Your search results

Our Team Annual & Seasonal Rentals

17 results | Page 1 of 2
12 24 48
Search/Filter Properties


For rent
$4,900 Monthly
31 MARINE VIEW Drive, collingwood, Ontario

31 Marine View Drive

Collingwood, Ontario

EXECUTIVE SKI-SEASON RENTAL IN BLUE SHORES! AVAILABLE DEC 1 TO APRIL 30. Do not miss this show stopper! This completely updated raised bungalow with incredible water views and access to amenities (pool, gym, sauna) features three bedrooms (king, 2 queen) and an office with pull-out couch (upgraded double mattress). The large primary bedroom is equipped with a walk-in closet, huge ensuite and amazing water views of its own. The main floor office and guest bedroom offer plenty of space and storage. The open concept kitchen and living and dining room offer stunning views, large island seating, a 65 TV and luxurious furnishings. The main floor laundry and interior access from the garage ensure ultimate convenience. The completely renovated basement includes a large bedroom with tons of natural light, 3 piece bathroom with walk-in shower and sauna, and a dream entertainment room complete with wet bar, pool table and 65 TV. Further details: Bell Fibe 3.0 Internet and cable, linens and towels provided, full use of 2 car garage, fobs for amenity centre, pet considered. **basement wet bar counters, basement couch and new counter and sink in upstairs guest bathroom coming prior to lease** (id:54532)

4 Bedroom 3 Bathroom 1779
For rent
$2,000 Monthly
41G MARKET Street, collingwood, Ontario

41g Market Street

Collingwood, Ontario

SEASONAL OR ANNUAL LEASE! This recently renovated, perfectly located, cozy apartment in the heart of Collingwood is the ideal seasonal or annual rental. Located steps from downtown Collingwood's shopping and restaurants, schools and hospital close by, 10 minutes from Blue Mountain Village, 20 minutes to Beach 1 in Wasaga with ample parking and no neighbours above or below. Don't miss this one! **UTILITIES INCLUDED. PET CONSIDERED. RATE IS FOR ANNUAL, INQUIRE ABOUT SEASONAL** (id:54532)

1 Bedroom 1 Bathroom 950
For rent
$20,000 Seasonal
209707 26 Highway Unit# 4, the blue mountains, Ontario

209707 26 Highway Unit# 4

The Blue Mountains, Ontario

EXECUTIVE WATERFRONT WINTER RENTAL IN CRAIGLEITH WITH FLEXIBLE DATES! Spend your winter on the shores of Georgian Bay and mere minutes from the chairlifts! This 3 Bed, 4 Bath townhouse with Bay AND Mountain views is the ideal winter getaway. Cozy up in front of the soaring stone fireplace after a day on the slopes, cook a full course meal in the chef's kitchen or have a glass of wine overlooking the bay while the kids hang out in the separate entertainment area. Sleeping for 7 comfortably with Jacuzzi tub in the primary bath, private and guest parking, located conveniently minutes to all ski area's as well as shopping and restaurants, this condo has it all! **Video available by request** (id:54532)

3 Bedroom 4 Bathroom 2490
For rent
$3,750 Monthly
10 BEAUSOLEIL Lane Unit# 207, the blue mountains, Ontario

10 Beausoleil Lane Unit# 207

The Blue Mountains, Ontario

MOUNTAIN HOUSE WINTER RENTAL! Steps to trails, Blue Mountain Village and Scandinave Spa. Mere minutes to the water and downtown Collingwood, this vibrant condo community is in the centre of it all. Relax in the pools and hot tub while soaking in the mountain views after an afternoon on the slopes. Maximize the four seasons lifestyle in one of the hottest new communities in Southern Georgian Bay. This three bed, two and half bath unit with stylish finishes and fantastic floor plan is the perfect place to spend your winter weekends and holidays. **AVAILABLE BEGINNING DECEMBER 1ST** (id:54532)

3 Bedroom 3 Bathroom 1086
For rent
$3,000 Monthly
130 COURTLAND Street, the blue mountains, Ontario

130 Courtland Street

The Blue Mountains, Ontario

Welcome to 130 Courtland Street! You do not want to miss this ANNUAL lease available now in the spectacular slope side community of Windfall. This remarkable property is brand new and awaits your family to make it a home! This 3 bedroom, 3.5 bath semi detached home has had no detail overlooked! Upgrades abound with an open concept main floor living area complete with gourmet kitchen (high end appliances/neutral solid surface island/breakfast bar) large dining area for friends and family and a light filled family room with gas fireplace and walk out to the backyard! Completing the main floor is a welcoming foyer with honeycomb tiling, powder room and sizable coat closet. The second level offers a large & bright Primary Bedroom (will accommodate a King Sized bed), large windows , walk in closet and beautifully finished Ensuite bath complete with double sinks, large soaker tub and glass shower. Two additional bedrooms, guest bath with tub/shower and convenient laundry room with LG washer and dryer and laundry tub complete the second floor. Fully finished basement with plenty of windows for light, plush carpet and an additional 3 piece bath. ALL WINDOW COVERINGS WILL BE ADDED & LAUNDRY ROOM SHELVING WILL BE CUSTOMIZED UPON REQUEST! After a day hiking, skiing, snowshoeing or exploring the charming towns of Collingwood, Thornbury or Wasaga Beach you will love coming home to the Scandinave-inspired amenity center 'The Shed' featuring a heated, year-round pool and hot tub, gym and sauna available exclusively to Windfall residents and their guests. Walking/hiking/biking trails wind throughout the neighbourhood and you are only minutes away from excellent shopping, dining and entertainment. This home is in walking distance to the Orchard ski lifts and boasts stunning views of the hill! Book your private showing to view this beautiful home in a very welcoming community! Utilities are extra. (id:54532)

3 Bedroom 4 Bathroom 1600
For rent
$12,800 Seasonal
674 JOHNSTON PARK Avenue, collingwood, Ontario

674 Johnston Park Avenue

Collingwood, Ontario

Seasonal winter rental in Lighthouse Point. Price is per season, based on 4 mths with flexible dates. Stunning, newly renovated 2 bed, 2 bath, ground floor unit, boasting new kitchen with quartz counters, lowered island with waterfall edge; stainless steel appliances. Gas fireplace in Living Room for cosy family evenings after skiing! Primary bedroom with renovated ensuite w/walk-in glass shower, and queen bed; 2nd bedroom with queen bed and renovated family bathroom with walk-in glass shower. (OWNERS ARE HAPPY TO CHANGE THE QUEEN BED IN GUEST ROOM, TO 2 TWIN BEDS), if required. View out towards the Bay! Beautiful surroundings to make your winter season that much more special. Included too is access to the indoor amenities at Lighthouse Point: pool, games room & gym, to name a few. Utilities are in addition to the rental rate. Tenant is required to provide their own bedding/bed linens & towels for the rental. Tenant is required to have proof of liability insurance, and 50% deposit (non-refundable) is required upon fully signed agreement. $3000 (utility/damage deposit) plus balance of rental due 3 wks prior to start of rental. No pets. This is a non-smoking unit. (id:54532)

2 Bedroom 2 Bathroom 870
For rent
$16,000 Seasonal
667 JOHNSTON PARK Avenue, collingwood, Ontario

667 Johnston Park Avenue

Collingwood, Ontario

Executive, seasonal winter lease in Lighthouse Point. Price is for a 4 mth period, but additional mths maybe possible. Inquiries to Listing realtor for details. Spacious and tastefully decorated, this 3 bed, 2 bath main floor condo with over 1300 sq. ft of living space, has everything that you need for a comfortable and stylish winter home for ski season. Gas fireplace and spacious seating in the living room create a warm and inviting place to relax and enjoy after a day on the slopes. The open concept LR, dining and kitchen area is perfect for entertaining! Access to BBQ on terrace from LR. Primary suite with queen bed and 3pc ensuite and 2 further bedrooms one with a queen bed; and another w/bunks (single over double), will comfortably sleep your family/friends. Book your private showing before this one goes! This is a non-smoking (of any kind), and pet free unit. Tenants will have access to the recreational facilities in Lighthouse Point, including: indoor pool; saunas; hot tubs; games room; gym; party room! Lots to enjoy for the whole family. 50% deposit upon fully signed Lease; balance with utility/damage deposit of 3000 due 3 weeks prior to lease commencement. Utilities reconciled by owner within 60 days of end of lease. Utilities & internet are in addition to rental rate.Final cleaning will be deducted from the Tenant's utilities deposit at lease end. Tenants must provide proof of liability insurance prior to commencement of lease. (id:54532)

3 Bedroom 2 Bathroom 1315
For rent
$15,000 Seasonal
7 ANCHORAGE Crescent Unit# 302, collingwood, Ontario

7 Anchorage Crescent Unit# 302

Collingwood, Ontario

Stunning, winter seasonal rental in beautiful Wyldewood Cove. Unit is on the top floor of a 3-storey building w/elevator, and has spectacular views of the Bay, w/2 balconies, & access to salt water year-round pool and gym. Come and relax in comfort this winter! Great entertaining space with open concept Living room (gas fireplace) w/walkout to balcony overlooking the Bay, dining area and kitchen, with stainless steel appliances...everything you will need for entertaining, at your finger-tips! Primary bedroom with king bed, also w/walkout to balcony overlooking the Bay! Primary bedroom has built-in closet storage, TV; 3 piece ensuite with glass shower. 2nd bedroom w/queen bed,(owners can supply bunks for 2nd bedroom if required); and 3rd bedroom/den w/pull-out sectional, with comfortable queen size sofa bed, offering additional accommodations for family or friends. Main family bathroom w/dbl sinks; powder room, and laundry complete this one floor living at its best. Additional exterior storage for tenant use, and 2 assigned parking spots at the front door of the building for convenience... what more can you ask for? Owners will consider longer term rental inquire if interested. Utilities are in addition to rental rate. 50% of rental rate is due to listing brokerage by bank draft after lease is signed. Balance of rent plus utilities deposit is due 3 weeks prior to rental start date. Quiet Pets are welcome! Tenant needs to provide proof of liability insurance prior to occupancy. Owners are flexible on 2nd & 3rd bedroom furniture placement, to suit tenant's needs. No smoking as per condo rules. (id:54532)

3 Bedroom 3 Bathroom 1306
For rent
$12,000 Seasonal
22 RAMBLING Way Unit# 57, collingwood, Ontario

22 Rambling Way Unit# 57

Collingwood, Ontario

Cozy ground floor SKI SEASON RENTAL - Just steps to the rec centre! This charming 2 bedroom 2 bathroom unit is located in the amenity rich Ruperts Landing, the perfect winter rental location! Open concept kitchen, Dining and living room area with plenty of natural sunlight. Boot/Laundry/Storage room right inside front entrance for all of your snow gear as well as private storage lockers for equipment right outside the unit entrance. Sleeps 6 comfortably. Located just 10 minutes from the Blue Mountain Resort, Osler Bluff, Georgian Peaks and Craigleith Ski Club. Just a short drive to shopping and restaurants in the downtown Collingwood area. Available January 1, 2024 to April 30, 2024. (id:54532)

2 Bedroom 2 Bathroom 1152
For rent
$2,100 Monthly
786 JOHNSTON PARK Avenue, collingwood, Ontario

786 Johnston Park Avenue

Collingwood, Ontario

Incredible value in this seasonal lease in the coveted waterfront community of Lighthouse Point! Priced to go quickly at just $2100.00 per month (+ utilities) and is available December 1'23 to end of March 31 '24 - dates are flexible! This reverse plan condo offers 2 bedrooms on the main floor - one with Queen sized bed and other with 2 twins and a double in a unique bunk bed configuration - great for kids! The second floor is completely open concept with a full kitchen with breakfast bar, dining area to seat 6 and bright family room area with plenty of seating, cozy real wood burning fireplace and walk out to deck with BBQ. Located literally steps to the extensive waterfront walking path - so lovely in the winter for a waterfront stroll. Spend your non ski days - they happen - with your family in the amenity rich Gathering Centre with full exercise room, large games room, heated indoor pool, hot tub, sauna and expansive communal area with views to the marina, fireplace, TV and pool table. Lighthouse Point is conveniently located within a quick drive to downtown Collingwood's shops and restaurants, Blue Mountain Village, private ski clubs and just a 20 minute drive to the charming town of Thornbury. Take advantage of this extremely well priced seasonal lease and make Collingwood your home away from home this winter! PLEASE NOTE THAT THERE ARE NO LAUNDRY FACILITIES IN THIS UNIT (id:54532)

2 Bedroom 2 Bathroom 1125
For rent
$12,000 Seasonal
162 SETTLERS Way Unit# 49, town of blue mountains, Ontario

162 Settlers Way Unit# 49

Town Of Blue Mountains, Ontario

Winter rental walking distance to North Chair and Toronto ski club: townhouse with 3 bedrooms, 1 on main floor with queen bed. Open concept living room, dining & kitchen with gas fireplace, for cosy evenings watching TV and entertaining with family and friends. Patio doors to walkout & BBQ. Second level, Primary bedroom with queen bed, ensuite w/Jacuzzi tub, and private balcony. 3rd bedroom w/twin beds, and mountain view. Main family bathroom. Finished basement with rec. room w/pull out couch, pool table and laundry. Owner may consider small non-shedding dog. No smokers, as per condo rules: 2 blocks from Blue Mountain Inn and walking distance to The Village. Children's play park close by. Basic internet and cable available at tenant expense and can be upgraded. 50% of rental due upon signed lease agreement, to be written by listing brokerage. $2500 utility/damage deposit due with balance of rent 3 weeks prior to occupancy along with liability insurance proof. Rate is for full 4 mth ski rental. Dates are flexible. Tenant will need to shovel snow off the upstairs balcony when occupying the unit. (id:54532)

3 Bedroom 2 Bathroom 1249
For rent
$10,000 Monthly
177 OSPREY Heights, grey highlands, Ontario

177 Osprey Heights

Grey Highlands, Ontario

SKI SEASON RENTAL! Welcome to 177 Osprey Heights! This stunning custom built home has the most outstanding views overlooking Georgian Bay. On the main level this home features a beautiful Kawartha stone wood burning fireplace in the open concept living room with reclaimed barn beams over paneled ceilings, making it the perfect place to relax after a day at the hill! Stunning kitchen with granite counter tops, large dining room with breathtaking views, office space, laundry room, powder room and large front foyer with heated stone floors! The second level features 4 bedrooms (3 with queen sized beds) & a 5 piece bathroom. Primary bedroom features a king size bed with large walk in closet and beautiful 4 piece ensuite. All bathrooms have heated floors. Offering plenty of parking with the large circular drive way and 1 car attached garage and a detached 2 car garage. Located close to trails, ski hill and more this property makes for the perfect winter getaway! Available December 1st - March 31st. Bi weekly cleaning included. Snow Removal service included. No smoking. Pets considered. (id:54532)

4 Bedroom 3 Bathroom 3590
Your Favourites


No Favourites Found


Looking for a short or long term rental in Southern Georgian Bay?

It is important to note that as per the town’s bylaws, “The town of Collingwood does not allow for short term accommodations unless the home is approved as a Bed and Breakfast. Short term accommodations include any rental, including vacation rental (eg Air BNB, VRBO, etc), for any period less than 30 consecutive calendar days.”

Also, “The Town of Blue Mountains enacted a Short Term Accommodation (STA) Licensing By-law on July 2nd, 2014. The STA Licensing By-law applies to owners who independently rent their properties for 30 days or less (i.e., are not renting their properties through a rental management company with a minimum of 10 units within a “neighborhood” in the Town of Blue Mountains (including non-core Blue Mountain Village communities).

The STA Licensing By-law does not apply to motels, hotels, bed and breakfast establishments, tourist cabins or cottages, commercial resort units (CRU) managed by a rental manager with more than 10 units within a neighborhood, core Blue Mountain Village properties,or similar commercial or institutional uses.” So if you are interested in leasing out your property, or renting for more than a 1 month period, we have summer and winter seasonal rentals as well as longer term/annual availability.

View our rental listings above. You can also search the latest MLS® rental listings below. Select “For Rent” as the transaction type in the search or browse through the carousel at the bottom to see more available rentals in our area.

Search Annual & Seasonal Rentals

  • Property Search

Compare Listings