Vacation rentals in Longmeadow

The Waters Edge

Entire 1st floor, private Guest Suite in a contemporary home located on the scenic Ct River. Centrally located btwn Bstn & Htfd. 1 mile to Six Flags, 10-15 min to Suffield Academy, The Big E, Eastern States Exposition, Bradley Intnl Airport, MGM, bsktbl & volybl Hall of Fame, 30-40 min The Bushnell, 5 College Campus area. The CT River is home to beautiful wildlife. Protected lands provide a stunning backdrop to picturesque views. Rest's, museums, hiking, shopping & more. NO SMOKING PROPERTY.

2 BR LR 1BA Private In-Law Suite with Home Theater

Suffield is a quaint New England town with a historic town center. Attractions: Six Flags, MGM Casino, Suffield Academy, Suffield Country Club, Basketball Hall of Fame, etc. 10 minutes from Bradley Airport. This ultra modern in law apartment is newly built (1350 sqft) in our walkout basement. Bright, contemporary, laminate flooring, game room & laundry. Luxury beds. Private entrance. Professionally sanitized for your protection. Complimentary Breakfast at Barista Cafe in Suffield Town Center.

Linny's - Cozy Cottage Near Congamond Lake

🌟 Welcome to Linny's - Cozy Cottage Near Congamond Lake 🌟About the Cottage: 🏠 Size: Cozy 650 sq ft house. 🚶‍♂️Just 100 steps from the lake beach Relax, recharge, and enjoy everything the Congamond Lake area has to offer from this comfortable Southwick getaway just a short walk from the water. Perfect for couples, families, weekend escapes, and lake trips, this home offers the ideal balance of relaxation, outdoor fun, and convenient access to local restaurants, boating, and attractions.

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.

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.

Farm Fresh Feeding Hills

Private in-law suite attached like a garage. Best view in the house overlooking the pond, ducks, goats, horses, & mtn. 1 Bedroom, small shower stall bath, combo kit/lvg room and a screened porch. Approx. 600 sq ft. ttl. The space is perfect for 2 people, ok for 4 and a squeeze for 6 people. Only a few miles to The Big E, 6 Flags, MGM Casino, BB Hall of Fame & Dr. Suess. 20 ish min to Hartford Int. Airport, 30 ish to Htfd & 40 ish north to 5 college area.

Sunrise on the Water's Edge - Riverside Bungalow

Cozy riverside bungalow celebrates panorama views of the peaceful Connecticut River. Multiple levels of outdoor living space, open-air and screened-in. Just minutes from all major points of interest in the Pioneer Valley - including Six Flags New England, MGM Casino Complex, Big E Fairgrounds, Basketball Hall of Fame, and the Greater Springfield Metro area. Only 20 minutes from Bradley International Airport (BDL) in Windsor Locks.

Elegant 3BR Longmeadow Home| Sauna| Near Big E

Welcome to your peaceful Longmeadow retreat—perfect for families visiting loved ones, Springfield events, or trips to The Big E. This charming 3BR bungalow features a wood-burning fireplace, outdoor barrel sauna, private backyard, and uplifting artistic touches. Located across from a quiet park and minutes from Springfield, the MassMutual Center, and Eastern States Exposition, it offers a relaxing place to recharge after a busy day.

Hilda’s Riverside Retreat

Amazing Newly renovated Airbnb! Nestled along the meandering, Connecticut River, beautiful veiw! “Just what the doctor ordered”. And just a stone’s throw away from Downtown Springfield, MGM and Hartford. Whether you are visiting the Knowledge Corridor to visit any of the 30+ universities and liberal arts colleges, business or pleasure, This waterfront property is cozy and offers every amenity you left at home!

Windy Top Cottage ~ A Romantic "European" Getaway

The Windy Top Cottage is an old stone building constructed in 1932 by H. L. Bitter, a wealthy Hartford businessman. This area of Granby was a favorite of the Hartford elite for a place to 'summer' in the early part of the 20th Century. The cottage was the quarters for the domestic staff while the family was in North Granby. With an elevation of 970, we offer clean, fresh country air!

Cozy studio loft

Cozy studio apartment in a quiet, wooded setting in Tolland, CT—just minutes from I-84 and 15 minutes to UConn. Sleeps 2–4 with a queen bed and optional mattress. Includes full kitchen, bathroom, fast Wi-Fi, private entrance, and easy self check-in. Free Level 2 EV charging and plenty of parking. Ideal for short or extended stays. No pets, no smoking, no parties.

Woolly Acres Farm

Woolly Acres Farm is a small organic farm in Glastonbury, CT. We raise a small flock of Navajo Churro sheep, which you are welcome to interact with. Please note that we no longer have alpacas on the farm.