Holiday rentals with outdoor seating in Hampshire County

Sunny Chalet Nestled in the Woods of Ashfield

Need some time to recharge surrounded by nature? Whether a group of friends, family or a wedding party - this property will suit all your needs. Access to hiking right out the door and loads of recreational activities such as skiing, swimming, biking. Our high speed WiFi and TV support streaming. Curl up on the couch and bask in the sunlight through the windows. Read a book by the fire. Gaze up at the stars and moon from the deck. Share a meal. A perfect spot for a retreat or family gathering.

Lakefront | Pvt Dock | Kayaks | Firepit | 1G | W/D

The Yellow • 1,750ft² (170m²), 2-level cottage • Open concept with 180° view from living room • 3 bedrooms (all queen size beds), 2 full baths • Fully equipped kitchen • Private dock & firepit • Canoe & 2 kayaks • 50" smart TV and 4 Google Smart Speakers • 1 Gigabit Wi-Fi 'gorgeous with amazing views' • Workspace with laptop stand upstairs • Additional full size bed upstairs • Additional queen size sofa bed downstairs • Additional twin trundle downstairs • Washer and dryer with laundry detergent

Briggs Cove: Private & Lovely 1st floor apartment

Your family will be close to everything when you stay at this centrally-located home. Walk to terrific restaurants, comic and book stores, gift shops and enjoy an award winning scoop of ice cream on the boardwalk at Nashawannuck pond! Whether you are looking for a hiking trail, a place to put your kayak in, or a great dining experience, this location has what you are looking for. Enjoy your time in western Massachusetts, at your own pace. Then, relax in the comfort of your own private oasis.

Private house on the River

Get away from it all at this very private house on the Westfield River. Walk in and feel right at home in this comfortable 2 bedroom ranch. It has a large back porch with outdoor seating and table that is 50 steps from the river. We supply everything you need, from the sheets and towels to your basic cooking needs. All you need to do is the bring the food. This house is perfect for families, with a large yard, indoor and outdoor toys, tire swing, floats, pack & play and high chair.

Tiny Home Retreat

The Tiny House at Milestone Farm is a cozy farm retreat loaded with modern conveniences. Designed as a romantic escape for couples to relax and enjoy the tranquility of the farmlands while viewing the beautiful Holyoke range. Take in the amazing views and watch the many facets of commercial farming during the growing season. Create your own menu using our fully stocked kitchen. Meat and seasonal produce available for purchase in our farmstand. Minutes from the center of Northampton.

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.

Tree Top Suite, cozy downtown apartment

This is an entire apartment, close to downtown. It is on the third floor, so you will have to walk up two flights of stairs. Because there are dormers (peaked areas in the ceiling), especially tall people might feel a little cramped in this space. There is a king size bed in the bedroom, a living area that includes a kitchenette, dining area, seating area and a smart TV with a fire stick, and a large bathroom. Outdoor seating on the front porch is for your use only.

Mt. View Wood-burning Fireplace

The hilltop setting offers spectacular and calming views. Spacious, uncluttered, and comfortable with floor to ceiling windows. Kitchen is well equipped and stocked. Separate dining room seats 6. Beds and bedding are high quality and bath linens are organic cotton. Large library and music provided by SONOS sound system with Napster. Wood burning fireplace. Two terraces and 3 acres of gardens. Garage. Pets welcome with advance notice. Sound proof construction.

Cozy Haven: Convenience & Charm

Welcome to our charming Florence, Massachusetts Airbnb! Only 10 minutes from downtown Northampton, our newly renovated property blends comfort, convenience, and natural beauty. Our location provides swift access to Northampton's vibrant heart. Within a 10-minute drive, you'll be amid bustling streets with eclectic shops, superb dining, and a lively arts scene. Explore boutiques, galleries, and cafes that define Northampton's creative and entertaining spirit.