Vacation rentals in Wellington

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Top-rated vacation rentals in Wellington

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Guest favorite

Guesthouse in Prince Edward

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!

Nov 2 – 9

€ 126 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.

May 1 – 8

€ 351 per night

Guest favorite

Bungalow in Prince Edward

4.91 out of 5 average rating, 322 reviews

Bright & Cozy Bungalow Close to Downtown Picton

This bright & cozy cottage-style bungalow is the perfect home base for your PEC getaway! It is centrally located in the heart of Picton, offering 1 bedroom, 1 bath, office area, deck with BBQ & small yard. Comfortably accommodates two adults. Short 5 min walk to downtown, where you can enjoy The Royal Hotel, boutiques, restaurants, cafe's, galleries & more. A short drive to Sandbanks, wineries and breweries. Includes high speed Wi-Fi, central AC/heat, parking & annual Sandbanks day-use pass.

Oct 27 – Nov 3

€ 117 per night

Guest favorite

Guest suite in picton

4.96 out of 5 average rating, 420 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. Walking distance to the Dunes beach at Sandbanks Provincial Park. Parking spot and Sandbank’s Pass included. Occupancy 2 adults

Nov 3 – 10

€ 117 per night

Guest favorite

Bungalow in Prince Edward

4.97 out of 5 average rating, 177 reviews

Fitzroy Fieldhouse - Near Wineries With Free Bikes

Mid-century modern bungalow on a quiet, dead-end, street in the small village of Rosehall, less than 2km from PEC's best and most popular wineries (Rosehall, Norm Hardie, Hinterland, Trail). Large open concept chef's kitchen, dining and living areas with lots of natural sunlight through large, south-facing windows. Fast Starlink high-speed internet, satellite TV, Tesla charger, games, air conditioning, and huge ensuite soaker tub! Six bikes (early May to Thanksgiving). STA ST-2019-0044

Sep 18 – 25

€ 351 per night

Guest favorite

Guest suite in Prince Edward

4.91 out of 5 average rating, 337 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!

Mar 25 – Apr 1

€ 118 per night

Guest favorite

Guesthouse in Wellington, Prince Edward County, ON

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.

Oct 16 – 23

€ 214 per night

Guest favorite

Cottage in Prince Edward

4.99 out of 5 average rating, 105 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)!

Feb 6 – 13

€ 155 per night

Guest favorite

Apartment in Prince Edward

4.92 out of 5 average rating, 236 reviews

THE Village Suites - THE LOFT

Beautiful 1 bedroom suite on Main Street, in the Heart of Wellington. Steps away The Drake Devonshire and East and Main Bistro. For great coffee and breakfast head next door to Piccolina Cafe. Also, Ice cream and bike rentals just outside your door Head out for the afternoon to enjoy over 40 Wineries surrounding Wellington such as Hillier Estates , Sandbanks, Casa-Dea plus many more! A must see is our World famous Sandbanks Beach.

Dec 3 – 10

€ 128 per night

Guest favorite

Home in Prince Edward county

4.98 out of 5 average rating, 196 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.

Jun 27 – Jul 4

€ 835 per night

Guest favorite

Apartment in Prince Edward

4.99 out of 5 average rating, 232 reviews

Bark Guesthouse in Prince Edward County

Bark Guesthouse (Licence # ST-2020-0243) is a newly built guesthouse in Prince Edward County, set on a 2-acre property surrounded by vineyards. Within walking or biking distance of 20 plus wineries, lavender farm and a short drive to the villages of Wellington, Bloomfield and Picton. If you are looking to escape the city and enjoy a slower pace of life, then Bark Guesthouse might just be the place for you.

Oct 29 – Nov 5

€ 248 per night

Guest favorite

Guesthouse in Wellington, Prince Edward County

4.93 out of 5 average rating, 120 reviews

Welcome to our lovely Wellington cottage!

Our beautiful cottage is the perfect place for a getaway! Lake Ontario is literally around the corner, we're a 5 minute walk to fabulous Wellington restaurants and The Millennium Trail, and very close to some of the best wineries in the county. Sorry but our cottage is not suitable for pets, infants or children. License ST-2019-0265. Maximum 2 guests/1 car.

Sep 10 – 17

€ 178 per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Wellington vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Wellington's top sights

Drake Devonshire240 locals recommend

Wellington Beach69 locals recommend

The Lakeside Motel34 locals recommend

La Condesa109 locals recommend

Midtown Brewing Company170 locals recommend

East and Main Bistro126 locals recommend

Other great vacation rentals in Wellington

Guest favorite

Home in Prince Edward

4.89 out of 5 average rating, 182 reviews

Red Door on Main (2 beach passes included)

Dec 18 – 25

€ 353 per night

Guest favorite

Apartment in Prince Edward

5.0 out of 5 average rating, 145 reviews

Speakeasy Suites Picton, Prince Edward County

Dec 10 – 17

€ 100 per night

Guest favorite

Home in Prince Edward

5.0 out of 5 average rating, 124 reviews

The Hull House - Lake Ontario Waterfront w Sauna

Oct 13 – 20

€ 1,015 per night

Guest favorite

Guest suite in Prince Edward

5.0 out of 5 average rating, 47 reviews

Wellington Guest Suite on Main!

Feb 10 – 17

€ 182 per night

Guest favorite

Home in Prince Edward

5.0 out of 5 average rating, 22 reviews

The Trimble Lake House, Ontario

Mar 12 – 19

€ 420 per night

Guest favorite

Home in Prince Edward

4.9 out of 5 average rating, 21 reviews

Downtown Wellington 2-Bedroom 2 bath w/ Lake View

Feb 15 – 22

€ 188 per night

Guest favorite

Villa in Prince Edward

4.98 out of 5 average rating, 44 reviews

The Getaway Wellington PEC Suite #1

May 25 – Jun 1

€ 172 per night

Guest favorite

Home in Prince Edward

4.91 out of 5 average rating, 11 reviews

Grapevine Cottage at The Birch

Oct 15 – 22

€ 173 per night

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Quick stats about vacation rentals in Wellington

Total rentals	140 properties
Rentals with a pool	10 properties have a pool
Pet-friendly rentals	30 properties allow pets
Family-friendly rentals	80 properties are a good fit for families
Total number of reviews	9.2K reviews
Nightly prices starting at	€ 75 before taxes and fees

Vacation rentals in Wellington

Top-rated vacation rentals in Wellington

Guesthouse in Prince Edward

Home in Prince Edward

Bungalow in Prince Edward

Guest suite in picton

Bungalow in Prince Edward

Guest suite in Prince Edward

Guesthouse in Wellington, Prince Edward County, ON

Cottage in Prince Edward

Apartment in Prince Edward

Home in Prince Edward county

Apartment in Prince Edward

Guesthouse in Wellington, Prince Edward County

Vacation rentals for every style

Cottages

Apartments

Houses

Popular amenities for Wellington vacation rentals

Stay near Wellington's top sights

Other great vacation rentals in Wellington

Home in Prince Edward

Apartment in Prince Edward

Home in Prince Edward

Guest suite in Prince Edward

Home in Prince Edward

Home in Prince Edward

Villa in Prince Edward

Home in Prince Edward

Quick stats about vacation rentals in Wellington

Total rentals

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Destinations to explore