Cottage vacation rentals in Port Perry

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Top-rated cottage rentals in Port Perry

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Guest favorite

Cottage in Brighton

4.95 out of 5 average rating, 184 reviews

Bianca Beach House - EV/Hot Tub/Firepit/Waterfront

Welcome to our Boho Chic Beach House! Get away from it all at this newly refurbished lakeside property with 125ft of private shoreline. Relax in the hot tub, rest your toes in the sand as you listen to the waves break, take the kayaks out, swim in the lake, have lunch on the deck, roast smores at the custom firepit, and take in beautiful sunsets. We have all the modern amenities including EV charger, BBQ, central heating, A/C, washer/dyer, 50" Smart TV with Netflix, high speed LTE Internet.

Jul 18 – 25

G$103,480 GYD per night

Superhost

Cottage in Brighton

4.85 out of 5 average rating, 220 reviews

Artist Cottage View of Lake Ontario

YES, you can self-isolate here or stay as a 1st responder or health care provider. It’s PERFECT for that. Just let us know in advance. We are close to Trenton, Cobourg and Belleville. An artist designed full cottage on the local Apple Route. A wooded property with spectacular views of Lake Ontario. Near quaint village of Brighton, beach & nature of Presquile Park, golf, antiques, hiking, biking, Lake Ontario & fresh water Little Lake. An ideal place for peace, comfort and contemplation.

Jun 16 – 23

G$19,286 GYD per night

Guest favorite

Cottage in Warkworth

4.99 out of 5 average rating, 148 reviews

Warkworth Retreat

This is a cozy, comfortable home in the woods, perfect for a quiet getaway, surrounded by nature. Enjoy your time hiking or biking in the summer or snowshoeing and cross country skiing in the winter. The property boasts numerous well marked trails on 50 acres. There is a large deck at the top of a hill, perfect for star gazing. The area is great for golfing, and for exploring the nearby villages of Warkworth, Hastings, and Cambellford. If you need anything we are only a phone call away.

Oct 29 – Nov 5

G$29,784 GYD per night

Guest favorite

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

G$35,380 GYD per night

Guest favorite

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

Jan 19 – 26

G$68,960 GYD per night

Guest favorite

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.

Oct 26 – Nov 2

G$75,032 GYD per night

Superhost

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

G$119,357 GYD per night

Guest favorite

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

Nov 6 – 13

G$22,595 GYD per night

Guest favorite

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

G$35,786 GYD per night

Guest favorite

Cottage in Tiny

4.94 out of 5 average rating, 205 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

G$37,292 GYD per night

Superhost

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

G$18,809 GYD per night

Guest favorite

Cottage in Tiny

4.95 out of 5 average rating, 196 reviews

Private 40 Acre Cottage with Hot Tub

Our two bedroom cabin + cubby (available in summers) by a scenic pond is a private getaway while close to the main road and many amenities. Private outdoor space includes hot tub, deck, fire pit, and walking trails. We have a barn with ping pong and foosball tables. We are 20 min to Barrie, 10 min to Midland, 20 min to Balm beach, Wasaga beach, Mt. St Louis and Horseshoe Valley resort.

Jul 22 – 29

G$83,625 GYD per night