Guesthouse vacation rentals in Hastings County

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Top-rated guesthouse rentals in Hastings County

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Guest favorite

Guesthouse in Prince Edward

4.95 out of 5 average rating, 238 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!

Guest favorite

Guesthouse in Prince Edward

4.86 out of 5 average rating, 289 reviews

The Edge. Stunning view. EV Friendly

This private cabin and deck has a stunning view of Adolphus Reach from the top of a 200' escarpment. The property is located right beside Lake on the Mountain Provincial Park. Have a look on Google Maps. Two eating establishments are within walking distance. Many more are less than 10km away. Day use at Sandbanks must now be reserved. Text me for details. I'm required to charge HST if you choose to book via Airbnb but not otherwise. Posted price includes HST. Licence ST-2019-0310

Guest favorite

Guesthouse in Prince Edward

4.95 out of 5 average rating, 60 reviews

Roblin Lake Retreat - STA #2022-0109

Refuel at Roblin Lake Retreat - in the heart of wine and food Country. Kick back, relax and unwind in a cozy cabin in one of Ontario's top destinations, Prince Edward County. Enjoy your own space in a charming, open-concept 4 season Bunkie. With lots to keep you busy on the lake; a refreshing swim, kayaking for two, yoga on the dock or take in the Beautiful sunset from your deck. Warm up by the fireplace in the winter, read a book, play a board game... or just relax and REFUEL. Adults only.

Guest favorite

Guesthouse in Wellington, Prince Edward County, ON

4.98 out of 5 average rating, 250 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 R3.

Guest favorite

Guesthouse in Prince Edward

4.98 out of 5 average rating, 208 reviews

The Carriage House on Queen

Located right downtown Picton, this spacious, modern and very clean Carriage House offers private parking for 2 cars, outdoor fire table seating with BBQ and 2 large bedrooms that comfortably sleeps 4 people. Perfect for a couples retreat or a friends get-away! Quiet and cozy neighbourhood with beautiful historic century homes. Minutes walking to Picton main street that offers amazing restaurants, bars and fabulous shopping. Under 15 min drive to Sandbanks Provincial Park.

Guest favorite

Guesthouse in Consecon

5 out of 5 average rating, 207 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 ;)

Guest favorite

Guesthouse in Prince Edward

4.97 out of 5 average rating, 134 reviews

Spacious Downtown loft w/treetop deck

Modern and Spacious 2 bdrm Carriage House Loft with high-speed wifi and large, private elevated outdoor living space overlooking the treetops of Benson park. Live like a local and enjoy all the convenience of downtown village life with this walkable location steps from the Royal Hotel. This home is a safe space for folks from all minority and marginalized groups. We welcome guests of all races, faiths, genders, and sexual orientations. ST-2020-0151 R2

Guest favorite

Guesthouse in Prince Edward

4.97 out of 5 average rating, 255 reviews

Peaceful Country Studio Retreat

Our private studio is ideally situated in quiet, rural Prince Edward County near beaches, restaurants, wineries, art studios and all the villages of our beautiful island community. Great for cyclists, artist/writer's retreat, or a romantic getaway. You are staying at a Super Host place. Our super host status was temporarily removed because we were closed during the pandemic. Proof of vaccination is required. Thank you. Licence No. ST-2019-0356

Guest favorite

Guesthouse in Trenton

4.96 out of 5 average rating, 561 reviews

Trails of Comfort - Full Kit, Q bed(s), PEC Wine

You'll love this comfortable, sunny, private guest house. The studio suite features a queen bed that guests repeatedly say is "so comfortable". A great selection of pillows will help you sleep soundly. The bedside fireplace adds warmth and ambiance to your stay. A full kitchen lets you choose to cook your own meals, enjoy your take out or a simple snack. Relax with a walk on the property trails or just enjoy the views from every window.

Guest favorite

Guesthouse in Prince Edward

4.99 out of 5 average rating, 196 reviews

thecountycricket, Luxury loft near Picton

Licence No. ST-2019-0357 Welcome to our guest loft at "thecountycricket". I am so sorry but our space is not suitable for infants or children. Our property is 34 acres with 6 acres fenced. We are 10 minutes from Picton Main Street. The loft is 1,200 square foot open concept space with a full coffee station and a cooks kitchen. We live in a quiet street in the country close to town and vineyards, breweries and cider houses.

Guest favorite

Guesthouse in Prince Edward

4.98 out of 5 average rating, 243 reviews

Little Ben Prince Edward County

Located ten feet from Lake Ontario, in the heart of beautiful Wellington, Little Ben is a fully renovated 1 bedroom cottage in the centre of wine country. Little Ben offers a fully equipped kitchen, a dining area and a comfy living area with a wood stove. The true glory of Little Ben exists outside its walls--you are just a mere ten steps down to your own limestone beach on Lake Ontario! Licence Number ST-2019-0358

Guest favorite

Guesthouse in Grafton

5 out of 5 average rating, 38 reviews

St Anne Spa’s Secluded Modern Getaway

Enjoy this luxurious, private space close to St. Anne Spa, groceries, gas, Lake Ontario and local activities. 1 Queen Bed, 3 piece bath, kitchen and living, laundry available for longer term stay, private patio, free onsite parking, wifi and it is a brand new build! 15 minute drive to access the site and the beautiful town of Cobourg. 5 minute drive to St. Anne Spa for those who have a booking.