Chalet holiday rentals in Long Island

Custom A-Frame, Walk to Lakes & Beaches, Vernon NJ

*Modern A-frame retreat in the private lake community of Highland Lakes. *Three bedrooms (2 queen, 1 double) across multiple levels, plus spa-style baths with soaking tub, hammam & rain shower. *Walk to lakes & beaches and enjoy a true lake lifestyle. Minutes to Mountain Creek, Crystal Springs, hiking, wineries, Warwick NY, Vernon attractions, Wawayanda State Park & Appalachian Trail. ~35 min to LEGOLAND. *Ideal for relaxing, recharging, and easy year-round escapes from NYC and North Jersey.

26-D Glamping - Fire Island - Watch Hill

Glamp at the beach at Fire Island National Seashore. Your adventure begins the minute you board the ferry. Furnished Safari platform tents with linens, behind primary dune, a short walk to life guarded ocean beach. Hike the pristine high dune wilderness. Enjoy beach, fishing, clamming, sunsets, sunrises, wildlife, & whale sightings, a perfect family destination spring/summer/fall. NPS rangers w/Jr Ranger program, guided nature & kayak tours. Eat & drink at our outdoor restaurant

Private Chalet Ski/Pools/Golf/Mountain Creek/Hike

Escape to this rare, private ski chalet for 10 in Vernon Township, nestled within Crystal Springs Resort. This cozy mountainside retreat features 5 uniquely themed bedrooms, 2 decks, and a warm, inviting atmosphere. Enjoy nearby adventures like skiing, snowboarding, mountain biking, family-friendly activities, pool, hot tub, hiking, wildlife viewing, horseback riding, lakes, the Appalachian trail and more! We are next door to Mountain creek, ideal for a family or group of friends.

Montauk NY Walk To Ditch Plains Beach & ocean

Book any week (7 nights) between July and Labor Day and I will give you $1000 off Relax with the whole family at this peaceful place to stay near the ocean. 4 bedroom 2 bath home with plenty of outdoor decking and brick patio. Fire pit, hot tub, outdoor shower, two fireplaces, and just two city blocks from the beach. Also, we just recently installed a new five zone air-conditioning unit and heat pump. Air-conditioning and heat in every bedroom and living room. No pets allowed

Warwick Bellvale Mtn. House, Spectacular Views!

A magical mountain escape, Warwick's own Bellvale Mountain House, a 3-bedroom, 2 full bath, Craftsman style single family home perched on the top of Mt. Peter, over 7 acres with breathtaking views of the Warwick Valley, this is the place to stay. Steps away from everything Warwick Valley has to offer yet secluded enough to create a perfect sanctuary for your visit, a perfect place to unwind and relax. Please inquire about any other details. Warwick Town Permit P25-0534

Escape to the Country Home/ Patio with Whirlpool

Welcome to Manhasset Hills. We invite you to a comfortable, spacious and elegant three-bedroom home. The home is equipped with all the commodities of a home for comfort living. Throughout the four seasons, soak sore muscles and relax in the backyard by the patio in our outdoor whirlpool. The patio is fully furnished with patio furniture and a barbecue. On rainy days enjoy cocktails indoors in the entertainment room playing billiards at this peaceful escape.

Comfy room - close to the beach and Universities

Private bedroom with 1 Queen Bed, TV, WiFi, Mini Fridge, Microwave, Heat and A/C. A passcode is provided to unlock front and bedroom doors. Bathroom is shared with airbnb guests only. LOW SLANTED CEILING BATHROOM - fit 5'10'' and under. Nice, and quiet neighborhood. Close to Merritt Pkwy, I-95, Train station , and Beaches. Please note that the room is bigger than what it appears in the posted photos. House#435 is on the right of #439 and 437.

Villa Adriana 4bdr 2 bath lake front dream home

Hello&welcome to Villa Adriana! Immersed amongst the trees and surrounding garden, perched on a slope overlooking Highland Lake, Villa Adriana is considered to have one of the best views of the entire lake. You can enjoy the spectacular view from the comfort of a cozy living room with large windows overlooking the lake, and from the adjacent roomy outdoor deck equipped with table, chairs, umbrella, and a BBQ grill for dining al fresco.

Mountain View Retreat

15 Minutes drive from Cold Spring & Beacon. 1 hour, 15 min by train or car from NYC. High-speed internet (wifi cell), cable, central AC, fireplace, large deck, mountain views, portable fire pit, gas grill and a 8 person hot tub. Featured in TIME OUT, "Best Airbnb Hudson Valley Rentals" Price change after 8 guests. Add guest number when booking, you can adjust it after booking. Specify beds you will need.

Chalet w/ Hot Tub, Bar & Game Room| 1 Hr from NYC

Escape to a private chalet retreat just 1 hour from NYC. Relax by the pool, unwind in the hot tub under the stars, or enjoy drinks at your private bar. Inside, cozy living spaces, a fireplace, and a game room create the perfect setting for groups. Located near lakes, hiking, wineries, and skiing, this all-season getaway blends comfort, fun, and convenience.

Lakefront | Hot Tub, Dock, Fire Pit | 1hr NYC

Hot tub by the water. Private dock. 4 kayaks, 2 paddleboards, canoe. Fire pit at the lake's edge. 60 minutes from NYC. This is the reset you've been putting off. Stylishly minimal 3BR/2BA chalet on Highland Lake — renovated kitchen, stone fireplace, Sonos throughout, whole-house generator. Impeccably maintained. Thoughtfully quiet. Genuinely restorative.

Ski in/Ski out Mtn Creek Chalet | Hot Tub | Golf

Enjoy time with family and friends in this stunning ski in/out chalet, located just 1 hour from NYC. The Stockholm Chalet offers: - A private 8-seat hot tab - Direct ski-in/out access to Mountain Creek - 1 min walk to the Minerals golf course - Direct access to the hiking trails of South Peak Relax with the whole family at this peaceful place to stay.