Vacation rentals with a pool in Dufferin County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Dufferin County

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Guest favorite
Guesthouse in Orangeville
Sunny Pines Farm Studio Tennis Court/Bruce Trail
Perfect for a getaway in the country. A bright, spacious, open-concept designer studio featuring beautiful rolling-hill vistas, queen bed, 3-piece bathroom, dedicated bbq, heat/AC plus a wood burning stove, wet bar with a Nespresso machine, deluxe counter-top oven & bar fridge and all new tennis court, laundry available upon request. Mono Cliffs, Boyne Valley, Hockley Valley Nature Reserve Prov. Parks & Mansfield Recreation Centre are minutes away. Ideal hiking, cycling, snowshoeing and xcsking.
May 13 – 20
$121 per night
4.96 out of 5 average rating, 308 reviews
Guest favorite
Home in Alton
Cheerful 3 bedroom home with outdoor pool & hottub
This beautiful 3 bedroom , 1.5 bathroom house in the quaint village of Alton can sleep 6-8 people. It is the perfect size for a medium sized family. The house in located right in the village, backing on to a shallow flowing part of the credit river. You are able to enjoy the sounds of nature and views right from the Muskoka chairs placed along the river bank. The outdoor above ground pool is available for use during summer months. Less then a 2 min walk to the Millcroft Inn & Spa.
Sep 30 – Oct 7
$195 per night
4.96 out of 5 average rating, 67 reviews
Guest favorite
Guest suite in Orangeville
Private Hot Tub - Headwaters Retreat
Escape to our cozy and rustic queen suite with a modern touch. Private entrance & hot tub steps from your door, overlooking our peaceful conservation area. Spacious fireplace in main suite with en-suite bathroom, Apple TV, Netflix, and second bedroom with two twin beds. Steps from the hiking trails and just minutes from the town center. Perfect for outdoor adventures, art gallery visits, wine tours, weddings, sporting events, work trips or just a quiet getaway. Your getaway awaits!
Sep 23 – 30
$61 per night
4.92 out of 5 average rating, 656 reviews

Popular amenities for Dufferin County rentals with a pool

House rentals with a pool

Guest favorite
Home in Mono
Mono Springs - Dream Country Escape w pool/hot tub
Jan 19 – 26
$615 per night
4.88 out of 5 average rating, 24 reviews
Guest favorite
Home in Mono
Country Family Getaway with private trails
Mar 16 – 23
$375 per night
4.97 out of 5 average rating, 29 reviews
Guest favorite
Home in Erin
Estate House with Hot Tub and Sauna ~Oasis D'Erin
Apr 28 – May 5
$410 per night
4.75 out of 5 average rating, 8 reviews
Guest favorite
Home in Shelburne
Primrose Park
May 6 – 13
$147 per night
4.82 out of 5 average rating, 28 reviews
Home in Mono
Mono Hills - Your Perfect Country Getaway!
Aug 16 – 23
$498 per night
New place to stay
Home in Mulmur
Large Creemore farmhouse on 50 acres
Apr 22 – 29
$737 per night
New place to stay
Home in Mansfield
Cimarron Ridge on 50 acres
Aug 23 – 30
$880 per night
New place to stay
Home in Caledon
House with a pool In Caledon
May 21 – 28
$209 per night
New place to stay
Guest favorite
Home in Mulmur
Mate’s Grove
Apr 18 – 25
$516 per night
4.95 out of 5 average rating, 19 reviews

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