Holiday rentals in Monson

Mountain Retreat close to Northampton & Amherst!

Come have this mountain top home situated on 150 secluded acres in beautiful historic Williamsburg all to yourselves!! If you want privacy within 10-20 minutes from Northampton, Hadley, and Amherst, then this cabin is perfect. Within walking distance, you will have access to trail systems for either your hiking or biking endeavors. You can stay and enjoy the peaceful nature of our home, sit on the massive deck while you gaze upon breathtaking views of the Pioneer Valley, or venture out.

The Hampden House

Escape to serenity at our small home nestled in peaceful Hampden, outside Springfield. With its open and roomy layout, this charming property provides ample space for families to relax and unwind together. The fully fenced yard is perfect for kids and pets to run and play safely. Whether you're seeking a relaxing retreat or an adventure-filled escape, our home has something for everyone. Book your stay and experience the serenity of country living, perfect for creating family memories.

Quiet & Cozy Main Street Retreat

Skip the traffic on the way to popular seasonal tourist destination, the Brimfield Flea Market, by staying here the night prior to your visit! Or, complement an off-season stay with an abundance of hiking trails, antique shops, lakes, farms, and even a winery just a 5 minute walk from your doorstep. Enjoy the ease of a convenience store, gas station, package store, and post office across the way, combined with the peace and quiet of this private suite tucked behind the main house.

Charming water front cabin with boat dock

Escape to our charming lakefront cabin! This cozy retreat offers a peaceful getaway with direct access to the sparkling waters and a private dock for swimming, fishing, and kayaking. Unwind on the inviting covered porch sipping your morning coffee while mesmerizing a spectacle sunrise or gather for a barbecue while relishing the panoramic lake views. Whether you're seeking a romantic weekend or an outdoor adventure, this lakeside haven promises an unforgettable experiences!

Western Mass Retreat!

Western Mass Retreat! Come relax and unwind in this updated retreat and check out all the amazing things that Western Mass and Northern CT have to offer. Enjoy the cozy reading nook, outdoor space, or a relaxing dinner in at the dinette table. Centrally located near multiple colleges and universities, two miles from Wilbraham & Monson Academy, ten minutes from GreatHorse and close to many one-of-a-kind events and experiences. Please message me with any questions.

On The Run Farm

Quiet country setting, minutes from UCONN and easy access from RTE 84 makes this place perfect for visitors traveling through the "Quiet Corner" of CT. Spacious living room, bedroom. kitchen and bath are newly renovated with, hardwood floors, skylights, and windows that allow for lots of natural light. The entryway is private with a lovely porch that is a great place to sit with your morning coffee. Hiking trails can be accessed from the property.

A. Dove Cabin Step back in time, up in the trees

Get away from it all when you stay under the stars. This retro cabin feels like the times of yesterday. Rustic interior brings to mind summers of our childhood. Open beams, simple living, a place to get away and daydream, visit with friends and family or restore your life force. Enjoy the spacious screen porch that overlooks the Camp. Listen to the owl that hoots at night. Hike on the trails nearby or float on the pond.

Treehouse - Countryside - Farm Animals - Fire Pit

Escape to the stars in the Private Treehouse nestled among the trees at Bluebird Farm Connecticut. Amenities: ● 100+ Mbps Wi-Fi | Outdoor Fire Pit | Indoor Fireplace ● Interaction w/ Farm Animals | Year-Long Running Water (Sink/Shower) ● Kitchenette | AC in Unit | Free Coffee | Board Games | Books Drive To UCONN (10 Mins) | Hartford (30 Mins) | Boston (1 Hour) | NYC (2.5 Hours)

The Carriage House

Private 1BR carriage house apartment in Tolland, CT, 5 min to I-84 and 15 min to UConn. Separate entrance with no shared spaces. Includes full kitchen, Wi-Fi, laundry, parking, and Level 2 EV charging. Sleeps up to 4 with optional queen mattress. Quiet wooded setting. Self check-in. No pets, smoking, or parties. Some light noise possible from upstairs unit.

Newly Built Barn Loft in Pioneer Valley

Newly Built Barn Loft: Walk to Belchertown Common & McCarthy's Pub. Conveniently located near all Five Colleges—12-minutes to Amherst and UMass, and 20-minutes to Springfield's Casino and Basketball Hall of Fame. Enjoy nearby bike paths, hiking trails, the Quabbin Reservoir, and other local Pioneer Valley attractions. Perfect for experiencing Western Mass!

Classic New England horse farm

Welcome to your dream getaway on a beautiful horse farm nestled in the scenic landscapes of New England. This farmhouse is the perfect place for families or groups looking for a peaceful escape. Located away from the busy city life while still within a timely drive of many great food and activity options!

Vintage Riverview Cottage

Take it easy at this unique and tranquil getaway. As you experience nature at it’s best. Located on the Connecticut River, wake up each day to breath taking views of the river, accompanied by the chirping of birds. Your experience is only Serenity. Enjoy!!!