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Holiday Homes in Oshawa

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    Don't let other travellers get your favourite Oshawa area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 19 Rentals in Oshawa
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    Oshawa
    5 Bedrooms, 2 Bathrooms, Sleeps 20 Quick View
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    The following rentals are within 30 kilometres of Oshawa.
    Pickering
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Dreamcrest Manor B&B and Conference1 / 11
    (3)Excellent
    Port Perry
    3 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Utica Guest House Your Home Away from Home1 / 17
    (5)Excellent
    Port Perry
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • DVD Player
    • Patio
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 June 2018
    We recently stayed at the Utica Guesthouse, conveniently located between Port Perry and Uxbridge. We went to a local spa, enjoyed lunch at an excellent eatery and walked and...
    Reviewed 6 June 2018
    My parents and I stayed a night while visiting family in the area. Our only complaint was that we didn't get to spend more time at the guest house!! The house was fantastic...
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    About this property
    Our 900 sq. ft. 2 bedroom suite can accommodate up to 6. It has it's own private entrance, and includes all the comforts and amenities, it is a home away from home . Your suite includes a full kitchen, master bedroom (queen bed), 2nd bedroom (double bed), a sofa in the living room (double bed), and...
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    L9L 1Z3, Port Perry, Ontario
    Private Room - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Lake Scugog Waterfront1 / 22
    (1)Excellent
    Port Perry
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Amenities & Details
    • Waterfront
    • Grill
    • Wi-Fi
    • Washer
    • Patio
    • Balcony
    • Porch
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 August 2015
    Inside: The Cottage is Well kept and extremely spacious. All appliances work great. Large shower and sink in the bathroom. I would not recommend for any group larger then seven...
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    About this property
    Welcome to our beautiful cottage on Lake Scugog! Minutes to Blue Heron Casino and downtown Port Perry! Breathtaking views of the lake throughout the house, this is a stunning place to relax for all seasons. Access to fire pit and bbq in the summer. This is a very private cottage with gorgeous...
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    Location Information
    L9L 1B4, Port Perry, Ontario
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 8
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    Pickering
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Secure Parking
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This location is in Pickering. Nearby parks include Progress Frenchman's Bay East Park, Balsdon Park and Alex Robertson Park. Basement for short term rental in a very clean Basement lower level unit in a house. It's furnished with a full bedroom set with Private entrance. You will have a...
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    L1W 1C1, Pickering, Ontario
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Port Perry
    5 Bedrooms, 3 Bathrooms, Sleeps 20 Quick View
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    Amenities & Details
    • Mountain Views
    • Hot Tub
    • Cable/satellite TV
    • DVD Player
    • Sauna
    • Housekeeping Included
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful 5 Bedroom Newly Renovated Home, 20 Slps, On Quiet Street, Central Port Perry, 15 Min 407 And 20 Min 401, Closer To Dagmar Ski Resort And Closer To Lake Scugog , All Shopping Incl WalMart, Fine Restaurants. Closer To Churches And Other Activities Like Skiing, Summer Sport, Horseriding. New...
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    L9L 1C9, Port Perry, Ontario
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 20
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    Orono
    6 Bedrooms, 2 Bathrooms, Sleeps 18 Quick View
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    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Washer
    • DVD Player
    • Balcony
    • Grill
    • Skiing: Property Is In A Ski Resort
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We are a different kind of Bee & Bee. Our space is unique in that we offer Bed & Breakfast as well as full house rentals (daily, weekly, monthly). With numerous options for sleeping arrangements (up to 15 people in beds), the house can be adapted to suit numerous purposes and events - perfect for...
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    Location Information
    L0B1M0, Orono, Ontario
    Private Room - 6 Bedrooms, 2 Bathrooms, Sleeps 18
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    Country Pride Bed & Breakfast  Suite Del Amor1 / 4
    (1)Excellent
    Newcastle
    1 Bedroom, 3 Bathrooms, Sleeps 2 Quick View
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    Amenities & Details
    • Parking
    • Cable/satellite TV
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 July 2017
    This place is fantastic. When we arrived we were shown our room and it was beautifully decorated. The bed was very comfortable and both my husband and I slept quite...
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    About this property
    A Full King with en suite bathroom and more! Call now for more information! In your room you will find a welcoming bottle of Champagne or wine selection on Us, plus a buffet style breakfast is included. We also offer bottomless coffee, tea and drinks (non alcoholic), We have you covered!. $135/...
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    Location Information
    L1B 1L9, Newcastle, Ontario
    Private Room - 1 Bedroom, 3 Bathrooms, Sleeps 2
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    Pickering
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    • Private Garden
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Breathe Easy at Chalet Claremont Bed & Breakfast At Chalet Claremont Bed & Breakfast, doing our part to protect the environment – both outdoor and indoor – is extremely important to us. In addition to serving organic food for breakfast, we only use eco-friendly cleaning and laundry products, and...
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    Location Information
    L0C 1A0, Pickering, Ontario
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Ajax
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Private Garden
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful one private bedroom available. This is a part of family residence. Washroom is shared with one other person. Access to kitchen, refridgerator and private yard space. this is located in a lovely neighbourhood. Close proximity to Lake Ontario. linens provided. You just need to take...
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    Location Information
    L1Z 2C8, Ajax, Ontario
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Pickering
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Secure Parking
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Comfortable and cosy basement apartment which is fully equipped with a kitchen and private washroom. Only 25 minutes to Downtown Toronto. 24 hour grocery, mall and bank in walking distance. Close to Transit as well. Singles or couples welcome. We are always available to help and make you feel...
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    Location Information
    L1V 4V4, Pickering, Ontario
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Port Perry
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • DVD Player
    • Terrace
    • Parking
    • Cable/satellite TV
    • Wi-Fi
    • Balcony
    • Air Conditioning
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spacious queen bedded suite at the front of the B&B with ensuite bath. Coffee area and adjacent balcony overlook the neighbourhood. 5 minute walk to the neighbourhood pond and forest with walking trail. 20 minute walk(5 minute drive) to historic downtown Port Perry and the waterfront park on...
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    Location Information
    L9L 2E5, Port Perry, Ontario
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Country Lane Lodge Port Perry1 / 11
    (16)Excellent
    Port Perry
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Patio
    • Washer
    • Cable/satellite TV
    • Parking
    • Hot Tub
    • Grill
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 August 2015
    We travelled to Canada to visit family in the area so needed a base.Kerry and Jay's lodge was so much more than just a base.We loved the surroundings (the quiet), the friendly...
    Reviewed 20 July 2015
    Welcomed by Kerry as if we were family and were made to feel at home instantly. The lodge itself is beautiful, immaculately clean and the decor is wonderfully reflective of the...
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    About this property
    Country Lane Lodge Port Perry is a unique lodge that you will enjoy all to yourself! Relax and have your morning coffee on your private patio, which is fully furnished. This beautiful country home was built in 2013 by the owners, Jaydan Homes. The 1600 sq ft lodge is on the lower level of the...
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    Location Information
    L9L 1B4, Port Perry, Ontario
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 6
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    Pickering
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Breathe Easy at Chalet Claremont Bed & Breakfast At Chalet Claremont Bed & Breakfast, doing our part to protect the environment – both outdoor and indoor – is extremely important to us. In addition to serving organic food for breakfast, we only use eco-friendly cleaning and laundry products, and...
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    Location Information
    L0C 1A0, Pickering, Ontario
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Pickering
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Breathe Easy at Chalet Claremont Bed & Breakfast At Chalet Claremont Bed & Breakfast, doing our part to protect the environment – both outdoor and indoor – is extremely important to us. In addition to serving organic food for breakfast, we only use eco-friendly cleaning and laundry products, and...
    View all property information
    Location Information
    L0C 1A0, Pickering, Ontario
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Pickering
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Breathe Easy at Chalet Claremont Bed & Breakfast At Chalet Claremont Bed & Breakfast, doing our part to protect the environment – both outdoor and indoor – is extremely important to us. In addition to serving organic food for breakfast, we only use eco-friendly cleaning and laundry products, and...
    View all property information
    Location Information
    L0C 1A0, Pickering, Ontario
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Pickering
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Breathe Easy at Chalet Claremont Bed & Breakfast At Chalet Claremont Bed & Breakfast, doing our part to protect the environment – both outdoor and indoor – is extremely important to us. In addition to serving organic food for breakfast, we only use eco-friendly cleaning and laundry products, and...
    View all property information
    Location Information
    L0C 1A0, Pickering, Ontario
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Port Perry
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Terrace
    • Patio
    • Balcony
    • Waterfront
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cozy cottage, this location provides the very best of the outdoors for cottaging enthusiasts 45 minutes from the Greater Toronto Area. Found on the outskirts of Port Perry near the Blue Heron Casino and on the shores of Lake Scugog, you will find great fishing, swimming, and boating at your...
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    Location Information
    L9L1B4, Port Perry, Ontario
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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