Holiday rentals in Simcoe Island

City Retreat With Board Games

Welcome to our newly renovated detached home! The fully stocked kitchen, smart TV, board games and patio offer convenience and entertainment. Unwind on the patio with high end patio furniture and a barbecue. Enjoy our central location in Kingston for a memorable stay. This property has a garden suite on the back of the property with a separate entrance and backyard space. We look forward to hosting you! Fully licensed for short term rentals with the City of Kingston - License #LCRL20250000092

Skeleton Park Downtown Victorian Private Getaway

Charming one bedroom main floor unit in red brick Victorian home located downtown adjacent to historic Skeleton Park. Private entrance. Self check-in. Parking included. Eat-in kitchenette includes bar fridge, microwave, toaster oven, hot plate, kettle, Nespresso, dishes and utensils. Separate bathroom with stand up shower. Bright bedroom. 5 min walk to downtown, where you will find many cafes, restaurants and shops. A few min walk from Lake Ontario and 15 min walk to University and Hospital.

Wolfe Island Oasis

Welcome to our cozy country retreat. Our guesthouse offers everything you need to unplug from the hustle of the city. Whether its enjoying a coffee on the lounge chair while watching the sunrise; stargazing on the patio; sitting around a warm campfire; or falling asleep under our son's handcrafted cedar strip canoe: this retreat was designed to maximize a unique experience. The building is completely separate from our family hobby-farm and offers a secluded space for our guests.

Capitan Burn's House on Wellington

Superb location in historic downtown Kingston, 3 blocks from princess street, walking distance to Queens, waterfront, City park, both hospitals, and the K-Rock center. Short drive to RMC and Fort Henry. Fully outfitted kitchen and beautiful courtyard. Fully renovated 175 year old Historic limestone building, with a cozy gas fireplace for the winter. If you need more space or the dates booked, please check out our other listing! airbnb.com/h/kingstonloft Licence #: LCRL20210000899

Steps to Portsmouth Harbour & Kingston Penn Tour!

Wonderfully located facing Portsmouth Olympic Harbour and Aberdeen Park in Portsmouth Village, now part of central Kingston. Lots of windows, great views, wood floors, antique furniture. Tea, coffee and a fully equipped kitchen. Covered parking. The park has picnic benches and BBQs. Walking distance to Ontario's oldest pub and five restaurants and eateries. There is a waterfront pathway of 8 kilometers/5 miles only 2 blocks away. One half block from 2 different bus stops.

Newly renovated downtown suite!

Downtown Sydenham Ward… Location… Location… Location! Stay with Whit and enjoy a newly renovated private suite in a 1930’s downtown Sydenham Ward home. Enjoy your own private entrance to a spectacular lower level suite. One luxurious queen bed with top-of-the-line bedding, upgraded double pull-out sofa, three-piece bath, electric fireplace, large screen TV (Netflix, etc.), and kitchenette. This property is perfect if you’re looking for a quiet escape, parking included!

Bachelor Apt close to Queen's/Downtown Kingston

This third-floor apartment is VERY close to Queen’s University as well as Lake Ontario and historic downtown Kingston. The private, third-floor entrance is at the back of the house and at the top of two flights of outdoor, narrow, metal stairs (the original fire escape). The homeowners live on the first two floors. Making this the ideal space for someone looking for a quiet space close to Queen's and downtown Kingston. No parking provided. It has air conditioning.

The Sweet Suite

- This bright, peaceful and quiet private apartment has an abundance of amenities at your home away from home. Enjoy this space and explore what Kingston has to offer from its convenient central location. - Separate exterior entrance. - Sound treated ceilings and walls. - Beautiful wooded area, park, and walking paths behind the property. - Two tobogganing hills -Complimentary snacks. -Linens washed after each stay with o3 commercial grade laundry system

Private Suite near Skeleton Park

Sunny private suite 700 m from the downtown hub with separate entrance & 3-piece bath overlooking back courtyard. Entire space & amenities in ONE ROOM. FREE 2nd guest FREE high-speed wifi FREE coffee & teas FREE filtered water FREE (shared) parking No special cleaning by guests. Walk to hospitals & grocery or take-out. Sit in the private sunny courtyard & train chickadees to eat from your hand. No house access. City STR license # LCRL20210000518

City Central Retreat With HotTub & Mini Golf

Discover urban comfort in our newly renovated 3-bedroom main floor apartment. Centrally located in Kingston on a main street, minutes from downtown, enjoy easy access to city attractions. Unwind in the spacious hot tub or enjoy a fun afternoon on the putting green. Parking for 1 vehicle is available at the house. You'll have exclusive access to the main floor and backyard of this 2 unit house. Your perfect getaway awaits!

The Carriage House - Unit 1

Welcome to the newly restored 18th century Carriage House. At one time, the home belonged to a wealthy merchant and his noble stead’s. Today, it has been transformed into a beautiful loft maintaining its historic charm with modern day amenities. It is perfect for a romantic getaway for two or a quiet retreat for one - just minutes from downtown Kingston and everything this beautiful City has to offer!

Beautiful APT in heart of downtown

Location at Its Best! Beautiful historic apartment suite located in a designated heritage building in the heart of downtown Kingston. Just steps away from: • Charming boutiques • A wide variety of restaurants, pubs, bistros, and coffee houses • Historic attractions and Market Square Everything you need is within walking distance — perfect for exploring the best of what Kingston has to offer.