
Cottage vacation rentals in Bear Mountain
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Bear Mountain
Guests agree: these cottages are highly rated for location, cleanliness, and more.

Ranch in the Woods | A Peaceful Designer Retreat
Welcome to @ranch_inthewoods No cleaning fee STR permit #34035 This newly built ranch-style home with thoughtfully designed wabi-sabi interiors sits in the woods of the Warwick Valley. It's located a short drive away from several lakes, hiking trails, breweries, and dining experiences. It features forest/creek views, designer furniture, modern appliances (dishwasher, washer/dryer, gas cooktop), smart 4k TV, gym & yoga studio, gas firepit, and ample deck with an outdoor kitchen & dining area.

Waterfall Cottage | Romantic Luxury Escape
<b>Escape to your private waterfall cottage!</b> The Cottage at Millpond Falls is perfect for couples seeking a romantic, five-star retreat just one hour from NYC. ✅ Comfy queen bed & super-clean luxury linens ✅Crackling fire pit by the falls ✅ Minutes to wineries, breweries & trails ✅ Nearby adventures: skiing, lake fun, orchards ❤️ SUPERHOST • Our most frequent review: "The best AirBnb experience we’ve ever had, can't wait to come back!" Book your dates while they’re open.

New:Cozy Barn-Style Retreat Minutes From Woodstock
Recently featured in Vogue as one of “The Best Airbnbs in Upstate New York for a Weekend Away From the City” - A cozy getaway upstate on 2 acres of beautiful Catskill land. It's only 8 minutes to Woodstock, 5 minutes to the village of Saugerties, and there’s hiking, skiing and swimming within minutes. The entire second floor has been newly renovated including the bathroom and both bedrooms. The first floor is an open layout with kitchen, living and dining areas leading to the backyard deck.

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 #P25-0245

The Cottage on Babbling Brook
A cozy, rustic cottage beautifully overlooking Wimsink Brook. Custom designed & handcrafted woodwork throughout the home. An all around great spot for families and friends. A magical, peaceful and relaxing space. Conveniently located on the Connecticut/New York border, just a 1 ½ hour drive or metro north from NYC. The area is a prime location, as it offers some of the most stunning and scenic hikes & drives in the country. Only a 10 minute drive from Kent, New Milford or Pawling.

Stone House 1807. Comfort, Peace and Nature.
Historic 200 yr old stone cottage, on three floors, renovated to a high standard, creating a very comfortable and peaceful retreat, whilst retaining soul and character. Extreme cleanliness is a priority. Quality bedding assures a good nights sleep. The bathroom offers a rain shower and soaking tub. The kitchen is fully equipped and fresh produce is available from the neighboring organic farm in season. Good hiking trails are accessible from the house.

Creekside Cottage | The Fitz House Red Hook NY
**NEW 50” TV INCLUDED** Welcome to The Fitz House - a 2 bedroom / 1 bath 1950's cottage located along a peaceful, quiet road in the Hudson Valley - Red Hook, NY. Built alongside a stream and perched upon a ridge, the cottage sits on 6 acres of private land. The Fitz House recently underwent a major renovation in late 2022 and offers all of the comforts of home. We look forward to having you and sharing our little slice of the Hudson Valley!

Private Lake House 1 Hour to NYC & Near Westpoint
Escape to this private lake cottage. Just 1h drive from NYC, near lots of skiing & hiking Thunder Ridge (30mi) Mt Peter (30mi) Victor Constant (20mi) Campgaw Mountain (40mi) Enjoy panoramic lake views, 86in TV, ample board games, 5-jet shower, and indoor jetted Jacuzzi tub. Short drive to Bear Mountain & West Point. Legoland is 45 min away Pets are welcome! WiFi is extremely fast and we have free electric car charging

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.

Hudson Valley Lakefront Cottage | Nature Escape
Escape to this tranquil, lakefront cottage in the Hudson Valley. Enjoy stunning lake and cascading creek views, kayaks, paddleboards, a firepit with a steady supply of firewood for cozy evening fires, two Weber grills, and an on-site Level 2 EV charger. Ideal for couples, small groups, or intimate gatherings seeking a peaceful retreat surrounded by nature.

Grapevine Cottage
DESCRIPTION Enter our private backyard on 2 1/2 acres by crossing your own bridge far above the forest floor overlooking a stream and waterfall, then meander along a stone path, entering your grape arbor and vegetable garden into your cottage. The gardens where featured in THE Wall Street JOURNAL Sept 11-12 2021

Lakefront House w/Private Dock, Fire Pit & Hot Tub
Cozy and recently renovated 1940s lakefront house right on the water. Enjoy views of the lake all around the house. Private dock, fire pit, and cedar hot tub. Under 2 hours from NYC, and 20 minutes to nearby shopping and restaurants as well as great hiking trails. High speed Internet and TV provided.
Popular amenities for Bear Mountain cottage rentals
Cottage rentals with a hot tub

Hot Tub, Playground, 3 Acres, and Much More!

Ye Little Wood | Cozy Forest Cottage with Hot Tub

Romantic Experience Secluded Lake House + Hot Tub

Lovely Cottage w/ Jacuzzi+Woodstove!

The Mountaintop Lakehouse that Time Forgot.

Peaceful Lakeside Retreat-Easy Drive from NYC & NJ

Hot Tub & Chic Catskills Woodstock Design Retreat

Hot Tub * Fire pit * Hike Hammock under the trees
Pet-friendly cottage rentals

Rustic Chic Lake view cottage 50 miles from NYC

Modern BoHo 3BR Cottage Near by Hiking, Winery

Lake Cabin Escape Firepit•Fenced yard•Dogs welcome

Charming creekside cottage in Phoenicia

Peaceful Cottage-in Private 5-acre field

Cottage on the Creek

“Green Meadow Cottage”, updated 1850’s farmhouse.

The Cottage
Private cottage rentals

Catskills Streamside Cabin | Hike & Unwind

Full Moon Resort-MSC HikingTrails-Belleayre

Intimate Cottage on Private Estate

Lakefront Getaway : Mountain & Lake views

Cottage on House Pond

Cozy Lake Cottage

Carriage House on Falls, Walk to Village

Little Yellow Cottage New Paltz - Kitchen wash/dry
Destinations to explore
- Plainview Vacation rentals
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- Long Island Vacation rentals
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- Hudson Valley Vacation rentals
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- Times Square
- Rockefeller Center
- Madison Square Garden
- Bryant Park
- Columbia University
- Brooklyn Bridge
- Central Park Zoo
- MetLife Stadium
- Mountain Creek Resort
- Bronx Zoo
- Grand Central Terminal
- Ohel Chabad-Lubavitch
- Yankee Stadium
- United Nations Headquarters
- Empire State Building
- Citi Field
- Statue of Liberty
- Radio City Music Hall
- Old Glory Park
- Fairfield Beach
- USTA Billie Jean King National Tennis Center
- Thunder Ridge Ski Area
- The Metropolitan Museum of Art
- Astoria Park




