Vacation rentals in Ludlow

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Top-rated vacation rentals in Ludlow

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Guest favorite
A decorative sign reading 'Little House Inn' is visible beneath a flowering tree. Circular images feature a cozy living area with multiple windows, scenic views of seasonal foliage, and tranquil outdoor spaces, highlighting the surrounding nature and inviting atmosphere.
Home in Ware
4.89 out of 5 average rating, 290 reviews

Little House Inn - Private House - Secluded

Reconnect with loved ones in our peaceful and cozy, family-friendly home. Our little house is situated on an acre & a half of land surrounded by wetlands and woods yet minutes from local colleges and amenities. Enjoy the beautiful night sky while relaxing by the fire pit. Or take in the woodland view from your deck with your morning coffee and yoga workout (mat provided). Deer, turkeys, bunnies, & many native birds are regular visitors. Check out our guidebook for places to eat & things to do.

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, 150 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!

Top guest favorite
A serene scene depicts several horses grazing in a fenced area, surrounded by vibrant autumn foliage. A charming white house is visible in the background, framed by trees under a clear blue sky. Natural light enhances the tranquil setting.
Guest suite in Belchertown
4.98 out of 5 average rating, 153 reviews

Serene 1-br suite on 75 acre horse property

Find your peaceful retreat in our 1-bedroom suite, situated on a serene 75-acre horse property with scenic nature trails. Enjoy a private entrance, dedicated workspace, and complimentary high-speed WiFi, making it an ideal haven for remote workers. Take in the picturesque views of our horse pastures, with up to 20 horses, right from your windows. Our property is nestled in the woods, about 1/3 mile from the main road. Located near Amherst, Hampshire, UMass, Smith, and Mt. Holyoke colleges.

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
4.98 out of 5 average rating, 131 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
The exterior of the guest suite showcases a brown shingle facade, featuring a welcoming front porch with white railing. A concrete pathway leads to the entrance, while a grassy area and trees provide a natural backdrop. The driveway offers ample parking space.
Guest suite in South Hadley
4.94 out of 5 average rating, 151 reviews

Peaceful 1BR | Private Two-Story Retreat Near MHC

Enjoy this private, two-story 1-bedroom, 1-bath suite in a beautifully renovated vintage house! With a full kitchen, cozy living room, and upstairs bedroom and bath, it’s perfect for individuals, couples or small families. Relax inside in a peaceful space, walk to Mount Holyoke College and Village Commons, or explore nearby Amherst and Northampton (less than 20 minutes away). Contactless self check-in and convenient parking makes your stay easy!

Guest favorite
The living room features a spacious sectional couch adorned with decorative pillows, complemented by a coffee table at its center. A cozy armchair with a contrasting cushion sits nearby. Natural light streams through two large windows, enhancing the warmth of the space.
Apartment in Chicopee
4.95 out of 5 average rating, 105 reviews

Cozy Brick House in Chicopee

Relax with the whole family at this peaceful place to stay. The unit is part of a two family duplex house. You and your family will have the entire unit to yourselves. There are two bedrooms with queen size beds, a living room, kitchen, bathroom, and laundry room. The living room has a TV, fireplace, and Netflix. There is also a fenced in back yard with a patio and outdoor dining area as well as a firepit. The house is also pet-friendly.

Superhost
Apartment in Northampton
5 out of 5 average rating, 3 reviews

3+ Beds 2 Baths, 3 Min Walk to Main St & Trails

Sunny 3+ bedroom in a charming 1880s Northampton home. Ideal for families or professionals seeking comfort and a 3 minute walk to downtown. Hardwood floors, a full kitchen with dishwasher and coffee essentials, and cozy bedrooms (king, queen, twin). Optional 2 bedroom expansion on the 3rd floor available. Quiet neighborhood, easy walk to downtown, schools, and cafes—a bright, welcoming home for short or extended stays.

Guest favorite
A charming brick exterior of the retreat features multiple large windows and a welcoming front entrance. Lush green grass surrounds the property, with decorative landscaping elements visible, including flowering plants. Solar panels are situated on the roof, reflecting an eco-friendly design.
Guesthouse in Enfield
4.95 out of 5 average rating, 60 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.

Superhost
An aerial view reveals a serene lakeside setting, with vibrant autumn foliage surrounding tranquil waters. The landscape features a mix of trees and open areas, reflecting warm colors. A path is visible leading towards the pond, enhancing the natural beauty of the environment.
Townhouse in Springfield
4.77 out of 5 average rating, 111 reviews

2 bedroom Glamorous Waterfront Home

Convenient home by the lakeside. Close to all amenities, beaches, plaza and mall! Local attractions to consider: Forest park, The amazing world of Dr Seuss, Springfield Amory National Historic Site, Zoo in Forest Park and education center, MGM casino, Titanic museum, Six Flags, Basketball hall of fame, and many more. There is a path to the pond. Note: Unfortunately, there is no private beach.

Top guest favorite
A living area features warm wooden paneling, hardwood floors, and natural light illuminating the space. A comfortable gray sofa is positioned on a colorful area rug, with a brick fireplace as a focal point. A wooden table and chair are present for workspace or dining.
Guesthouse in Amherst
4.96 out of 5 average rating, 649 reviews

Cozy get-away!

This quiet option is less than two miles from the center of downtown Amherst, a thriving college town with museums, libraries, small stores, restaurants for every budget, hiking trails galore. We offer a relaxing, TV-free space in a friendly, safe, residential neighborhood. Five minute walk to 2 bus stops. If you are looking for some privacy with access to western Mass., you've found it!

Superhost
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, 69 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
The exterior of the tiny house is showcased, featuring a red wooden facade with white trim. A bright front door is framed by two small windows. Decorative potted plants and pumpkins are arranged along a stone pathway leading to the entrance.
Tiny home in Granby
5 out of 5 average rating, 54 reviews

Tiny House on Big, Pet-Friendly Farm

Cozy, clean 350sf tiny house on gorgeous farm. Enjoy the serenity of rural life, while being 15 minutes away from downtown Springfield and MGM Casino and 5-15 minutes away from all the local universities. Pet-friendly with a private yard and view you could look at all day. King-size bed, smart TV, electric fireplace, AC/heat and lots of other amenities!

Popular amenities for Ludlow vacation rentals

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