Waterfront vacation rentals in Scarborough

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Scarborough

Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Treehouse in Port Perry

4.98 out of 5 average rating, 533 reviews

Treehouse on private, isolated forest (300 acres)

You will feel like you're a thousand miles from Toronto. Your own private space with several ponds for swimming, gazebo, fire pits, running water, hot shower, mtn bike and hiking trails. With 300 acres at your door step, you can choose not to see another soul during your stay or venture to a nearby winery, restaurants, shopping, horse farms, golf courses or ski hills! We are just 1 hour from Toronto with easy access off the 407. We also have an amazing log cabin for rent on the same 300 acres.

Nov 24 – Dec 1

R7,201 ZAR per night

Guest favorite

Condo in Toronto

4.88 out of 5 average rating, 121 reviews

Sleek 40+ Floor Oasis with CN Tower and Lake Views

Step into the modern and stylish 1BR 1Bath condo on the 40th+ floor in the very heart of Downtown Toronto. It promises stunning panoramic views of CN Tower, Rogers Center, the picturesque lake, and much more. Explore the city before retreating to this gorgeous gem whose million-dollar views and rich amenity list will leave you in awe. ✔ Panoramic City & Lake View ✔ Comfortable Bedroom ✔ Open Design Living ✔ Fully Equipped Kitchen ✔ Smart TV ✔ High-Speed Wi-Fi ✔ Washer/Dryer See more below!

Jun 4 – 11

R4,674 ZAR per night

Guest favorite

Guest suite in Toronto

4.89 out of 5 average rating, 47 reviews

Stunning 2-bdrm basement apt with free parking

Welcome to this gorgeous, bright, cozy, newly renovated two bedrooms basement apartment in the heart of Cliffside! High ceilings, rich hardwood flooring, and so much more! Located in a fabulous neighborhood, close to transit, groceries, restaurants, Rosetta McClain Gardens, Scarborough Crescent Park, Bluffers Park and just 25 minutes to downtown Toronto! The apt has a separate entrance, full-sized 2 bedroom with an above-grade window, lovely open concept living room, dining and kitchen space.

Oct 21 – 28

R2,910 ZAR per night

Guest favorite

Home in Nestleton Station

5.0 out of 5 average rating, 46 reviews

Retreat 82

Located just a little over an hour from Toronto, this cozy and unique lakefront cottage is the perfect place for a relaxing couples getaway. Offering private access to Lake Scugog with an oversized dock for you to take advantage of water activities, enjoy your morning coffee and watch some of the best sunsets on the lake. The cottage sits only 15 min. from the quaint town of Port Perry where you can go to enjoy its brewery, incredible cuisine, farmers markets, and picturesque Main Street.

May 30 – Jun 6

R2,918 ZAR per night

Guest favorite

Apartment in Richmond Hill

4.95 out of 5 average rating, 297 reviews

Modern Cozy Home near the Mill Pond Park.

Our newly renovated basement apartment will enchant you with its contemporary style, brightness and coziness (large lookout windows, super bright!). It is fully furnished with style and attention to details so you can feel at home away from home. It is just a few steps away from the beautiful Mill Pond Park - a great place to immerse in the beauty of nature. The park has many lovely trails that you can explore. The apartment has everything you need to make your stay perfect.

Jan 28 – Feb 4

R2,064 ZAR per night

Superhost

Cottage in Bowmanville

4.86 out of 5 average rating, 102 reviews

Waterfront Beach House Oasis - All Season Hot Tub!

Welcome to the one of a kind beach house - Paradise just outside of the City! Our waterfront 4 bedroom property features unobstructed lake views, a view of an infinite horizon featuring breathtaking sunsets, kayaks, a fire pit, BBQ, and an all-season hot tub. Whether it’s staying in and enjoying a movie, relaxing on our private beach, or exploring the nearby Darlington conservation areas, our home will provide you with everything you need for the perfect urban getaway!

Sep 3 – 10

R10,963 ZAR per night

Guest favorite

Condo in Toronto

4.95 out of 5 average rating, 170 reviews

Upscale Luxurious Condo Free Parking

IN THE HEART OF IT ALL....CONDO IN THE CLOUDS The Space Come stay and enjoy the awesome VIEW from my private condo. Situated in the heart of it all....SCOTIA BANK CENTRE, ROGERS CENTRE, RIPLEY'S AQUARIUM, METRO TORONTO CONVENTION CENTRE, THE WATER FRONT, THE ENTERTAINMENT DISTRICT AND THE HOCKEY HALL OF FAME. Longo's Grocery Store, Starbucks, Bank(TD), Real Sports Bar, Eleven Restaurant, Sports Store and the Path System all located at the main floor of the condo.

Feb 11 – 18

R3,933 ZAR per night

Superhost

Guest suite in Pickering

4.8 out of 5 average rating, 144 reviews

Muskoka on the City

Property situated on Rouge National Urban Park, close to Toronto zoon, seaton trail. step to beautiful lake and beach , you will enjoy hiking,kayak ,bike and fishing.Close to highway,resultant,shopping mall,public transport, Rouge Hill GO Station. bright in ground suite .kitchen ,dinning room in basement with TV, private bathroom(basement), and private entrance(back yard). Suite has a separate bedroom with a queen sized bed, free wireless internet, and full laundry.

Sep 18 – 25

R1,928 ZAR per night

Guest favorite

Cottage in Richmond Hill

4.94 out of 5 average rating, 127 reviews

White Oak on Wilcox-Richmond Hill Lakefront Oasis

Welcome to The White Oak on Wilcox - a lakefront oasis in the heart of Richmond Hill, perfect for an all-season getaway. Located just 30 mins from Toronto, enjoy direct access to Lake Wilcox with beautiful sunset views from the private dock. This vacation home welcomes you to a relaxing and serene lakefront experience. Surrounded by numerous activities to enjoy year-round, this is the perfect home-away-from-home! Share your memories with us @whiteoakcottageco

Aug 29 – Sep 5

R6,032 ZAR per night

Guest favorite

Dome in East Gwillimbury

4.92 out of 5 average rating, 129 reviews

Deerleap Glamping Dome

Looking for a peaceful escape from the city? Our glamping dome offers just that, situated on 10 acres of picturesque land with trail, streams, and a stunning pond view. Perfect for a romantic retreat or a weekend getaway with the family, our dome is equipped with everything you need, from upscale sanitary to fast Wifi. Relax and enjoy the starry sky from the comfort of your bed, gather around the bonfire for s'mores , or explore nearby Lake Simcoe.

Nov 12 – 17

R3,550 ZAR per night

Guest favorite

Condo in Toronto

4.96 out of 5 average rating, 247 reviews

Lively 1+1 Lakeview Condo near CN Tower + Free Prk

Enjoy the stunning lake view in this open concept 700 sq ft condo with 9 ft ceilings, in the heart of the harbourfront. Right next to CN Tower, Rogers Centre, and Scotiabank Arena. Includes parking space, TV, and internet. Gym, indoor-out door pool, Variety of restaurants and grocery stores steps away. Minutes walk to subway, Union Station, the business district, and Billy Bishop City Airport.

Dec 24 – 31

R3,970 ZAR per night

Guest favorite

Condo in Toronto

4.89 out of 5 average rating, 125 reviews

Cozy & Spacious DT Condo - entire apartment

You will have the ENTIRE Unit to yourself and will not share with others. All rooms are yours! Located in the heart of Downtown. This Tridel 5-Star Boutique Style Condo is the perfect place where you can have easy access to 2 supermarkets, LCBO, great restaurants, shopping, entertainment and nightlife! Steps to Entertainment/Financial Districts, Rogers Center, Waterfront & CN Tower!!!

Nov 30 – Dec 7

R3,269 ZAR per night