Holiday rentals with a patio in Pittsfield

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Top-rated rentals with patio in Pittsfield

Guests agree: these rentals with a patio are highly rated for location, cleanliness and more.

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Guest favourite

Apartment in Killington

4.85 out of 5 average rating, 13 reviews

Killington Getaway 2bed/1.5 bath

2-bd, 1.5 bath in Mountain Green building 1 right next to Killington Golf Course and across the street from Killington Ski Resort. A queen memory foam bed in the master bedroom and two twin memory foam beds in 2nd bedroom. Fully equipped kitchen and baths. Roku TV in each room. Elevator in building, washer/dryer center and outdoor ski locker is available. Gym year round. Outdoor saltwater pool/fire pit/grills-Memorial Day-Labor Day. Indoor pool/ hot tub/sauna/steam room-Thanksgiving to Easter.

Top guest favourite

Guest suite in Lake Bomoseen

4.97 out of 5 average rating, 188 reviews

My house is your house!

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.

Guest favourite

Home in Rutland

4.89 out of 5 average rating, 184 reviews

Killington/Okemo, 7p Hot tub, Mtn.views, Spacious!

Mid week deals! Killington Mnt-20min drive, Lake Bomoseen-20min, Pico Mnt-15min Okemo-30min, Downtown Rutland-5min (bars/dining/shopping) Mnt Top Inn-18min, Hiking-10 min. , Neighborhood pool with tennis courts, basketball courts, playground. Beautiful mountain views, peaceful brook on 1+ acre property. Spacious home with hot tub, AC, firepit, fooseball table, grill, deck, patio, screenroom, 2 kitchens, 2 living rooms, washer/drier, fully stocked kitchens. Very fast wifi/netflix/youtubeTV.

Guest favourite

Home in West Windsor

4.93 out of 5 average rating, 43 reviews

Chuck's Place

Chuck's is a neat and tidy stand alone home dedicated to vacation rentals. Fully stocked! Private and convenient on 7 sunny acres overlooking Mt Ascutney. Plenty to do out your door- hiking, snow-shoeing, skating, sledding, skinning and family-friendly skiing over at Ascutney. Brownville Butcher and Pantry is an active gathering place in the village. The best meats and fish anywhere! More downhill and cross-country/skate skiing, restaurants, pubs, and breweries all within 25 minute drive.

Top guest favourite

Farm stay in Corinth

5 out of 5 average rating, 23 reviews

The Pond Cottage at Taplin Hill Farm

The Cottage on Mulligan's Pond offers serene living with a farm experience. Guests enjoy a full kitchen, full bath with walk-in shower, living room, a glass garage door that opens to a screened porch overlooking the pond, and an upper-level deck to catch some sun or relax with coffee or a cocktail. In the upstairs bedroom has a king sized bed and a built-in work area. Note: Guest are no longer allowed to build a fire in the woodstove seen in the photos due to new insurance restrictions.

Guest favourite

Home in Ticonderoga

4.87 out of 5 average rating, 39 reviews

4 BR/2BA Downtown Ticonderoga

Bring the whole family to this 4BD/ 2BA rental that has your entertainment needs in mind. Equipped with a large back deck, pool, swing set, privacy fence, inflatable hot tub and yard to enjoy! With views of the Lachute River and walking trail in your backyard. Walking distance to Star Trek Original Series Set Tour, local shops and restaurants. A short drive to a gorgeous beach on Lake George. Amazing hiking trails, fishing, boating, rich history and more. You are sure to enjoy your stay!

Guest favourite

Cottage in Fair Haven

4.92 out of 5 average rating, 171 reviews

Historic Cottage 2 Bedroom 2 Bath Fast Wifi

Ski season has begun! Picturesque cottage next to the Castleton River. You can wake up to the birds chirping and fall asleep to the frogs croaking. Hourly church bells ring throughout the day. Walk down the historic slate sidewalk to the park and local beer, pastries & the best diner! Minutes to many lakes, trails & mountain activities. Perfect for day trips to Killington, Okemo, Woodstock, Lake George, Vergennes, Rutland, Burlington & Saratoga Springs. Message us about seasonal discounts!

Guest favourite

Cabin in Plainfield

4.96 out of 5 average rating, 148 reviews

Magical cabin with amazing views

100 year old , freshly renovated cabin that is in the middle of five 100 year old apple trees with incredible Mountain View’s. The cabin sits 100ft uphill from my 1842 brick farmhouse and is surrounded by apples trees, an ancient elm tree, fields and my berry patches. The huge deck has a dining table, lots of seating and and outdoor shower. Off the side of the deck are two claw foot bathtubs with hot and cold water for you to soak in. Note, tubs aren’t usable during the freezing months.

Guest favourite

Home in Enfield

4.95 out of 5 average rating, 19 reviews

Upper Valley Shaker-Style Home, close to Dartmouth

Located within minutes to Dartmouth Health Medical Center and Dartmouth College, this home offers a comfortable, warm place to gather with friends and family during your visit to the Upper Valley. Just off Route 4, this home offers easy access to I-89 and I-91. This home is unique in its location and proximity to Mascoma Lake. A common right of way and short walk will lead you to the lakefront park and rail trail, where the views are breathtaking. Snowmobile access to rail trail

Top guest favourite

Home in West Windsor

4.97 out of 5 average rating, 117 reviews

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.

Guest favourite

Home in Argyle

5 out of 5 average rating, 14 reviews

Clementine Cottage on Cossayuna Lake

Are you looking for a lakeside escape with your family? Look no further, our refinished cottage offers 2 bedrooms, for four guests total, directly on Cossayuna Lake! Enjoy the sunrise across the lake on the deck with a cup of coffee or your evenings around the fire with a glass of wine, you will not be disappointed! Please be sure to read our cottage and lake rules prior to booking your stay. Our co-host is always available to answer any questions.

Guest favourite

Guest house in Hartford

4.88 out of 5 average rating, 108 reviews

Addie's Place

A cozy and quiet space close to Dartmouth College (8 mins), Dartmouth Hitchcock Hospital (15 mins), and White River Junction Center (7 mins). You will have a private entrance to the space and access to a yard, a 3 season patio room, bedroom with a queen sized bed and queen pullout couch, a separate dining area, grill, and a private bathroom. There is no kitchen but there is a mini fridge, table, coffee/tea bar, plates, utensils, mugs, and a microwave.