Vacation rentals in Keswick, Georgina

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Top-rated vacation rentals in Keswick, Georgina

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Guest favorite

Guesthouse in Newmarket

4.85 out of 5 average rating, 195 reviews

Private cozy stylish fun Spacious Chill Basement

🔆Cozy Bright Spacious stylish Furnished Separate Entrance On The Ground basement: 🧖W/New 3 pc Bathroom 🛏 Super comfy Queen bed Exquisite Bar/Kitchenette 🔸Air fryer , Ice maker 🔹Mini Fridge,Counter top Burner 🔸Microwave,Coffee Maker,Toaster ☕️🍵Complimentary coffee and Tea 🔥Nice New Gas Fireplace 🛋Super comfy couch Bean bag ✅💯Super Cool Games and features: 🎱Pool Table 🎰Craps Table,Blackjack,Poker Chips 🎲Backgammon 🎯♟Dart,Chess,Jenga 📺 TV,AppleTV,chromecast 🧺Shared Laundry 🅿️ Parking on street

Sep 24 – Oct 1

$91 per night

Guest favorite

Dome in Bradford West Gwillimbury

4.98 out of 5 average rating, 208 reviews

Four season glamping dome under the stars

Whether you are looking for a romantic getaway for two, a solo remote work week in solitude surrounded by nature, or a family adventure, this 4-season geodesic dome is just the right place. Explore picturesque trails of Scanlon Creek Conservation Area, enjoy inground pool in summer, experience breathtaking sunsets over the farm fields, the starry skies by the bonfire, mesmerizing dance of fireflies in June, and let the frogs and crickets lull you to sleep in the place where time stands still...

Nov 12 – 19

$104 per night

Guest favorite

Guest suite in Newmarket

4.93 out of 5 average rating, 102 reviews

2 Bed-2Bath-Kitchen | Private | Family-Couple-Work

We have an ideal place for you regardless of work, pleasure, or family time. The recently renovated suite includes: - Separate keyless entry - 2 bedrooms with closets - Living room with 55" TV - Full kitchen with storage & dining - 2 full bathrooms (1 en suite) - 2 on-premises Parking - Laundry - WiFi & more FAST EV Charger-Check for availability ($15/charge) CENTRAL LOCATION! Steps to Upper Canada Mall, Groceries, Restaurants, Trails, Parks, Golf Course, Costco, Walmart, Highway, Go, & more

May 4 – 11

$65 per night

Guest favorite

Apartment in Newmarket

4.84 out of 5 average rating, 179 reviews

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

Mar 15 – 22

$63 per night

Guest favorite

Apartment in Georgina

5.0 out of 5 average rating, 5 reviews

Quiet Country Escape Close To Beach Parks And Golf

Welcome to our country retreat! Kick back and relax in this quiet very comfortable, secluded guest suite. This unit is in a stand alone uninhabited building with its own private entrance and is not shared making it 100% yours to enjoy. This private retreat is perfect for beach and water enthusiasts, cyclists, golfers, fishing & boating. Located close to all of the shorelines of Cooks Bay all the way to Sibbald Park. The ROC and many beaches and golf courses are a short bike ride or drive away!

Sep 14 – 21

$98 per night

Guest favorite

Guest suite in East Gwillimbury

4.92 out of 5 average rating, 369 reviews

Stylish, Modern 2nd Floor Private Apt. Quiet Area

Located in a beautiful and quiet neighborhood, this modern apartment can make for a perfect peaceful getaway no matter the occasion. Close to Lake Simcoe, beautiful beaches for swimming & fishing, and plenty of nature trails. Highlights: Large and cozy bedroom with ample storage and work space. Beautiful open concept dining area and kitchen with everything you need. Keurig coffee, tea and some snacks provided. Comfy sofa in front of a large screen TV with Netflix. High speed internet provided.

Aug 30 – Sep 6

$80 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.

Sep 22 – 29

$147 per night

Guest favorite

Cottage in Georgina

4.97 out of 5 average rating, 125 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.

Dec 14 – 21

$544 per night

Guest favorite

Guesthouse in Newmarket

4.93 out of 5 average rating, 121 reviews

Stylish 1-Bedroom Home in the heart of Newmarket

This recently renovated unit is located walking distance from Newmarket's GO-Train, public transit, regional hospital, and Historic Main St strip. With its central location you are steps away from nature walks, hiking trails, lovely shops, great restaurants and excellent local craft breweries. Not to mention Upper Canada Mall. Nestled on a quaint street, and sitting on a half acre lot filled with old growth trees this place gives off serious cottage vibes. (But with better Wifi)

Jul 19 – 26

$96 per night

Guest favorite

Cottage in Georgina

4.9 out of 5 average rating, 239 reviews

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

Location, Location, Location! S/W Exposure! firepit, hot tub, west-facing sunset views, fishing, swimming, boating, and nearby amenities. In winter, it transforms into a winter wonderland, perfect for ice fishing and snowmobiling. New renovated 4-seasons retreat. Less than an hour from the GTA. This lakeside haven on Prestigious Cooks Bay provides the ideal getaway. Enjoy a rejuvenating experience with a *** Don't miss out on this incredible opportunity ***

Mar 12 – 19

$589 per night

Guest favorite

Apartment in Innisfil

4.99 out of 5 average rating, 494 reviews

Cozy One bedroom Apartment by the Lake

A clean and inviting upper level one-bedroom apartment across the street from beautiful Lake Simcoe & Innisfil Beach Park! A short walk to all amenities in town, (Tim's, LCBO, Pizza, Nofrills, Canadian Tire & More) just 20 minutes to Barrie and 50 minutes to Toronto. This apartment is perfect for a summer weekends to the beach. Also ideal for ice fishing in winter. You have your own private outdoor space with a BBQ and plenty of parking for car & boat.

Sep 25 – Oct 2

$66 per night

Guest favorite

Dome in East Gwillimbury

4.92 out of 5 average rating, 129 reviews

Deerleap Glamping Dome

Looking for a peaceful escape from the city? Our glamping dome offers just that, situated on 10 acres of picturesque land with trail, streams, and a stunning pond view. Perfect for a romantic retreat or a weekend getaway with the family, our dome is equipped with everything you need, from upscale sanitary to fast Wifi. Relax and enjoy the starry sky from the comfort of your bed, gather around the bonfire for s'mores , or explore nearby Lake Simcoe.

Aug 6 – 11

$160 per night