Vacation rentals in Longmeadow

Mid-Century Glass Octagon in the Berkshires

This architectural gem with wrap-around glass windows welcomes guests with its uniquely-designed, informal interior set on 7 private woodland acres. Cozy up around the wood-burning fireplace with floor to ceiling windows as a backdrop, or sit on the expansive deck around the firepit gazing at the stars. Use as a home base for the wonderful cultural and outdoor activities in the area, or enjoy nature in luxury without ever leaving home. *Book midweek for discounted rates IG@midcenturyoctagon

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.

Old Firehouse 2 Bedroom

1940's retired firehouse recently lovingly restored as a private residence. Conveniently located with easy and quick access to Interstate 91 and Bradley International Airport. Fall asleep to the sounds of the waterfall and wake to the sun rising over the pond. 2 rooms, each with a Queen-size comfy bed, a TV, and a full bathroom. Family-run Italian market next door and restaurants within walking distance. Private keyless entrance. A feel of yesterday with all the modern amenities of today.

4 BR Entire House w/Hot Tub

This home is nestled in a family neighborhood, on a quiet road that ends with a cul-de-sac. This is a whole house rental, not a shared space. Situated about one mile from the Connecticut line, there is quick access to Rte. 91. Bradley International Airport is a 15 minute ride in light traffic. The Basketball Hall of Fame, MGM Casino, Dr. Seuss Museum, Six Flags, The Big E, Springfield Symphony Orchestra, just a few of the area attractions. Great restaurants and grocery shopping nearby.

Nest&Rest Escape

Nest&Rest Escape is a perfect blend of comfort and convenience. Located 15 minutes from Bradley Airport and MGM Springfield Casino, and a quick 15-minute drive to Six Flags, 20 minutes to the Holyoke mall, 5 minutes drive to shopping and restaurants. 15-minute drive to Baystate Hospital. Rest& Nest Escape is ideally situated for both adventure rest and relaxation. Whether you're a professional seeking a quiet space or an adventurer looking for nearby activities. We got you!

Linny's - Lakefront Retreat Private Dock & Firepit

🌲🌳 What Guests Love -> -Private waterfront dock -Swimming and lake access -Firepit with serene views -Peaceful morning coffee spot -Family-friendly setup -Fast WiFi for remote work or streaming -Bright open living space -Comfortable bedrooms -Fully equipped kitchen -Great lake views -Smart TV and high-speed internet -Clean, modern bathroom Spend your days on the water and your evenings grilling, relaxing on the dock, or enjoying wine at sunset while the kids play lakeside.

Studio ADU Guesthouse near Six Flags

Get ready for thrills and adventure! 🏞️🏰 Our cozy retreat is the perfect base for your Six Flags getaway! 🚗 Located just minutes away from the park, our home offers: Comfortable bedroom with plush bed Fully equipped kitchen for meal prep Relaxing living area for downtime Parking for your convenience Unwind after a day of roller coasters and excitement, and get ready to do it all again the next day! 😎 Book your stay with us and make your adventure unforgettable! 🏠👍

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.

Cozy First Floor Living Nestled in the Woods

Visiting family in the area? Traveling to Springfield or Enfield for sports? This home away from home will make you feel like you never left! The warm and welcoming decor will make you feel right at home and allow you to unwind from your travels. Enjoy a fully equipped kitchen at your leisure, with an array of seasonings available for use. Let the stress go with what to pack because this home offers everything you need for your stay.

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!