Vacation rentals in Wellington

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Top-rated vacation rentals in Wellington

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Guesthouse in Prince Edward

4.95 out of 5 average rating, 201 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!

Mar 1 – 8

$116 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 9 – 16

$328 per night
Guest favorite

Home in Hillier

4.94 out of 5 average rating, 236 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.

Apr 23 – 30

$113 per night

Popular amenities for Wellington vacation rentals

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

5.0 out of 5 average rating, 122 reviews

The Hull House - Lake Ontario Waterfront w Sauna

Sep 11 – 18

$620 per night
Guest favorite

Guest suite in Prince Edward

4.9 out of 5 average rating, 142 reviews

Room by the Vineyard 1

Jan 26 – Feb 2

$98 per night
Guest favorite

Home in Prince Edward

4.94 out of 5 average rating, 175 reviews

Globe House Prince Edward County

Aug 13 – 20

$144 per night
Guest favorite

Home in Prince Edward

4.92 out of 5 average rating, 126 reviews

Prince Edward County - The Annex - Family Friendly

Dec 29 – Jan 5

$144 per night
Guest favorite

Bungalow in Prince Edward

4.97 out of 5 average rating, 173 reviews

Fitzroy Fieldhouse - Near Wineries With Free Bikes

Oct 17 – 24

$225 per night
Guest favorite

Guest suite in Prince Edward

4.99 out of 5 average rating, 289 reviews

Rockery Suite - Picton 4 min to Main St ParkPass

Aug 27 – Sep 3

$123 per night
Guest favorite

Home in Wellington

4.98 out of 5 average rating, 192 reviews

The Red Brick House - Wellington

Nov 15 – 22

$328 per night
Guest favorite

Bungalow in Prince Edward

4.91 out of 5 average rating, 315 reviews

Bright & Cozy Bungalow Close to Downtown Picton

Aug 25 – Sep 1

$138 per night
Guest favorite

Guest suite in Prince Edward

5.0 out of 5 average rating, 44 reviews

Wellington Guest Suite on Main!

Dec 25 – Jan 1

$150 per night
Guest favorite

Home in Prince Edward

5.0 out of 5 average rating, 20 reviews

The Trimble Lake House, Ontario

Nov 11 – 18

$368 per night
Guest favorite

Apartment in Prince Edward

4.94 out of 5 average rating, 52 reviews

Gorgeous & Spacious 3 Bdrm Suite

Nov 1 – 8

$145 per night
Guest favorite

Villa in Prince Edward

4.98 out of 5 average rating, 44 reviews

The Getaway Wellington PEC Suite #1

May 28 – Jun 4

$138 per night

Quick stats about vacation rentals in Wellington

Total rentals

140 properties

Rentals with dedicated workspaces

50 properties have a dedicated workspace

Pet-friendly rentals

40 properties allow pets

Family-friendly rentals

90 properties are a good fit for families

Total number of reviews

9.4K reviews

Nightly prices starting at

$80 before taxes and fees

Destinations to explore

  1. Airbnb
  2. Canada
  3. Ontario
  4. Prince Edward County
  5. Prince Edward
  6. Wellington