Holiday houses in Phillipston

Cider House Cottage

Antique guest cottage on a becountry farm property with acres of fields, ponds, forests and streams, adjoining Quabbin Reservoir domain. Ideal for hikers, bird watchers, and bicyclists, this quiet country retreat offers trails and terrain to explore, only 3 miles away from small historic New England town. Make yourself at home in the comfortably furnished post and beam home with terrace and pond views, adventure in the surroundings, dip in fresh water streams, and relax in the claw foot bathtub

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!

Wild Blueberry Farmhouse: Nature & Sports!

Welcome to Wild Blueberry Farmhouse, your private spring retreat in the heart of nature! Our home is the perfect place for families and friends to relax, unwind, and reconnect. Enjoy the warmer weather on our professional tennis, pickleball, and basketball court. Take a peaceful hike on the nearby trails. In the evening, gather around the outdoor fire table for s’mores and stargazing. Don’t miss the spring events at the Red Apple Farm, ranked among the best orchards in the country by USA Today!

The Film Shack: A Sweetwater Stay

Located on the shore of Tully Pond, The Film Shack is a newly designed water front vacation home with breathtaking views of Tully Mountain. This 4-season home features four bedrooms, a screening room, a video game nook and a bonus guest cottage. The personal home of filmmakers Patti Moreno and Robert Patton-Spruill, it is decorated in the "Atomic Age" style. Maple floors, aviation, and cargo style furniture, stainless steel bathroom and kitchen with a wood stove for those chilly fall mornings.

Private Dublin apartment nestled in the woods

Nestled in the quiet woods just north of Mt. Monadnock our cozy one bedroom apartment invites the outdoors in with peeks of the mountain through the trees. Sit out on your private deck and enjoy the view or stroll around the yard and pick a few blueberries in season. We welcome hikers, nature lovers, those visiting friends or family or just wanting to enjoy the area's beautiful scenery and many artistic venues. I like to think of it as a peaceful sanctuary that we'd like to share with you.

The Ginger Bed King Suite

Come for the lovely country setting, the winter beauty, amenities, neighborhood, convenience, privacy, spaciousness, and the comfortable bed. Close to many wonderful hiking/biking paths, rail trails, Wachusett ski area, Jewel Hill, Lake Wampanoag, Kirby area. WI-FI, TV ( Hulu and Netflix), refrigerator, microwave, coffee/tea maker, reading lights, table area, continental breakfast, parking... Good for couples, solo and business travelers. (Key pad for Covid safe entry) Everyone is welcome!

New England Escape

Welcome to picturesque New Salem, where the charm of country living meets modern comfort. Nestled adjacent to the expansive Quabbin Reservoir and conservation land, this property is a haven for outdoor enthusiasts, with hiking trails abound. The area is rich with wildlife, including whitetail deer, moose, owls, and the majestic bald eagle. You'll be a 20min drive from Umass Amherst, which offers a vibrant array of dining and entertainment. Get set for a quintessential New England experience

In-law Apartment, Full Kitchen, Near Mt Wachusetts

Your home away from home is a spacious & newly renovated basement/in-law apartment (approx 1100 sq feet) located below the main house, with its own private entrance, dedicated parking & in walkable neighborhood. The unit has a bathroom, full kitchen, living room & bedroom w/queen bed & extra tv. Hubbardston is a quaint little town with no stop-lights yet conveniently located to many beautiful hiking trails, fishing spots and lakes. 10 minutes from route 2 and 15 minutes from Mt Wachusetts.

Willow Falls Home ~Hot tub & Waterfront

Constructed waterfall views are just feet away from you! Not far from Boston, RI or CT, this newly designed home is located at a privately viewed pond, in New England, near Mt. Monadnock! Kick back, relax & listen to the water falling in a screened-in gazebo, or in the outdoor hot tub! Or view it all at the picture windows and enjoy the solitude at this picturesque retreat! Inside you'll find multiple lounging areas, luxurious beds, a fully stocked kitchen and a fun game room.

Lake Monomonac Cottage with Private Beach & Dock

Relax at a lakefront cottage on a peninsula on desirable Lake Monomonac. Enjoy a private beach, dock, patio, kayaks, rowboat, swimming, fishing, boating, and water sports. Inside is a cozy 1BR, 1BA cottage with a queen bed and small pull-out sofa, full kitchen, Wi-Fi, AC, and plenty of parking. Wooded hiking trails are within walking distance. Bringing a boat? Guests may use the dock. Launch at the public boat ramp at North of the Border, 1207 US-202, Rindge, NH 03461.

Guest House - 4 miles from Wachusett Mt.

Welcome to a cozy, newly renovated semi-attached in-law unit! Nestled in a peaceful neighborhood, you’ll be just a short walk from the town center and only a 10-minute drive to the scenic Mount Wachusett. With easy access to Route 2, it’s the ideal base for your adventures. Enjoy the privacy of your own entrance and two dedicated parking spaces. Whether you’re here for a weekend getaway or a longer stay, we’re sure you’ll enjoy your time in this inviting space!

Farm stay in a Historic Ski Lodge turned Barn

Once a ski lodge, then a horse barn, the hayloft in this unique stone barn has been converted to a comfortable & peaceful getaway. Enjoy a tranquil farm stay on a working Lavender farm. Help feed (if you wish) the horses and ponies and see the chickens. Enjoy the serene views and take in a sunrise or sunset or the stunning evening stars and moon on the back patio, stroll around the farm and hike our 1 mile nature walk. Convenient to local skiing & golfing.