Luxury rentals in Connecticut River

The Bluff: Designer | Views | Pool | Hot Tub

The Bluff at Eagle Hollow is a 3 bed, 2.5 bath modern haven just 2 hrs from NYC overlooking the Hudson River. Boasting floor-to-ceiling windows throughout and two decks to enjoy the stunning river views, this home is the definition of effortless style. Lounge by the pool, relax in the hot tub, get cozy by the fire pit or simply take in the views from multiple spots. Nearby towns: Marlboro (5mins), Poughkeepsie (15mins), Newburgh (20mins), Beacon (25 mins), New Paltz (25mins), Kingston (35mins)

NEW Modern Cabin 8 mins from Skiing-Hot Tub & Gym

Immerse yourself in luxury at Timber Trail Lodge, an opulent 5-bedroom, 4 full bathroom estate nestled in Windham’s premier location. This expansive 4,000 ft² home offers the ultimate mountain escape, high-end amenities such as a modern spa, chef’s kitchen, Sonos, and an outdoor fire pit, perfect for entertaining. Adventure seekers can enjoy a private zip-line and proximity to Windham Mountain 8 minutes away. Timber Trail Lodge combines modern comfort, outdoor fun, and serene Mountain View’s

Loon Mountain Luxury w/ Hot Tub: Hike, Bike & Golf

Welcome to Mountainside Manor! A newly built (Dec 2024) 5BR, 4.5BA luxury retreat in South Peak at Loon Mountain, just steps from the slopes, river, trails, and downtown. ✔ Hot tub, fire pit & grill ✔ 2 Living rooms, 2 king suites with ensuite baths ✔ Chef's kitchen, coffee & wet bar ✔ Sonos, 2 arcades, PS5, 8 smart TVs & ping pong ✔ Office, laundry & boot heater ✔ 2 EV chargers & auto-start generator ✔ Ski back trail, owner's chairlift & free shuttle ✔ Room-darkening shades in all bedrooms

HAVRE DE PAIX lac-Golf-Tennis-Ski Mont Owl's Head

Résidence luxueuse, chaleureuse et conviviale pouvant accueillir jusqu'à 12 pers. situé dans les cantons de l'est, sur le Mont Owl's Head, sur les pistes de ski, accessible à pied au lac, au tennis et à 5 min. du golf. Tout vous charmera ! Elle fût entièrement rénovée et décorée avec soin, et ce, sans oublier un détail pour votre confort. Vous serez au cœur des activités sportives et de plein air, tout y est ! Ski, raquette, golf, vélo, plage, tennis, randonnée. C'est un havre de paix !

Casa Catskills: Luxury, Modern 9 Acre Escape

Escape to Casa Catskills, a modern, luxury mountain retreat on 9 private acres just 10 mins from Hunter & Windham Ski Resorts. The home’s amenities include a theater room, hot tub, sauna, pool table, multiple fireplaces, fully equipped kitchen with PFAS-free cookware and dedicated office space with beautiful mountain views. Enjoy 6 serene bedrooms (3 kings, 2 queens, 2 twins) and 5 spa-like bathrooms with radiant floors. Perfect for a wellness reset or city getaway. VIP services available.

Hudson Ridge | Hot Tub, Fire Pit & Fireplace

A stunning glass house with a breathtaking pool extending toward the Catskills. Set on 25 secluded acres in Hudson Valley, this architectural gem—featured in The New York Times—draws inspiration from Pierre Koenig’s Stahl House. Floor-to-ceiling glass surrounds two serene bedrooms, opening to a seasonal pool and year-round hot tub. Enjoy fast WiFi, two workstations, and total tranquility in this unique escape blending East Coast nature with West Coast charm.

Luxury 4BR Chalet/Hot Tub, Sauna + Shuttle Access

Salty Margarita | Luxe Chalet w/ Hot Tub, Sauna, Game Room & More Gather, unwind, and play at Salty Margarita—Stowe’s ultimate group getaway. This 4BR/4BA chalet features fireplaces in every bedroom, a ski-lift bench in the mudroom, a hot tub, cedar sauna, game room with pool & ping pong, plus luxe linens & special touches throughout. Steps from the shuttle, bike path & breweries, it’s perfect for families and friends. Concierge services available!

The Charles Château Private Estate

Unique and distinctively remodeled home encompasses modern luxuries with the characteristics of a French chateau, just moments away from Boston. This is a luxurious property built to offer a memorable experience with entertaining amenities for fourteen guests. Every detail has been considered, filled with natural light from all the large windows, furnished by Restoration Hardware, Viking Appliances, Quality Linens and many other high-end luxuries.

Whimsy Woods - 14 Acre Millbrook Estate with Pool

Whimsy Woods, where contemporary design meets country escape, is a private getaway just minutes from the village of Millbrook. Approaching the property, you’ll feel the rich equestrian history of this historic hamlet, with paddocks and stables, sprawling meadows, and lush lawns. Through the wooden gate, find this uber-private 14-acre estate. The landscape features a mixture of manicured lawns and mature woodlands with walking trails.

Waterfront home w/ Beach access

At Après Sea you are surrounded by natural beauty - Scorton Creek on the back of the house & East Sandwich Beach across the street from the front of the house. You'll love quiet walks on the beach, Cape Cod bay, and the sunrises & sunsets. The house is perfect for entertaining with an open air deck, covered deck, natural gas BBQ, chef's kitchen, and 5 TVs. Parking for up to 6 cars. Welcoming World Cup 2026 supporters!

Riverside Hot Tub, Sauna & Resort Access

Riverside Hunter home with 6-person hot tub overlooking the water, Finnish cedar sauna, arcade game room, and wood-burning stove—1 minute from Hunter Mountain Resort entrance. Main Street restaurants and Fellows café are walkable, hiking trails under 5 minutes away. EV charger, fire pit, and waterfront setting with mountain views. Built for families and groups who want resort access with entertainment on-site.

Luxurious Lakefront Villa 5BR Hot Tub

Escape to a stunning architectural home on Lake Memphrémagog. This private, year-round retreat comfortably fits 14 guests. Features direct waterfront access with a private dock, a bubbling hot tub, and a cozy fire pit. Enjoy breathtaking lake views and find yourself just 10 minutes from ski slopes. Perfect for large groups and families seeking a luxurious getaway with high-speed Wi-Fi and an EV charger.