Vacation rentals in Ludlow

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Top-rated vacation rentals in Ludlow

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Top 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
4.92 out of 5 average rating, 177 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!

Guest favorite
Home in Springfield
5.0 out of 5 average rating, 19 reviews

Lemnos Experience/Game RM/MGM/BigE/SIX FLAGS

A peaceful, cozy, family-friendly retreat prioritizing safety and comfort. Our stylish space offers a luxurious yet welcoming atmosphere, ideal for relaxing and creating memories with loved ones. Conveniently located at sixteen Acres near Springfield Basketball Hall of Fame, Western New England, MGM Casino, Big E, Forest Park, Massachusetts Mutual, Six Flags, Bradley Airport, and just 45 minutes from the Berkshires and 30 minutes to UMass Amherst. Perfect for friends and families experiences!

Top guest favorite
Guest suite in Belchertown
4.98 out of 5 average rating, 174 reviews

Serene 1-br suite on 75 acre horse property

Escape to a peaceful 1-bedroom suite on a beautiful 75-acre horse property. Tucked into the woods 1/3 mile from the main road, enjoy privacy, scenic nature trails, and views of up to 20 horses grazing in the pastures outside your windows. Relax in the guest gazebo with front-row views of the horses, perfect for morning coffee or unwinding outdoors. Enjoy a private entrance, dedicated workspace, and high-speed WiFi. Conveniently near Amherst, UMass, Smith, and Mount Holyoke Colleges.

Top guest favorite
An expansive view of rolling hills and distant mountains is visible through a treeline, with a foreground of manicured green grass and apple trees. The cabin's wooden structure is partially seen on the right, enhancing the connection to nature.
Cabin in Williamsburg
4.97 out of 5 average rating, 130 reviews

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.

Top guest favorite
Tiny home in Mansfield
5.0 out of 5 average rating, 34 reviews

Handcrafted Timber Frame Cabin Retreat

Escape to the woods and slow things down at this beautifully handcrafted timber frame cabin, tucked away among towering trees and nature’s quiet. Built with exposed beams, natural wood, and timeless craftsmanship, this cabin blends rustic charm with modern comfort—perfect for a romantic getaway, creative retreat, or unplugged weekend escape. Whether you’re looking to reconnect, recharge, or simply enjoy the beauty of the forest, this timber frame cabin offers a warm and memorable escape.

Top guest favorite
Tower in Amherst
5.0 out of 5 average rating, 24 reviews

The Silo | Next to UMass & open farmland/ nature

The Silo is one of only about 100 purpose-built silo homes—designed and constructed as a house, not converted from a farm structure. Adjacent to UMass and one mile from Amherst Center, it borders open farmland with wide-open skies, distant mountain views, and spectacular sunsets that feel worlds away. Inside, curved walls and natural light connect you with the landscape. Your guest suite is completely private, with its own exterior entrance and no shared indoor spaces.

Guest favorite
The living room features a pool table surrounded by two blue chairs and a small table. A large area rug adds warmth to the space, while a striking piece of wall art is displayed above. The kitchen is visible in the background, enhancing the open layout.
Townhouse in Chicopee
4.96 out of 5 average rating, 94 reviews

Spacious Family Townhouse/ King Bed w/ Pool Table

Spacious 3-bedroom townhouse with a king suite and pool table just minutes from MGM Springfield, MassMutual Center, and Baystate Medical Center.” Welcome to our charming townhome, a perfect getaway for families, couples, The thoughtfully designed space balances relaxation and entertainment, making it the ideal base for your trip. It’s near Memorial dr. & many local attractions and dining. Want a tour? Search "The Buckley Home Chicopee/Springfield MA Airbnb 3 bedroom

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, 164 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 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, 255 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.

Guest favorite
Home in Tolland
4.97 out of 5 average rating, 79 reviews

Backyard Tiny House in the Woods

Cozy rustic tiny house nestled in the forest behind our home. Enjoy a private wooded setting, warm wood interiors, and an arched ceiling that opens the space. Climb to the loft for a comfy queen bed and peaceful views of the trees. A simple, quiet retreat perfect for unwinding in nature. The stairs to the loft are very steep and the ceiling is low up there. It would not be ideal for for children or those who can’t climb the stairs.

Guest favorite
A bright and airy living area features large windows allowing natural light to fill the space. A dark leather sofa is complemented by a textured rug, with a cozy throw and decorative pillows. The open kitchen is equipped with modern appliances and sleek cabinetry, enhancing the inviting atmosphere.
Apartment in Belchertown
4.91 out of 5 average rating, 96 reviews

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!

Top guest favorite
Home in Springfield
5.0 out of 5 average rating, 16 reviews

Exec 3BR Lux Home| SPA bath| King Bed | near Big E

From the moment you enter, you’ll notice the clean, modern aesthetic — warm hardwood floors, curated lighting fixtures, and a sophisticated neutral palette throughout. ✨ Designed for Comfortable Extended Stays ✔ Dedicated workspace ✔ Laundry ✔ Large bedroom ✔ Large kitchen ✔ Open concept living ✔ Storage ✔ Modern bathrooms C0572172810

Popular amenities for Ludlow vacation rentals