Vacation rentals in Keswick

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Top-rated vacation rentals in Keswick

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
Vibrant autumn foliage displays shades of yellow and orange surrounding a geodesic dome. A pathway of stone steps leads through a lawn covered in colorful leaves, creating a serene outdoor setting amidst lush greenery.
Dome in Bradford West Gwillimbury
4.96 out of 5 average rating, 414 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...

Top guest favorite
A well-lit living area is presented, featuring a comfortable sofa, a dining table with yellow chairs, and a modern wall-mounted television. Light enters through the glass door, which leads to the outside, while a doorway on the left offers access to a private bathroom.
Guest suite in Newmarket
4.97 out of 5 average rating, 78 reviews

5Star Cozy Modern Newmarket 1BR Main Floor Getaway

Welcome to our Cozy 1 bedroom Newmarket Retreat located near the intersection of Davis and Leslie, minutes from the 404, Davis Drive, Southlake Region Health Centre, Holland Marsh Wineries, Madisons Greenhouse, and Magna International. Our charming ground-level 1 bedroom AirBnb offers an abundance of natural light making it the perfect choice for your short or extended stay. My AirBnb is neat, tidy, and ideal for professionals, couples & commuters. 45 mins from Toronto. License #BL2024-00209

Top guest favorite
A comfortable living area features a cozy sofa with decorative pillows, positioned near a large window allowing natural light. A flat-screen TV is mounted on the wall, and a small coffee table rests on a patterned rug. A lamp and electric fireplace add to the inviting ambiance.
Guest suite in East Gwillimbury
4.92 out of 5 average rating, 483 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.

Top guest favorite
A cozy seating area is featured with a dark leather recliner sofa positioned near a modern fireplace. A large TV is mounted on the wall, displaying a serene sunset over water. Lush greenery is provided by a potted plant nearby, enhancing the inviting space.
Guest suite in East Gwillimbury
4.98 out of 5 average rating, 185 reviews

Adorable Entire Suite,Sep. Entry,1 Parking

Enjoy easy access to stores, restaurants and entertainment from this perfect location. Only 5 min. drive to GO Train & Bus Terminal with quick, convenient transport to Downtown Toronto, Canada’s Wonderland, etc. This lower level guest suite is fully equipped with own laundry, kitchenette with mini fridge, Induction 2 burner Cook Top Stove, microwave, toaster and coffee maker. Cozy Fireplace, 60” screen HD TV and Luxurious King Size Bed Safe Neighbourhood with walking trails and parks.

Guest favorite
The living area features a sectional couch positioned near a small white coffee table, creating a comfortable gathering space. A doorway leads to a staircase, while a kitchenette is visible in the background. Natural light enters through a nearby window, enhancing the neutral decor.
Apartment in Innisfil
4.77 out of 5 average rating, 381 reviews

1 Bedroom Hotel Style Short/Long term Available

Covid19 Clean with Sanitation station set up in main entrance - Come stay at this brand new all-season, private & modern guest suite close to all Innisfil has to offer! 1.2 km away from Lake Simcoe, Big Cedar Golf Course & minutes away from all major Ski hills in Barrie! Enjoy summer activities such as multiple beaches, boating/marinas, golfing & fishing- all within walking range. Enjoy winter activities such as skiing, snowboarding and very special ice fishing spot at the end of the road.

Top guest favorite
A serene lake view captures twilight colors reflected on the calm surface of the water. Soft pastel hues of pink, purple, and orange fill the sky, while the silhouette of trees frames the horizon, adding to the peaceful ambiance of the lakefront.
Cottage in Keswick
4.99 out of 5 average rating, 170 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.

Top guest favorite
The kitchen area features modern appliances including a stainless steel refrigerator and oven. A marble island is complemented by two metal bar stools. A woven wall hanging adds texture, and various kitchen items are neatly arranged, providing a functional and inviting space.
Apartment in Alcona
5 out of 5 average rating, 97 reviews

Spacious Apartment 5 Minute Walk to Innisfil Beach

Forget your worries in this bright, comfortable, second floor guest apartment just a short walk to Lake Simcoe & Innisfil Beach Park! Enjoy all the comforts of home in this beautiful space with high ceilings and lots of natural light. It's perfect for all seasons, and both long & short stays. We are an hour from Toronto, 20 minutes from Barrie, 30 minutes from Vetta Nordic Spa, 15 minutes from Three Feathers Terrace Event Venue &15 minutes from Friday Harbour Resort! NO CLEANING FEES!

Guest favorite
A rustic cabin, partially visible through snow-covered trees, features a warm wooden exterior. Snow blankets the roof and surrounding ground, while sunlight filters through the branches, creating a serene winter atmosphere. A wrap-around deck is seen at the front of the cabin.
Cabin in Georgina
4.89 out of 5 average rating, 157 reviews

Romantic Cabin N the Woods just 80km from CN Tower

This Romantic 1 bedroom Rustic Cabin was resurrected from the original homestead to re-invent this Cabin just for Couples! Birthdays, Anniversaries, Honeymoons & Proposals! Sleep under 2 -4’ huge Skylights watching the moon as it crosses directly overhead in the Loft Bedroom! Or simply enjoy a time away to re-connect with your loved one! Sit under stars Year Round in the modern new Hot tub after your run or walk on 200 acres of hilly trails 5kms from the cabin ( Brown Hill Tract)

Top guest favorite
A modern living area features a wall-mounted television above a sleek fireplace. A circular glass coffee table sits on a black and white striped rug. Two black chairs and a light-colored sofa provide comfortable seating. Soft natural light filters through sheer curtains.
Guesthouse in Georgina
4.97 out of 5 average rating, 63 reviews

Bright & Modern Lower Level Apt in Keswick

Enjoy our brand new apartment in a quiet, non-smoking home. Few minutes walk to Lake Simcoe, perfect place to relax and a retreat for those who appreciate fishing, hiking; Ice fishing, snowboarding during the winter months. Close to Shops & Restaurants, The Roc, Imagine Cinema, The Ice Palace and Stephen Leacock Theatre. The Space Modern comfort and decor. Your luxury stay includes access to high-speed internet, Smart TV with access to Netflix. Full Kitchen and Laundry in suite.

Guest favorite
A spacious open-concept suite features a comfortable sleeping area with a bed adorned with decorative pillows. A sleek black sofa is paired with a circular table, while a small plant adds a fresh touch. Soft lighting and a window enhance the inviting atmosphere.
Guest suite in Newmarket
4.86 out of 5 average rating, 133 reviews

The Quiet Retreat

Welcome to our cozy suite, your perfect private retreat. Soft beige walls and warm lighting create a comforting atmosphere in our open-concept space. Unwind in the sleeping area or kick back in the living and dining areas with a good book or work. Our separate entrance ensures complete privacy, allowing you to come and go as you please. Make yourself at home in our warm and inviting place, your home away from home. License #BL2023-00257

Top guest favorite
A spacious bedroom area features a queen bed adorned with light bedding. A large wall-mounted TV is visible, and a cozy rug lies on the floor. Two comfortable chairs with bright yellow cushions provide seating beside the bed. Natural light streams in through a small window.
Guest suite in Barrie
5 out of 5 average rating, 186 reviews

Entire Private Basement Suite

Clean Spacious private Basement with all amenities that you may require for your stay. Features a queen bed, bathroom and kitchen. Free Parking is included. Highway 400, Park Place, Walmart, Costco, Canadian Tire are within 5-7 minutes driving distance. We offer our guests complete privacy from check-in to check-out, but always available if needed. Perfect for savvy budget travelers who deserve quality stay.

Top guest favorite
An open-concept living room is highlighted by natural light pouring in through large arched windows. A comfortable white couch is paired with accents of black and brown. A decorative fireplace adds warmth, while modern furnishings create a welcoming atmosphere.
Home in Keswick
5 out of 5 average rating, 15 reviews

Lake Days & Cozy Nights – Your Year-Round Retreat

Cozy, family-friendly cottage just a short walk from the lake! Enjoy peaceful mornings on the porch, fun afternoons exploring nearby trails or public lake access, and evenings by the firepit. Perfect for families or friends, with a fully equipped kitchen, comfy spaces, and games for all ages. Relax, reconnect, and enjoy a quiet getaway surrounded by nature—where making memories is easy and the pace is slow.

Popular amenities for Keswick vacation rentals

When is the best time to visit Keswick?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ121ﺩ.ﺇ140ﺩ.ﺇ114ﺩ.ﺇ118ﺩ.ﺇ250ﺩ.ﺇ253ﺩ.ﺇ253ﺩ.ﺇ253ﺩ.ﺇ250ﺩ.ﺇ147ﺩ.ﺇ125ﺩ.ﺇ242
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Quick stats about vacation rentals in Keswick

  • Total vacation rentals

    Explore 70 vacation rentals in Keswick

  • Nightly prices starting at

    Keswick vacation rentals start at ﺩ.ﺇ37 per night before taxes and fees

  • Verified guest reviews

    Over 1,310 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    70 of Keswick vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Keswick rentals

  • 4.7 Average rating

    Keswick stays receive an average rating of 4.7 out of 5 from guests

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