Title: Pleasant Ridge Vacation Home Rentals from CA $210: Search Top Private Vacation Homes for Rent | Expedia.ca [Hotels in Pleasant Ridge](https://expedia.ca/Pleasant-Ridge-Hotels.d553248635975866269.Travel-Guide-Hotels)[Vacation Rentals in Pleasant Ridge](https://expedia.ca/Pleasant-Ridge-Vacation-Rentals.d553248635975866269.Travel-Guide-VacationRentals)[Pleasant Ridge Car Rentals](https://expedia.ca/Car-Rentals-In-Pleasant-Ridge.d553248635975866269.Car-Rental-Guide)[Pleasant Ridge Vacation Packages](https://expedia.ca/Pleasant-Ridge.d553248635975866269.Destination-Travel-Guides) ![Lodging Image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=553248635975866269&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=553248635975866269&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 15 - May 17](https://www.expedia.ca/Hotel-Search?regionId=553248635975866269&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jun 12 - Jun 14](https://www.expedia.ca/Hotel-Search?regionId=553248635975866269&startDate=2026-06-12&endDate=2026-06-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Pleasant Ridge vacation homes ![Exterior](https://images.trvl-media.com/lodging/116000000/115930000/115923400/115923334/4c3bafc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/116000000/115930000/115923400/115923334/d59c99fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/116000000/115930000/115923400/115923334/14681d34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/116000000/115930000/115923400/115923334/27f2044c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 1-bedroom building with WiFi, AC in brilliant Madison Maine [](https://www.expedia.ca/Madison-Hotels-Charming-1-Bedroom-Building-With-WiFi.h115923334.Hotel-Information) Madison 9.0/10 Wonderful (4 reviews) "Excellent service and perfect for our stay. Would book again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott CA $165 CA $210 total includes taxes & fees Feb 19 - Feb 20 [](https://www.expedia.ca/Madison-Hotels-Charming-1-Bedroom-Building-With-WiFi.h115923334.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/70000000/69820000/69814000/69813934/f46e19d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/70000000/69820000/69814000/69813934/a4fb11c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/70000000/69820000/69814000/69813934/2d584bba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/70000000/69820000/69814000/69813934/9f4af367.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming renovated Bank building direct access for ATV/ snowmobiles [](https://www.expedia.ca/Bingham-Hotels-Charming-Renovated-Bank-Building-Direct-Access-For-Atv-Snowmobiles.h69813934.Hotel-Information) Bingham 9.2/10 Wonderful (19 reviews) "Vary nice and convenient place enjoyed the stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dan Y. CA $123 CA $231 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Bingham-Hotels-Charming-Renovated-Bank-Building-Direct-Access-For-Atv-Snowmobiles.h69813934.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/79000000/78360000/78355800/78355759/w1003h683x21y0-f10478e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/79000000/78360000/78355800/78355759/9ed613bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78360000/78355800/78355759/96d7c66c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/79000000/78360000/78355800/78355759/2b890bd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfortable, Charming Home Near Outdoor Adventure. Pet Friendly! [](https://www.expedia.ca/Bingham-Hotels-Comfortable.h78355759.Hotel-Information) Bingham 10/10 Exceptional (10 reviews) "Great location to stay at for whitewater rafting with the family. Property was as described with plenty of space for everyone to relax after being outdoors all day. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Audra S. CA $136 CA $474 total includes taxes & fees Mar 18 - Mar 19 [](https://www.expedia.ca/Bingham-Hotels-Comfortable.h78355759.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33570000/33570000/33569974/cd4c1b63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/34000000/33570000/33570000/33569974/ca789ac7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/34000000/33570000/33570000/33569974/9f0b2d94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33570000/33570000/33569974/575af4f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sugarloaf West Mountain Summit Lodge [](https://www.expedia.ca/Kingfield-Hotels-On-Mountain-Ski-In-On-Private-Glade-Off-West-Mountain-To-Your-Back-Door.h33569974.Hotel-Information) Sugarloaf 9.4/10 Exceptional (51 reviews) "This was the second time I've stayed at Jill's with my family and we had a great time! Plenty of space for our group!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kailey H. CA $1,043 CA $1,766 total includes taxes & fees Mar 3 - Mar 4 [](https://www.expedia.ca/Kingfield-Hotels-On-Mountain-Ski-In-On-Private-Glade-Off-West-Mountain-To-Your-Back-Door.h33569974.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/102000000/101970000/101961500/101961496/8fd9d1b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/102000000/101970000/101961500/101961496/7e56e7fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/102000000/101970000/101961500/101961496/b6ca3c49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101970000/101961500/101961496/a4e033e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy mountain retreat near Skiing, Hiking, and Biking! [](https://www.expedia.ca/Kingfield-Hotels-Cozy-Mountain-Retreat-Near-Skiing.h101961496.Hotel-Information) Kingfield CA $818 CA $1,020 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Kingfield-Hotels-Cozy-Mountain-Retreat-Near-Skiing.h101961496.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/47000000/46260000/46253600/46253588/e2011c4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/47000000/46260000/46253600/46253588/76b6c207.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/47000000/46260000/46253600/46253588/79a61858.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/47000000/46260000/46253600/46253588/9b313a55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SUGARLOAF on mountain - Best Place For The Money! [](https://www.expedia.ca/Kingfield-Hotels-Vrbo-Property.h46253588.Hotel-Information) Carrabassett Valley 10/10 Exceptional (13 reviews) "Accommodations were great! Ideal location for a ski trip." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert F. CA $1,084 CA $1,690 total includes taxes & fees Mar 17 - Mar 18 [](https://www.expedia.ca/Kingfield-Hotels-Vrbo-Property.h46253588.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-03-03&endDate=2026-03-04®ionId=553248635975866269&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=AA_SPRING_PROMO_553248635975866269) ## Find vacation rentals that suit your style Apartments [](https://www.expedia.ca/Hotel-Search?destination=Pleasant+Ridge%2C+Maine%2C+United+States+of+America®ionId=553248635975866269&latLong=45.111289%2C-69.993048&adults=2&startDate=2026-05-18&d1=2026-05-18&endDate=2026-05-21&d2=2026-05-21&lodging=APARTMENT) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Pleasant+Ridge%2C+Maine%2C+United+States+of+America®ionId=553248635975866269&latLong=45.111289%2C-69.993048&adults=2&startDate=2026-05-18&d1=2026-05-18&endDate=2026-05-21&d2=2026-05-21&lodging=CABIN) Condos [](https://www.expedia.ca/Hotel-Search?destination=Pleasant+Ridge%2C+Maine%2C+United+States+of+America®ionId=553248635975866269&latLong=45.111289%2C-69.993048&adults=2&startDate=2026-05-18&d1=2026-05-18&endDate=2026-05-21&d2=2026-05-21&lodging=CONDO) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Pleasant+Ridge%2C+Maine%2C+United+States+of+America®ionId=553248635975866269&latLong=45.111289%2C-69.993048&adults=2&startDate=2026-05-18&d1=2026-05-18&endDate=2026-05-21&d2=2026-05-21&lodging=COTTAGE) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Pleasant+Ridge%2C+Maine%2C+United+States+of+America®ionId=553248635975866269&latLong=45.111289%2C-69.993048&adults=2&startDate=2026-05-18&d1=2026-05-18&endDate=2026-05-21&d2=2026-05-21&lodging=VACATION_HOME) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Pleasant+Ridge%2C+Maine%2C+United+States+of+America®ionId=553248635975866269&latLong=45.111289%2C-69.993048&adults=2&startDate=2026-05-18&d1=2026-05-18&endDate=2026-05-21&d2=2026-05-21&lodging=CHALET) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FPleasant-Ridge-Private-Vacation-Homes.d553248635975866269-aaPrivateVacationHomes.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FPleasant-Ridge-Private-Vacation-Homes.d553248635975866269-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Pleasant Ridge Hotel Reviews ![Quiet rural Maine cabin near Bigelow Preserve, Flagstaff Lake and Sugarloaf ](https://images.trvl-media.com/lodging/77000000/76490000/76483300/76483208/5ca4b9e3_y.jpg) ### Quiet rural Maine cabin near Bigelow Preserve, Flagstaff Lake and Sugarloaf 10/10 Excellent "Very welcoming…" [](https://expedia.ca/New-Portland-Hotels-Quiet-Rural-Cabin-Near-Hiking-Trails-And-Sugarloaf-Mountain.h76483208.Hotel-Information) ![Sugarloaf Inn](https://images.trvl-media.com/lodging/22000000/21230000/21223500/21223483/3e06e660_y.jpg) ### Sugarloaf Inn 10/10 Excellent "Clean room, friendly staff through out. And ride in, ride out! " [](https://expedia.ca/Kingfield-Hotels-Sugarloaf-Inn.h21223483.Hotel-Information) ![Spacious Riverside Cabin Near Sugarloaf – Perfect for Family Getaways](https://images.trvl-media.com/lodging/41000000/40740000/40738100/40738097/d1a9d1e8_y.jpg) ### Spacious Riverside Cabin Near Sugarloaf – Perfect for Family Getaways 10/10 Excellent "Our family had a wonderful second stay at Tahoe East! The cabin is both spacious and cozy - with a great kitchen for cooking after-ski meals and plenty of space for our family to spread out or gather together. We love the furniture and the special things that the host has collected - books, art, etc. Some call this "clutter" but we call this cozy and homey. Perfect mix with great views and close proximity to Sugarloaf Mtn. The host is a great communicator and quickly answers questions - he is a wonderful person who has had an amazing life, lots of great stories - we love talking with him. We will return again!!" [](https://expedia.ca/Kingfield-Hotels-Sugarloaf-Area-Spectacular-Upscale-Log-Home.h40738097.Hotel-Information) ![Sugarloaf Mountain Hotel](https://images.trvl-media.com/lodging/1000000/610000/604200/604151/f526efea_y.jpg) ### Sugarloaf Mountain Hotel 10/10 Excellent "Amazing stuff, clean room " [](https://expedia.ca/Kingfield-Hotels-Sugarloaf-Mountain-Hotel.h604151.Hotel-Information) ![Sugarloaf camp - ski/ outdoors rustic retreat](https://images.trvl-media.com/lodging/94000000/93160000/93155100/93155057/17cbff40_y.jpg) ### Sugarloaf camp - ski/ outdoors rustic retreat 10/10 Excellent "The cabin was great! Super cozy and fit our needs great.The kitchen is well equipped with a fridge, oven, toaster oven, pots and pans and basic cooking ingredients. The heat works well, the floor is cold so bring slippers. Matt is a great host. We accidentally went to the wrong address and he helped us to find the place. The composting toilet works great! " [](https://expedia.ca/Kingfield-Hotels-Sugarloaf-Camp-Ski-Outdoors-Rustic-Retreat.h93155057.Hotel-Information) ![Sugarloaf West Mountain Summit Lodge](https://images.trvl-media.com/lodging/34000000/33570000/33570000/33569974/cd4c1b63_y.jpg) ### Sugarloaf West Mountain Summit Lodge 10/10 Excellent "The host is amazing and the house is great! We had everything we needed and the house was perfect!" [](https://expedia.ca/Kingfield-Hotels-On-Mountain-Ski-In-On-Private-Glade-Off-West-Mountain-To-Your-Back-Door.h33569974.Hotel-Information) ![Bingham Motor Inn](https://images.trvl-media.com/lodging/116000000/115220000/115214100/115214027/026f100c_y.jpg) ### Bingham Motor Inn 10/10 Excellent "Yes." [](https://expedia.ca/Bingham-Hotels-Bingham-Motor-Inn.h115214027.Hotel-Information) ![Awesome house in Kennebec Valley. Dog Friendly! OUTDOOR FUN! w-Wifi!](https://images.trvl-media.com/lodging/108000000/107910000/107906100/107906026/e8091a83_y.jpg) ### Awesome house in Kennebec Valley. Dog Friendly! OUTDOOR FUN! w-Wifi! 10/10 Excellent "Quiet relaxing weekend" [](https://expedia.ca/Caratunk-Hotels-Awesome-4-Season-House-In-Kennebec-Valley-Dog-Friendly-OUTDOOR-FUN.h107906026.Hotel-Information) ![Terrapin Hostel](https://images.trvl-media.com/lodging/95000000/94860000/94858800/94858719/f77562fe_y.jpg) ### Terrapin Hostel 10/10 Excellent "From one night i stayd 5\. Its clean. Beautifull, free.parking, brsakfest included. Near the ski hill. 20 min drive max. " [](https://expedia.ca/Kingfield-Hotels-Terrapin-Hostel.h94858719.Hotel-Information) ## Find out more about Pleasant Ridge ## Pleasant Ridge Vacation Homes information | Number of reviews | 93 | | ----------------- | ----------------- | | Accommodation | 52 Vacation Homes | | Lowest Price | CA $210 | | Highest Price | CA $1,766 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [1 Star Hotels in Kennebec Valley ](https://www.expedia.ca/1Star-Kennebec-Valley-Hotels.s10-0-d6057313.Travel-Guide-Filter-Hotels) - [2 Star Hotels in Kennebec Valley ](https://www.expedia.ca/2Star-Kennebec-Valley-Hotels.s20-0-d6057313.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Kennebec Valley ](https://www.expedia.ca/3Star-Kennebec-Valley-Hotels.s30-0-d6057313.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Brighton ](https://www.expedia.ca/5Star-Brighton-Hotels.s50-0-d6333766.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Kennebec Valley ](https://www.expedia.ca/5Star-Kennebec-Valley-Hotels.s50-0-d6057313.Travel-Guide-Filter-Hotels) - 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