Vacation rentals with a patio in Pittsfield

Mi Casa es su Casa!

Relax in this refurbished quiet Lake view rental. Minutes from Lake Bomoseen/Crystal Beach. Large family room, Cast iron wood-stove. Wall of windows w/lake views. 65" 4K w/ surround sound. w/ game hook-up. Wi-Fi. Galley kitchen includes range, microwave, Keurig, fridge & wine cooler. Spacious bedroom, queen size bed w/ heated mattress pad. Lots of storage.Full bathroom. Private deck w/Adirondack chairs. Kayaks & boat launch. 15 miles to Rutland, 35 min to Pico & 47 min Killington Ski Resorts.

Charming Barn Guesthouse Near Middlebury College

Come stay at our lovely renovated barn guesthouse in the Green Mountains of Vermont near Middlebury College. Perfect spot for a quiet retreat or home base for your outdoor adventure! 3 min. to Rikert Nordic Center, 9 min. to Middlebury SnowBowl. 40 min. to Sugarbush. 1 hr to Killington. Sleeps 1-6 people on 3 floors: entry level living area and laundry; mid-level with kitchen, bedroom, and bathroom ; upstairs loft bedroom suite with seating area (futon, chairs, bookcase, and TV), and desk.

Lake Dunmore Getaway — Foliage Views & Ski Retreat

About this space Perched directly on the shores of Lake Dunmore, our lakefront getaway transforms into a four-season escape when the temperatures drop. In autumn, enjoy foliage views over the water, crisp mornings on the deck, and easy drives to Vermont’s most scenic byways. When winter arrives, we’re your basecamp for adventure — just 30 minutes to Middlebury Snow Bowl, 45 minutes to Killington or Sugarbush, and minutes to local snowmobile trails, ice fishing spots, and Middlebury College.

Sunny, spacious studio apartment in Montpelier, VT

A beautiful space close to downtown Montpelier with a full set of windows that creates a sunny, open feeling with wooded view. Equipped with a queen bed, single bed, couch, kitchenette (small sink, microave, toaster oven, minifridge, blender, silverware, cups, and dishes). Easy access to the varied actives that Vermont provides. Off-street Parking; separate entrance in a safe and quiet neighborhood; 15minute walk to downtown. Please note this is a no-smoking, no-vaping property.

Birdie's Nest Guesthouse

Welcome to our newly renovated studio apartment, nestled among the trees in the serene hills of West Windsor, Vermont. Elevated on the second floor, this separate structure offers a tranquil escape with breathtaking views of Mount Ascutney and our own private pond. Immerse yourself in the comforts of this thoughtfully designed studio apartment, surrounded by the natural beauty of the Vermont landscape. Every detail has been curated to ensure your utmost comfort and enjoyment.

Cozy cabin retreat

This is the cozy, romantic cottage you've been dreaming of! Fall asleep to the sound of the stream outside the window. Enjoy sledding, snowshoeing, or XC skiing around the meadow, or use this as a convenient base for all your Vermont adventures. Nestled in a hidden valley in the center of Vermont, the cottage is conveniently located a short drive from many ski areas, award-winning Montpelier and Randolph restaurants, the bustle of the Mad River Valley and I-89.

Gnome Home Mountain Ski Chalet w/Sauna Killington

Mountaintop Chalet perched in the heart of Green Mountains. Enjoy true mountain living all year long 25m to Killington, White River access minutes from home, abundance of hiking trails, and golf courses. Central to Killington, Rochester, & Woodstock. After your adventures, return to a welcoming & comfortable home with beautiful views from every room, multiple decks, new! fireplace, & sauna, and plenty of special touches to help you unwind and relax.

Baby Queens Barbie-core Studio Apt (dog friendly)

Enjoy a stylish experience at this centrally-located place. This studio apartment is perfect for the solo traveller or couple. The queen bed is super comfy. Brand new and renovated throughout. The kitchen is stocked for basic cooking. I'll make sure there is always coffee and cream for you. Pets are welcome if they do not get up on the furniture. It's easy access to downtown Rutland to enjoy yoga studios, restaurants, and coffee shops.

Crooked Maple Treehouse

Nestled in the heart of the Vermont Green Mountains, the Crooked Maple Treehouse is handcrafted from timber harvested and milled on-site by the owner, Brett. Thoughtfully crafted to create a rustic and cozy retreat. Take this opportunity to escape your busy everyday life to appreciate the simplicity and solitude of living off the grid at the Crooked Maple.