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)

The Dollhouse - Andes w/ Sauna, Gym, Poker Room

Charming 1900 Queen Anne Victorian in the heart of the Catksills in Andes, NY. This 6BR, 5BA home features: - A chef’s kitchen with new commercial stove - 2 large dining areas - Indoor sauna - Poker room - Pool table - Spacious gathering areas - A 6 minute walk to town and the famous Andes Hotel - Central to Catskills hiking trails and Belleayre Ski Mountain - Perfect for family getaways, group retreats, or a relaxing escape with friends. I'm sorry but we have a no pets policy at our property

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.

Upstate Retreat 1+Hr NYC ~ Pool, Padel and Views

Escape to a serene hillside retreat on 23+ acres with breathtaking views of the Hudson Valley. Just over an hour from NYC, this luxurious estate is perfectly located for outdoor adventures and local delights, including orchards, wineries, skiing, and hiking. Unwind on the patio, play games in the barn, or relax by the fire. Whether you're hosting friends, family, or celebrating a special occasion, this spacious home blends rustic charm with modern comforts for an unforgettable getaway.

Luxurious A-Frame Retreat with Hiking Trail

Follow us on IG @MoonlightMountainHouse for more photos. Featured in Architectural Digest. Discover luxury at Moonlight Mountain House, a breathtaking A-Frame nestled in the heart of the Catskills. Set on 17 private acres, this architectural marvel boasts modern design paired with cozy comfort. Perfect for all seasons: 15 min to skiing at Belleayre and Plattekill, and on-site hiking. With four spacious bedrooms and two and a half bathrooms it comfortably accommodates up to 6 guests.

Architectural Catskills Retreat w/ Steam Room

Whitetail Chalet Retreat w/ Steam Room —Perched on 6 private acres in the Catskills, this hilltop chalet offers sweeping valley views and total privacy—where modern design meets nature. Just minutes from ski mountains, hiking trails, and top local dining, it’s a perfect year-round escape. Wake to natural light, explore the outdoors, then unwind in the steam room, by the fireplace, or under the stars at the fire pit. Clean, open, and thoughtfully designed for a calm, elevated stay.

Meadow View Manor | 17,000sqft w/ Olympic Pool

Nestled on expansive private grounds in Barrington, NH, this 17,000+ sq. ft. estate is designed for those who appreciate luxury, privacy, and world-class amenities. Featuring breathtaking views of rolling fields and the majestic Nippo Mountain, expansive entertaining spaces, and a heated Olympic-size indoor pool and sauna, this property is ideal for small intimate weddings, family reunions, corporate retreats, or simply as a serene escape from everyday life.

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.

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!

Hilltop Wellness Oasis with Pool, Hot Tub, Sauna

Perched high above Callicoon, House on the Hill is a modern retreat with sweeping Catskills views. This spacious 4-bedroom home features a private pool, hot tub, sauna, fire pit, and separate poolhouse, offering the perfect escape for families or groups. Enjoy peaceful mornings, sunset gatherings, and easy access to Callicoon’s charming shops, dining, and outdoor adventures—all from your own hilltop getaway.

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.

Mountain Views, Hot Tub, Sauna & Game Room Fun

This 4-bedroom Hunter home features mountain and river views, a riverside hot tub, Finnish cedar sauna, game room with arcade games, and direct Hunter Mountain resort access. The chef's kitchen includes modern appliances, and the property offers a fire pit, waterfront setting, and EV charger. Perfect for families or groups seeking year-round mountain recreation with entertainment on-site.