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Holiday rentals in Bloomingdale

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Top-rated holiday rentals in Bloomingdale

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

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Top guest favourite
A spacious bed with neutral bedding is flanked by two bedside tables, each adorned with a lamp. Pillows are neatly arranged, providing comfort. An alarm clock is placed on one side, and soft lighting creates a calming ambiance.
Flat in Beechwood
4.94 out of 5 average rating, 108 reviews

The wRen's Nest

The "wRen's Nest" is a peaceful and relaxing space, ideal for a comfortable night's sleep. Located 2 km from the UWaterloo, or 3 km from WLU, with several walking trails, gyms, and plenty of fantastic eating options to choose from. There is free parking and a private entrance to the one bedroom, one bathroom basement apartment, featuring a full kitchen if you love cooking! A spacious back yard offers a shared (with hosts) patio to enjoy the birds singing and a cup of coffee to start your day.

Guest favourite
The living room features a light and airy atmosphere, with natural light filtering through sheer curtains. A round coffee table is centered among cozy seating, including a plush sofa and a stylish chair. Decorative plants and soft textiles add warmth to the space.
Home in Waterloo
4.91 out of 5 average rating, 74 reviews

Prof's Place: Unique Boutique. Brides & Elora!

Clean and pretty place to rest with a nice little yard and deck to enjoy. Safe & Fancy. Five-Star Streak! - Comfort: High-end finishes and mattresses - Cleanliness: Just Perfect! - Coffee: Jura fresh ground - say no more! The boutique-vibe flat is the lower unit of a tidy bungalow in a safe, quiet neighbourhood. Location! Top corner of Waterloo gets you quickly to: - Elora - St. Jacobs Farmers Market - Uptown Waterloo - UW/WLU - Parks and Trails Welcome bridal parties, couples and families

Guest favourite
A bright living area is presented with a modern aesthetic, featuring a large wall clock and a television on display. Two white armchairs with orange cushions are positioned around a glass coffee table, complemented by a decorative area rug. Natural light filters through the window blinds.
Home in Kitchener
5 out of 5 average rating, 13 reviews

Beautiful House Near Grand River & Kiwanis Park

!! Experience Luxury in the Heart of Kiwanis Park River Ridge !! Welcome to your dream getaway in one of the region's most sought-after neighborhoods. This impeccably maintained, fully furnished home boasts modern updates. Nestled in the prestigious and family-friendly Kiwanis Park River Ridge community, you’ll enjoy a serene, safe, and vibrant setting. Steps from the scenic Grand River Trail & Kiwanis Park’s outdoor swimming pool, this offers endless opportunities for adventure & relaxation.

Top guest favourite
A stone pathway leads to the exterior of a small wooden cabin, surrounded by lush greenery. Hanging flower baskets adorn the walls, and a tranquil water feature can be seen nearby. The natural scenery creates a peaceful atmosphere, inviting exploration.
Tiny home in The Junction
4.99 out of 5 average rating, 174 reviews

Tranquil Tiny House Retreat 4-Season Radiant Floor

Take it easy at this unique cabin experience in the city. The Tiny House is a private 9’ x 12’, fully insulated, 4 season cabin with a couch, kitchenette with running water, queen bed, Loftnet hammock & outdoor shower. Enjoy the natural beauty of our half acre tree-filled backyard, yet still close to downtown Guelph. This is a glamping experience that requires appreciation for tiny house living. Guests have access to a separate portable washroom, by walking about 100ft to the back of the yard.

Top guest favourite
Flat in Waterloo
4.99 out of 5 average rating, 96 reviews

Charming Hideaway: 1-bedroom Apartment

Whether you’re in town for sports, work, or family, you'll love how the apartment is: Fully Furnished: from kitchen to bedroom, we’ve got you covered. Cozy: Gas fireplace and a queen air mattress for extra guests. Private Entrance: Your own smart lock access. Outdoor Space: Your own private deck with a BBQ. Heated Pool: SHARED pool available mid May to September. Entertainment: Stay connected with WIFI and enjoy Netflix, Prime, and Disney on the Smart Parking: No worries about finding a spot

Top guest favourite
An expansive backyard unfolds with a lush green lawn, surrounded by trees displaying autumn colors. A circular fire pit is set up in the center, surrounded by several red chairs. A wooden deck extends from the home, providing a cozy outdoor seating area.
Guest suite in Waterloo
4.95 out of 5 average rating, 22 reviews

Private walkout basement with kitchen & laundry

Step into this cozy, modern, cottage feel home centred in the city! This separate entrance, private suite has it all for you to call home; a fully stock kitchen, large living room, bedroom and laundry room. Curl up on the comfy couch to watch t.v and play a board game or unwind in the peaceful backyard with a glass of wine. A short drive to Wilfrid Laurier and Waterloo University, and vibrant restaurants Waterloo has to offer. The Cabot Cabin is the perfect spot for short or long term rentals!

Guest favourite
A sunlit seating area is depicted with two chairs and a glass-topped table. Large windows provide ample natural light and showcase views of the surrounding area. A vibrant green throw and purple pillows add a pop of color to the neutral decor.
Flat in Kitchener
5 out of 5 average rating, 31 reviews

Chic Upscale Home Away From Home in Midtown

Newly renovated main floor apartment is conveniently located a few blocks from train station, Google, mid town Kitchener, 1 km from Grand River Hospital, 1 block from Spur Line trail, which is an awesome bike trail connecting to universities and parks. Public transit is convenient and simple at this location. Lots of parking at rear of property. This apartment is completely self contained, with it's own entrance, laundry and even a little patio table and chairs (not pictured) on back deck.

Top guest favourite
A cozy living room area is visible, featuring a light-colored sofa adorned with cushions. A small wooden coffee table sits in front, while a decorative side table holds dried flowers. Original stained glass windows add vibrant color, enhancing the inviting ambiance.
Flat in Kitchener
4.92 out of 5 average rating, 37 reviews

The Downtown Flat on Margaret

Welcome to The Downtown Flat on Margaret! This cozy 1-bed, 1-bath apartment is small but mighty. Situated in the heart of downtown, you’ll be just a walk away from everything you need. Centrally located to the VIA Rail train station, LRT, the Aud, Centre in the Square, and the many shops and restaurants of Kitchener. Fully equipped kitchen, modern design, smart TV, in-suite laundry, a workspace, and air conditioning. A perfect home away from home for both short and long term stays.

Guest favourite
A dining area features a round table surrounded by four modern chairs. A cozy seating area is visible in the background, equipped with a grey sofa adorned with patterned cushions. A tall plant in a woven basket adds a touch of greenery.
Flat in Waterloo
4.9 out of 5 average rating, 21 reviews

Apartment suite in Waterloo

Charming 1-Bedroom Basement Apartment Near St. Jacob's & Conestoga Mall Welcome to our spacious and cozy 1-bedroom, 1-bathroom basement apartment, ideally located near St. Jacob's and Conestoga Mall. Whether you're here for a weekend getaway, business trip, or extended stay, our apartment offers the perfect blend of comfort and convenience. Our modern basement apartment features: - Comfortable Bedroom - Fully Equipped Kitchen - Cozy Living Area - High-Speed Wi-Fi - Free parking

Guest favourite
The spacious master bedroom features a dedicated workspace with a desk and chair. A neutral color palette enhances the modern design, complemented by a large mirror and an elegant piece of wall art. Light carpet and natural light create a welcoming atmosphere.
Townhouse in Kitchener
5 out of 5 average rating, 27 reviews

Smart Home - Cozy, Bright Stay Near Boardwalk

Welcome to our stylish and modern retreat, centrally located just minutes from UW, Laurier, and The Boardwalk’s shopping, dining, and amenities. Enjoy the convenience of a spacious master bedroom with a dedicated workspace, perfect for students or professionals. Experience seamless living with smart home features, including automated blinds that close 45 minutes before sunset, ensuring your privacy. Ideal for those who value comfort, luxury, and proximity to everything you need.

Guest favourite
Flat in Kitchener
4.87 out of 5 average rating, 82 reviews

Beautiful Bridgeport.

Welcome to a little country in city where your family and pets can enjoy the outdoors in the large fenced yard scattered with perennial gardens and host to a magnificent willow tree. There is a separate patio and fire pit outback exclusive to guests. The lot is located right across the street from the Grand River. Bridgeport is a timeless community of its own separated from the city by one of the historical Grand river bridges yet a short distance to all the amenities and UofW

Guest favourite
A comfortable bed is framed by soft pillows and a plaid blanket draped across the foot. A bedside lamp provides gentle illumination, while natural light filters in through partially closed window shutters, creating a serene atmosphere.
Guest house in Kitchener
4.92 out of 5 average rating, 230 reviews

Charming Private Guesthouse in Downtown Kitchener

You'll be pleasantly surprised by this cozy cottage in the middle of Kitchener! Welcome to our charming guesthouse. You'll have complete private access to our guesthouse bungalow if you book with us. Located just a 5 minute drive from Downtown Kitchener, 12 minutes from Waterloo, and 5 minutes off the highway, you'll be able to easily get to where you need while you're in Kitchener/Waterloo. Now with upgraded internet! We have a dedicated line for a seamless connection.

Popular amenities for Bloomingdale holiday rentals