Holiday houses in Georgina

4.96 out of 5 average rating, 142 reviews

Guesthouse in Uxbridge

Guesthouse in nature mins to Durham trails & Spa!

Relax and unwind at this peaceful and private guesthouse situated on 25 acres of forest. We are family friendly and invite you to roam the land and visit our resident ducks! If you are feeling more adventurous, enjoy a hike on our private onsite trail or on one of the many local trails within walking distance in the Trail Capital of Canada! Later we'll get the Woodstove lit for you (Dec - Feb). Catch up on your fav programs with Roku TV. Enjoy the therapeutic rainfall shower guests rave about!

4.84 out of 5 average rating, 209 reviews

Apartment in Newmarket

Zoe's Suite of Newmarket

This beautiful suite offers, Separate entrance and lock to your suite. Private bathroom with standing shower,queen bed, 48 inch flats screen TV with Netflix and YouTube access. Brand new fully equipped kitchen and appliances, Including, Fridge, induction cooktop and cookware, microwave, kettle, toaster, coffee maker Huge kitchen island with 4 standing bar stool, Free wifi, Free one parking space, Fresh bed sheets and towels are provided Newly built fireplace in the unite to enjoy for the guests

Cabin in Whitchurch-Stouffville

4.99 out of 5 average rating, 102 reviews

Lakefront getaway for two on Musselman's Lake

An amazing getaway space for two and your dog on beautiful Musselman's Lake, close to Toronto but feels like you're in the Muskokas. This rustic designer one-bedroom cabin is the original attached cottage that our house grew from. Sit at the dock or on your patio to watch the spectacular sunsets. Have a coffee in the backyard and watch the sunrise over 160 acres of trails out your back door. This is your retreat with high-speed internet, full-size kitchen & dining area to enjoy cottage life.

4.95 out of 5 average rating, 103 reviews

Resort-Style Luxury Waterfront Cottage

Experience luxury at our 5-star, Superhost-rated waterfront cottage on Lake Simcoe, just 80 KM from Toronto! A guest favorite, it offers breathtaking sunsets and sunrises from the living room and loft. Relax on the sandy beach with waist-deep waters, and enjoy the patio, BBQ, bar, lounge, kayaking, and fishing. With a fully equipped kitchen, 3 bedrooms, and 2 bathrooms, it comfortably accommodates up to 8 guests. Book your dream getaway today for the perfect blend of relaxation and adventure!

4.97 out of 5 average rating, 197 reviews

Dome in Utopia

Off-grid Glamping Dome Nestled in the Woods

Welcome to our private campsite in Utopia, Ontario. Our family’s glamping dome is your chance to experience a unique getaway surrounded by the sights & sounds of nature. Amenities include camping essentials & some glamping perks: king size bed, bbq, fireplace, Indoor incineration toilet, soap & water, outdoor shower (seasonal), kettle, cooking utensils. Nearby is Purple Hill Lavender Farms, Drysdale's Tree Farm, Tiffin Conservation, Nottawasaga & golf courses. Wasaga Beach is 30 min away.

4.99 out of 5 average rating, 163 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.

4.97 out of 5 average rating, 179 reviews

Farm stay in Uxbridge

Private Loft w Sauna, Fireplace, Wi-Fi & Projector

Welcome to the LOFT - A private, eclectically designed spa-inspired unique stay in the historic Webb Schoolhouse, less than an hour from Toronto. Featured in TORONTO LIFE in 2021, this private loft includes a sauna, unique hanging bed, wood stove, kitchenette and is filled with art, and huge tropical plants as well as a projector & giant screen for epic movie nights. Relax and recharge, roam the grounds and enjoy the beautiful outdoor spaces, the permaculture farm, animals, and fire pit.

Superhost

Dome in Port Perry

4.92 out of 5 average rating, 609 reviews

South Geodome - Birchwood Luxury Camping

Located one hour from Toronto, Birchwood is a luxury camping experience for two. Immersed in a private forest on Scugog Island, our geodesic dome allows for a cozy and relaxing getaway. Enjoy the surrounding landscape and check out local shops and restaurants on Port Perry main street. Our geodome is designed for 2 guests however small families of 4 or a group 3 adults are welcome. Additional guests must be 12+ and added to your reservation at the time of booking. We do not allow pets.

4.91 out of 5 average rating, 275 reviews

Home in Georgina

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

Escape to this stunning vacation home, Professionally landscaped with an open-concept design, this spacious home easily accommodates large groups. Enjoy S/W views with breathtaking sunsets, and swim safely in the sandy-bottomed lake, 3-6 feet deep within 150 meters of shore. Nestled in a quiet neighborhood yet close to supermarkets, restaurants, and LCBO, this retreat has everything for an unforgettable stay. Search "Beach House-S/W Exposure " for more info on both of our properties!...

4.95 out of 5 average rating, 167 reviews

Pearl by Lake Simcoe - with sauna and steam room

Spacious and bright newly renovated house with access to the lake. This 2700 sqf house has a very functional and beautifully decorated living/dining area, 2 state of the art kitchens, 6 cosy bedrooms and 3 full washrooms. Huge 400 sqf deck with BBQ and heater comfortably fits a large company outside. Enjoy indoor sauna and steam room for deep relaxation. Free Wifi. Large entertainment room with Smart TV, XBox, Kinect and a foosball table provide plenty of activities inside the house.

4.97 out of 5 average rating, 117 reviews

Dome in East Gwillimbury

Chirping-Paradise Glamping Dome

Looking for a quick escape close to the city? Our glamping dome offers a serene retreat on 10 acres of trails, streams, and a peaceful pond. Perfect for birthdays, anniversaries, and family gatherings, it blends nature with a touch of luxury. In winter, enjoy the snowy outdoors and stay warm inside with the wood pellet stove. Thoughtfully designed for comfort and romance, with upscale amenities and fast Wi-Fi, it’s the ideal spot to create unforgettable memories.

4.98 out of 5 average rating, 126 reviews

Cottage in Brechin

Nordic Spa- Sauna: Spring Getaway

*** AMAZING WINTER PROMO: BOOK 2 NIGHTS and get the third free ( for winter travel to up to March 6) Your own private Nordic Spa !! Wood fired hot tub + sauna and Cold Plunge ! 1 hour and 20 mins from Toronto. 75 Feet of waterfront with the cottage being 18 feet from the edge of the lake. It is an incredible property to enjoy everything Lake Simcoe has to offer in the summer and winter ! Close to Orilla, ski hills and amazing ice fishing.

Holiday rentals for every style

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Kick off your hiking boots at these rustic lodgings

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Quaint homes, peaceful surroundings

Popular amenities for Georgina holiday rentals

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Pool

Free parking on premises

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Other great holiday rentals in Georgina

4.97 out of 5 average rating, 87 reviews

Home in Little Britain

Cozy Lakeside Cottage on Lake Scugog

SavannahRating, 5 stars1 week ago

Fabulous location with such a great host! Would definitely visit again, and would highly recommend to anyone looking for a fun and beautiful pet-friendly getaway!

4.92 out of 5 average rating, 39 reviews

Cozy 4 Bdr Cottage Near Lake Simcoe & Beaches

GrahamRating, 5 stars1 month ago

Accommodation was exactly as shown and described with added squirrels and chipmunks dashing around outside! Fab place in a fab location, close to a fab freshwater lake and fab bar at the end of the road.

Home in Bradford West Gwillimbury

4.95 out of 5 average rating, 41 reviews

BRAND NEW Guest 1 bedroom Retreat

LaurieRating, 5 stars5 days ago

The place was wonderful and just as seen in pics. Karla was a terrific host and responded quickly to any questions. Would definitely stay again.

5 out of 5 average rating, 23 reviews

Cottage in Beaverton

Private Waterfront Cottage at Lake Simcoe

AndreaRating, 5 stars3 weeks ago

What a great place! We had 11 people. 6 adults and 5 children. There were beds for everyone and because the weather was crap (totally not Byron’s fault - LOL) we were inside most of the weekend. There was enough space and internet bandwidth to keep everyone happy and engaged! Everything was comfortable and the kitchen had everything we needed! Hope to rent this next year for family fun weekend!

Superhost

Cottage in Brock

4.89 out of 5 average rating, 28 reviews

Unique waterfront Cottage -1.5 hours from T0

ClaireRating, 5 stars3 days ago

We had a such a lovely stay at Todd’s place. The location is wonderful comfy beds powerful showers, plenty of towels and lots of mod cons. A sandy swimmable beach is outside your front door and from the back deck watch the boats go by dawn till dusk. Bliss. Very responsive host and lovely getaway.

4.92 out of 5 average rating, 39 reviews

Cottage in Innisfil

Lakefront Luxury with Private Dock

RobinRating, 5 stars3 months ago

This place is extraordinary! Beautiful space to be in with a great bit of lake to enjoy. Would highly recommend, and hope to return myself some day.

5 out of 5 average rating, 97 reviews

Cabin in Georgina

Mill Pond Cabin, Nordic Cabin w/ Sauna + Hot-tub

DmitryRating, 5 stars1 week ago

Kate's retreat is a perfect getaway from the city. Quiet, private, with lots of nature surrounding the cottage. The sauna, hot tub, and fireflies at night - were the extras on top. Thanks so much.