Holiday rentals with outdoor seating in Wellington

Find and book unique Holiday Houses with Outdoor Seating on Airbnb

Top-rated Holiday Houses with Outdoor Seating in Wellington

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Guest favourite

Home in Prince Edward

4.98 out of 5 average rating, 207 reviews

Little Blue Cottage: Perfect for families!

This little blue house is in the heart of Wellington. 5 min to The Drake, grocery, cafes, shops & market. Easy walk to the beach and trail for miles of biking, even past wineries! Newly renovated with a lovely kitchen & bathroom. This house has 2 bedrooms, (1 queen bed and 2twin beds). The home is sunny and has been designed with comfort in mind. Privacy & location make this a great base to explore PEC! Please note that July & August bookings are minimum 7 days with check in/out on Saturday

Top Guest favourite

Home in Prince Edward

4.97 out of 5 average rating, 158 reviews

Prince Edward Landing

Victorian Home in PEC gets a full renovation to become a one of a kind vacation home. Featured in the Globe & Mail the house is a 2018 restoration of old-world charms with as many contemporary comforts as one wishes. From the gorgeous landscape and a screened-in, white-trim front porch to the fully modern spectacular interior The back of the house is a stunning starkly contemporary black box, designed by architect Jay Pooley, a lecturer at the University of Toronto’s school of architecture.

Top Guest favourite

Guest suite in Prince Edward

5 out of 5 average rating, 121 reviews

Wellington Guest Suite on Main!

Our 1928 Victorian-style home is on Main Street in Wellington! This offers the convenience of walking out your front door & enjoying our charming village by the water & all it has to offer. Our guest suite is a newly renovated 1 bdrm with lounge area, 1 bath & eat-in kitchenette if you wish to make breakfast/lunch. Enjoy morning coffee or before dinner cocktail on our deck outside the guest suite to take in the great vibe of Wellington & people enjoying this community. License #ST-2023-0009

Top Guest favourite

Guest suite in picton

4.97 out of 5 average rating, 528 reviews

Westlake’s Suite 25

A beautiful self contained Suite within our home with self check in. A sitting room with kitchenette, leading into a separate spacious bedroom with ensuite. The large windows allow for an abundance of natural light throughout. Relax and reflect on the front porch. Located in the heart of the county, Westlake, which is approx. 15 minutes from downtown Picton. parking included. Walking distance to the Dunes beach at Sandbanks prov. Park.. Sandbanks parking pass included Occupancy 2 adult

Top Guest favourite

Guesthouse in Bloomfield

4.98 out of 5 average rating, 113 reviews

The Bloomfield Guest House

Are you looking for an awe-inspiring, peaceful, retreat-like setting for your visit to The County? Book this well-crafted private guest-house in charming Bloomfield, perfectly located between Wellington and Picton. The expansive farm-field view will instantly ground and settle your being. Every aspect of this luxury offering has been designed and built with integrity and care. We welcome you to embody a felt-sense of coming home. Follow us @thebloomfieldguesthouse Licence # ST-2022-0076

Top Guest favourite

Guest suite in Prince Edward

4.92 out of 5 average rating, 373 reviews

Walk to Drake, 20+ Hillier wineries, Rotary Beach!

Welcome to Prince Edward County! Our spacious 800sqft rental has you located within a 5 minute walk to downtown Wellington where you can enjoy amazing meals at the Drake Devonshire, Idle Wild, East & Main and El Condesa. You're a 20 minute bike ride from renowned wineries such as Norman Hardie, The Grange, Closson Chase and 20+ others. Finally, you're only a 20 minute drive from Sandbanks, an Ontario provincial park with three expansive sandy beaches on Lake Ontario. Enjoy County living!

Top Guest favourite

Guesthouse in Prince Edward

4.96 out of 5 average rating, 261 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! Kitchenette, (CONTINENTAL BF, water, milk, coffee, tea, various small boxes of cereal and juice) TV, WI-FI 6E, Fresh sheets, towels, and quiet at night! Chic Town of Wellington has wineries, nightlife, good restaurants and a local beach just a few minutes away! Book now, singles welcome too!

Top Guest favourite

Cottage in Prince Edward

4.97 out of 5 average rating, 157 reviews

Picton Bay Hideaway

Picton Bay Hideaway is a family owned and operated licensed waterfront bungalow with 2 bedrooms and a walk out basement that can comfortably sleep up to 4 adults plus 2 children. This getaway is ideal for those wanting to slow down, relax and spend quality time with loved ones or for those who are looking for a quiet and peaceful workspace retreat. Whether you are a wine, food, fishing, or a beach goer, there is something for everyone in Prince Edward County (PEC)!

Superhost

Apartment in Prince Edward

4.95 out of 5 average rating, 151 reviews

Private Backyard, Hot Tub, Dog Friendly, Central

We invite you to stay in our professionally designed 3-bedroom suite located in Wellington, PEC. Close to Main Street, a 20-minute drive to Sandbanks. This space has a private hot tub, stocked kitchen, 2 bath, dining + living room and laundry. Wake up and head to our favourite cafes in Wellington, enjoy a walk to Wellington Beach, go for a drink at a local brewery, or dinner at one of the nearby restaurants on Main St. We’ll send a guide with our fav places.

Guest favourite

Guesthouse in Prince Edward

4.79 out of 5 average rating, 154 reviews

Beachy Cabin

No single nights booking on weekends Fri/Sat. Tell me your ETA so I am here to let you in thanks. 5 minute walk to waterfront. Private/beside main house. Kitchenette, new Memory Foam Queen bed. Bathroom 10 steps away in house. One person/owner lives in house. No smoking/pets. No cleaning fees. Short walk to shops, restaurants. Sandbanks Provincial Park, North Beach Provincial Park 15 min. drive. Surrounded by wineries - 5 minutes away.

Guest favourite

Home in Prince Edward

4.89 out of 5 average rating, 222 reviews

The Log House - Wellington - with Fast Wifi

Welcome to your beautiful Log House right in the town of Wellington! A 10 minute walk from the Drake Devonshire and all the restaurants, shops and galleries of Main Street. This spacious 3000 sq. ft. log home has 5 inviting bedrooms, 2 bathrooms and a large chef’s kitchen. It is perfectly situated for exploring the best wineries in Prince Edward County, most are within a 5-10 min drive. License Number: ST-2020-0086 R1

Guest favourite

Apartment in Prince Edward

4.93 out of 5 average rating, 256 reviews

Lovin' the County! Perfect location!

Beautiful, brand new two bedroom, two bathroom private space in modern home. Great location! Fully furnished 1800 square foot open concept space with all the extras (A/C, cable, WIFI). Lots of outdoor greenery with private backyard, fire pit and dining area included in rental. Walking distance to the Wellington beach, restaurants, market, and ice cream shops. Close to other beaches & wineries. Wheelchair friendly.