
Holiday rentals with a patio in Western Massachusetts
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Top-rated rentals with patio in Western Massachusetts
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Boulder House - Extraordinary Luxury in the Woods!
From its unique interior wall of huge boulders to the soaring post and beam construction, Boulder House is bolder in every way. It's a rare combination of peace, solitude, and luxury in a beautiful and secluded setting within the 250-acre Lakefalls estate. The very private deck overlooks "Chandler Meadow" and 11,000 acres of conserved land and water, with stunning views from the sunken tub and outdoor shower. The interior appointments and amenities provide extraordinary comfort and aesthetics.

Vermont Mirror House
Escape to our stunning glass house nestled in the Vermont forest. This modern retreat offers breathtaking 360-degree views of lush wilderness and beautiful waterways. Unwind in the hot tub, warm up by the cozy fireplace, or rejuvenate in the sauna. Floor-to-ceiling windows bring nature indoors! Perfect for romantic getaways, small families or simply work away from work with fiber wifi. Experience tranquility during all seasons in this one-of-a-kind hideaway. Book now for an unforgettable escape!

Bright Noho studio suite perfect walk to downtown
Stay in the heart of Northampton in this charming studio with a private deck—perfect for unwinding after a day of exploring. A short walk to downtown, Smith College, museums, shops, and top restaurants, this location puts the best of the Pioneer Valley at your doorstep. Whether you're here for Parents' Weekend, a getaway, a show at the Iron Horse, or to explore the area's beauty, you'll love the comfort & convenience of this space. Easy commute to Smith, Amherst, UMass, and Hampshire College.

Cozy Hilltown Cottage
Enjoy a peaceful stay in this cozy, creative space. Set on 10 acres of gardens and woods, this cottage is perfectly located to explore Western Massachusetts - with places like MASS MoCA, Shelburne Falls, Tanglewood and Northampton all within a 30min to 1 hour drive. Upstairs is a queen bed and full bath, while downstairs features a functional kitchen, work desk, grand windows, and a living space with full sleeper sofa. We live in the main house on property but respect your privacy-see photos!

Boulder Tree House
Boulder Tree House 🌲🌲🌲 FRESH AIR • SMOKE FREE • ALLERGY FREE Early Check In & Late Check Out! Boulder Tree House is an Inhabitable Work of Art, created by owner architects. The design is based on organic and innovative blending of natural elements and environmentally conscious technology, creating a happy and healthy living space. Boulder Tree House is ideal for a couple looking for a exciting, romantic and unique experience. The space can also comfortably accommodate a 3rd person.

Luxury A-Frame Cabin in the Woods with Sauna
Modern, glass‑fronted A‑frame perched in the Catskills, offering sweeping mountain vistas. Relax in the private cedar barrel sauna & refreshing outdoor shower, gather round the smokeless propane fire-table, or fire up the propane grill for al‑fresco dinners. A stylish bedroom with woodland views, luxe linens, fast Wi‑Fi, and a cozy electric fireplace blend comfort with design. Minutes to trailheads, waterfalls & farmers markets - ideal for couples seeking a serene and restorative escape.

Treehouse Haven in Putney-All Seasons
Peaceful, private & fully equipped four-season treehouse, surrounded by nature. ☽ Private & secluded ☽ Central to activities & necessities ☽ Firepit, pellet stove, deck, grill & fully stocked kitchen ☽ Scrupulously clean, unscented products ☽ Clean composting outhouse ☽ Tea & local coffee ☽ Hot outdoor shower-Closed Nov-April ☽ 45min to ski resorts ☽ Swimming holes & hikes ☽ WiFi & electricity Retreat from the business of life; romance, with the family, or even a remote work sanctuary.

Gorgeous Getaway
Brand new construction and state-of-the-art styling make this first-floor apartment a one-of-a-kind masterpiece. Every detail has been meticulously planned to ensure your visit is memorable! Just minutes from downtown Northampton, this stunning apartment features a spacious king-size bedroom with a private bath that includes a beautifully tiled walk-in shower, a second queen-size bedroom, a gorgeous kitchen with quartz countertops, and a beautiful living room with a flameless fireplace.

Hillside Views in Hudson Valley
Escape to this modern, cozy retreat where nature surrounds you. Fall asleep to owls, crickets, and frogs. Just 2 mins from Rosendale and a short drive to Kingston, New Paltz, and Stone Ridge, with restaurants and trails nearby. Enjoy a gas fireplace, a reading nook with treetop views, and a large deck that feels like you’re in the trees. The private outdoor space includes a fire pit, all on a serene 3-acre lot offering total peace and quiet. Your perfect Hudson Valley escape awaits!

Vermont Farmhouse •Walk to Village & Hiking Trails
Experience the magic of this restored 1860s Vermont farmhouse, where historic charm meets modern luxury. This 1,700 sq ft retreat offers 2 cozy bedrooms, 2.5 baths, and sun-drenched living spaces. Relax in Adirondack rockers on the expansive deck, explore 280 acres of woodland trails right outside your door, or take a short stroll into the village. Later, gather at the fire pit for s’mores under the stars. Welcome to your quintessential New England escape at The Vermont Farmhouse.

Refined cozy studio retreat – Under the Hemlocks
Escape to a tranquil, boutique‑style studio guest suite under the hemlocks — a refined bijou space, small in scale yet elegantly detailed and entirely your own. Sink into the dreamy bed, soak in the deep clawfoot tub, venture to the unique off‑grid Writer’s Retreat, or steal a quiet moment in the private courtyard. Elegant furnishings, fine linens, a bespoke kitchenette, and curated amenities create a serene haven minutes from Amherst Center, Amherst College, and UMass.

Rustically Romantic Cabin Near Sweet Pond
COUPLES RETREAT, SOLO ESCAPES & WRITER'S DREAM in Southern Vermont - No Cleaning Fee Perfect for ENGAGEMENTS, HONEYMOONS & ANNIVERSARIES Authentic log cabin tucked into a private wooded cove outside of Brattleboro. A short tranquil walk to Sweet Pond State Park. Biking galore and Kayaking nearby. A variety of hikes to choose from. ROMANCE SPECIAL Stay 4-nights or more & receive hard cider, cheese & chocolate. Ask Me About ELOPEMENT & VOW RENEWAL CEREMONIES
Popular amenities for rentals with patio in Western Massachusetts
Flat rentals with a patio

Berkshire Mountain Top Chalet

Amenia Main St Cozy Studio

Historic Victorian - Entire 3rd floor

Downtown 2BR 1.5 Bath Townhouse Charm

Suite 23 - Spacious Sunny 2-BR with Mountain view

Catskill Village House - Mountain View Studio

King Bed|Wi-Fi|2m Ski Resort

Minimal organic hideaway inspired by nature
House rentals with a patio

Retro-Chic Cabin in Woodstock - Sauna

Slate Cabin - Stylish Country Escape x Rhinebeck

Charming Brookside Artisan Home

Hudson Getaway w/ Hot Tub + Fireplace on 20 Acres

Romantic Getaway at The Lake!

Ski Ready! Play Area, Crib, 11 Acre Farmhouse

Modern High-end 2BR2BATH in the woods of Catskills

Cheerful Catskill Village Cottage
Apartment rentals with a patio

Spa Dreams

Slopes N Seasons | Trailside Condo at Mount Snow

'The Rose' - New Cozy Renovation

Walk to Dining, Arcade & Bar- 5 Min to Mt. Snow

Entire place to yourself Cromwell/Middletown Line

Perfect 3 Br. Getaway Condo in Stratton, Vermont!

Ski Condo 5 Min from Mt Snow

Cozy Condo-4 Minute Walk to Skiing at Mount Snow!
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- The Hamptons Holiday rentals
- Capital District, New York Holiday rentals
- Fitness-friendly rentals Western Massachusetts
- Lakehouse rentals Western Massachusetts
- Beachfront rentals Western Massachusetts
- Smoking-friendly rentals Western Massachusetts
- Farm stay rentals Western Massachusetts
- Private suite rentals Western Massachusetts
- Rentals with an accessible-height toilet Western Massachusetts
- Guest house rentals Western Massachusetts
- Rentals with an EV charger Western Massachusetts
- Rentals with lake access Western Massachusetts
- Bed and breakfasts Western Massachusetts
- Apartment rentals Western Massachusetts
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- Luxury rentals Western Massachusetts
- Cottage rentals Western Massachusetts
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- Rentals with a washing machine and dryer Western Massachusetts
- Rentals with a kayak Western Massachusetts
- Rentals with a sauna Western Massachusetts
- Rentals with a fireplace Western Massachusetts
- Rentals with a cinema Western Massachusetts
- Rentals with beach access Western Massachusetts
- Flat rentals Western Massachusetts
- House rentals Western Massachusetts
- Cabin rentals Western Massachusetts
- Rentals with a hot tub Western Massachusetts
- Aparthotel rentals Western Massachusetts
- Rentals with pools Western Massachusetts
- Rentals with outdoor seating Western Massachusetts
- Tiny house rentals Western Massachusetts
- Rentals with a firepit Western Massachusetts
- Waterfront rentals Western Massachusetts
- Hotel rooms Western Massachusetts
- Family-friendly rentals Western Massachusetts
- Chalet rentals Western Massachusetts
- Rentals with breakfast Western Massachusetts
- Ski-in/ski-out rentals Western Massachusetts
- Boutique hotels Western Massachusetts
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- Holiday home rentals Western Massachusetts
- Rentals with a patio Massachusetts
- Rentals with a patio United States
- Six Flags New England
- Jiminy Peak Mountain Resort
- Berkshire East 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
- Mohawk Mountain Ski Area
- Bousquet Mountain Ski Area
- Taconic State Park
- Norman Rockwell Museum
- Ski Sundown
- Berkshire Botanical Garden
- Naumkeag
- Hancock Shaker Village
- New York State Museum
- MVP Arena
- Connecticut Science Center
- June Farms
- University of Connecticut
- Massachusetts Museum of Contemporary Art
- Hudson Chatham Winery
- The Egg




