Holiday rentals in Whitby

4.97 out of 5 average rating, 189 reviews

Guest house in Whitby

One bedroom apartment/guesthouse.

Welcome to your peaceful private getaway located north of the 401 in Whitby. Guest will have the entire apartment with separate entrance to themselves. This newly constructed apartment is equipped with a fully functional kitchen, bathroom, living room and bedroom. Apartment comes with Wifi, 43” television with Amazon Prime TV services. Guest will have a designated parking space on the driveway. Please refrain from smoking inside the unit, smoke alarm are interconnected, and are highly sensitive.

5 out of 5 average rating, 109 reviews

Home in Ajax

Ultra-Modern Luxury Retreat! Close to Thermea SPA.

Cozy and welcoming, located in a quiet and family-friendly neighborhood; it is a terrific offering that will impress guests. It is centrally located in Ajax and 10 min from Thermea Spa, newly built with deluxe finishes situated within walking distance to superb services, including groceries, parks, and shops. The space is approximately 1,000 sq. ft in total, with in-floor heating. The modern electric fireplace sits in front of the expansive couch, with a TV with Netflix and Prime Video access.

5 out of 5 average rating, 24 reviews

Pinnacle of Luxury & Leisure 2 BR-2 BRM-Kitchen

WELCOME to our Classy & Exceptional One of the kind Private Suite with an abundance of natural light, this Elegant Newly Constructed Walk-Up LEGAL Basement Suite approved by the Town of Whitby was meticulously designed by designer professionals with comfort & luxury in mind. CLOSE TO -HERBER-DOWN CONSERVATORY AREA -DURHAM COLLEGE -ONTARIO TECH UNIVERSITY -BEACH -LAKE RIDGE SKI RESORT -THERMEA SPA -DARLINGTON & PICKERING NUCLEAR GENERATING STATION -CASINO -GOLF COURSE -MULTI CUISINE RESTAURANT

4.86 out of 5 average rating, 184 reviews

Cheerful 4-bedroom home with huge patio

This bright and airy 4 bedroom 3 bathroom home is perfect for a family or a friends getaway. High speed internet and full amenities. Minutes from Deercreek Golf Course, the NEW Thermëa spa, top rated restaurants, supermarkets, and shopping. Easily accessible by highway 401 or 407/412. 45-min drive to downtown Toronto. 10-min drive to Whitby GO Train station. Perfect for families, business trip or a weekend getaway, your stay here is sure to be convenient and effortless. Long-term stays welcome.

4.95 out of 5 average rating, 133 reviews

Flat in Oshawa

Family Friendly | Cozy | HOT TUB | Near UOIT

Experience comfort and convenience in this newly built 1-bedroom basement apartment with a work study, kitchen and onsite laundry. Relax in the hot tub after a busy day exploring the local farms, hiking trails, and parks nearby. Close to Ontario Tech University, banks, grocery stores, restaurants, and bars. Access to Durham Transit, GO bus & train, and located just 5 mins off highway 407. Ideal for couples or small families with a child. Book now for a hassle-free stay in Oshawa, Ontario.

4.95 out of 5 average rating, 230 reviews

Flat in Whitby

Serenity Suite w/Sauna-Your Entire Apt Awaits You

LONG-TERM stays welcome. A short drive to Thermea Spa Village. This is a beautiful, newly renovated, spacious basement apartment, perfect for two. Located in Whitby Shores (w/ hot tub) just a few minutes’ walk to Lake Ontario, a park, & trails, the house is situated in a quiet and friendly neighbourhood. It is close to all amenities - shopping, movie theatre, and other entertainment options, restaurants, GO Train station, Hwy 401, and easy access to Hwy 407. We look forward to meeting you!

4.97 out of 5 average rating, 170 reviews

Farm stay in Uxbridge

Private Loft w Sauna, Fireplace, Wi-Fi & Projector

Welcome to the LOFT - A private, eclectically designed spa-inspired unique stay in the historic Webb Schoolhouse, less than an hour from Toronto. Featured in TORONTO LIFE in 2021, this private loft includes a sauna, unique hanging bed, wood stove, kitchenette and is filled with art, and huge tropical plants as well as a projector & giant screen for epic movie nights. Relax and recharge, roam the grounds and enjoy the beautiful outdoor spaces, the permaculture farm, animals, and fire pit.

Superhost

Home in Ajax

4.84 out of 5 average rating, 176 reviews

Moons & Noons -Separate Unit for your Comfort

Welcome to our charming retreat in Ajax! You'll be greeted by living space adorned with carefully curated decor. The sofa beckons you to unwind, while the large windows' scenic views allow natural light to fill the room. Just take a stair down to the Basement, to be greeted by an elegant kitchenette. Enjoy a drink on the sofa while watching shows on 55' QLED. Step into a world of relaxation in our stunning bathroom designed to calm your stress. Your unforgettable stay awaits U!

4.84 out of 5 average rating, 161 reviews

Guest suite in Whitby

Two Bedroom Basement Apartment

Have fun with the whole family at this stylish place. This space has all the amenities including Free WIFI, Netflix, Laundry, and a full Kitchen. Only 6 minutes drive from highway 401, 10 mins drive from Oshawa Mall, 5 mins drive from down town Whitby, and 5 mins drive from Whitby Entertainment Centrum (Landmark Cinemas and Restaurants, Good Life Gym). Also close by are other kids entertainment places such as, Flying Squirrel, Sky Zone, and Reptilia.

4.96 out of 5 average rating, 371 reviews

Flat in Whitby

LOVE and Relax at Dream Catcher Retreat

Are you looking for the perfect getaway? 😊 Retreat yourself to a Luxurious, Charming and Modern Suite with a splash of glam.✨ Perfect for couples, families or business trips. Enjoy the Fireplace with a glass of Cabernet Sauvignon🍷Perhaps you would also like to partake in a game of pool on our custom pool table 🎱, or take a hot rainfall shower in a delightful Stone Spa Shower💦. But, most importantly, our place is yours to relax and unwind😊

4.95 out of 5 average rating, 21 reviews

Modern and Cozy Home

Have fun with the whole family at this stylish place. Thermëa spa village just 5 mins walking way! Brand new house ,Walking distance from the thermea spa village ! Great new home for family , travellers and workers. Amazing location! 2 Minutes from highway 412 and 407. 2 minutes to Walmart and shop, restaurants and gas station. Only 30 mins away from Downtown Toronto , 3 bedrooms ,Over 2300 sqft. of living space.

Superhost

4.82 out of 5 average rating, 125 reviews

Cozy Home

This home is situated in a newly developed quite neighborhood, suitable for relaxing after your long day of adventures. This home has 3 Bedrooms and 3 beds which accommodations for maximum 6 people. Lines and bed sweets are provided along with minimal kitchen utensals. There are no Homes in front and allows for the sun to light up your morning with a small balcony perfect to sip your morning coffee.

Holiday rentals for every style

Get the amount of space that is right for you

Flats

Convenient locations with everyday essentials

Cabins

Kick off your hiking boots at these rustic lodgings

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Whitby holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Whitby

4.96 out of 5 average rating, 55 reviews

Brand new 3 bedroom house

SaskiaRating, 5 stars1 month ago

It’s a really nice place to stay ! We had a great time. We would definitely come back and recommended ! 🌸

4.92 out of 5 average rating, 13 reviews

Urban Zen Retreat/Ontario Largest Spa 15min Walk

JenniferRating, 5 stars3 weeks ago

So nice to have an entire home to use for our travels. The modern townhouse was clean, nicely decorated and spacious for our needs. Samuel and the team were great communicating everything and we appreciated the extra efforts in recommending a few local restaurants etc. Would definitely recommend if you're looking for a quiet and clean place to land for a little while.

4.96 out of 5 average rating, 98 reviews

Guest suite in Whitby

Entire basement , 1 B/R with 2 beds, 1 full bath

SaritaRating, 5 stars1 month ago

Jasmin was absolutely lovely - very helpful and easy to communicate with! Her space was beautiful! The photos do not do it justice! Tastefully and thoughtfully furnished; we felt right at home! It was also nice to have a parking spot on the driveway, and the location was very easy to find! Check in and check out were smooth and Jasmin was just a quick message away for any clarification! Thank you sooo much for being a wonderful host and for having us! 😸❤️

4.93 out of 5 average rating, 40 reviews

Full Detached House: Luxurious, Bright & Spacious

CedricRating, 5 stars3 weeks ago

Very nice place to stay , all perfect.

4.95 out of 5 average rating, 95 reviews

Guest suite in Whitby

Maple Edge

BrianRating, 5 stars4 days ago

Amanda's place was exactly as pictured. The space was very high end with a projection TV and a shower that has to be experienced to be appreciated. Amanda was very responsive and reached out when a storm damaged the walkway leading to the space. She also sent a welcome message with dining recommendations in the local area. A great stay and somewhere I hope to return to.

5 out of 5 average rating, 10 reviews

Flat in Whitby

Cozy Basement in Whitby - Entire Separate Unit

MuhammadRating, 5 stars1 month ago

My mother and I had a wonderful stay at Irfan's place. It was clean, quiet, and exactly as described, with all necessary amenities for short or long-term visits. Irfan was a fantastic host—welcoming, respectful, and responsive. He provided clear check-in instructions, allowed early check-in, and offered late check-out. He frequently checked in to ensure our comfort. The neighborhood was safe and peaceful, located in a developing area of Whitby. Despite some construction affecting sidewalks, it was walkable with a park 10 minutes away. The nearest bus stop was a 12-minute walk and served by multiple routes. Shops, restaurants, groceries, and banks were a short drive by car/Uber or bus ride away; walking to these places would not be preferable as it may take over 55 minutes. Public transport might require two buses in some cases, taking 25-30 minutes. Overall, we enjoyed our stay and would definitely return. Thank you, Irfan, for being a great host and providing a pleasant experience.

5 out of 5 average rating, 13 reviews

Whitby Family Retreat: Comfort & Convenience!

TreRating, 5 stars1 month ago

Great host very clear and detailed instructions very friendly great area would love to rent again