Holiday houses 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 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, 479 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

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, 634 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, 128 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 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, 298 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.

Guest favourite
A cozy bedroom features a spacious bed adorned with soft bedding and decorative pillows. A wooden headboard backs the bed, and natural light enters through nearby windows. A small plant adds a touch of greenery, while a rustic wooden bench and comfortable chair complement the warm-toned decor.
Guest suite in Northampton
4.76 out of 5 average rating, 967 reviews

Private Guest House Downtown Noho

A one bedroom cozy guest house with a private entrance located on Market St. in downtown Northampton. Cozy and comfortable queen size bed with super soft bedding, full bathroom, and lots of privacy. Quirky space tucked behind Jo Smith's Art Gallery- quiet brick building with an 'inner room' for guests. You pass through the outer room, which is more storage space than living space and the inner space is a one room bedroom/bathroom with no kitchen. This space is not set up for cooking.

Guest favourite
The entrance features a covered porch with white railings, providing a welcoming pathway to the door. A potted plant with pink flowers is situated near the base of the stairs, adding a touch of greenery to the inviting entrance.
Home in Northampton
4.94 out of 5 average rating, 103 reviews

The Walnut Apartment

This beautiful and sunny 1 bedroom apartment is perfect for your stay in downtown Northampton, Massachusetts. It is walking distance to the Amtrak train station, all downtown restaurants and venues. Perfect for a stay to visit Smith College. You will find the beautiful claw foot tub perfect for relaxing after a day spent in the beautiful Pioneer Valley. This fully furnished apartment has a full kitchen, full bathroom, new furnishing, queen sized bed and its own entrance.

Top Guest favourite
The exterior of a vintage three-story farmhouse is presented, featuring a bright yellow façade and a wrap-around porch with white railings. Lush green grass and trees surround the property, enhancing the inviting atmosphere. Multiple windows allow natural light to filter through.
Home in South Hadley
4.94 out of 5 average rating, 218 reviews

Vintage 3BR Farmhouse | Near Town + Mount Holyoke

Enjoy the charm of an 1875 farmhouse with modern comforts in this spacious 3-bedroom, 2-bath suite on the first floor! Renovated throughout, the space offers a bright living room, full kitchen, and peaceful bedrooms. Relax on the wrap-around porch or stroll to Mount Holyoke College (less than 500 meters) and Village Commons for a peaceful afternoon. Perfect for family getaways or visiting nearby colleges with Amherst and Northampton just a short 20 minute drive away.

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.
Apartment in Northampton
4.99 out of 5 average rating, 263 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.

Top Guest favourite
A dining area features a wooden table surrounded by six chairs, complemented by a vibrant fruit bowl at the center. A bookshelf filled with various books stands nearby, while a wooden cabinet adds warmth to the room. Bright natural light filters through the windows.
Apartment in Northampton
5 out of 5 average rating, 151 reviews

Charming retro retreat with vintage soaking tub

Pet-friendly 2-bedroom apartment at the end of a quiet dead-end street close to the bike path. Stroll into downtown Northampton in just 15 minutes. Or take a 1 mile drive or bike ride to Smith College. Thoughtfully decorated with retro & contemporary details, local artwork, and a full kitchen, featuring two comfortable queen beds and a deep clawfoot tub for relaxation. A safe and serene retreat with quick access to everything.

Top Guest favourite
A light-filled living area is furnished with a grey couch and two woven chairs paired with a small round table. Framed botanical prints adorn the walls, while a potted plant adds a touch of greenery. Warm wood flooring contrasts with the cozy area rug.
Apartment in Northampton
4.99 out of 5 average rating, 103 reviews

Northampton - 3rd-Floor - .5 mi to Smith/Downtown

Sun-filled downtown retreat! Our quiet 3rd-floor apartment offers a comfortable bedroom & a dedicated workspace that transforms into a guest room with a fold out twin bed. Perfect for exploring the city or a visit to Smith College. Ideal for guests seeking a charming & convenient home base. The apartment is on the third floor of the building. Due to the historic nature of the building, these stairs are steep and not level.

Top Guest favourite
Home in Northampton
4.99 out of 5 average rating, 148 reviews

Goldilocks Cottage at Round Hill

Stylishly renovated 2-bedroom cottage in premier location - short walk to Smith College and downtown Northampton! This 1930s cottage is situated atop Round Hill Road in central Northampton and was formerly part of the prestigious Clarke School campus. Fully restored, 2.5 luxurious bathrooms, high-end finishes and furniture, and a private stone patio surrounded by gardens atop breezy Round Hill!

Top Guest favourite
The treehouse is elevated on wooden stilts, surrounded by vibrant autumn foliage. Large windows reflect warm light, showcasing a rustic wooden exterior. A staircase leads up to the entrance, inviting guests to explore this serene retreat among the trees.
Treehouse in Willington
4.92 out of 5 average rating, 539 reviews

Treehouse - Countryside - Farm Animals - Fire Pit

Escape to the stars in the Private Treehouse nestled among the trees at Bluebird Farm Connecticut. Amenities: ● 100+ Mbps Wi-Fi | Outdoor Fire Pit | Indoor Fireplace ● Interaction w/ Farm Animals | Year-Long Running Water (Sink/Shower) ● Kitchenette | AC in Unit | Free Coffee | Board Games | Books Drive To UCONN (10 Mins) | Hartford (30 Mins) | Boston (1 Hour) | NYC (2.5 Hours)

Popular amenities for Mount Holyoke holiday rentals