Vacation rentals in Chestnut Ridge

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Top-rated vacation rentals in Chestnut Ridge

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

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Guest favorite

A front porch is framed by white railings, featuring three white Adirondack chairs positioned for relaxation. Lush greenery surrounds the area, creating a peaceful outdoor space. Steps lead down to a stone pathway, with trees visible in the background.

Apartment in Greenwood Lake

4.94 out of 5 average rating, 85 reviews

Apartment in Lovely Lake House,Pets welcome!

Love Tree Love Nature Love Lake are welcome! Relax with the whole family and your furbaby at this peaceful place to stay. Just 1 Hour From New York City, Our house in Greenwood lake, NY Surrounded By Natures. Sit at the front porch Enjoys and Relax Lake View, 5 Minutes to Community Lake access, 5 Minutes to Kayak Rental, 10 Minutes Walk to Bus Stop to NYC, Convinent Store Dunkin Donut, Restaurants Near by Boating,Kayaking,Fishing,Skiing, Hiking,Bicycling, Apple and Pumpkin picking and Shopping

Top guest favorite

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!

Guest favorite

Condo in Vernon

4.96 out of 5 average rating, 56 reviews

New Luxury Ski Condo-2 Full Bathrooms

This newly renovated Great Gorge Village condo, the perfect getaway to be active or just relax with the whole family. There is so much to explore during every season. It's heaven for golfers, leaf peepers, skiers, snowboarders, hikers, bikers and water park explorers. For those looking to relax and unwind it's a great area to explore wineries, breweries and top- notch restaurants. Please note: the unit is located on the second floor. Also, the master bedroom loft suite is up a spiral staircase

Top guest favorite

Three individuals are standing on a wooden dock, overlooking a serene lake at dusk. Bright green kayaks are positioned beside them, with lily pads visible in the water. Soft evening light reflects off the lake's surface, creating a tranquil atmosphere.

Cottage in Glen Spey

4.96 out of 5 average rating, 26 reviews

Lakeside Cabin

Enjoy this popular destination that has guests returning year after year! Situated on a private road that leads to the most desired lake in the area. While the house itself is not on the lake, the lakefront footage to enjoy water-sports comes with the rental.Access to row boats, kayaks, canoes, fire pit, hammocks,bbq, swimming platform, swing set, Adirondack chairs,lakefront seating and more! The house is landscaped, and the lake is a quick 2-3 minute walk down a beautifully landscaped road!

Guest favorite

A lakeside retreat is nestled among lush greenery, featuring a spacious deck with blue seating. A gentle slope leads to the water's edge, where a small area is provided for relaxing. A large tree casts shade over the grassy yard, enhancing the natural setting.

Home in Putnam Valley

4.97 out of 5 average rating, 58 reviews

Waterfront Lake House

Welcome to your lakeside retreat! Escape to tranquility and breathtaking views with our unique lakefront Airbnb. Nestled right into the water of Lake Peekskill, our cozy lake house promises the ultimate getaway. Adventure awaits right outside your door! Take advantage of complimentary paddleboard or kayaks for a leisurely paddle on the lake. Located just minutes from renowned hiking trails and delicious dining options, our Airbnb offers the perfect balance of serenity and convenience.

Guest favorite

A contemporary open-concept kitchen and living area features large windows that frame scenic views. A central dining table complements the kitchen with dark cabinetry and modern appliances. A comfortable couch with decorative pillows enhances the inviting space, while a vibrant potted plant adds natural greenery.

Cottage in Greenwood Lake

4.98 out of 5 average rating, 336 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

Top guest favorite

A circular seating area is surrounded by red Adirondack chairs arranged around a stone fire pit. Lush greenery and flowering trees are visible in the background, enhancing the outdoor space's natural ambiance.

Condo in Vernon Township

4.94 out of 5 average rating, 145 reviews

Ski-In/Ski-Out @ Mountain Creek-Pool/Hot Tub/Sauna

NEWLY Renovated! Top floor 1 bedroom Condo with Mountain/Pool View at Mountain Creek Resort. Steps away from ski mountain & gondola ! Swim in the outdoor heated saltwater pool, relax in the sauna or soak in the hot tub while taking in mountain views, Catch the sunset from your private top floor balcony or cozy up by your gas fireplace. Visit award-winning spas, golf, breweries, wineries, farms, and fine dining at Crystal Springs & Warwick, NY--only 10 min away.

Guest favorite

A tranquil pond surrounded by lush greenery reflects the vibrant colors of sunset. Large stones line the water's edge, and the scene is complemented by trees in the background, enhancing the natural beauty of the setting.

Chalet in Glen Spey

4.9 out of 5 average rating, 132 reviews

Mayflower - Lake access/hot tub/game room/pets

Only 1 1/2 hours from NYC! Come and take in the winter beauty in the Catskills. Welcome! Everything you’d ever want in a lake community chalet! Please bring all your favorite people and enjoy our 3500ft² chalet and an acre of fenced in gorgeously landscaped grounds complete with firepit, fruit trees, fishpond, hot tub, outdoor pizza oven, ultimate game room and best of ALL a 5 minute walk down our private treelined road down to your own private 30 feet of lakefront!

Top guest favorite

A private outdoor deck featuring a wooden floor and a shaded area. Several seating options include four light-colored lounge chairs and a dining table surrounded by additional chairs, providing ample space for relaxation and dining while enjoying the ocean views.

Apartment in Long Beach

4.99 out of 5 average rating, 174 reviews

Incredible Long Beach Private Rental

True 5 star two bedroom rental. Newly renovated and professionally designed. Stunning ocean views from private second floor deck. You have your own barbecue and fully furnished outdoor space so you can enjoy the your stay on your terms. You are just a walk to the bars and restaurants of the West End. No car required! Walk or catch the bus from the train. Only 700 feet from the ocean. Due to allergies in the home we are unable to host any animals.

Guest favorite

A serene lake view is presented, showcasing calm waters bordered by lush greenery and residential homes on the opposite shore. A private dock is visible in the foreground, accompanied by a shaded gazebo. The bright blue sky reflects on the lake's surface.

Home in Hopatcong

4.92 out of 5 average rating, 139 reviews

Lakefront Hopatcong w/dock kayaks fishing near NYC

3800 sqt 4b 2.5b, stunning lakefront house on the largest lake in NJ. Breathtaking lake views from every room. Sunrise coffee at bedroom balcony. Grill in the sunset at the spacious patio, fishing off the private dock. two spacious living rm for multi family, well equipped kitchen, large washer dryer, 3 kayak, fishing rods, grill, everything you need for your group to have a comfortable lake retreat and make some beautiful memories. 1 hr to NYC.

Guest favorite

A serene lakeside dock is depicted, featuring two blue adirondack chairs and a small table. A kayak and another boat are visible alongside the dock, reflecting the calm water. Foliage frames the scene, enhancing the peaceful atmosphere.

Cabin in Shohola

4.95 out of 5 average rating, 19 reviews

Rhodo - charming private lake front cabin

Relax with the whole family at this peaceful place to stay. Enjoy swimming, boating and fishing in the natural lake, barbecuing on the beach, toasting marshmallows around the fire-pit under the stars, walks in the conservatory and exploring downtown Milford's unique shops, brewery, winery and restaurants. Location is great for day trips to popular falls, national recreation areas, hikes on the AT, rafting down the Delaware river and more.

Superhost

A wooden dock extends into a serene lake, featuring a single chair overlooking the water. The vibrant colors of sunset reflect on the calm surface. Lush greenery borders the lake, with a couple of kayaks resting at the dock's edge.

Home in Hardyston

5 out of 5 average rating, 3 reviews

Seasonal Rental Luxury Lake Front Beauty

60-Days Minimum Rental Gorgeous , spacious 3 bedroom right on the lake. Perfect waterfront views, private dock in our backyard. Modern, clean, upscale furnishings. Fully-stocked chef's kitchen. King bedroom with en suite bathroom. Queen bedroom with lake views. Kids room with bunkbeds + trundle. Finished basement lounge with desk for remote working.

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What guests are saying

Gone Fishin' Cabin And Lake Lecei

5 out of 5 average rating, 58 reviews4 days ago

To be honest, it was one of the most fascinating experiences of my life. Waking up to see the lake, the peace you feel there is unparalleled. If you want to disconnect from your routine and be in touch with nature, it's the best option. And what can I say if you like fishing? I have no words to describe the experience; only by experiencing it will you understand. Thank you, Dennis, for creating this magical place. 🏕️🏔️✨

Cabin in Eldred

What guests are saying

Spacious, Quiet 4 Bedroom + All Season Hot Tub

4.98 out of 5 average rating, 64 reviews3 days ago

My family had a fabulous 4 night stay at Tina’s place! There was plenty of space to lounge around and we all enjoyed the hot tub. We were a short drive to so many restaurants, farms, breweries and hiking spots. Tina responded immediately every time we asked a question. Would definitely stay here again!

Home in New Paltz

What guests are saying

Water's Edge Lakefront Home

4.96 out of 5 average rating, 53 reviews4 months ago

WOW!! We cannot say enough amazing things about our stay. We stayed for the holidays and the snow surrounding the lake was the most beautiful surrounding imaginable. It was so peaceful and we watched both sunrises and sunsets there. Plus there were tons of beautiful swans to appreciate! The house was extremely pristine, decorated beautifully for the holidays, and felt like home. This was such a special stay and our host was so accommodating! We will absolutely be back.

Home in Greenwood Lake

What guests are saying

Luxury Home with Mountain Views

5 out of 5 average rating, 38 reviews2 months ago

The house is even more beautiful than the pictures. It is beautifully designed and extremely clean and comfortable. Kitchen is well equipped, beds are very comfortable, and the playroom for the toddlers was an amazing addition to the experience. Judy was very responsive and considerate of all of our needs. We would love to come back for another stay!

Home in New Paltz

What guests are saying

Greenwood Lake’s Iconic Lakefront “Icehouse”

5 out of 5 average rating, 29 reviews3 months ago

From booking through check out, Maureen was pleasant, communicated promptly and clearly, and had the house perfectly dialed in to accommodate our family. The house is situated on a large, beautiful lakefront lot with spectacular views, and outfitted for families and friends to have an amazingly fun experience, regardless of weather or time of year. If you’re looking for a peaceful getaway, or a lively time with friends, this place will not disappoint!

Home in Greenwood Lake

What guests are saying

Hillside villa with 9-mile lake views

4.99 out of 5 average rating, 86 reviews2 weeks ago

Great location, beautiful scenic views, very private with all amenities a small group needs for a perfect vacation or friends and family meet. Highly recommend it. EV charger in the garage was a big relief since we came in with two EVs. Easy check in. No difficulty in finding the house. Lisa was a great host. We will come back again.

Villa in Greenwood Lake

What guests are saying

Charming Pied-à-Terre: 1-Bedroom Lakeside Retreat

4.9 out of 5 average rating, 10 reviews1 month ago

We had a wonderful three-month stay here at the lake. The setting was beautiful and Elmir was a fantastic host. I especially liked watching the people enjoying the lake when it was frozen over, and the Buffleheads and other diving ducks after the ice was gone.

Apartment in West Milford

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