Vacation rentals with a patio in Pittsfield

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Top-rated patio rentals in Pittsfield

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Guest favorite

Camper/RV in Kingston

4.97 out of 5 average rating, 97 reviews

Glamping Getaway

Come enjoy the sounds of nature when you stay in this unique little getaway. Quaintly tucked away on beautifully manicured private property. Rest, relax & rejuvenate! Conveniently located near the Hudson River & Charles Rider boat launch 1/4 mile to enjoy fishing, kayaking or boating. Walking, hiking, biking trails & kayaking and restaurants located within minutes from the campsite. 5min drive to downtown Kingston, 10min to Historic uptown Kingston. 10min to Saugerties, Woodstock and Rhinebeck.

Guest favorite

Cottage in Averill Park

4.95 out of 5 average rating, 131 reviews

Cozy cottage with pool, walking distance to lake

Cozy cottage with pool, fire-pit, and a short walk to the lake. Enjoy a relaxing stay at our home exploring the lake and local eateries, or a fun family getaway at the pool. Just a short drive to your winter fun at Jiminy Peak for skiing, or Saratoga during track Season. Minutes to the Crooked Lake House for your wedding stays. Don't forget your four legged family members, while you're snowshoeing, or swimming at the lake. With WIFI and A/C you can tele-work, while sitting pool side this summer.

Guest favorite

Rental unit in Troy

4.99 out of 5 average rating, 119 reviews

Lovely 1 bedroom in brownstone on Washington Park

Come stay in this top floor "penthouse" apartment located on Troy's historic Washington Park. This newly renovated apartment is immaculate and cozy. The back deck with 2 Adirondack chairs and a bistro dining set overlooks a lovely green space. Enjoy the ambiance of Washington Park with a key available for entrance into the private park. Located 2 blocks from the Sage College campus and close proximity to RPI, you are a quick walk away from many cafes, restaurants and shops.

Guest favorite

Serviced apartment in Waterford

4.91 out of 5 average rating, 256 reviews

HOT TUB & New Stylish Saratoga County Efficiency

About the space Brand New Everything. This newly created space offers city style interior decor with outside space to enjoy. This includes the New Trex deck with HOT TUB and outdoor relaxation. Situated on large lot- this space offers convenient access to local highways (5 min from I-87, 10 min from 787). Off street parking for 2 vehicles. RV, boat, trailer space available on site. Within 2 min -be at convenience store, pizza shop, ice cream, mini golf, town park and more..

Guest favorite

Camper/RV in Westhampton

4.88 out of 5 average rating, 151 reviews

AirbytheStream waterfront, private, clean and cozy

Beautiful private camper with outdoor deck on the water. All the creature comforts but half the price. Very private yet 15 minutes to Northampton or Easthampton. Kitchen sink, 2 burner stove, refrigerator, toilet and shower, one queen bed and twin bunk beds, dinette can also turn into a bed. Pots and pans, silverware and cooking utensils are provided. Camper has power and water as well as heat and air conditioning. There is a Blackstone griddle for outdoor cooking.

Guest favorite

Cottage in Monroe

4.9 out of 5 average rating, 108 reviews

Pumpkin Pine Cottage: your next adventure awaits!

Explore the Deerfield River Valley and Hoosac Range from this tranquil base. Close to skiing, snow tubing, snowshoeing, hiking, birding, kayaking, white-water rafting, fly fishing, zip lines, and more. Like bikes? Amazing gravel, road, and MTB offerings await. Seek culture? Mass MOCA, Clark Art Institute, Northampton, Shelburne Falls, and the Berkshires are a short drive away. Covered bridges, farm stands, sugar shacks, and waterfalls are too plentiful to count!

Guest favorite

Home in Great Barrington

5 out of 5 average rating, 5 reviews

Winter Holiday & Ski Season Rental!

Charming, cozy cottage, walking distance to Lake Mansfield and Main Street attractions, 20 minutes to Tanglewood, 15 minutes to area summer camps or the Zipline at Catamount Ski Area. Freshly renovated throughout, fully-equipped kitchen, large yard with screened dining porch. Comfortable and stylish home in a centrally-located spot. Attention to all the little details.

Guest favorite

Home in North Adams

5 out of 5 average rating, 47 reviews

Pineapple Cottage

0.7 miles to MASS MoCA & down town. Close drive to Williamstown MA and VT. Hiking, museums & cross country skiing close by. Downhill skiing /Jiminy Peak 31 minutes away. On premise parking, decent size yard with deck & fire pit, covered front porch with table and chairs. Washer & dryer, high speed Wifi & Roku Smart TV.

Guest favorite

Cottage in Lanesborough

4.97 out of 5 average rating, 64 reviews

Amazing 2 bedroom lake front cottage, large patio

Looking for a relaxing weekend alone or with friends and family? This peaceful lake front property will make you feel like you will never want to leave. Whether you want to fish, have a cookout, watch the sunset, or even boat watch from the dock, this secluded cottage is the right spot for a calm weekend getaway.

Guest favorite

Rental unit in Albany

4.94 out of 5 average rating, 238 reviews

Charming Garden Apartment in Center Square

Centrally located, steps from Lark Street and two blocks from the Empire State Plaza. A perfect location for exploring and enjoying the NYS capital. Our garden apartment is recently fully renovated with all new furniture. Apartment includes all basic amenities and multiple streaming services.