Holiday rentals in Kalamazoo

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Top-rated holiday rentals in Kalamazoo

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Guest favourite
Home in Kalamazoo
4.94 out of 5 average rating, 150 reviews

The Cozy Cottage - 1 bedroom close to highway

Our cozy-yet-urban cottage is ideal for traveling professionals, small families, or someone who wants a night to just relax! You will be located 2 minutes from I-94 and within walking distance to grocery stores, coffee shops, pubs, bookstores, and a beautiful park (15 minute walk, 5 minute bike ride). The home is located off a well-traveled two lane road that connects Kalamazoo and Portage. Large unfenced lot with fire pit. We DO NOT rent to crews. Discounts for first responders and healthcare.

Guest favourite
A modern living space is highlighted by a sleek fireplace surrounded by decorative elements. Two minimalist chairs are positioned in front, featuring soft blankets draped over them. Lush green accents add a touch of nature to the ambiance, enhancing visual warmth.
Home in Vine
4.93 out of 5 average rating, 288 reviews

Wow! - Downtown Kalamazoo - 3rd Floor Arcade!

This 4 bedroom 2 bathroom home has everything you'll will need! We are two blocks from beautiful Downtown Kalamazoo, Bronson Park and all that Kalamazoo has to offer! We recently added a full game room to our 3rd floor. Old school arcade style game centers (Pac Man, Tetris, and More! You'll be able to walk to the downtown parks and enjoy all of the shops and restaurants in minutes. We're footsteps from WMU, Bronson Hospital, downtown restaurants, coffee shops, library, parks, breweries & more

Superhost
A spacious living area is furnished with a comfortable sectional sofa and a sleek coffee table. A large wall-mounted TV is positioned opposite, complemented by a wet bar and a dartboard. Natural light streams in through the blinds, highlighting the modern decor.
Flat in Kalamazoo
4.91 out of 5 average rating, 125 reviews

Kalamazoo Loft with Hot Tub

This stylish and spacious loft apartment is packed with amenities to make your stay unforgettable. Private rooftop hot tub, relax under the stars in your exclusive outdoor retreat. Enjoy a pool table, dartboard, wet bar, 75'' TV and classic arcade games for hours of fun. Attached heated garage, in-unit laundry, and accommodations for up to 8 guests. Just 5 minutes from downtown Kalamazoo, you'll be close to everything the city has to offer. Perfect for families, friends, or business travelers.

Top guest favourite
The house features a distinctive curved design with large glass windows that reflect warm light, surrounded by lush gardens and greenery. The outdoor space showcases blooming flowers and well-maintained landscaping, creating a serene setting amid nature.
Home in Galesburg
5 out of 5 average rating, 164 reviews

Frank Lloyd Wright's The Meyer House

Seize this opportunity to stay in a Frank Lloyd Wright treasure! Mahogany accents have been meticulously restored, and the gardens are in full bloom throughout the season. Awarded the Seth Peterson Cottage Conservancy's 2019 Visser Award for Outstanding Restoration of a FLW House and the 2021 Wright Spirit Award in the private category. Once your reservation is confirmed you will need to provide your email in order to receive the house manual and contact information for the house manager.

Top guest favourite
The exterior of a circular, dark-hued building is illuminated by warm string lights during twilight. A private hot tub and a fire pit with chairs are visible, while the surrounding natural landscape emphasizes the peaceful setting.
Farm stay in Vandalia
5 out of 5 average rating, 263 reviews

Luxury Country Retreat for Romantic Escape, Creek

*Escape to your private couple’s retreat. *Whether sipping coffee at sunrise or star gazing, The Grain Binn is the perfect blend of rest and charm *Situated on 70 acres with flowing creek *Pickle Ball court 1 mile from Binn *Fully stocked kitchen *Fireplace *Hot tub with towels provided * Firepit with firewood *Bird feeder for Bird lovers *King size bed with quality bedding *Forgot something? Got cha *In floor heat *Snacks *Walking trails *Good WIFI *Unplug to reconnect

Superhost
Loft in Kalamazoo
4.91 out of 5 average rating, 344 reviews

Loft in the Zoo • Premium downtown apartment!

Welcome to Loft in the Zoo! The ideal space for anyone traveling to Kalamazoo and looking for a central location. Within walking distance to Kalamazoo's best restaurants and bars. Blocks away from the famous Bell's Beer Eccentric Cafe, historic Kalamazoo Mall, original Gibson guitar factory, cozy Factory Coffee and more! Clean and unique 2 bed / 2 bath 1500 sq ft ≈140 m² Ultra-fast fiber internet Drip coffee maker + grounds & tea Basic kitchen utensils Off street parking Solar-powered

Guest favourite
Tiny home in Kalamazoo
4.93 out of 5 average rating, 777 reviews

Tiny house, a spring escape near I94

Charming 1880s Chicken Coop Turned Tiny House Getaway in Historic Kalamazoo Enjoy a cozy stay that is close to Kalamazoo's restaurants and attractions. On 22 acres with trails near Al Sabo Land Preserve. Beautiful and picturesque view of property from the living room space. The apartment is fully furnished with linens and dishes. Just bring yourself and your suitcase. There is a queen mattress ready for your peaceful slumber on the loft and also a sleeper sofa on the main floor.

Top guest favourite
The exterior of the Eppstein House is showcased amidst autumn foliage, featuring a low-slung, geometric design. Expansive glass doors reveal warm interior lighting, contrasting beautifully with the natural stone path and surrounding trees.
Home in Galesburg
4.96 out of 5 average rating, 463 reviews

Frank Lloyd Wright’s Eppstein House

Designed by Frank Lloyd Wright, the Eppstein House is a rare architectural gem nestled in the same region as Wright’s Meyer May House in Grand Rapids, the Gilmore Car Museum in Hickory Corners, and the charming beach town of South Haven. This is a unique opportunity to experience an extraordinary home—yours to enjoy for a few unforgettable days. Travel + Leisure named the Eppstein House as Michigan’s most unique Airbnb, effectively ranking it #1 in uniqueness for the state.

Top guest favourite
A spacious living area is accentuated by a large red sectional sofa and a wooden coffee table. A vintage Kalamazoo mural decorates the wall, while a flat-screen TV is mounted nearby. Natural light enters through the open doorway, creating an inviting atmosphere.
Home in Westwood
4.91 out of 5 average rating, 251 reviews

the ZooPlex!

Part duplex, all Kalamazoo... it's the ZooPlex! We're easy to find just 1.5miles from US-131. Once you get here you won't be disappointed. Four dedicated off-street parking spots and a wildflower garden greet you as you arrive. Stepping inside you'll be immersed in comfort with updated modern amenities and a unique experience of Kalamazoo themed rooms! Fast WiFi, 55" smart TV, serene fully-fenced backyard with calming mature trees and private deck for 6 people.

Top guest favourite
A charming cottage is set against a serene lakeside backdrop. A welcoming sign greets visitors, framed by lush greenery and flowering shrubs. A paved pathway leads to the entrance, with a white picket fence enhancing the cozy, inviting atmosphere.
Cottage in Paw Paw
4.94 out of 5 average rating, 153 reviews

Water's Edge Escape

Charming 1940’s lakeside cottage is cozy, updated & bright! Fish, swim, kayak or paddle board in spring fed waters. Our humble home has just enough room for you to steal away with those you love. Relax with two bedrooms and a sleeper sofa. Enjoy your morning coffee on the deck overlooking the lake, you may even catch a glimpse of a swan family or Blue Heron. Enjoy seasonal fruit farms, local wineries/breweries or explore nearby St. Joseph or South Haven!

Top guest favourite
A charming log cabin features a welcoming facade with large windows framed by wooden accents. The entrance is accessed via a stone pathway lined with landscaped garden beds, showcasing lush greenery and colorful plants. Surrounding trees provide a serene, natural setting.
Cabin in Middlebury
4.99 out of 5 average rating, 400 reviews

Cabin off 39 - Peaceful, private one bedroom cabin

Kick back and relax in this calm, stylish space. Nestled among the trees, it provides a quiet getaway from the chaos of life allowing you to recharge and renew. The main residence is approximately 400 feet from the cabin. The cabin is secluded and yet close to local attractions, restaurants, biking and nature trails. The Cabin has a total of 420 sq ft living space with 280 sq ft on the ground floor and a 140 sq ft bedroom loft.

Top guest favourite
The exterior of a charming blue house features a welcoming porch with a swing and seating area. Vibrant pink flowers and greenery frame the entrance, while the porch is adorned with decorative posts. The front steps lead to a cozy entrance, inviting guests to enjoy the outdoor space.
Home in Vine
4.94 out of 5 average rating, 118 reviews

Beautiful Historic Home

Built in 1885, this house is quite charming. The best breakfast spot and Italian restaurant in town are right across the street :-) A bakery/coffee shop, yoga studio, laundromat, bodega and salon are all less than a minutes' walk away. New queen beds and linens await. Enjoy meals in the breakfast nook, or drinks on the front porch swing. TV is equipped with Roku. Here, cleanliness is guaranteed and the shower is always hot!

Popular amenities for Kalamazoo holiday rentals

When is the best time to visit Kalamazoo?

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Avg. price$143 SGD$140 SGD$148 SGD$152 SGD$150 SGD$148 SGD$150 SGD$150 SGD$145 SGD$164 SGD$164 SGD$163 SGD
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Frequently Asked Questions

  • What are the best places to stay in Kalamazoo?

    Kalamazoo has stays in neighborhoods with historic homes, tree-lined streets, and easy access to cultural spots. Many visitors look for accommodations near the downtown arts district or around Western Michigan University to be close to dining and entertainment.

  • What are the best things to do in Kalamazoo with kids?

    Families can explore hands-on experiences at the Kalamazoo Valley Museum or enjoy interactive wildlife encounters at the Binder Park Zoo. Outdoor parks and splash pads also provide space for active play throughout the warmer months.

  • What are some of the best things to do in Kalamazoo?

    Explore local art at the Kalamazoo Institute of Arts, discover aviation history at the Air Zoo, or stroll through downtown’s markets and galleries. The city also has craft breweries and live music venues known for a creative vibe.

  • How is the weather in Kalamazoo?

    Kalamazoo has cold, snowy winters with average January temperatures around 19–31°F (-7–-1°C), and warm, humid summers near 63–83°F (17–28°C) in July. Spring and fall bring milder temperatures and frequent rainfall, so a light jacket and umbrella are helpful.

  • When is the best time to visit Kalamazoo?

    Late spring through early fall is often recommended for comfortable weather, outdoor activities, and a variety of community festivals. Winters have a quieter atmosphere and are popular for those interested in snow activities.

  • What are the best places to visit in Kalamazoo?

    Many visitors explore the Kalamazoo Institute of Arts, the historic Henderson Castle, and the Gilmore Car Museum. Outdoor spots like local parks are also frequently suggested for picnics or nature walks.

  • What are some hiking trails in Kalamazoo?

    Kalamazoo has nature trails at Al Sabo Preserve, Kalamazoo Nature Center, and Milham Park, where you can spot local wildlife or enjoy wooded walks. Trails range from easy strolls to longer loops through forests and wetlands.

  • What are some family activities we can do in Kalamazoo?

    Enjoy hands-on exhibits at the Kalamazoo Valley Museum, see animals at Binder Park Zoo, or skate and play in area parks. Family-friendly theaters and seasonal festivals also bring interactive experiences year-round.

  • What are some of the best day trip ideas from Kalamazoo?

    Around Kalamazoo, you can explore Lake Michigan beaches, tour local wineries, or visit regional museums and small towns known for markets and historic districts. Nature preserves and hiking areas add opportunities for outdoor adventure nearby.

  • Are there any pet friendly accommodations available in Kalamazoo?

    Many accommodations in Kalamazoo welcome pets, especially in neighborhoods near parks or nature trails. You will also find some rental hosts who provide extra amenities for guests traveling with animals.

  • What are some local tips for visiting Kalamazoo?

    Support local shops and farmers markets, especially on weekends, as many highlight regional produce and crafts. Bring layers for changing weather, and check community calendars for performances and pop-up events during your stay.

  • What is Kalamazoo known for?

    Kalamazoo is known for its vibrant arts scene, craft breweries, and connection to innovation in pharmaceuticals and guitars. The city has deep roots in education and features locally rooted music and public art.

  • What are the best hidden gems to explore in Kalamazoo?

    You might discover unique sculpture gardens, small performance venues, or local bookshops tucked around downtown Kalamazoo. The Kalamazoo Nature Center’s quiet trails and lesser-known art installations are also frequently suggested by residents.

  • What are the best foods to try in Kalamazoo?

    Kalamazoo has local specialties such as smoked meats, craft beer, and dishes made with seasonal Michigan produce. Bakeries and restaurants around the city feature both hearty Midwestern cuisine and a mix of international flavors.

  • What should I bring for a trip to Kalamazoo?

    Pack layered clothing, a waterproof jacket, and comfortable shoes, as weather can shift throughout the day. If you plan to explore trails or parks, bring sun protection and refillable water bottles.

  • What is the nightlife in Kalamazoo like?

    Nightlife in Kalamazoo has relaxed breweries, live music venues, and casual bars, especially in the downtown district. Open mic nights, jazz sessions, and performances at local spots appeal to a range of interests.

  • What are the most popular events or festivals in Kalamazoo?

    Kalamazoo has events like the Kalamazoo Blues Festival, art fairs in the downtown area during late spring, and celebrations that focus on music, local food, and the region’s history. These gatherings are frequently suggested for those interested in the city’s creative scene.

  • Are there family friendly vacation rentals in Kalamazoo?

    Many vacation rentals in Kalamazoo are well-suited for families, with spacious layouts, kitchens, and nearby parks. Neighborhoods around Western Michigan University and the downtown arts area are often popular for visitors traveling with children.

Quick stats about holiday rentals in Kalamazoo

  • Total holiday rentals

    Explore 220 holiday rentals in Kalamazoo

  • Nightly prices starting at

    Kalamazoo holiday rentals start at $38 SGD per night before taxes and fees

  • Verified guest reviews

    Over 14,940 verified reviews to help you choose

  • Family-friendly holiday rentals

    100 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 80 rentals that welcome pets

  • Rentals with dedicated workspaces

    130 properties have a dedicated workspace

  • Wifi availability

    220 of Kalamazoo holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Gym and BBQ grill across Kalamazoo rentals

  • 4.8 Average rating

    Kalamazoo stays are highly rated by guests – averaging 4.8 out of 5!

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