Holiday houses 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, 180 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

ValueLocationQuiet

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.
Apartment in Kitchener
4.81 out of 5 average rating, 185 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!

LocationValueLong stay

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.

LocationFamilyHospitality

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, 26 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!

FamilyLocationHiking

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!

LocationValueQuiet

Top Guest favourite
Home in St. Jacobs
5 out of 5 average rating, 17 reviews

St. Jacobs Farmhouse Cicra 1852

This charming one-bedroom, one-bathroom farmhouse is nestled in the heart of the Village of St. Jacobs, offering a perfect blend of rustic comfort and modern conveniences within walking distance of delightful restaurants and boutique shops. The well appointed interior includes a bar fridge, Keurig, and streaming services. Conveniently situated on a bus route to the popular St. Jacobs Farmer's Market, this cozy home is perfect for weekend getaways in one of Ontario’s most beloved small towns.

LocationWalkabilityAccuracy

Top Guest favourite
Apartment in Kitchener
5 out of 5 average rating, 7 reviews

Quiet Private Upper Level Apartment in Midtown

Excellent mid town location close to walking trails, train station and downtown Kitchener. You will love the privacy this apartment affords, with it's own entrance and the entire upper level of the house. Your full sized kitchen and ensuite laundry ensures this space works well for short and long term stays. Comfortable queen sized bed, large screen television and full control of your own furnace/air conditioner ensures a convenient and comfortable stay! Great WIFI and parking for two!

ValueLocationKitchen

Top Guest favourite
Guest suite in Kitchener
4.94 out of 5 average rating, 419 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.

FamilyLocationOutdoor spaces

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
4.94 out of 5 average rating, 463 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!

ValueFamilyBackyard

Top Guest favourite
Guest suite in Hamilton
5 out of 5 average rating, 63 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.

ValueLocationCondition

Top Guest favourite
A unique double A-frame house is framed by lush greenery, with a spacious driveway leading to the entrance. The structure features a combination of wood and stone elements, while flower beds with emerging blooms add color to the natural surroundings.
Cottage in St. Jacobs
4.99 out of 5 average rating, 196 reviews

St. Jacobs Triangle House - Countryside Escape

Welcome to Triangle House, a unique double A-frame situated on a private 1.7 acre lot, fronting on the Conestogo river Only 6 minutes drive from St.Jacobs center, 1.5 hours drive from Toronto, 15 minutes drive from the University of Waterloo and 25 minutes to Elora. Bring the whole family. This 3 bed, 3 bath home comfortably sleeps 6. Soak in the countryside from the sprawling deck and grounds, while enjoying all the comforts of a modern home.

LocationFamilyKitchen

Top Guest favourite
A spacious living area features a plush sectional sofa adorned with decorative pillows. A richly patterned area rug complements the seating. A modern fireplace is visible in the corner, with a soft glow emanating from within. A TV is placed on a contemporary media console.
Guest suite in Waterloo
4.97 out of 5 average rating, 137 reviews

Entire Suite + Free Parking + Separate Entrance

If you’re seeking a home away from home, this private-cozy basement unit is ideal for you. Located in a prime location of Waterloo, this clean & spacious unit is nestled into a safe & quiet neighbourhood, just minutes away from everything you need. The place offers free parking, its own entrance, mudroom, bedroom, living/dining space, bathroom, laundry & a full kitchen with a perfect blend of privacy & comfort.

LocationValueGetting around

Popular amenities for Bloomingdale holiday rentals

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