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Cottage vacation rentals in Bear Mountain

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Top-rated cottage rentals in Bear Mountain

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A wooden chair faces a gently flowing stream, surrounded by tall trees in a tranquil setting. Sunlight filters through the branches, creating a serene ambiance by the water's edge.

Cottage in Hobart

4.81 out of 5 average rating, 187 reviews

🌟Riverfront Cottage W/2 Bedrooms Catskills 🌟

Enjoy our renovated farm house. Relax at this peaceful riverside cottage. Listen to the passing stream from every room in the house. Cottage features a Hammock, backyard fire pit, private swimming hole, Trout fishing, voice activated speakers throug, full kitchen, two bedrooms with queen's and laundry.Surrounded by 200 acres of state land you're free to explore. Cottage is located in Hobart NY, the bookstore capitol of NY. 25 min to Plattekill Mountain ski resort, Belleayre Mountain Ski Center.

A charming cottage exterior is framed by lush greenery, featuring dark wood siding and red shutters. A welcoming entrance is indicated by a small covered porch, with a clear view of the surrounding landscape. Gravel paths and natural stone accents enhance the inviting outdoor space.

Cottage in Lake Harmony

4.88 out of 5 average rating, 192 reviews

Cozy Cottage: Private Lake Access, Fires & Fun!

Discover the perfect lake getaway at Cabernet Cottage, ideal for small groups, families, or couples looking for a Poconos retreat with breathtaking lake views and PRIVATE access. Open-concept kitchen, dining, and living area with cozy gas fireplace to enjoy year-round. Minutes from restaurants, golf courses, ski mountains and endless lake activities nearby. Enjoy elevated views and tranquil moments at our Cottage, your ultimate haven in the heart of the Poconos. Let your adventure begin here!

Top guest favorite

A charming studio cottage is nestled among trees, with a covered porch adorned by an American flag. Steps lead up to the entrance, and a wooden railing provides safety. Seasonal foliage in warm colors surrounds the area, complementing the rustic setting.

Cottage in Cortlandt

4.99 out of 5 average rating, 190 reviews

The Little Cottage in the Woods

The Little Cottage in the Woods Nestled among the trees, and in close proximity to our main house, this studio cottage is newly refurbished, very private and is in a great location to access the Hudson Valley. Hiking trails are within minutes of the cottage or right out the front door. Golf courses are also minutes away. Whether you are in the area on business or just looking to escape for the weekend and enjoy the out doors. It is situated on 9 1/2 hikeable acres, all available to our guests

Top guest favorite

A picturesque winter scene captures a cascading waterfall enveloped in freshly fallen snow. The surrounding trees are dusted white, creating a serene backdrop. The dark rocks contrast with the snowy landscape, and a gentle flow of water can be seen cascading over the falls.

Cottage in Warwick

5 out of 5 average rating, 213 reviews

Cottage at Millpond Falls - Romantic Luxury Escape

Looking for a romantic getaway? Relax in this cozy cottage overlooking a waterfall in a private setting. We offer a 5-star premium experience! Super-clean and luxurious. One hour from NYC. Our most frequent review: "We can't wait to come back!" Nearby wineries, craft breweries. Minutes from Warwick village, restaurants, bars, antiques, shopping, Appalachian Trail, and Greenwood Lake. Apple picking, skiing and water park nearby. Close to LegoLand and Jehovah's Witness Headquarters.

An aerial view captures a cottage nestled within vibrant autumn foliage, showcasing a mix of green and colorful trees. The road leading to the cottage is visible, bordered by untouched nature and framed by the stunning Shawangunk ridge in the background.

Cottage in Gardiner

4.9 out of 5 average rating, 161 reviews

Little Cottage Under the Ridge

Visit the cottage for an upscale retreat in the rock climbing epicenter of New York’s famous Shawangunk ridge. our mountain top paradise sits on a dead end road amongst untouched nature, only minutes to town, with a small chef’s kitchen, breakfast bar, and brand new everything. As the last property before Minnewaska’s protected preserve land, the cottage offers unmatched peace and quiet. Enjoy a private campfire beneath mature maple & oak trees that decorate our secluded five acre property.

Cottage in Greenwood Lake

4.98 out of 5 average rating, 337 reviews

Luxury Cottage with Spectacular Lake Views

Ultra Chic Cottage set high above Greenwood Lake with Private beach and lake front community access. Minutes away from Mountain Creek Ski Resort, Spa & Water park, Mt. Peter Ski & Tubing, Warwick creameries, breweries & vineyards & apple picking. 1 BR, 1 Bath, play/office/common room. Huge wrap around fenced in deck with Mid century modern fireplace allows for scenic dining, lounging and around the fire gatherings. #LakeViewCottage_GWL Town of Warwick Short Term Rental Permit #33593

A charming street scene captures vintage-style buildings, adorned with holiday wreaths and white lights. Soft snowfall creates a serene atmosphere, while a clock tower is visible in the background, contributing to the quaint character of the area.

Cottage in Goshen

4.94 out of 5 average rating, 123 reviews

Country Cottage in Goshen

Quaint country cottage, with beautiful hardwood floors, screened in porch, claw foot bathtub and lots of antiques set on a naturally landscaped 1 acre property. The original cottage was built in 1932, but was completely renovated in the last 5 years. 650 square feet with a bedroom, bathroom, lounge on the 2nd floor loft, and an open floor plan with living area, dining area and kitchen on the first floor. French doors lead from the dining area to a large screened in porch.

A well-maintained cottage is framed by lush green grass and tall trees. A neat path leads to the front door, which is accented by a vibrant red door. The cottage overlooks a serene lake, enhancing its inviting exterior.

Cottage in Walden

4.96 out of 5 average rating, 108 reviews

Cute, Cozy, Lakefront cottage

Cute, cozy lakefront cottage on private lake. Deck with an unobstructed view of the lake. Stunning sunrises, pinewood floors in bedroom/living room/kitchen. Queen size bed in bedroom. Situated on the same lot as owner occupied main house. Quiet, residential area. Near wineries, breweries, hiking. WIFI. No TV. Unfortunately, due to severe pet allergies I am unable to host any kind of animals including emotional support and service dogs and cats of any kind.

Cottage in Glen Spey

4.86 out of 5 average rating, 174 reviews

Charming cottage with Hot Tub -PET FRIENDLY

Only 1 1/2 hours from NYC. Recharge with all the beauty the Catskills have to offer. Welcome to our 100 year old cabin with updates. It is 500 square feet of pure cuteness. It exudes charm while providing comforts. 3 bedrooms and a sofa allow for lots of guests. tucked away in nature, yet just a short drive to great local finds. Please note that, although this is a cottage in a lake community, this house does not have access to the lake.

A snowy pathway leads from the cottage, flanked by trees on either side. Gentle, warm light from hanging bulbs illuminates the covered deck area, while a tranquil creek is visible in the background, with a soft blanket of snow covering the ground.

Cottage in Phoenicia

4.94 out of 5 average rating, 262 reviews

Charming creekside cottage in Phoenicia

Come relax in one of the prettiest places in the Catskills. Enjoy views of the Stony Clove, while sipping coffee on the wrap-around deck. The location is private and quiet, yet convenient to all the region's many attractions - hiking, skiing, antiquing, eating. When you are done exploring, enjoy a dip in one of the largest, deepest swimming holes in the area. Perfect for small families and couples. License Number: 2022-STR-AO-081

Top guest favorite

Two red Adirondack chairs are positioned on a grassy area overlooking the Upper Delaware River. Lush greenery surrounds the scene, with trees lining the riverbank and rolling hills visible in the distance under a clear sky.

Cottage in Narrowsburg

5 out of 5 average rating, 166 reviews

Upper Delaware River cottage

1930's cottage with spectacular views. Fully stocked and situated on a stretch of Upper Delaware river rapids near Narrowsburg, NY. Heat/AC system, fireplace, solo stove, barbecue and porch. There are 7 acres with river views and access . River is a couple hundred yards from cottage, lots of lawn, hammock, kayaking, lawn games, board games, hiking, fire pits, lots to do or just relax.

A small outdoor seating area features two metal chairs and a round table, surrounded by lush greenery. The view looks out onto a calm lake, partially obscured by foliage, creating a serene and private atmosphere.

Cottage in Red Hook

4.9 out of 5 average rating, 205 reviews

LAKE COTTAGE WITH HOT TUB - PAINTED TURTLE

Get away from it all to your little slice of paradise. Kayak, swim and rest. Just a hop skip and jump from the city. A blue stone pathways leads to your own private charming cottage overlooking a beautiful spring fed lake with your own private Hot Tub OPEN ALL YEAR ROUND and lake front oasis. Completely surrounded by perennials, and native trees. Lake dock, Hammock and kayaks await you.

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Chalets

Adventure-ready homes with après-ski style

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for Bear Mountain cottage rentals

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

A cozy living area is highlighted by a brown sofa and a decorative area rug. A large, vibrant dinosaur costume is seen seated on the couch. A wall-mounted television displays a still image, while geometric mountain shapes are painted on the wooden wall behind.

Cottage in Tobyhanna

4.97 out of 5 average rating, 123 reviews

The Cozy Cottage w/ a private hot tub

The cottage is surrounded by lush greenery, showcasing a well-maintained garden with shrubs and rocks. A path leads to the front entrance, framed by large windows that create an inviting facade. The natural setting emphasizes the cottage's connection to the woods.

Cottage in Blakeslee

4.89 out of 5 average rating, 133 reviews

Lidie's Place

The spacious deck is softly illuminated by string lights, creating a serene atmosphere. A jacuzzi, elegantly positioned, offers a relaxing retreat, while surrounding trees provide a sense of seclusion as night falls.

Cottage in Monticello

4.91 out of 5 average rating, 116 reviews

Lovely Cottage w/ Jacuzzi+Woodstove!

Top guest favorite

A well-appointed hot tub is situated within a shaded enclosure, featuring a partially open roof that allows natural light. Soft lighting accents the space, and a decorative sign may be seen on the wall. A nearby window has wooden blinds, enhancing privacy.

Cottage in Hawley

4.99 out of 5 average rating, 166 reviews

Hot Tub, Fire Pit, Minutes to Lake Wallenpaupack

Top guest favorite

A hot tub bubbles softly amidst a serene lakeside setting. Two wine glasses rest on the edge, reflecting the lush greenery and calm water beyond. Tall trees frame the view, enhancing the tranquil atmosphere.

Cottage in Beach Lake

4.99 out of 5 average rating, 116 reviews

Driftwood Cottage on Welcome Lake-peaceful retreat

A wooden deck surrounds a private hot tub, with a bubbling water surface visible. Nearby, a round table is set with four light chairs, offering a space to relax outdoors. Leafless trees and rolling hills can be seen in the background.

Cottage in North Branch

4.94 out of 5 average rating, 133 reviews

Renovated Country Cottage w/ Hot Tub & View

An outdoor fire pit is surrounded by several adirondack chairs on a grassy area. A stone wall frames the fire pit, with trees and a glimpse of a secondary building in the background. The scene reflects a serene natural setting.

Cottage in Bethlehem

4.98 out of 5 average rating, 101 reviews

Cozy Getaway | Pet Friendly | Litchfield Cty

A charming cottage is set among tall trees, featuring a sturdy wooden deck leading to the entrance. Vibrant green landscaping surrounds the stone pathway, and a chimney adds a rustic touch to the exterior.

Cottage in Canadensis

4.93 out of 5 average rating, 247 reviews

Hot Tub * Nature * FUN & Adventure

Pet-friendly cottage rentals

A charming blue cottage is set amidst lush greenery, surrounded by trees. A spacious lawn features several white lounge chairs and a stone patio with a circular table and chairs, providing a serene outdoor space for relaxation.

Cottage in Woodstock

4.88 out of 5 average rating, 126 reviews

Herb Cottage: history•art•woodstove•walk to town!

The exterior of the cottage is showcased, featuring a dark wood façade and a large deck with a railing. Stairs lead down to a lush green lawn bordered by trees. A clear blue sky with scattered clouds complements the inviting outdoor setting.

Cottage in Roxbury

4.9 out of 5 average rating, 130 reviews

Bellwood Cottage 8-14min to all Roxbury Wed Venues

Three unique cottages are surrounded by tall trees in a lush green setting. Vibrant colors highlight the cottages, with red accents on the doors. Adirondack chairs in front provide space for relaxation amidst the natural surroundings.

Cottage in Pocono Pines

4.85 out of 5 average rating, 117 reviews

The Green Cottage at Camp Pocono Pines

A cozy reading nook is featured, with a leather armchair adorned with a soft white fur throw. A vintage-style lamp stands beside the chair, illuminating the space. A colorful area rug lies underneath, adding warmth to the neutral-toned room.

Cottage in Kerhonkson

4.9 out of 5 average rating, 183 reviews

*spring-ready* Pet-friendly private cabin!

A charming cottage is set against a clear blue sky, surrounded by a lush green landscape. The pathway leads to a welcoming entrance with steps, while a wooden fence encloses the yard, creating a sense of privacy and tranquility.

Cottage in Kerhonkson

4.95 out of 5 average rating, 144 reviews

Catskills Country Cottage

A spacious wooden deck extends from the cozy A-frame cottage, surrounded by lush greenery. A large blue umbrella provides shade over a seating area, while a grill is positioned nearby. The tranquil natural setting enhances the outdoor space.

Cottage in Pocono Lake Poconos

4.95 out of 5 average rating, 119 reviews

A-frame cabin~Poconos~Wood fireplace~Yard for Pets

Cottage in Shohola

4.83 out of 5 average rating, 153 reviews

Modern Forest Retreat on a Tranquil HilltopSAUNA

Top guest favorite

Cottage in Roscoe

4.98 out of 5 average rating, 103 reviews

Roscoe Cottage Pet Friendly

Private cottage rentals

A shaded wooden pergola provides structure over a long picnic table. A cozy hammock is suspended nearby, surrounded by a grassy area dotted with autumn leaves. The white cottage is visible in the background, with a screened porch that offers views of the tranquil setting.

Cottage in Gardiner

4.93 out of 5 average rating, 316 reviews

Tiny cottage on DiR mini farm

Cottage in Palenville

4.93 out of 5 average rating, 155 reviews

Creekside Cottage

The exterior features a charming cottage with wooden siding and a welcoming entryway framed by large glass doors. The surrounding gravel driveway leads to a garage, flanked by lush greenery and trees that enhance the serene outdoor setting.

Cottage in Ulster Park

4.95 out of 5 average rating, 225 reviews

Hidden Gem Cottage — cozy escape to play or WFH

Top guest favorite

A cottage with a dark exterior is seen amidst lush greenery and trees. The structure features a pitched roof and multiple windows, allowing natural light to enter. Clear blue skies and scattered clouds create a serene backdrop, enhancing the cottage's tranquil setting.

Cottage in New Paltz

4.99 out of 5 average rating, 127 reviews

Charming Cottage Getaway

The cottage is surrounded by lush greenery and tall trees, with a spacious wooden deck offering access to the outdoors. Large windows invite natural light into the interior, seamlessly connecting the home to its serene, wooded setting.

Cottage in Accord

4.76 out of 5 average rating, 623 reviews

The Hickory Cottage - perfect!

A warmly decorated living area features a grey sofa and armchair positioned around a black coffee table. A large stone fireplace serves as the focal point, with a television mounted above it. Natural light filters through the patterned curtains, illuminating the wooden floor.

Cottage in Tannersville

4.91 out of 5 average rating, 160 reviews

Mtn Rd Cottage -HOT TUB-Close 2 Camelback/Shopping

Top guest favorite

The exterior of the cottage is presented, showcasing a gray wooden structure with a red front door. Two oars and a canoe are mounted on the wall. A small seating area is visible beside a stone pathway leading into the landscaped yard, with trees in the background.

Cottage in Upper Black Eddy

4.99 out of 5 average rating, 128 reviews

NEW! The Canoer's Cottage on the Delaware River

Top guest favorite

A charming white cottage is surrounded by well-maintained landscaping, featuring lush green grass and various shrubs. A stone wall borders the garden, and a large window with decorative accents is visible, inviting natural light into the space.

Cottage in Redding

5 out of 5 average rating, 103 reviews

Star Cottage

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