Guesthouse holiday rentals in Lake Ontario

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Top-rated Guesthouses in Lake Ontario

Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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Guest favourite

Guesthouse in Prince Edward, Canada

4.95 out of 5 average rating, 203 reviews

"On the Syde" - GUEST HOUSE

Romantic get-a-way for two! Cozy and sweet, just what the doctor ordered. If you are looking for private, NOT shared space, this little "On The Syde" guest house might be for you. Included is a kitchenette, continental BF, coffee, TV, WI-FI 6E, fresh sheets, towels, and quiet at night! Check out the chic Town of Wellington in beautiful Prince Edward County! If you want wineries, nightlife, good restaurants and a beach they are all just a few minutes away! Book now, singles welcome too!

27 Mar – 3 Apr

$238 NZD per night

Guest favourite

Guesthouse in Prince Edward, Canada

4.99 out of 5 average rating, 173 reviews

thecountycricket, Luxury loft near Picton

Licence No. ST-2019-0357 Welcome to our guest loft at "thecountycricket". We built and designed it with guests in mind. Our 34 acres is on a peaceful street with the woods lining the back of our property. Six acres are fenced in for our dogs and dog guests. We are 10 minutes from Picton Main street, vineyards, breweries, cider houses, antique shops & restaurants. Our loft is a large open-concept with a king size bed, pull out queen sofa & a full cook's kitchen. Welcome to our home in The County.

12–19 Feb

$335 NZD per night

Guest favourite

Guesthouse in Orangeville, Canada

4.95 out of 5 average rating, 310 reviews

Sunny Pines Farm Studio Tennis Court/Bruce Trail

Perfect for a getaway in the country. A bright, spacious, open-concept designer studio featuring beautiful rolling-hill vistas, queen bed, 3-piece bathroom, dedicated bbq, heat/AC plus a wood burning stove, wet bar with a Nespresso machine, deluxe counter-top oven & bar fridge and all new tennis court, laundry available upon request. Mono Cliffs, Boyne Valley, Hockley Valley Nature Reserve Prov. Parks & Mansfield Recreation Centre are minutes away. Ideal hiking, cycling, snowshoeing and xcsking.

19–26 Aug

$277 NZD per night

Guest favourite

Guesthouse in Bobcaygeon, Canada

4.98 out of 5 average rating, 110 reviews

Rustic forest bunkie at Ravenswood

Enjoy a peaceful, rustic retreat at Ravenswood, our beautiful 15 acres of forest. Glamp in style with a seasonal outdoor hot water shower, compost toilet, and kitchenette with fridge, kettle, Nespresso and toaster oven. Gaze at the famous Bobcaygeon constellations at your fire pit. The energy here is amazing. Your little cabin in the woods is located just up the hill from our main residence, it offers a balance of privacy and convenience with easy access to all that the Kawarthas has to offer.

29 Jun – 6 Jul

$249 NZD per night

Guest favourite

Guesthouse in Livonia, New York, US

4.93 out of 5 average rating, 138 reviews

Gezellig Huis on Conesus Lake (studio apt)

Gezellig means cozy, warm and friendly in Dutch! Just what you'll find when relaxing and enjoying the view in studio apartment across the street from our lakefront home on Conesus. Close to Letchworth State Park, wineries/breweries, SUNY Geneseo, hiking, Rochester museums/tours and other Finger Lakes attractions. Bicycles and kayaks available, lakeside lounge chairs with firepit, private patio overlooking wooded lot. Now with updated WIFI! All welcome; owner speaks English, Dutch and German.

29 May – 5 Jun

$209 NZD per night

Guest favourite

Guesthouse in Acton

4.97 out of 5 average rating, 230 reviews

Wooden guesthouse in the forest

The guesthouse is the perfect getaway. Like living at a cottage, minutes away from the city. This loft guest house is fully equipped with a bedroom, own kitchen, and private bathroom. We are just 45 minutes from Toronto with a short drive to both Georgetown & Acton. Ten Minutes To 401. This retreat is nestled on a hill with spectacular views, surrounded by 16 acres of towering trees overlooking a creek with a private waterfall and walking trails. Perfect for photographers and influencers.

19–26 Jul

$477 NZD per night

Guest favourite

Guesthouse in Wellington, Prince Edward County, ON, Canada

4.97 out of 5 average rating, 225 reviews

Beachside Suite in Wellington Prince Edward County

Beachside Suite in Wellington is a renovated open concept loft on the 2nd floor of our 1870’s barn. Parking included. The location is outstanding; a 30 second walk to the beach and a 5 minute walk to fabulous places like the Drake Devonshire and more. Perfect for couples; it's private, air conditioned, has a 3 piece ensuite, large kitchenette, private deck with BBQ, gorgeous views and is in the heart of wine Country. See also our Wellyside Suite on Airbnb. Licence ST-2019-0352 R2.

13–20 Jun

$406 NZD per night

Guest favourite

Guesthouse in Kawartha Lakes, Canada

4.92 out of 5 average rating, 247 reviews

The Loft on Sturgeon Lake

Enjoy the lakeside lifestyle on Sturgeon Lake! This beautiful custom loft features one spacious bedroom with a queen bed and large, bright windows. The suite has a private washroom with a large walk-in shower. There is a full kitchen available and living space with a pull out couch. Experience stunning sunsets over Sturgeon Lake from your private balcony or by the lake at the dockside fire pit. There is an outdoor pool that can be used when available and canoes and kayaks.

12–19 Sep

$234 NZD per night

Guest favourite

Guesthouse in Lincoln

4.99 out of 5 average rating, 107 reviews

Cottage On Lake Ontario Niagara

OPEN TIMESLOTS MAY 2-4 (2 nights/3 days) MAY 14-22 MAY 25-31 JUNE 3-7 (4 nights/5 days) JUNE 9-1 Unwind at our cozy guest house. Beautiful 2-bedroom cottage. Enjoy the direct waterfront views from the living room, bedroom and wrap around composite deck. Outdoor fire pit and BBQ. We are located along the south shore of Lake Ontario amongst the fruit belt of the Niagara. Set in vineyards, peach, nectarine and plums. Close to wineries & shops. Free Tesla Charging station on-site

11–18 Dec

$481 NZD per night

Guest favourite

Guesthouse in Consecon

5.0 out of 5 average rating, 181 reviews

Cottontail Ridge Guesthouse / Prince Edward County

Welcome to our cozy guesthouse designed for two in wine country! Cottontail Ridge is a modern cabin set on a tucked away farm acreage in beautiful Prince Edward County. Enjoy stunning views from the picture windows & deck that overlook acres of old grazing fields. You may catch a glimpse of our namesake cottontail rabbits— or see turkeys, coyotes, fox & deer out back. On summer nights fireflies light up the fields and you’ll hear a serenade from crickets and frogs ;)

20–27 Nov

$352 NZD per night

Guest favourite

Guesthouse in Saint Catharines, Canada

4.98 out of 5 average rating, 377 reviews

Private Estate Coachhouse + Hot Tub near NOTL!

Villa Niagara & it's private coach house - one of the oldest farm estate properties in the area close to Lake Ontario - the farmland has long been exchanged for housing but the charming original farm home and coach house remain. You'll be just a short stroll to the Welland Canal and the start of Niagara-on-the-Lake. Once you cross the Lock 1 bridge, you're instantly into farmland and wineries. Extreme care taken to thoroughly cleaned and disinfected between each stay.

22 Feb – 1 Mar

$243 NZD per night

Superhost

Guesthouse in Newcastle, Canada

4.9 out of 5 average rating, 254 reviews

Waterside Nature Cabin - Private & Comfortable

Spring-fed lake, 91 acres, trails, max privacy, solar power, heat, gas stove, cooler, clean out-house, wi-fi, firepit, 2SLGBTQ Pets ok To keep your costs low; No Cleaning Fees! You must clean up ALL personal mess & litter basic kitchen utensils, dishes, pots, pans provided bring bed sheet, pillow, blanket & drinking water Take all Garbage & Recycling back home with you when leaving Try to "leave the cabin, and the property better than you found it"

22–29 Jun

$136 NZD per night