
Luxury rentals in Connecticut River
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Top-rated luxury holiday rentals in Connecticut River
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HAVRE DE PAIX lac-Golf-Tennis-Ski Mont Owl's Head
Luxurious, warm and friendly residence that can accommodate up to 12 people, located in the Eastern Townships, on Owl's Head Mountain, on the ski slopes, within walking distance of the lake, tennis and 5 minutes from the golf course. Everything will charm you! It was completely renovated and carefully decorated, without forgetting a detail for your comfort. You will be at the heart of sports and outdoor activities, everything is there! Skiing, snowshoeing, golf, cycling, beach, tennis, hiking. It's a peaceful oasis!

The Rye House - Paradise with Pool and Hot Tub
Step into The Rye House, a captivating hillside oasis with 4 bedrooms and 2.5 baths, where every detail is designed to delight and highlight the natural beauty around you. Located just off Copake Lake, this property offers sweeping vistas of the rolling hillside—just 2.5 hrs from NYC! Outdoors, enjoy a pool, built-in hot tub, outdoor dining & lounging by the firepit, and an elevated deck. Inside, well designed interiors invite you to unwind while picture windows frame scenic views. Nearby Town

Loon Mt Luxury w/HotTub: Foliage, Hike, Bike & Ski
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

The Royce on Spring - High-End Family Getaway in N
Welcome to Newport’s premier luxury inn, experience the charm of seaside elegance in our restored luxury estate. Located in the heart of downtown just steps away from Thames Street and Bowens Wharf! Putting you right in the middle of the best shopping, dining, and nightlife. Enjoy spaces like the fully stocked kitchen, beautiful backyard with a gas fire pit, and EV charging stations. Just one block from the water, you’ll be surrounded by Newport’s rich history and vibrant waterfront scene

Hillcrest Glasshouse - a minimalist modern retreat
The Hillcrest Glasshouse is a fully renovated peaceful retreat with modern carefully selected furniture featuring a breathtaking view over the Hudson River with a fully equipped kitchen, outdoor fire pit, outdoor grill, indoor fireplace, AC, Sonos sound system, Netflix, Amazon Prime, Cable and excellent Wifi to satisfy all leisure and home office activities. This beautiful getaway is only 70 miles away from midtown NYC and close to many of the Hudson Valley's most visited destinations.

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!

Brand New Osterville Luxury Estate
This brand‑new luxury estate in Osterville offers a private, resort‑style experience for large groups. The 7,000 sq ft home **sleeps up to 18 guests** with 5 spacious bedrooms and 6.5 bathrooms. Enjoy a private cinema room, gourmet kitchen, and expansive living areas. Outside, relax by the **heated saltwater pool** with automatic cover and entertain in the **fully equipped outdoor kitchen**. Minutes from beaches, boating, dining, and village shops.

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.

330 South Peak | New Custom Home | Private Hot Tub
Brand new at South Peak—a designer 5BR/4.5BA retreat sleeping 16. Three levels of luxe living with open great room, chef’s kitchen, three king suites, two bunk rooms, and lower-level lounge with built in twin beds. Step out to a private hot tub, fire pit, deck, and patio. Walk to the Timbertown lift, with direct access to the J.E. Henry Trail and the Pemigewasset River. Minutes to downtown Lincoln dining, shops, and Loon adventures year-round.

Modern retreat, Catskill views from Pool & Hot Tub
The House on Slate Hill Road - a private 32-acre retreat with sweeping Catskills views, built for luxury group getaways, wellness weekends & milestone birthdays. Architect-designed with floor-to-ceiling windows, infinity pool (May–Nov) & year-round 7-person saltwater hot tub. Sleeps up to 14. 20 min from Hudson, 5 min to Chatham, ~2.5 hrs from NYC. Adults only. New this September: a multipurpose court for tennis, basketball & pickleball.

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!
Popular amenities for Connecticut River luxury holiday rentals
Other great luxury holiday rentals in Connecticut River

Luxurious Rustic•Views•Hot Tub•Waterville Estates

Pond, Gym & Movie Theater • Optional Guest House

Stunning NEW Luxe Home-Sebago Views & Shared Beach

The Seven Springs Mansion at Stowe

Luxurious Estate, Private Heated pool!

Three Cliff Lane

Oceanfront Stunner | 15 Min to Portland | NewBuild

LUXE Panoramic Ocean Views | Hot tub + Heated pool
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