and two large decks. This home offers 4 bedrooms, 2 and 1/2 baths, a finished lower level that features game room with private deck, ping pong table, giant Jenga, home gym, and large 55in TV.

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.

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 charming front porch features white railings and vibrant blue accents. Lush flower beds filled with colorful blooms surround the porch, while a red car is parked nearby. Well-maintained greenery adds to the inviting appearance of the home.

4.84 out of 5 average rating, 170 reviews

A Victorian "Lady"

Enjoy an old-fashioned vacation right across the street from the Hudson river. Watch the tides, boats, and barges pass by. Dining, kayaking within walking. Historic Hudson, Olana just 10 min. drive. This is a house to relax, use as a base for other activities. It is not intended as a place to party.. It is a quiet neighborhood. I expect my guests to respect that. There is a weekend special. If you book friday/saturday or saturday/sunday the price is $350.00 for the 2 nights. Thanks

A spacious ranch house is set within a tree-lined lot, featuring a stone pathway leading to a welcoming front porch. Natural light filters through the trees, illuminating the house's exterior and surrounding grassy areas.

Home in East Stroudsburg

4.87 out of 5 average rating, 230 reviews

Cozy house, pet friendly,hot tub, speed WiFi

This beautiful ranch house is located on a private 7 acres lot with a lot of trees. Our guests can enjoy a newly renovated kitchen, living room and dining room, with 3 cozy bedrooms and 1.5 bathrooms. The house is isolated, and is about a 10-15 drive to nearby stores and attractions such as Bushkill Falls and Shawnee Mt. The backyard is very large and equipped with a deck and a big campfire perfect for barbecues and making s’mores. It is also very close by to small lake.

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.

An open living area features a warm wooden ceiling with hanging pendant lights. Large windows allow natural light to fill the space, highlighting a cozy seating arrangement and a coffee table. A decorative wall hanging conveys a cheerful message about love.

Home in Greentown

4.96 out of 5 average rating, 261 reviews

Brand new one bedroom paradise

Gorgeous Brand new Cottage! Close to many ski resorts! Montage, Jack Frost, Elk Mountain Big Bear, and Camelback. 25-35 minutes out. Away from the hustle and bustle!Perfect getaway! All you need is your clothes and food! Fully sanitized& filled with all essentials. GLAZE under the stars around the fire pit. This beautiful house is minutes away from grocery stores, shops and other facilities. 25 minutes away from Woodloch Pines and 20 minutes from SkyTop!

A charming mountain house with a blend of stone and wood siding is showcased amidst lush greenery. A deer is seen walking along the driveway, enhancing the serene natural surroundings. Large windows invite natural light, creating a welcoming facade.

Home in East Stroudsburg

4.97 out of 5 average rating, 120 reviews

Stylish 4Bdr Mountain Retreat, Hot Tub, Pool

Welcome to Serenity Falls! A true gem mountain house with its own private waterfall! Large deck with a private hot tub, dining area, and magical atmosphere with entertainment for all. This retreat also offers a full-size billiards table and a game room with PS4, darts, and other toys for all ages. Enjoy delicious meals with loved ones on the spacious deck with a BBQ grill and take in the breathtaking Poconos scenery. What else can you ask for?

A multi-level home nestled among bare trees, featuring a wrap-around deck and surrounding greenery. Snow covers the ground, complementing the rustic charm of the cabin. The entryway is accessed by a set of wooden stairs, creating a welcoming approach.

4.9 out of 5 average rating, 124 reviews

Poconos Lakefront Best View Lake Wallenpaupack⛷

The best view on the lake I would describe it as hypnotic. Close to several ski resorts. Montage, Elk, Camelback, Jack Frost , and Big Bolder are all less than 40 min drive,!!!two fireplaces and a fire pit !!The pictures do not do it justice. Brand new everything look at the pictures. Huge deck private dock and swim dock!! Perfectly situated between silver birches and the boat house. Walk the dyke to the beach!!

Vacation rentals for every style

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Homes

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Popular amenities for Cragsmoor house rentals

Free parking on premises

Air conditioning

House rentals with a pool

Home in Bushkill

4.91 out of 5 average rating, 111 reviews

Lakefront Retreat, Heated Pool, Hot Tub, Kayaks

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 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!

Home in Bushkill

4.92 out of 5 average rating, 201 reviews

Entire House Hot tub Barrel Sauna Private Backyard

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

Home in New Paltz

4.93 out of 5 average rating, 133 reviews

Harrison Field Pool 10Acres BikeRailTrail 2Town

A welcoming front patio is shown with two chairs positioned near the house. Surrounding lush green grass extends to the horizon, featuring a backdrop of gentle hills and a few distant buildings, including a red barn, under a clear blue sky.

Home in Narrowsburg

4.95 out of 5 average rating, 196 reviews

Modern House with Private Pool, Hot-Tub, Fireplace

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 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

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 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 cozy living area features a soft sofa and a leather chair, complemented by a round coffee table. A gas fireplace with a stone surround adds warmth, while large windows allow natural light to fill the space. A modern light fixture and decorative accents enhance the inviting atmosphere.

4.85 out of 5 average rating, 132 reviews

Mountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI

A bright living area features large windows offering scenic mountain views. Natural light fills the space, highlighting the comfortable leather sofas and wooden coffee table adorned with a decorative runner. Artsy lamps add warmth, creating an inviting environment for relaxation.

Home in Stamford

4.96 out of 5 average rating, 124 reviews

Mountain House Family Getaway!

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

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 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

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

4.83 out of 5 average rating, 81 reviews

Entire Home (private pool), Event Friendly

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

The exterior of a light-colored house is surrounded by vibrant flowers and greenery. A small wooden deck is visible on one side, while a larger structure can be seen at the right. Lush trees provide shade, and a clear blue sky completes the serene landscape.

Home in Greenville

4.87 out of 5 average rating, 244 reviews

Beautiful Fall cabin, North Catskills/Greenville

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

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