House vacation rentals in Wellington

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Top-rated house rentals in Wellington

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Guest favorite

Home in Prince Edward

4.87 out of 5 average rating, 386 reviews

The Coach House - Summer Sandbanks Pass Include

The Coach House is a cozy self-contained suite with a private entrance, backyard and parking. Located in Picton this unique space has a county charm and local artisan flair. A short walk to the harbor and Picton's Main Street restaurants/shopping. Also, located close to Sandbanks Provincial Park, local wineries, cheese factories and art galleries. The Coach House is perfect for couple or small family. The home has air conditioning for the warm summer nights! License No. ST-2019-0306

Dec 9 – 16

R1,764 ZAR per night

Guest favorite

Home in Prince Edward

4.92 out of 5 average rating, 132 reviews

Prince Edward County - The Annex - Family Friendly

Inviting, highly rated 2-storey, guest suite. Bright and clean. Two queen beds & two twins. Large backyard to enjoy the stars around a campfire. Head to Sandbanks Park. Swim, discover walking trails and sand dunes. Visit local wineries, restaurants and craft breweries along with quaint boutique shops. In the cooler months, plan to soak in the hot tub or sip a drink on the patio around a propane fireplace. Blankets, robes, slippers provided. Available Oct - end of May. Parking included.

Nov 12 – 19

R3,045 ZAR per night

Guest favorite

Home in Prince Edward

4.99 out of 5 average rating, 174 reviews

Modern School House *SPA GETAWAY*HOT TUB & SAUNA*

Welcome to the Schoolhouse, an 1859 original school remodelled for your boutique vacation getaway. Located on Glenora Road just a few minute drive from the glorious downtown shops & restaurants of Picton Main St. The central location also acts as a great jumping off point to enjoy all the spectacular wineries, craft breweries, art galleries, beaches & trails that the County has become known for. *Please note we are a family getaway and not set up to host those looking for a party atmosphere*

Sep 30 – Oct 7

R5,940 ZAR per night

Guest favorite

Home in Prince Edward

4.97 out of 5 average rating, 115 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.

Sep 25 – Oct 2

R7,963 ZAR per night

Guest favorite

Home in Prince Edward

5.0 out of 5 average rating, 148 reviews

Fitzroy Lakehouse Waterfront Hot Tub Fireplace

Fitzroy Lakehouse is a waterfront bungalow with year-round hot tub. Direct water access to Lake Ontario with private 200 foot rock beach (via seasonal stairs from Victoria Day to Thanksgiving). Water views from the main room and primary bedroom. Close to the county's best wineries and the town of Consecon. Work space (monitor + desk), fast Starlink internet, gas fireplace, outdoor campfire (with wood), kids playstructure, Tesla charger & 65" satellite TV. Fully-licensed STA (ST-2021-077) .

Nov 22 – 29

R6,945 ZAR per night

Guest favorite

Home in Hillier

4.95 out of 5 average rating, 241 reviews

Cozy Postmaster’s House - Beach/Park Pass Included

Weekly SUMMER bookings now open, Saturday to Saturday only, beach/park car pass included! Escape to the birthplace of wine in Prince Edward County at the historic Postmaster's House in Hillier. This charming 3-bedroom house from the 1890s offers a cozy fireplace and is surrounded by over 40 vineyards. Explore wineries, restaurants, breweries, North Beach, Millennium Trail, and Wellington village, all just a bike ride away. Unwind and immerse yourself in the beauty of this idyllic destination.

Oct 17 – 24

R3,326 ZAR per night

Guest favorite

Home in Prince Edward

4.98 out of 5 average rating, 183 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! Bookings made after Feb 1 2021 will be subject to 4% municipal accommodation tax.

Sep 8 – 15

R4,673 ZAR per night

Guest favorite

Home in Picton

4.93 out of 5 average rating, 424 reviews

Picton Prince Edward County & Beach

House Downtown Picton, Prince Edward County Ontario, only 10 Minutes to Beach & after day at Beach, come back to B & B never need to get back in car as House is Steps Away to Pubs, Breweries, bike trails, theatre, Groceries & LCBO - IMPORTANT: most often minimum 2 nights (Fri & Sat), Sunday to Thursday we offer one night stays. Rates are based on 2 people & additional charges per person, per night where more than 2 guests sorry, no animals allowed due to my allergies.

Jan 19 – 26

R1,745 ZAR per night

Guest favorite

Home in Prince Edward

5.0 out of 5 average rating, 126 reviews

The Hull House - Lake Ontario Waterfront w Sauna

Perched atop a picturesque limestone shelf on the shores of Lake Ontario, just 4 kilometres west of Wellington, is the Hull House. A thoughtfully curated County Lakehouse that boasts an infinite view of blue waters and ever changing skies. Ideally located at the centre of Prince Edward County’s web of vibrant restaurants and wineries, the Hull House offers 200 + feet of private lake frontage, 2 acres of land, a sauna and many luxuries for your well deserved vacation.

Aug 6 – 13

R21,034 ZAR per night

Guest favorite

Home in Prince Edward

4.93 out of 5 average rating, 114 reviews

Dyer-Wolff Den

Welcome to the Dyer-Wolff Den, our sunny country house in the heart of Prince Edward County! Located in beautiful Bloomfield, we're just a 5-minute walk to boutiques, restaurants, the best ice cream in the County & a gorgeous little park - perfect for a picnic. We have a big garden that backs directly onto the Millenium Trail. This trail is a nature lovers dream and wonderful for bikers. We are less than 15 minutes to Sandbanks, Picton, Wellington & wineries. :)

Nov 13 – 20

R3,092 ZAR per night

Guest favorite

Home in Wellington

4.98 out of 5 average rating, 193 reviews

The Red Brick House - Wellington

An original, circa 1860s county home, The Red Brick House combines old world heritage with contemporary design. The bright, welcoming space, sleeps up to six, and is in a prime location just steps away from both Wellington Beach and the Drake Devonshire. While you’re here you can hop on a bike at the rental shop across the street, go explore the beautiful wineries, restaurants, shops, and more. The central location means that you’re close to it all.

Dec 1 – 8

R6,943 ZAR per night

Guest favorite

Home in Prince Edward county

4.99 out of 5 average rating, 200 reviews

The West Lake House

This luxurious 5 bedroom lakeside retreat is the perfect spot for family and friends to enjoy all that Wellington has to offer. This home on main street is only a short walk to shops and restaurants in downtown Wellington. We are a twenty minute drive from the sandbanks provincial park and provide two vehicle passes for quick access through your stay. You can also drive or cycle to the 26 wineries in our immediate area.

Aug 24 – 31

R16,183 ZAR per night