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Cottage vacation rentals in Port Perry

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Top-rated cottage rentals in Port Perry

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Cottage in Bowmanville

4.87 out of 5 average rating, 118 reviews

Super Cute & Modern 3 Bedroom Beach Bungalow

Transport Yourself To This Modern, Open Concept, 3 Bedroom Beach House & You Will Feel Like You Have Left The Country! Only An Hr From Toronto. Take In The Stunning Views Of Lake Ontario & Relax Over The Lapping Sounds Of The Waves. Enjoy Direct Access to The PRIVATE Beachfront & The Outdoor Space (Drum fire pit, Patio Set, BBQ)-It's The Perfect Urban Getaway. You Get The Entire House & Lots Of Parking Available. ABSOLUTELY NO PARTIES PERMITTED. Pls read all rules before booking. No pets.

Jan. 6 – 13

$474 CAD per night

Guest favourite

Cottage in Georgina

4.98 out of 5 average rating, 132 reviews

Granny's Cottage

Granny’s Cottage is located on Lake Drive East across the road from Lake Simcoe. Our private lakefront is yours to enjoy. Our lakehouse equipped with mini fridge and chairs while looking out over beautiful Lake Simcoe. Lakehouse is available late spring to early fall. This cozy cottage is newly renovated with all the comforts for a much needed getaway. Available for your use is a badminton net, 2 kayaks and a large canoe (seasonal). There is also a secure lock up for you bicycles.

Oct. 12 – 19

$257 CAD per night

Cottage in Innisfil

4.83 out of 5 average rating, 241 reviews

Cozy cottage nestled in the forest, near the beach

Beautiful, modern, cottage-like home nestled in the trees. Located on a large and extremely private property at the end of a small gravel road with no neighbours on one side. Huge yard backs onto a forest with trails leaving your doorstep. Mapleview beach is only a short walk to the bottom of the road and there are so many other scenic beaches in the Sandy Cove area. The home is fully equipped, clean and cozy, with high speed internet and smart TVs, comfy bedding and pillowtop mattress.

May 7 – 14

$213 CAD per night

Guest favourite

Cottage in Innisfil

4.94 out of 5 average rating, 151 reviews

Utopia Villa and Spa

Welcome to Utopia where you will make amazing long lasting memories with your family and friends. Just minutes from the beach, grocery stores, gas stations, and anything else you can need. There is so much to do here that you will never want to leave! Imagine a day full of good food by the fireplace, a dip in the hot tub, relaxing in the sauna and playing in the game room. Treat yourself with a stay! House rule: No smoking/eating in hot tub. Breaking this rule will result in $500 fine.

Nov. 18 – 25

$495 CAD per night

Guest favourite

Cottage in Cobourg

4.99 out of 5 average rating, 212 reviews

Hideaway: Luxury Victorian Coach House

Featured by Explore Ontario as a top 10 stay in 2022 and described by Narcity Canada as “like living in the holiday.” Follow us @coachhouse_cobourg Located on a Victorian estate, this 160 yr old guest house offers a charming, luxury retreat brimming with modern amenities. Enjoy a private hot tub exclusively for coach house guests. ✨ Spa, shop, dine, hike within 10 minutes 〰️ Minutes to Cobourg beach/ Presquile Prov. Park 〰️ private hot tub and patio 〰️ minutes to historic downtown

Dec. 30 – Jan. 6

$567 CAD per night

Guest favourite

Cottage in Innisfil

4.91 out of 5 average rating, 128 reviews

Stunning Lakefront Cottage Hot Tub & Sauna

.🧘 Relaxing, Quiet, waterfront property with stunning nature. 🧖‍♀️ Experience a private Spa with year round new sauna & new hot tub and amazing view 🤫 A peaceful oasis for families. Please describe your family before requesting to book. Max 6 guests incl children. Absolutely no events, parties, noise allowed. Not for a group of friends 🏖50’x302’ lot, private dock, gazebo 👩🏻‍💻65” smart 4K UHD TV, fast / reliable internet, LCD fridge, filtered water, all high tech.

Nov. 11 – 18

$609 CAD per night

Cottage in Bowmanville

4.86 out of 5 average rating, 102 reviews

Waterfront Beach House Oasis - All Season Hot Tub!

Welcome to the one of a kind beach house - Paradise just outside of the City! Our waterfront 4 bedroom property features unobstructed lake views, a view of an infinite horizon featuring breathtaking sunsets, kayaks, a fire pit, BBQ, and an all-season hot tub. Whether it’s staying in and enjoying a movie, relaxing on our private beach, or exploring the nearby Darlington conservation areas, our home will provide you with everything you need for the perfect urban getaway!

Sep. 3 – 10

$813 CAD per night

Guest favourite

Cottage in Port McNicoll

4.98 out of 5 average rating, 124 reviews

Boe's Cottage: Newly Renovated - Great WIFI

Experience Southern Georgian Bay - Ontario's Four Season Playground. Just 90 Minutes from Toronto! Relax in our fully renovated 4 season cabin with all the amenities of home. Steps from the lake with parks, beaches, hiking, kayaking. And in the winter, snowshoe, skate, snowmobile, cross country & downhill skiing at Mount st. louis moonstone Great setup for a 'working' vacation with excellent WIFI 10 Minutes to Midland for restaurants & unique shopping experiences

Oct. 1 – 8

$189 CAD per night

Guest favourite

Cottage in Kinmount

4.94 out of 5 average rating, 280 reviews

Secluded Cottage on a Private Lake

2 bedroom cedar log cottage on over 300 beautiful acres. Very private. Many walking trails to explore and enjoy. Lovely deck on the cottage and a great dock at the lake. Canoe, pedal boat, and swimming raft. All just a 2 hour drive from Toronto. We have another property at the opposite end of the private lake - all of the same wonderful outdoor activities but this time based out of a stunning log house. Check it out under other Kinmount listings!!

Jan. 8 – 15

$247 CAD per night

Guest favourite

Cottage in Tiny

4.94 out of 5 average rating, 204 reviews

Bluestone

Bluestone is located less than 10 minutes' drive from beautiful Awenda Provincial Park in Tiny, Ontario. Every choice was made with guest comfort in mind. In the Summertime, take a short walk down a wooded path to Georgian Bay and perfect swimming, or explore a hiking trail and take in the natural beauty of the area. In Winter, enjoy skiing and snowshoeing locally, or stay in, put a record on, and cozy up by the fire. License #STRTT-2024-017

Jan. 1 – 8

$259 CAD per night

Cottage in Lakefield

4.83 out of 5 average rating, 115 reviews

The Clubhouse

The Clubhouse is situated on a large partially treed property in the Kawarthas. This property includes a lake lot at the bottom of the hill with a new dock to access Stoney Lake. Located close to boat launches at McCracken's Landing or Gilchrist Bay, Stoney Lake offers access to the Trent Canal System . A pedal boat, 2 kayaks and a canoe are available (guests should supply their own life jackets as they are required in all watercraft)

May 25 – Jun. 1

$164 CAD per night

Cottage in Port Severn

4.86 out of 5 average rating, 130 reviews

Cottage "Down By The Bay"

1 bdrm cottage in beautiful Port Severn, ON with firepit, WIFI, Heat and AC. Great location year round. Located on the main road into Honey Harbour, ON and close to amenities such as Tim Hortens, LCBO, gas stations and restaurants. Near water and beaches (NOT A WATERFRONT- Port Severn Park and Beach is 7 min drive) Right beside entrance to OFSC trails for snowmobiling Mount ST. Louis is a 20 min drive Fishing/ice fishing options nearby

Jan. 19 – 26

$133 CAD per night

Vacation rentals for every style

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Popular amenities for Port Perry cottage rentals

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

Guest favourite

Cottage in Georgina

4.9 out of 5 average rating, 239 reviews

Beach House-S/W Exposure! Hot Tub Sandy Water!

Dec. 12 – 19

$1,096 CAD per night

Cottage in Waubaushene

4.86 out of 5 average rating, 393 reviews

Modern Chalet w/ Hot Tub on Trail - Ski/Hike/Run

Jul. 13 – 20

$691 CAD per night

Guest favourite

Cottage in Innisfil

4.9 out of 5 average rating, 290 reviews

Crystal Beach Cottage & Spa

Aug. 21 – 28

$559 CAD per night

Cottage in Peterborough

4.84 out of 5 average rating, 113 reviews

Hot Tub+Games Room at Waterfront Cottage Kawarthas

Jun. 21 – 28

$665 CAD per night

Guest favourite

Cottage in Innisfil

4.99 out of 5 average rating, 120 reviews

Charming waterfront cottage on Lake Simcoe

Apr. 3 – 10

$1,070 CAD per night

Cottage in Gravenhurst

4.92 out of 5 average rating, 106 reviews

HOT TUB！The Good Times on Morrison Lake

Sep. 12 – 19

$649 CAD per night

Guest favourite

Cottage in Kawartha Lakes

4.88 out of 5 average rating, 180 reviews

Waterfront ★ Hot Tub ★ Sauna ★ BBQ ★ Kayaks ★ Wifi

Mar. 7 – 14

$426 CAD per night

Guest favourite

Cottage in Midland

4.86 out of 5 average rating, 148 reviews

House on the Hill, HotTub, Ski, Ice Fish, Trails

Mar. 13 – 20

$293 CAD per night

Pet-friendly cottage rentals

Guest favourite

Cottage in North Kawartha

5.0 out of 5 average rating, 219 reviews

4 Season Lakefront Log Cabin (No Cleaning Fee)

Feb. 12 – 19

$405 CAD per night

Guest favourite

Cottage in Hastings

4.96 out of 5 average rating, 234 reviews

Waterfront Kawartha sunsets - year round!

Dec. 10 – 17

$378 CAD per night

Cottage in Waubaushene

4.81 out of 5 average rating, 126 reviews

The Cottage on Coldwater; where bay & trail meet.

May 1 – 8

$190 CAD per night

Cottage in Brechin

4.93 out of 5 average rating, 118 reviews

COTTAGE ON LAKE SIMCOE -4 BEDROOMS /2WSHRMS

Sep. 6 – 13

$525 CAD per night

Guest favourite

Cottage in Little Britain

4.97 out of 5 average rating, 31 reviews

StarBay Hollow

Oct. 16 – 23

$213 CAD per night

Guest favourite

Cottage in Caesarea

4.93 out of 5 average rating, 14 reviews

Lakeside Cottage Getaway South Shore Lake Scugog

Dec. 13 – 20

$372 CAD per night

Cottage in Port Perry

4.82 out of 5 average rating, 66 reviews

Luxury Cottage by Lake Scugog w/ Hot Tub

Aug. 16 – 23

$475 CAD per night

Guest favourite

Cottage in Clarington

5.0 out of 5 average rating, 11 reviews

My Yozy Cottage Retreat

Dec. 29 – Jan. 5

$356 CAD per night

Private cottage rentals

Guest favourite

Cottage in Richmond Hill

4.94 out of 5 average rating, 127 reviews

White Oak on Wilcox-Richmond Hill Lakefront Oasis

Aug. 29 – Sep. 5

$504 CAD per night

Guest favourite

Cottage in Hastings

4.93 out of 5 average rating, 125 reviews

Country Cabin Two by the Trent River

Apr. 2 – 9

$135 CAD per night

Guest favourite

Cottage in Port Perry

4.89 out of 5 average rating, 9 reviews

Waterfront cozy cottage.

Feb. 10 – 17

$437 CAD per night

Guest favourite

Cottage in Kawartha Lakes

4.82 out of 5 average rating, 28 reviews

2BR/1BA Oasis | Stylish Retreat w/Modern Amenities

Mar. 6 – 13

$169 CAD per night

Guest favourite

Cottage in Bobcaygeon

5.0 out of 5 average rating, 11 reviews

Lakefront Cottage Escape | Dock | Fire Pit | BBQ

Nov. 2 – 9

$233 CAD per night

Guest favourite

Cottage in Roseneath

5.0 out of 5 average rating, 36 reviews

4 Season Rice Lake Cottage Suite

Aug. 20 – 27

$168 CAD per night

Guest favourite

Cottage in Orillia

5.0 out of 5 average rating, 12 reviews

Luxury lakefront cottage escape

Dec. 13 – 20

$512 CAD per night

Guest favourite

Cottage in Georgina

4.96 out of 5 average rating, 57 reviews

Resort-Style Luxury Waterfront Cottage

Mar. 19 – 26

$919 CAD per night

Destinations to explore