Holiday rentals in Mount Holyoke

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Top-rated holiday rentals in Mount Holyoke

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A bright and airy living space features a vaulted ceiling with a mounted ceiling fan. Large glass doors open to a balcony, framed by orange curtains. A rustic wooden coffee table sits at the center, surrounded by a leather couch and armchair, with a TV and bookshelf visible.
Flat in Northampton
4.98 out of 5 average rating, 266 reviews

1880s skylit design apt w balcony, best location

Elegant spacious sun-drenched 2-bdrm penthouse in 4-family Victorian on tree-lined street in downtown Northampton. Easy walk to Smith campus. Skylights; large tiled bathroom w/ shower, jacuzzi tub, washer/dryer; renovated kitchen with Italian-tiled floor; open floor plan with ample dining area; living area with large leather couch, handmade rustic wood coffee table, lg TV, Yamaha digital piano, cathedral ceiling, and glass doors onto a balcony. Home theatre in master bedroom. Off-street parking.

Top guest favourite
A striking octagonal home is illuminated at dusk, showcasing wrap-around glass windows that blend with the surrounding woodland. The exterior features natural stone accents, and a warm glow from a light at the entrance creates a welcoming ambiance amidst a snowy landscape.
Chalet in Otis
4.95 out of 5 average rating, 466 reviews

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

Top guest favourite
Guest suite in Northampton
4.98 out of 5 average rating, 275 reviews

Luxurious and Sunny Bedroom Suite!

Luxurious and sunny suite with private bath, separate entrance, Tv/sitting room, reading nook, desk/work area, and coffee bar. 6 blocks to town, and beautiful views of Skinner Mt. Decorated with handcrafted wood furniture by one of Northampton's most recognized furniture makers. Private patio, large backyard with pick-your-own raspberries and blueberries. The suite has a private parking space, and is conveniently located near the bike path, and route 91. Come relax, and explore Northampton.

Top guest favourite
A cozy living area is presented, featuring a contemporary gray sofa and a yellow accent chair. A minimalist coffee table is centered on a colorful patterned rug. A black fireplace with a mirror above it adds a focal point, while natural light fills the space through nearby windows.
Guest suite in Northampton
4.93 out of 5 average rating, 122 reviews

Bright Noho studio suite perfect walk to downtown

Stay in the heart of Northampton in this charming studio with a private deck—perfect for unwinding after a day of exploring. A short walk to downtown, Smith College, museums, shops, and top restaurants, this location puts the best of the Pioneer Valley at your doorstep. Whether you're here for Parents' Weekend, a getaway, a show at the Iron Horse, or to explore the area's beauty, you'll love the comfort & convenience of this space. Easy commute to Smith, Amherst, UMass, and Hampshire College.

Top guest favourite
Flat in Northampton
4.98 out of 5 average rating, 466 reviews

Northampton MA Downtown Townhouse close to Smith

Discover the charm of Northampton from our unique Townhouse apartment nestled in a National Register of Historic neighborhood. This is more than just a place to stay. it's an invitation to experience the rich tapestry of vibrant community. 3 minutes walk to downtown Northampton, where you will enjoy from an array of shops, local restaurants, art galleries, cafes, music venues & the Amtrak station. Whether you're here for business or pleasure, you're at the epicenter of culture & convenience.

Guest favourite
A sliding barn door reveals a cozy sleeping area featuring a spacious bed with neutral bedding. A small lamp sits atop a bedside table, and a chest of drawers adds functionality. Light enters through a window adorned with blinds, creating a warm ambiance.
Guest suite in Northampton
4.86 out of 5 average rating, 610 reviews

Separate apt, 1 mile from downtown, 1 guest only

This is a private, clean, comfortable apartment with New pillow top mattress for 1 person with separate entrance in our new home. You will have the space to yourself. We are a mile from downtown near the bike path, the mill river, and Smith college. Private bathroom with a shower; kitchen basics: fridge, microwave, toaster, teapot, pour over coffee. Wifi and smart tv. Sunny with central air in the summer warm and cozy in the winter. Walk or ride a bike to town. We’re located in Village Hill.

Top guest favourite
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, 116 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.

Guest favourite
A hot tub is situated in a semi-enclosed area, surrounded by soft fabric drapes that partially shield it from the elements. Natural light filters through, illuminating the spa water. A peaceful outdoor scene is visible beyond, featuring a manicured garden space.
Guest suite in Northampton
4.9 out of 5 average rating, 123 reviews

Sweet suite, walk to town tout suite!

NOW WITH A HOT TUB!! Fully- private master bedroom suite available in a quiet neighborhood near everything in Northampton! Your own porch with a cafe table and chairs leads to your private entrance to the suite. Roomy and bright bedroom has a huge bathroom with a shower, office/ kitchenette/ eating area, and closet with fully-supplied laundry. The king bed includes a locally-made, medium-firm mattress and abundant bedding. The TV is connected by Roku to all major streaming services.

Top guest favourite
A panoramic view of the expansive farmland stretches towards a distant mountain range under a colorful twilight sky. Two wooden chairs are positioned on the grassy area, providing a serene spot to enjoy the landscape.
Tiny home in Northampton
4.98 out of 5 average rating, 273 reviews

Tiny House Farm Retreat: Mountain Views, Fire pit

The Tiny House at Milestone Farm is a cozy farm retreat loaded with modern conveniences. Designed as a romantic escape for couples to relax and enjoy the tranquility of the farmlands while viewing the beautiful Holyoke range. Take in the amazing views and watch the many facets of commercial farming during the growing season. Create your own menu using our fully stocked kitchen. Meat and seasonal produce available for purchase in our farmstand. Minutes from the center of Northampton.

Top guest favourite
A living room features a spacious leather sofa facing a large wall-mounted TV and a modern electric fireplace. A built-in shelf holds a collection of books. Soft lighting creates a comfortable ambiance, with a view of the dining area and window in the background.
Home in Northampton
4.98 out of 5 average rating, 203 reviews

Modern Comfort Meets Northampton’s Vibrant Charm

Experience the Best of Northampton! From vibrant nightlife to tranquil retreats, Northampton has something for everyone, and our newly renovated, two-bedroom duplex puts you right at the center of it all. Whether you’re catching live music, indulging in farm-to-table dining, or browsing unique local shops, every adventure is just steps away. Book your stay today and experience the perfect balance of comfort, convenience and charm in one of Northampton’s most highly rated homes!

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.
Flat in Wilbraham
4.99 out of 5 average rating, 145 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 living room is displayed, featuring a comfortable blue couch adorned with patterned pillows. Three framed landscape images are mounted on the wall above a wooden coffee table. Natural light enters through a window with sheer curtains, illuminating a cozy reading nook in the background.
Flat in Northampton
4.99 out of 5 average rating, 239 reviews

Cozy Haven: Convenience & Charm

Welcome to our charming Florence, Massachusetts Airbnb! Only 10 minutes from downtown Northampton, our newly renovated property blends comfort, convenience, and natural beauty. Our location provides swift access to Northampton's vibrant heart. Within a 10-minute drive, you'll be amid bustling streets with eclectic shops, superb dining, and a lively arts scene. Explore boutiques, galleries, and cafes that define Northampton's creative and entertaining spirit.

Popular amenities for Mount Holyoke holiday rentals

  1. Airbnb
  2. United States
  3. Massachusetts
  4. Hampshire County
  5. Hadley
  6. Mount Holyoke