Vacation rentals in Longmeadow

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Top-rated vacation rentals in Longmeadow

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Guest favourite
A cozy seating area is created by a sectional couch adorned with decorative pillows. A soft ottoman sits at the center on a plush area rug. Natural light enters through two windows, enhancing the comforting atmosphere of the space.
Home in Longmeadow
4.78 out of 5 average rating, 9 reviews

Cozy Cottage with fenced yard

Relax at this recently updated 2 BR cottage in peaceful Longmeadow w/ easy access to Rte 91 N & S. Visit Six Flags, Basketball Hall of Fame, Seuss Museum, Big E, Berkshires... Inside you'll find a sun filled, tastefully decorated home w/a comfy sectional couch, 2 smart TVs, electric fireplace, dining table for 4, well stocked kitchen w/ coffee station, & comfortable linens & towels. Outside enjoy the spacious private fenced backyard w/ deck, outdoor seating, & a gas grill. Pet friendly. Welcome!

Top guest favourite
Home in Longmeadow
4.95 out of 5 average rating, 22 reviews

Great Home Office and Chef's Kitchen in Longmeadow

Spacious 3BR/1.5BA home with one king & two queen beds, with three Roku TVs & AC. Chef's kitchen is fully stocked and features SubZero fridge, and new appliances. Expansive office with dual monitors & printer, perfect for remote work. Relax in the living room with a 75" TV or unwind in the fully fenced-in backyard with hammock & gazebo. Basement bedroom with private half-bath. Garage and driveway parking included. Relax with the whole family at this peaceful place to stay. The home has stairs.

Guest favourite
A modern kitchen features white cabinetry and stainless steel appliances, including a large refrigerator and an oven with a microwave above. An island with bar stools provides additional seating, while natural light filters through a nearby window, illuminating the wood flooring.
Apartment in Forest Park
4.92 out of 5 average rating, 112 reviews

Modern 3BR Near Six Flags, MGM Casino & Museums

Welcome to our renovated 3 BR bedroom apartment, thoughtfully designed for a cozy and modern stay. Ideal for families and friends, home-away-from-home atmosphere with spacious bedrooms and a fully equipped kitchen for your convenience. The apartment is located on the second floor and offers added privacy. Enjoy easy access and a prime location close to downtown, casinos, museums, Six Flags, The Big E, and local hospitals. For your convenience, two parking spaces are provided in the driveway.

Superhost
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 favourite
The exterior of a Cape-style home is shown, featuring light green siding and a sloped gray roof. A paved driveway leads to a two-car garage. Lush greenery surrounds the house, with flower pots positioned near the entrance and a well-maintained front lawn.
Home in Longmeadow
4.99 out of 5 average rating, 88 reviews

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.

Top guest favourite
Home in Enfield
4.97 out of 5 average rating, 32 reviews

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!

Top guest favourite
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.

Top guest favourite
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, 225 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, 187 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 favourite
A cozy nook features a comfortable armchair with burgundy cushions beside a small bedside table and framed art on the wall. A colorful bedspread is visible in the adjoining bedroom, while green glass bottles are displayed decoratively on a shelf above.
Apartment in Somers
5 out of 5 average rating, 7 reviews

Sweet Spot

Guest Favorite! One of the most loved homes on Airbnb. 24 reviews with 4.92 Star Rating! Rental has been on Airbnb for 2 years under previous owner. Home is now under new ownership but rental (price and amenities) remain unchanged. Previous owner was a "super host" so we have a lot to do to meet her standards, but are willing to try! Message me if you would like to review the 24 reviews from previous guests.

Guest favourite
A spacious outdoor area features a manicured lawn bordered by mature trees. Multiple lounge chairs are positioned around a circular above-ground pool, with shade provided by umbrellas. A cozy fire pit is surrounded by additional seating, inviting relaxation in a serene environment.
Guesthouse in Enfield
4.95 out of 5 average rating, 77 reviews

Close AirPort|SixFlags|Big E|Free Private Parking

Escape to Pineside Retreat in Enfield, CT—a tranquil haven blending comfort and nature. Conveniently located 20 minutes from Bradley Airport and MGM Springfield Casino, 15 minutes from Six Flags, 22 minutes from Holyoke Mall, 5 minutes from Scantic River State Park, and 10 minutes from Windsor Locks Canal State Park. Perfect for professionals or adventurers seeking relaxation in a cozy, rustic-modern retreat.

Top guest favourite
Apartment in Enfield
4.99 out of 5 average rating, 300 reviews

FROG Suite Apartment

Welcome to the FROG Suite apartment, the prefect place in a comfy private space. Be it for work, pleasure, travel or leisure, this alluring updated space is located upstairs over the garage in a quiet residential neighborhood and includes a private keyless entry door lock. Apartment is located upstairs over the garage and is attached to the house.

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