
Pet-friendly holiday rentals in Keswick
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Top-rated pet-friendly home rentals in Keswick
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Hillside Haven: Serene Studio Retreat for 4
Escape to the serene Carriage Club Resort Studio! Dive into our inviting swimming pool, gather 'round the firepit, or challenge friends to volleyball. Stay active in our modern gym, then explore nearby skiing and golf. Pamper yourself at Vetta SPA or hit mountain biking and hiking trails. Your cozy studio, with a king-size bed and pull-out sofa, sleeps 4 comfortably. Nestled in rolling hills, just a 15-minute drive from Bass Lake's sandy shores. Discover tranquility with a touch of adventure!

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.

Mill Pond Cabin, Nordic Cabin w/ Sauna + Hot-tub
Welcome to your next weekend retreat, or work from home during the week in a private nature focused environment with amazing wellness amenities. From the cedar Sauna and hot tub, game corner and indoor gas fireplace- we have your relaxation and entertainment covered. Host your dream dinner party with our gas range stove, pellet smoker and BBQ to choose from. You'll be sounded by cedar forest on all sides on our private road, just 1hr N-E of downtown TO. Ideal for groups of 2-3 couples

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, 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.

Lake Simcoe-3bdr,hot tub,sauna,swim,play,hike
NEW!!: seasonal or monthly rental available, contact me directly to get the exact pricing, thank you Our cottage is about a 800 m from the beach at family friendly Innisfil Beach Park! The kitchen is modern and bright with lots of room for lounging inside the cottage or entertaining outside in the large yard with a fire pit. Our cottage is ideal for couples and families. It is beautifully furnished. There is a BBQ, patio furniture & firepit, smart TV with Roku and Chromecast.

Deerleap Glamping Dome
Located close to the city, our four-season glamping dome offers a peaceful and unique escape. In winter, the snow-covered landscape creates a magical scene, while inside, the wood pellet stove keeps the dome exceptionally warm and cozy. Nestled on 10 acres of picturesque land and a stunning pond view, Enjoy everything you need—from upscale sanitary facilities to fast Wi-Fi. Whether you’re celebrating a birthday, an anniversary, or simply seeking quiet time in nature.

Glass Dome - Sleep Under The Stars- Free Sundays
Discover this new, stunning 22ft Glass Geodesic Dome nestled in the heart of Uxbridge. Imagine waking up surrounded by 360-degree panoramic views of the natural landscape Please note... its FULL WEEKEND STAYS ONLY - BOOK FRIDAY AND SATURDAY-SUNDAY IS FREE. This allows guests to fully enjoy their Sunday without feeling rushed to check out at 11am. Enjoy all day Sunday with option of staying the evening. 8X12 BUNKIE NOW AVAIL. SLEEPS 4 $100/NIGHT ( 2 bunk beds)

Luxury Lakehouse Hot Tub Private Beach Lake Simcoe
Luxury Lake Simcoe Waterfront Retreat – 6BR/4BA lakehouse with private sandy beach, kayaks, SUP, lily pad, and hot tub under the stars. Cook in a lakeview open kitchen with floor-to-ceiling windows, or dine at the 14-seat solid wood table. Relax in 3 family rooms with fireplaces, a game room, and a new gazebo with outdoor sofas. Outdoors: lakeside firepit with Muskoka chairs, kids’ sand play area, west-facing sunsets, and space for family & group getaways.

Hotel Style Freshly painted;1 Bdrm; Pull-out coach
Come stay at this all-season built 2019, private & modern guest suite close to all Innisfil has to offer! 1 km on 6th line away from Lake Simcoe , Big Cedar Golf Course, Ic finshing & 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.

Pet-friendly, 1 BR condo in Horseshoe Valley
All-season Condominium in Horseshoe Valley. Spacious BR with ensuite. Living room with fireplace, dining space, sofa bed. Private balcony, kitchen with all the necessities. Walk to the new Vetta Nordic Spa. Skiing , golfing , hiking & biking trails, treetop trekking, restaurants, groceries- 5 min drive Barrie , Orillia , Wassaga beach are 20 min. drive( beach #3 is PET FRIENDLY) Please note: we are NOT able to accept cats!

King Bed*Pool*Fireplace*BBQ*Smart TV
The perfect getaway an hour away from Toronto! Modern and bright fully stocked condo with a king bed and queen pull out loaded with entertainment from TVs (Netflix, Amazon Prime, Disney+) to the best board games! Outside you are surrounded by 200 acres of nature preserve, with trails for walking and biking, golf, kayak, canoe, boat, etc. → Beach access → Underground Parking for 1 vehicle → Fully equipped + stocked kitchen

Lakeside Simcoe Fisher's apartment
Enjoy the cozy attached private Fisher's apartment in the small town of Gilford. The town is surrounded by Lake Simcoe and we are right across the street from the lake. You can fish at any season and sail your boat during the summer! We are also minutes away from the Cooks Bay Marina where you can rent boats and canoes. It's a great place to enjoy it with friends and family! ( Not a lakefront home)
Popular amenities for Keswick pet-friendly home rentals
Pet-friendly house rentals

Private Lower 1 BR + Sofabed Self Checkin with PKG

Cozy Lakeside Cottage on Lake Scugog

New Home Close to Simcoe

Luxurious Spacious Dream Home with Parking!

Simcoe Retreat

2BR+2Bath! 2queen beds! Luxury Private Quiet Clean

Waterfront Cottage Over-the-Water view w BBQ& Wifi

Cozy Alton Cabin | March Break Escape Near Toronto
Pet-friendly home rentals with a pool

Treehouse on private, isolated forest (300 acres)

1BR Friday Harbour Retreat | Balcony + Pool Access

Utopia villa and spa

Your Peaceful Santuary in Nature

The Captain's Cottage at Willow Pond

Modern Custom Built Walkout to Marble Pool Game RM

Private 2BR Condo | 4 Beds+Pool+Resort

3rd Night Free when you book 2 Nights with us.*
Private, pet-friendly home rentals

Cozy 4 Bdr Cottage Near Lake Simcoe & Beaches

Willow Beach Renovated Cottage

cozy basement apartment

Trendy/Quaint/Clean 2-Bed Lower Unit Guest Suite

Sunset Harmony on Cook’s Bay

Peaceful Cottage • Close to Lake Simcoe + Fire Pit

Escape to the tropics in Bradford at Villa Tina

Cozy Fountain Home
When is the best time to visit Keswick?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £23 | £28 | £28 | £24 | £33 | £37 | £51 | £50 | £50 | £58 | £50 | £60 |
| Avg. temp | -7°C | -6°C | -1°C | 6°C | 12°C | 17°C | 20°C | 19°C | 15°C | 9°C | 3°C | -3°C |
Quick stats about holiday rentals that are pet-friendly in Keswick

Total holiday rentals
Explore 30 holiday rentals in Keswick

Nightly prices starting at
Keswick holiday rentals start at £7 per night before taxes and fees

Verified guest reviews
Over 840 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Keswick holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Keswick rentals

4.6 Average rating
Keswick stays receive an average rating of 4.6 out of 5 from guests
Destinations to explore
- Rentals with a fireplace Keswick
- Family-friendly rentals Keswick
- Rentals with a patio Keswick
- Rentals with outdoor seating Keswick
- Cottage rentals Keswick
- Rentals with a firepit Keswick
- House rentals Keswick
- Rentals with beach access Keswick
- Rentals with a washing machine and dryer Keswick
- Waterfront rentals Keswick
- Rentals with lake access Keswick
- Pet-friendly rentals Georgina
- Pet-friendly rentals Ontario
- Pet-friendly rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Blue Mountain Village
- Metro Toronto Convention Centre
- Port Credit
- Distillery District
- The Danforth Music Hall
- BMO Field
- Nike Square One Shopping Centre
- Harbourfront Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Trinity Bellwoods Park
- Snow Valley Ski Resort
- Massey Hall
- Financial District
- Mount St. Louis Moonstone
- Casa Loma
- Dufferin Grove Park
- Lakeridge Ski Resort




