
Vacation home rentals in Western Massachusetts
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Top-rated vacation home rentals in Western Massachusetts
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La Maison Hudson: Charming 1BR In Prime Location
Welcome to La Maison in Hudson! This charming three-story townhouse, just two blocks from vibrant Warren Street, is perfect for families, friends, or a romantic getaway. Apartment 2 offers 1 bedroom, 1 bath, and accommodates 2 guests. Enjoy cozy thrifted decor, a private balcony, convenient parking, and a fully equipped kitchen with a dining table for six. Warren St: 3-min walk Train station: 15-min walk Olana: 8-min drive Art OMI: 15-min drive Your ideal mix of convenience & culture awaits!

Lakefront Retreat | Kayaks, Paddle Board & Hot tub
Welcome to the newly renovated lakefront vacation house in the Catskills. It is perfect for family & friends looking for a getaway in the Hudson valley and Catskill mountains. Close to ski resorts like Hunter & Windham. This peaceful retreat is located in a beautiful lake community with a large waterfront backyard. You will enjoy: • Gathering around the fire pit by the waterfront with s’mores • Relaxing in the Hot Tub overlooking the lake • Wake up to the beautiful lake view from your bedroom

Private new house on 10 acres of pristine nature
Brand new home! Bring friends and family to this private and stylish place. House provides everything you need for a comfortable and peaceful stay. Fully equipped kitchen, inviting living spaces, large front and back yards with many exploring trails and a pond a few steps away from the house. Close to many 5 star restaurants, wineries, galleries and shops. Hiking, swimming, boating, skiing just to mention a few outdoor activities Close by: Kent School Mohawk Ski Area Lake Waramug High Watch

Glens Falls house near Lake George & Saratoga
Use our cozy 3 bedroom home away from home to enjoy everything in the Lake George area. We are 5 minutes to downtown Glens Falls restaurants, 10 minutes to West Mountain, 15 minutes to Lake George, and 20 minutes to Saratoga. Feel at home during any season visiting family or friends, as a home base for work, vacation, skiing, or to just get away to enjoy living and a small town feel. Relax with a coffee on one of the porches, a bbq, or a peaceful walk around the neighborhood or downtown.

*Farmhouse Chic with Mountain and Lake Views*
Welcome to Bright Sparrow Farmhouse! Located on 8 acres of private land with greenery and a wetland lake, this home is the perfect spot to reconnect with nature and enjoy quality time with loved ones. Just mins from Windham and Hunter mountains. Enjoy skiing, hiking, biking, zip lining, water park, lakes, dining, and winery. Our home is a sustainable retreat, powered by solar energy and equipped with a backup battery system. This means you'll enjoy a comfortable and uninterrupted stay.

Great top fl near cnter with sunroom and a view cc
Experience comfort and convenience in this Hudson apartment, perfect for solo travelers, couples, or small families. Enjoy the cozy ambiance of this space, complete with a fully equipped kitchen, and organic washing and cleaning products. You'll find comfortable sleeping arrangements, as well as Smart TV and board/card games for your entertainment. Unwind on your private patio. Whether you're here for business or leisure, don't miss out on this spacious, bright, peaceful space.

The Dahlia Villa within Westerhall Gardens
Reconnect with nature at this unforgettable escape. A gorgeous mature garden in a park like setting. Two queen bedrooms, great room, 75 inch TV. Radiant bathroom floor. Outdoor 45,000 gallon salt pool…that’s shared with other property (summer months - POOL IS FOR REGISTERED GUESTS ONLY - NO EXCEPTIONS) Decompress in our sauna. This a no smoking/vaping property. A sprawling 17plus acre estate. Dahlia Villa is a beautiful two bedroom completely independent unit on the estate.

Perfect Serene Waterfront All Season Retreat!
Enjoy everything the Berkshires has to offer from this beautiful, secluded, nicely renovated waterfront house set on two wooded acres of forested land. Explore the stream that runs through the property, or just sit on the large deck or down by the crystal clear lake and listen to the sounds of nature while feeling the warm sun on your face. Very private--just one near neighbor. The sunny house has 2 bedrooms, study with sofa bed, 2 full baths, full kitchen!

Riverfront rustic farmhouse near Rhinebeck
This historic Clinton Hollow house was built by Isaac Fraleigh in the late 1700's and overlooks the waterfalls of Wappingers Creek. The house has the architectural details of an antique colonial and the open, spacious feel of a modern contemporary. The great room with its big fireplace has different vibes and seating areas and is just perfect for family and friends gathering. The Petanque field in the garden add a fun convivial activity.

Serene Sunapee Barn
Bring family and friends to this serene Lake Sunapee destination. Year-round fun and adventure at your doorstep. Our 4-bed, 3-bath barn restoration has it all. Minutes to the mountain, Dewey Beach, and Sunapee Harbor. Expansive first floor gathering space with modern amenities. Beach passes included, store and launch your boat locally. Comfortably sleeps 9, with bedrooms on both floors. Come enjoy all that Sunapee has to offer!

Home in Great Barrington. Steps from downtown!
Central and Private! Just steps away from historic downtown Great Barrington. East Mountain Hiking trails are a quick walk away. Enjoy sunset views with friends and family, before you walk into town for a night out! Butternut Ski Area: 5-10 min drive(traffic depending) Tanglewood: 20-25 min This new home features all new appliances and furniture. Enjoy luxury, charm, and privacy while you rest easy at The Maple. 🫶

Entire House-Sacandaga Lakeview Home on Rosebloom
Beautiful Sacandaga lakeview home! A space created for guests who appreciate a calming aesthetic to retreat, rejuvenate and relax! Spacious first floor great room overlooking Sacandaga lake with mountain views! Enjoy lake and access across the street from the property. Many great interior features including 3 fireplaces, modern bathrooms, custom kitchen with large island, bar and two levels of outdoor deck/patio spaces!
Popular amenities for Western Massachusetts vacation home rentals
Family-friendly vacation home rentals

Updated 3-bedroom Mystic cottage with water view

37 Algonquin Trail Narragansett-Seaside

Studio-Hideaway in Historic Groton CT

Welcome to our River Resort on the Niantic River

Cute 3 bedroom house with screen porch

Bonnet Shores/ Beach Comm 6 bed/4bath Central Air

Large House, Steps from the Beach

Near Ragged Mountain & Sunapee!
Vacation home rentals with a patio

Mountain escape in Hunter/Tannersville

Winterberry Lodge: Newly Renovated at Jiminy Peak

Once in a Lifetime Hudson River Views

Peaceful 3-Bed/3-Bath in Private Lake Community

The Loft - Discount Rates ‼️ Lake George.

April Reset • Firepit • Forest Trails • Sauna

Serene 4-bdrm lake house

The Lake
Vacation home rentals with a washer and dryer

Beautiful 2 bedroom home with panoramic view

Cozy Cabin in a Rural Setting #16

Spofford lake 1 bedroom apartment with boat dock

Explore the Berkshires from this charming home.

Berkshires Modern Cabin with Babbling Brook

Large elegant 2BR in Village walk to restaurants!

Cozy 2 Bedroom Apartment at Ocean Walk

Berkshire Getaway Vacation rental
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- Six Flags New England
- Berkshire East Mountain Resort
- Jiminy Peak Mountain Resort
- Catamount Mountain Ski Resort
- Mount Snow Ski Resort
- Butternut Ski Area and Tubing Center
- Bash Bish Falls State Park
- Kent Falls State Park
- Bousquet Mountain Ski Area
- Taconic State Park
- Mohawk Mountain Ski Area
- June Farms
- Ski Sundown
- University of Connecticut
- Norman Rockwell Museum
- Naumkeag
- Berkshire Botanical Garden
- Hancock Shaker Village
- New York State Museum
- Rensselaer Polytechnic Institute
- Mount Holyoke College
- The Egg
- MVP Arena
- Hudson Chatham Winery
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