
Guesthouse vacation rentals in Durham Region
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouse rentals in Durham Region
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

Guesthouse w/Woodstove in Nature Near Trails & Spa
Relax and unwind at this peaceful and private Guesthouse situated on 25 acres of forest. We are family friendly and invite you to roam the land and visit our ducks and chickens! If you are feeling adventurous, enjoy a hike or bike ride on one of the many local trails within walking distance in the Trail Capital of Canada! Later cozy up to the indoor Woodstove or outdoor Firepit. Catch up on your fav programs w/Roku TV or play Super Nintendo. Enjoy the newly renovated therapeutic rainfall shower.

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.

Ajax Creative Quiet Escape. Mabuhay!
Experience autumn’s beauty from our private guest suite, tucked in a quiet neighbourhood near the Ajax waterfront. Inside, you’ll be surrounded by original artwork that transforms the suite into a cozy gallery- a warm & inspiring space to return to after crisp fall days. Step outside to admire the vibrant fall foliage and explore the 7 km Ajax Waterfront Trail. Local parks nearby burst into shades of gold, crimson and amber — perfect for scenic walks, photos, or picnic under the changing trees

Luxury Ground-Level "Suite Escape"
"Suite Escape" offers a luxurious private guest suite in Pickering, Ontario. Fully equipped w/ a cozy Queen Bed, spa bathroom, workstation, 65” TV, A/C, fireplace, & kitchenette. Conveniently located to Hwy 401 & 407, GO Train, Durham Transit, malls, cinemas, casinos, waterfront & hiking trails, golf courses + wineries within a short walk or drive. Downtown Toronto & Pearson Airport is 30-40 mins away. Immerse yourself in luxury, tranquility, and easy access to the best of Pickering and beyond.

Peterborough Zen Retreat
4 minutes drive to Peterborough hospital, Art Gallery, Cineplex Odeon, downtown restaurant district and to Lansdowne Street with LCBO, supermarkets, restaurant chains, and Starbucks! Prepare a gourmet feast in the fully supplied kitchen. Sip wine under the crystal chandelier or curl up and watch movies on Netflix. Enjoy a queen-sized Murphy bed. A retreat for couples, solo adventurers, and business travellers. 2 people max One queen bed No smoking on property One parking spot on driveway

Cozy Seldom Scene Cottage
Note-when submitting your booking request, please acknowledge you have read and agree to all of our house rules. Romantic get away or family fun. Wooded, setting minutes from Peterborough and Millbrook. We are approx 3 min off the 115 highway, 15 min off the 407 hwy, <2 hours from Toronto. Our Bunkie is perfect for anyone looking for a furnished getaway in the Kawarthas nestled in a natural setting that includes wifi-STARLINK Our log home is approx 150 ft directly located from the Bunkie.

Adorable, modern tiny home in Leslieville
Kick back and relax in this calm, stylish space. 10 minute walk to History! 15 minute walk to the beach! Complete with kitchenette, 3 piece bathroom, and an upstairs bedloft (watch your head - 5'3"). There's a queen bed upstairs and a Spaze pullout sofabed downstairs. Rounding out the space is a TV, highspeed internet, and a minisplit ductless AC/heat pump. Linens and towels are provided. Please note steep stairs and low headroom in the loft. Operator Registration STR-2109-FMGHHC.

Bee Keeper's Cabin - a very private retreat
91 acres, trails, total privacy, spring fed lake, solar power/propane heated, gas stove top, out-house, firepit, wi-fi ; canoe/paddleboat (seasonally) Self check in and self cleaning For those who leave a "light foot print" Basic kitchen utensils, pots, pans, and dishes are provided, BUT guests must bring their own drinking water, pillows and bedding and ice for cooler. We ask our guests to leave the cabin better than you found it and to take all garbage and recycling home with you.

Private Coach House near the Bluffs
This separate, minimalist, self-contained coach house is a perfect quiet escape for one, and can also intimately accommodate two persons. Wake up in natural light with all the essential home comforts: a premium queen-size mattress, hypoallergenic, 100% cotton linens, a separate bathroom, toiletries and kitchen basics. Nearby options for prepared meals, groceries + delivery. No TV. No extra housekeeping fees. A 20-minute getaway from the downtown core near the lake in the east end.

Lakeside Guest Suite, on Lake Scugog, Port Perry
WATERFRONT PROPERTY….Enjoy stunning sunsets from the basement walkout guest suite. Take in views from the living room, bedroom (queen bed), or large 34 foot long private patio! The backyard leads directly to the lake including a fire pit for your use. Please note that the natural slope of the yard (40 stairs) may not be suitable for those with mobility issues. While the suite doesn't feature a kitchen, Port Perry is only an 8 min drive and offers many culinary options.

Beautiful Private Guest House
This beautiful one bedroom unit is great for a romantic getaway and it's 5 min driving to Frenchman's Bay Beach. The private patio is beautiful with space to relax and enjoy. Separate entrance from the main unit. Utilities and wifi included. Wifi and TV with free Netflix and Crave installed. The kitchen is spacious with full appliances, Fridge, Stove, Microwave, Dishwasher, Coffee maker, Toaster and Kettle. Dishes and cookware are available in the kitchen.

Cozy Cottage in Kawartha Lakes
This cozy cottage will have you enjoying a tranquil experience with plenty of gorgeous views. Sitting on the edge of Lake Scugog. A plethora of opportunities await the adventurous, with trails minutes away. Historical Port Perry and Lindsay for all your dining and shopping experiences. Additionally, there is an amazing casino and an 18 hole golf course conveniently located.
Popular amenities for Durham Region guesthouse rentals
Family-friendly guest house rentals

Stylish 3Bed room 2 Washroom Suite.

Feel Home Away From Home

Family Unit in Toronto with free parking

Cozy chambre

Cozy 2 Bedroom Suite

Spacious fully private studio basement & parking

Beaverlodge Cabin

Waterside Nature Cabin - Private & Comfortable
Guest house rentals with a patio

Guesthouse w/ HOT TUB mins from Subway & Danforth

The Farmhand’s Cottage

Relaxing stay with BBQ.

Adorable GH in beautiful Claremont/scenic view

Fabulous 3 bedrm main level Bungalow “not shared”

Spacious 2BR - 25 Min to DT

Frenchman Bay Luxury Basement

Redwood Haven East: Your Dream Getaway in Uxbridge
Guest house rentals with a washer and dryer

Hilltop Guest Suite in Peterborough

Guest suite in Toronto

Rest Assured

Peace Lodge

Newly Built, One-Bedroom Stylish Apartment

My Happy Place - Beaches Apartment

Loft at The Shier

Modern North York Guest Suite
Destinations to explore
- RV rentals Durham Region
- Condo rentals Durham Region
- Rentals with a fire pit Durham Region
- Rentals with a sauna Durham Region
- Family-friendly rentals Durham Region
- Pet-friendly rentals Durham Region
- Rentals with a hot tub Durham Region
- Loft rentals Durham Region
- Rentals with a patio Durham Region
- Fitness-friendly rentals Durham Region
- Rentals with beach access Durham Region
- Cottage rentals Durham Region
- Private suite rentals Durham Region
- Waterfront rentals Durham Region
- Rentals with outdoor seating Durham Region
- Cabin rentals Durham Region
- Tiny house rentals Durham Region
- Apartment rentals Durham Region
- Villa rentals Durham Region
- Rentals with an EV charger Durham Region
- Rentals with lake access Durham Region
- Beachfront rentals Durham Region
- Rentals with a washer and dryer Durham Region
- Rentals with breakfast Durham Region
- Ski-in/ski-out rentals Durham Region
- Farmstay rentals Durham Region
- House rentals Durham Region
- Rentals with a kayak Durham Region
- Rentals with a fireplace Durham Region
- Rentals with pools Durham Region
- Townhouse rentals Durham Region
- Guesthouse rentals Ontario
- Guesthouse rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Budweiser Stage
- Distillery District
- Metro Toronto Convention Centre
- Port Credit
- The Danforth Music Hall
- Exhibition Place
- Harbourfront Centre
- Toronto Zoo
- Financial District
- CF Toronto Eaton Centre
- Trinity Bellwoods Park
- BMO Field
- Massey Hall
- Casa Loma
- Dufferin Grove Park
- Rouge National Urban Park
- Royal Ontario Museum
- Toronto City Hall
- Christie Pits Park
- Royal Woodbine Golf Club




