Holiday rentals with a pool in Region of Waterloo

Rural Retreat, near to Elora

A peaceful , rural, retreat in Ariss. Hot tub, great bird watching. Well situated between Elora, Fergus, St Jacobs and Guelph. Visit Cox Creek Winery, Kissing Bridge, G2G & Cotton Tail hiking/biking trail, snowshoeing, snowmobile trails & Chicopee Ski Resort. Two dogs on the property. Walkout basement, king bed, portable crib (on request) shower, kitchenette, seating area, natural light. Large backyard, firepit, barbeque, outdoor eating area. Keyless, separate, private entry, free parking.

Location · Family · Nearby

Luxury Villa for Accommodation

★★★ SUPERHOST for 6+ years ★★★ Escape to this stunning, secluded villa for exquisite accommodation or hosting memorable events. ✔ Secluded villa on 8.8-acre lot ✔ Private 17 ft deep natural spring-fed pond + hot tub ✔ 4000 sqft living space ✔ Full access ✔ 4 bedrooms, 7 beds ✔ High-end finishes: Offers comfort & elegance. ✔ BBQ ✔ Next to Whistle Bear Golf Club & Langdon Hall (Relais & Châteaux, 5 Diamond dining), Cambridge Mill, walking trails, scenic Blair Creek. ✔ 401 easy access

Family · Location · Decor

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

Value · Location · Parking

High Rise 1BR Building with Gorgeous Views

This beautiful condo is located in the brand new Station Park Union Towers. Station Park is one of the newest (and sleekest!) additions to Kitchener -Waterloo's growing skyline. This bright, airy condo is large enough to host 3 guests at a time, and features spectacular city views, a private balcony patio, and floor-to-ceiling windows. It has a fully equipped kitchen, living and dining areas, and a separate bedroom with a King sized bed. You also get access to the fabulous building amenities!

Location · Value · Parking

Modern condo apt | 19th floor | Amenities | Google

** This unit has a free parking Experience city living at its finest in this stylish and modern condo unit located in the heart of downtown Kitchener. This fully-furnished unit is perfect for business travellers or couples looking for a comfortable and convenient stay. The building is conveniently located just steps away from KW's tech hub, making it an ideal location for those on business trips. It is also within walking distance to restaurants, cafes, shops, and LRT station.

Value · Location · Laundry

Spacious Bungalow Guest House

Welcome to our stylish, modern, guest house nestled in a private country setting. Enjoy all of the updated conveniences while experiencing rustic surroundings. Peaceful and stress free for the whole family. Located minutes to the City of Cambridge. Note: The pool is outdoor and is generally open by Victoria Day weekend (3rd weekend in May) until Labour Day weekend (last weekend in August), but if it is warm earlier or later we may extend that by a few weeks. Please inquire.

Location · Value · Backyard

Under the Whispering Pines

Escape from the noise of the city and relax at our charming, home-away-from home. We are located in Blair (minutes from the 401, Langdon Hall, Roseville Estates, WhistleBear Golf Course and the Gaslight District; just to name a few). You can relax in the beautiful heated pool and welcome to enjoy any of the other outdoor spaces. At night you can cozy up by either of the wood-burning fireplaces, watch tv, listen to music or just chill. Coach House also included in price.

Family · Location · Comfort

The Oasis

Enjoy the bright, spacious, and homey cottage vibes with a fully private saltwater pool, hot tub, luscious green yard, fire pit area, and several walking trails out the back gate. Retreat to the spacious walk out basement suite with 70” TV home theater, elliptical trainer, desk space and plenty of windows open to the forest view behind the house. Beautiful Doon neighbourhood within minutes of the 401. Plenty of shopping and eating choices within a few minutes drive.

Family · Location · Pets

House on the Hill

What makes The House unique? How about: - a year-round heated indoor pool & sauna - private 2-bedroom + loft guesthouse with private entrance - fully-equipped kitchen - homey living area with electric fireplace - 27 gorgeous acres with 2 ponds - private patio & BBQ There's so much more! Come join your hosts Frances & Rod and experience a country retreat in the middle of the city... all this within 5km to Waterloo Int'nl Airport & 15 min to tri-cities & 401.

Value · Location · Bathroom

Stunning Loft with Pool & Fire Pit

Enjoy some peace and quiet in the countryside Our country get-away is perfect for those looking to get out of the city and back to nature for a short or extended stay. Loft is newly built with luxury finishes throughout. Located on 3 acres just outside of Kitchener, this hidden spot feels miles away from everyday urban stress, speed, and distraction. Enjoy a serene retreat in an elegant setting whether on a couples retreat or family vacation!

Location · Value · Comfort

Resort Condo with Bowling and Spa Hot Tub

Stunning 2BR/2BA corner suite in the heart of Kitchener, directly across from Google Kitchener Downtown. Enjoy city views, a fully equipped space for up to 7 guests, and amazing amenities like a hot tub, bowling alley, sauna, rooftop patio & gym. Includes free parking. This fully licensed Airbnb offers a seamless, worry-free stay in a vibrant, walkable neighborhood with easy access to the LRT and GO Station.

Family · Location · View

Modern High-Rise Condo w City Views & Balcony

Whether you’re visiting for work or a city getaway, this modern one-bedroom condo offers comfort and convenience in the heart of Kitchener, with beautiful city views. The open-concept layout features a cozy bedroom, sleek bathroom, and a sofa bed—perfect for couples, small groups, or business travelers. Unwind, recharge, and enjoy a seamless stay that truly feels like home. Book your stay today!

Location · Value · Amenities