Vacation rentals in Longmeadow

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Top-rated vacation rentals in Longmeadow

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Top guest favorite
A serene pond reflects the white cottage and surrounding trees, creating a tranquil scene. Wildflowers and grasses frame the water's edge, while lush greenery enhances the natural beauty of the area. The peaceful environment is ideal for relaxation and outdoor exploration.
Cottage in Petersham
4.99 out of 5 average rating, 233 reviews

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

Guest favorite
A spacious sleeping area features a large bed dressed in olive green linens. A decorative wall art piece of a cow is displayed above the bed. Natural light enters the room through a nearby doorway, while a small plant adds a touch of greenery.
Guest suite in Springfield
4.91 out of 5 average rating, 159 reviews

Luxury studio apartment-walkout basement

Located in a quiet neighbor hood in Sixteen acres springfield, this luxury studio was created with you in mind! The bathroom is loaded with spa like amenities include a rain head shower, and heated floors. Located 7 minutes from Western New England University, 13 minutes from Springfield College and American International College. Also conveniently close to many restaurants and shopping amenities. The perfect stay for a traveling nurse or a business trip or even as the home base for a getaway!

Superhost
A bright workspace features a wooden desk with a black chair, positioned against a light-colored wall. Two framed botanical prints are displayed above the desk, complemented by a standing lamp. A mirror reflects the scene, while a potted plant adds a touch of greenery.
Apartment in Windsor Locks
4.85 out of 5 average rating, 184 reviews

Apt near Big E, Six Flags, Bradley airport

Welcome to our charming and stylish upstairs apartment, perfect for a cozy retreat! Enjoy the privacy of having the entire space to yourself. Access the apartment directly through the back entrance, up the outdoor staircase. We're conveniently located just a 10-minute drive from Bradley International Airport. Inside, you'll find: - A comfortable bedroom with a Queen-sized bed, complete with fresh linens - A fully stocked kitchen, equipped: Pots, pans, baking dishes, etc Washer and dryer

Top guest favorite
A spacious living area is furnished with a gray sectional sofa, accented with colorful throw pillows. A wooden coffee table is placed in front, on a soft area rug. Two large windows allow natural light to brighten the room, complemented by ceiling fans and tasteful decor.
Loft in Tolland
4.97 out of 5 average rating, 315 reviews

Cozy studio loft

Home away from home! In a serene, wooded area tucked away from the road, you'll find our studio loft mother-in-law apartment. Beautiful views with wildlife often spotted. Well-lit with many windows to let in the morning light. Suitable for a change of scenery while working remotely, a brief stay between locations, or your actual destination. UConn is minutes down the road. Looking for antiques? Stafford Speedway? Mohegan Sun or Foxwoods visits? Outdoor enthusiast? This place works for all!

Top guest favorite
A vibrant red and orange tree stands beside a deep red building, showcasing the beauty of autumn foliage. The tree's colorful leaves contrast with the clear blue sky, while a parked car is visible in the foreground, adding to the peaceful residential atmosphere.
Barn in Northampton
4.97 out of 5 average rating, 659 reviews

Brookside Carriage House. Private, Great Location.

1890's Carriage House. Bright 850 sq. ft., 2nd flr. studio. Original wood flrs, 12' ceiling, skylights, modern amenities w/ rustic charm. Onsite parking. Two sleeping nooks: One QUEEN, One FULL bed & a leather couch; open floor plan. Shower, laundry, full kitchen, dining table, lounging area, Juliet balconey. Eclectic, spacious, private, quiet, all in a fantastic location. This is a large studio. Staircase to 2nd floor. No TV. Dog friendly; contact me first. Non-Smoking/vaping.

Top guest favorite
A spacious studio is illuminated by natural light from large windows. The bright room features a mix of furnishings, including a white sofa, a dining table, and a variety of shelving units. Warm wood flooring complements the inviting layout.
Guesthouse in Northampton
4.93 out of 5 average rating, 291 reviews

Large Studio – Walk to Town

IMPORTANT: Please read the full description about the eco-friendly policy and click the "CONTACT HOST" button, rather than making a reservation. I will respond very quickly to your request. Thank you for your consideration! A unique studio, loft-like, surrounded by beautiful gardens, a short walk to downtown and Smith College; perfect for visiting the five colleges, attending weddings, graduations, workshops, writing and research; close to hiking and bicycle trails.

Top guest favorite
A comfortable studio space is highlighted by a plush queen bed adorned with white bedding, positioned beside a cozy fireplace. Soft light is provided by a bedside lamp, while a fan offers air circulation. Neutral tones and warm accents create a welcoming ambiance.
Apartment in Wilbraham
4.99 out of 5 average rating, 140 reviews

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.

Guest favorite
A welcoming entrance features a maroon front door with glass panes, flanked by a wooden railing. A slight wooden ramp leads up to the door, surrounded by a manicured area of small plants and gravel, creating an inviting first impression.
Home in Feeding Hills
4.89 out of 5 average rating, 1,021 reviews

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.

Top guest favorite
The kitchen features an island with a wooden countertop, flanked by rustic cabinetry in soft blue tones. Stainless steel appliances and a microwave are visible. A living area is seen through an open archway, showcasing a comfortable couch and greenery, creating a welcoming space.
Guesthouse in Suffield
5 out of 5 average rating, 101 reviews

Contemporary Cottage, Views, 15mins BDL Int. Wi-fi

This adorable, well appointed, historic cottage (an old Tannery building), is nestled within a 50 acre Connecticut River Valley Broad Leaf Tobacco Farm which dates back to the 1700s. The open fields allow for peaceful walks and beautiful views. "The Tannery," is just 15 minutes from Hart/Spring Bradley (BDL) Intern airport. Less than two-hours to Boston and just under three-hours to New York City. Come to unwind and explore New England’s finest.

Top guest favorite
A serene riverside deck features two striped lounge chairs, positioned for optimal views of the Connecticut River. Lush greenery frames the scene, and flower pots add a touch of elegance. The wooden deck offers a natural and inviting space to relax by the water.
Home in Agawam
4.97 out of 5 average rating, 224 reviews

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.

Superhost
A serene riverside deck overlooks the calm waters of the Connecticut River. The space features wooden railings and is surrounded by lush greenery, with a few bare trees reflecting the change of seasons. The peaceful landscape offers a quiet spot for relaxation.
Cottage in Enfield
4.84 out of 5 average rating, 186 reviews

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!

Top guest favorite
Home in West Suffield
4.97 out of 5 average rating, 121 reviews

Linny’s Lake House - with dock

Linny’s Lake House & Dock Access 🌲🌳 Charming Lakeside Home on South Pond Welcome to our newly renovated lake house tucked into a peaceful 3/4-acre wooded lot, naturally treated to keep mosquitoes and ticks to a minimum. The setting feels calm and restorative, with gentle breezes, shaded trees, and the charm of nearby tobacco fields adding to the sense of being away without being remote.

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