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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Superhost
A private backyard space features a swimming pool with steps leading in. Comfortable lounge chairs sit nearby on the concrete patio, while vibrant green trees and a well-maintained lawn surround the area. A shaded seating area can be seen in the background.
Home in Waterloo
4.8 out of 5 average rating, 182 reviews

Entire Guest Unit+Free Parking by Glenbridge Plaza

Located in a prime location in Waterloo, one of the most desirable safe and quiet neighborhoods of Lincoln Heights, this unique place perfectly blends privacy and comfort. Just minutes away from University of Waterloo, Wilfrid Laurier University, Conestoga College, highways (7/8),2 minute walk to Glenbridge Plaza, Zehrs Market (Grocery), CIBC Bank, A&W, Canadian Pizza, pharmacies, etc. It is an 8-minute drive to the St. Jacobs Farmers Market and only a 5-minute drive fromWalmart.Busstop is here

Superhost
A spacious living area features a comfortable lounge chair and a cozy sofa adorned with neutral cushions. A wooden coffee table sits at the center, complemented by a decorative plant. A large flat-screen TV is mounted on the wall, and bright lighting enhances the open atmosphere.
Flat in Kitchener
4.81 out of 5 average rating, 186 reviews

Entire Apartment in Kitchener

This apartment has everything you need for your KW stay! Located steps from the Grand River and Joe Thompson park, there is an abundance of nature to explore while you’re in town. A central point between Kitchener and Waterloo, it’s less than a minute away from Highway 85 and a 5 minute drive to either Uptown Waterloo or downtown kitchener. Grand river hospital, University of Waterloo and Laurier University are all also less than a 10 minute drive. An ideal base to explore what KW has to offer!

Guest favourite
Home in Kitchener
4.91 out of 5 average rating, 22 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
The living room features a corner sofa and a lounge chair next to a TV unit. Natural light enters through a window adorned with sheer curtains, illuminating the wooden accents and light-colored flooring. A soft rug lies on the floor, adding a cozy touch.
Flat in Kitchener
4.96 out of 5 average rating, 103 reviews

Modern Apartment in Kitchener

Step into my stylish 1-bedroom basement retreat. Sleep soundly on the day bed and relax in the cozy living room with a corner sofa bed. Entertainment options abound with a 50" smart Roku TV equipped with Netflix and a vintage Hi-Fi set for your favorite tunes. Enjoy the fully furnished kitchen with a dishwasher. Freshen up in the private 3-piece bathroom. Convenient amenities include a private laundry, separate entry, hi-speed internet and free parking. Book now for a modern & comfortable stay!

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
4.96 out of 5 average rating, 27 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 spacious outdoor seating area is situated on a wooden deck surrounded by lush greenery. Comfortable wicker furniture with colorful cushions is arranged around a central coffee table, with a patterned rug adding texture to the space.
Home in Waterloo
4.96 out of 5 average rating, 162 reviews

Beautiful 3 bedroom century home steps from uptown

Welcome to Union House, our beautiful and well-appointed 3 bedroom century home. Enjoy morning coffee in the dappled sunlight or a nightcap under patio lights on the spacious rear deck with BBQ. Fast WiFi, two Smart TVs, two desks, and two sitting rooms, everyone can easily work or play without interruption. Walk the lovely old neighbourhood, the Iron Horse trail, and arrive in minutes at all the restaurants, bars, and amenities of Uptown: the perfect home base for your Waterloo visit.

Superhost
Home in St. Jacobs
4.89 out of 5 average rating, 103 reviews

Boho 3-Bed House Retreat: HotTub, Sauna Oasis &Spa

Experience luxury in this tranquil full house in Saint Jacobs village, set on a fully fenced acre lot for privacy. It features three bedrooms: 1 king, 1queen, and a child’s bed, plus a home office. The house includes two living rooms, two full bathrooms, and a well-equipped kitchen. Highlight is the retreat oasis with a hot tub, sauna, and outdoor shower. Enjoy spa-like bathrooms with rain showers and a private outdoor patio. Nearby dining and entertainment enhance your rejuvenating getaway!

Superhost
A cozy living area is displayed with a grey sectional sofa and a simple coffee table. Light streams through a nearby window adorned with sheer curtains. Shelves are mounted on the wall, featuring decorative items. A dining table for two is also present in the adjoining space.
Flat in Bloomingdale
4.88 out of 5 average rating, 8 reviews

The Cozy Crescent!

This relaxing escape just outside of the Tri-cities in Bloomingdale, the perfect retreat if visiting or working in the area. Centrally located, this 1 bedroom open concept apartment is a great fit for anyone who enjoys local markets or pop into one of the tri-cities for entertainment. This apartment comes furnished with a fully equipped kitchen, Wi-Fi, private patio and parking. The layout includes kitchen, dinning and living on the main floor and bedroom, washroom and laundry downstairs.

Top guest favourite
Guest suite in Kitchener
4.94 out of 5 average rating, 421 reviews

Cozy Coach House (street level - free parking)

Located on a tree-lined street nestled between Downtown Kitchener and Uptown Waterloo, this 120-year-old former candy store; attached to the main house, is steps away from the train station, public transit, Google, Grand River Hospital, and the bike friendly Spur Line trail. Short walk to grocery store, the LCBO, restaurants, coffee shops, bakeries and brew pubs. Parking space, private washroom, and private entrance on street level, make this unique, light-filled studio a cut above.

Top guest favourite
A sunroom features a mixture of wooden furniture, including a sectional sofa and lounge chairs, arranged around a central table. String lights hanging overhead provide warm illumination, while large windows offer views of the surrounding nature.
Home in Cambridge
4.93 out of 5 average rating, 466 reviews

"Cottage Home On The River" 1 Bedroom

Welcome to Speed Island Trail! Nestled on 1 Acre property in a forested area that backs onto the Speed River. Enjoy Beautiful views all season long with large floor to ceiling windows and wildlife right outside your door. It is just like being out at the cottage. This beautiful one bedroom house is beautifully decorated, has a large kitchen and a breakfast bar. Enjoy the large sunroom and deck where you can sit back and relax. Added bonus the Chickadees eat right off your hand!

Top guest favourite
A stylish open-concept living area features a comfortable sofa with accent pillows and a sleek coffee table. A dining space with a round table is visible, and modern lighting fixtures hang from the ceiling. A staircase leads to the upper level, and a potted plant adds a touch of greenery.
Flat in Elora-Salem
4.98 out of 5 average rating, 330 reviews

The Evelyn Suites - Suite A - Luxury Pied-à-Terre

Hello! We are MacLean & Sarah, owners of The Evelyn Restaurant and The Evelyn Suites. Centrally located in a historic, limestone building on a Main Street in Elora, this beautifully appointed, French modern style, 2 bedroom apartment is within walking distance of everything the village has to offer, including the Elora Gorge, Shops, Restaurants and The Elora Mill & Spa. We look forward to hosting you while you relax and enjoy your stay in our luxurious pied-à-terre!

Top guest favourite
Guest suite in Hamilton
5 out of 5 average rating, 67 reviews

Summertime! Steam shower+breakfast+rooftop hottub

Nestled in a picturesque escarpment community overlooking the historic town of Dundas, The Hayloft is a charming getaway for anyone looking for an escape and a breath of fresh air. Relax in the steam shower inside or the hot tub on the fully private rooftop deck overlooking gardens. Take a nap on the lounge chairs. Visit with the chickens, make friends with the fish or the frogs. Unwind at night with a movie in bed, with breakfast (surcharge) in the morning.

Popular amenities for Bloomingdale holiday rentals

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