Title: Montgomery County Vacation Home Rentals from CA $235: Search Top Private Vacation Homes for Rent | Expedia.ca [Montgomery County Hotels](https://expedia.ca/Destinations-In-Montgomery-County.d553248635976433437.Hotel-Destinations)[Vacation Rentals in Montgomery County](https://expedia.ca/Destinations-In-Montgomery-County.d553248635976433437.Vacation-Rental-Destinations)[Montgomery County Car Rentals](https://expedia.ca/Destinations-In-Montgomery-County.d553248635976433437.Car-Rental-Destinations)[Montgomery County Vacations](https://expedia.ca/Montgomery-County.d553248635976433437.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Montgomery County Vacation Rentals ## Compare and save ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976433437&startDate=2025-10-17&endDate=2025-10-19&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976433437&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248635976433437&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=553248635976433437&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Featured Vacation Homes in Montgomery County ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83030000/83023000/83022918/ade77e3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83030000/83023000/83022918/153ae473.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/84000000/83030000/83023000/83022918/465875d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/84000000/83030000/83023000/83022918/a24dda05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Craftsman styled home in the heart of downtown Highland Highland 10/10 Exceptional (64) "We had a wonderful stay! Plenty of room and Jennifer did a fantastic job of communicating with us! " [](https://www.expedia.ca/Highland-Hotels-Craftsman-Styled-Home-In-The-Heart-Of-Downtown-Highland.h83022918.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/75000000/74110000/74106800/74106735/6786f872.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74110000/74106800/74106735/39d1b23a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/75000000/74110000/74106800/74106735/f5926d3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/75000000/74110000/74106800/74106735/4dce3541.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Timeless Elegance | Walk to Capitol & Attractions | Historic Luxury Springfield 9.8/10 Exceptional (13) "Wonderful stay! The place is very unique. It was very clean. It's real convenient and easy to get around Springfield. " CA $320 CA $369 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Springfield-Hotels-The-Bressmer-2nd-Floor-3-Bed-2-Bath-Historical-Victorian-Home.h74106735.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/97000000/96190000/96183700/96183612/2849dd3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96190000/96183700/96183612/60b02b15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/97000000/96190000/96183700/96183612/00b9c748.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96190000/96183700/96183612/30efeafd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pet friendly remodeled bungalow home just two blocks from Washington Park. Springfield 10/10 Exceptional (15) "Perfect spot for our stay" [](https://www.expedia.ca/Springfield-Hotels-Remodeled-Bungalow-Home-Just-Two-Blocks-From-Washington-Park.h96183612.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115660000/115651400/115651328/ca2e6b76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/116000000/115660000/115651400/115651328/0fb7d1f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/116000000/115660000/115651400/115651328/a916f9d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115660000/115651400/115651328/62755fde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Springfield Stunner: a relaxing escape in peaceful Jerome Village Springfield 10/10 Exceptional (3) "Love this place. " [](https://www.expedia.ca/Springfield-Hotels-Charming-Springfield-Stunner.h115651328.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/43000000/42570000/42565000/42564987/9d8905a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/43000000/42570000/42565000/42564987/384b3f58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/43000000/42570000/42565000/42564987/24911a22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/43000000/42570000/42565000/42564987/2dbacef1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Home is on the original 1926-1930 Route 66 alignment Girard 10/10 Exceptional (91) "The historic house was perfect for our vacation. " CA $100 CA $239 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Girard-Hotels-Home-Is-On-The-Original-1926-1930-Route-66.h42564987.Hotel-Information) ![5 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113790000/113788800/113788795/45a06cdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113790000/113788800/113788795/3cdcde65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/114000000/113790000/113788800/113788795/86245e2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113790000/113788800/113788795/41019b31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Abe's Hideaway - Arcade, Hot Tub, Home Theater - Quiet upscale neighborhood Springfield 8.6/10 Excellent (4) "The house was very clean " CA $405 CA $744 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Springfield-Hotels-Abes-Hideaway-Arcade.h113788795.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/45000000/44950000/44943100/44943061/0db8ac03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/45000000/44950000/44943100/44943061/4b1b7269.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/45000000/44950000/44943100/44943061/473ef4a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/45000000/44950000/44943100/44943061/65f012a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Route 66 house; Litchfield IL; Pets welcome Litchfield 9.8/10 Exceptional (17) "Cute little place we were visiting our grandchildren who live in the area and we all had a great time the house is well decorated so cute and everything you need is there. We will check to see if this place is available every time we visit the grandchildren." CA $145 CA $235 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Litchfield-Hotels-Route-66-House-Historic-Rt-66-Litchfield-IL.h44943061.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/75000000/74110000/74106800/74106774/b2149760.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74110000/74106800/74106774/a4af9f88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74110000/74106800/74106774/333db611.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74110000/74106800/74106774/09e4695b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grand Historic Retreat | 3BR Suite | Modern Comfort & Classic Charm Springfield 10/10 Exceptional (50) "Great hosts and accommodations!" CA $332 CA $382 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Springfield-Hotels-The-Bressmer-Ground-Floor-3-Bed-2-Bath-In-Historical-Victorian-Manor.h74106774.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100410000/100408600/100408559/afa6466c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/101000000/100410000/100408600/100408559/bc65b733.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100410000/100408600/100408559/723391d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/101000000/100410000/100408600/100408559/b5789be7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Carlinville Cottage Carlinville 10/10 Exceptional (16) "This was a fantastic stay in a wonderfully clean space! We really enjoyed Carlinville cottage ans would stay again!" CA $307 CA $703 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Carlinville-Hotels-The-Carlinville-Cottage.h100408559.Hotel-Information) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/45000000/44950000/44946500/44946493/90-479f9a5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/45000000/44950000/44946500/44946493/93a7048e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/45000000/44950000/44946500/44946493/90-0c6ac841.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/45000000/44950000/44946500/44946493/581fcfab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Edwards House; Litchfield, IL; Pets welcome Litchfield 10/10 Exceptional (21) "Mike and Amy have a beautiful cozy place to stay. My partner and I had a wonderful time and were super comfy during our stay!" CA $145 CA $235 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Litchfield-Hotels-Edwards-House-Litchfield.h44946493.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/119000000/118070000/118061500/118061423/838468bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/119000000/118070000/118061500/118061423/3cd04e98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/119000000/118070000/118061500/118061423/1bd0f492.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/119000000/118070000/118061500/118061423/ac72dfe4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lake Shelbyville Corn Crib is a Charming 2-bedroom house with fishing ponds Lakewood 9.6/10 Exceptional (4) "Stayed here before...always nice " [](https://www.expedia.ca/Lakewood-Hotels-Lake-Shelbyville-Corn-Crib-Is-A-Charming-2-Bedroom-House-With-Fishing-Ponds.h118061423.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/65000000/65000000/64994300/64994277/7e556213.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/65000000/65000000/64994300/64994277/0c54b2c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books, video library](https://images.trvl-media.com/lodging/65000000/65000000/64994300/64994277/211d40ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/65000000/65000000/64994300/64994277/5fb6b5a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Victorian Carlinville home on Rt. 66 Carlinville 10/10 Exceptional (11) "We will stay there again if we're in the area." [](https://www.expedia.ca/Carlinville-Hotels-Victorian-Retreat-Close-To-Carlinville-Iconic-Rt-66-Square.h64994277.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/109000000/108900000/108898600/108898545/9e472350.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/109000000/108900000/108898600/108898545/acb49361.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/109000000/108900000/108898600/108898545/4162dd7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/109000000/108900000/108898600/108898545/65c8a38b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Plainview Vineyard Retreat by StayLage Shipman 10/10 Exceptional (1) "Quiet place to relax after a long day. Clean and will rent again if given the choice. " CA $143 CA $604 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Shipman-Hotels-Plainview-Vineyard-Retreat-By-StayLage.h108898545.Hotel-Information) ![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/101000000/100780000/100774300/100774228/d4481c36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee and/or coffee maker](https://images.trvl-media.com/lodging/101000000/100780000/100774300/100774228/f98c152c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/101000000/100780000/100774300/100774228/a0b19a58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, towels, soap, shampoo](https://images.trvl-media.com/lodging/101000000/100780000/100774300/100774228/03f6e2b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rainbow Retreat ~ 3-bedroom fun loving home full of color! Springfield 9.8/10 Exceptional (6) "Great location. Wonderful home. Lots of neighborhood roads to walk the dog on. " [](https://www.expedia.ca/Springfield-Hotels-Rainbow-Retreat-3-Bedroom-Fun-Loving-Home-Full-Of-Color.h100774228.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/75000000/74110000/74106800/74106756/5c37da85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74110000/74106800/74106756/1aa1375b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74110000/74106800/74106756/9e1505d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/75000000/74110000/74106800/74106756/b23736d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Downtown Stay | Victorian Beauty & Modern Comfort Springfield 9.6/10 Exceptional (21) "Clean charming place to stay. On a girls trip we felt safe and the girls loved the big bedroom in the house!" CA $315 CA $364 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Springfield-Hotels-The-Bressmer-3rd-Floor-3-Bed-2-Bath-Historical-Victorian-Home.h74106756.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74290000/74286500/74286462/c8637775.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74290000/74286500/74286462/bb7fa0ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/75000000/74290000/74286500/74286462/0a07055a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74290000/74286500/74286462/b8e6fa32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Jackson House; Pets Welcome Litchfield 10/10 Exceptional (16) "Overflow holiday guests stayed at this cute, clean, comfortable home. A wonderful experience with exceptionally kind, engaged, owners! " CA $160 CA $251 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Litchfield-Hotels-Jackson-House-Pets-Welcome.h74286462.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/111000000/110940000/110938400/110938365/6d4d856c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/111000000/110940000/110938400/110938365/6ed89b68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/111000000/110940000/110938400/110938365/3a785943.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/111000000/110940000/110938400/110938365/6a567db1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### State Street House; 3-br house; PETS WELCOME; Litchfield Litchfield 10/10 Exceptional (11) "Great house with a really great layout. Great location for accessing the parts of Litchfield we wanted to find. Super responsive host. " CA $194 CA $309 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Litchfield-Hotels-State-Street-House-3-Br-House-PETS-WELCOME-Litchfield.h110938365.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/41000000/40200000/40198200/40198106/fbce1f0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/41000000/40200000/40198200/40198106/e9990418.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/41000000/40200000/40198200/40198106/5029dfc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/41000000/40200000/40198200/40198106/7b24dabe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private country setting with large indoor pool Virden 9.4/10 Exceptional (16) "It’s nothing fancy but a great place for families to get a way with things to do right in the building" [](https://www.expedia.ca/Private-Country-Setting-With-Large-Indoor-Pool.h40198106.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/37000000/36630000/36621000/36620979/cf5f8ab9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/37000000/36630000/36621000/36620979/45a6d1ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/37000000/36630000/36621000/36620979/4fb4ef1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/37000000/36630000/36621000/36620979/472d1a67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### THE NEST getaways&gatherings, beach/lake sleeps 20+ Greenville 10/10 Exceptional (38) "The house was wonderful and the beach a lot of fun. It was the perfect family vacation spot!" [](https://www.expedia.ca/Carlyle-Lake-Hotels-THE-Nest-Getawaysgatherings.h36620979.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/78000000/77140000/77134400/77134372/65e4e85f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/78000000/77140000/77134400/77134372/b7134853.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/78000000/77140000/77134400/77134372/c1edd8be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/78000000/77140000/77134400/77134372/b5e98233.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Historic Escape | Whole House Sleeps 18 | Walkable Location Springfield 10/10 Exceptional (2) "Amazing property. Couldn’t have asked for anything better. Kitchen, living room, laundry and dining room on every floor. Luxurious bedrooms. A beautiful old mansion. In the heart of Springfield. Every amenity you could imagine. We had an amazingly wonderful weekend of sharing and church family time." [](https://www.expedia.ca/Springfield-Hotels-The-Bressmer-Victorian-National-Historical-Landmark-Home-From-1853.h77134372.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=2025-10-22&endDate=2025-10-23®ionId=553248635976433437&adults=2&lodging=VACATION_HOME&sort=RECOMMENDED&openPlayBack=true) ![](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%2FMontgomery-County-Private-Vacation-Homes.d553248635976433437-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FMontgomery-County-Private-Vacation-Homes.d553248635976433437-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Montgomery County Hotel Reviews ![La Quinta Inn & Suites by Wyndham Springfield IL](//images.trvl-media.com/lodging/12000000/11750000/11743400/11743369/8566810a_y.jpg) ### La Quinta Inn & Suites by Wyndham Springfield IL 10/10 Excellent "Everything was very good " [](https://expedia.ca/Springfield-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Springfield-IL.h11743369.Hotel-Information) ![Country Inn & Suites by Radisson, Springfield Southeast](//images.trvl-media.com/lodging/7000000/6950000/6948500/6948444/w594h400x58y0-39b8f8d5_y.jpg) ### Country Inn & Suites by Radisson, Springfield Southeast 10/10 Excellent "Everyone was friendly and helpful " [](https://expedia.ca/Springfield-Hotels-Country-Inn-Suites-By-Radisson.h6948444.Hotel-Information) ![Baymont by Wyndham Litchfield](//images.trvl-media.com/lodging/1000000/540000/537800/537794/57687574_y.jpg) ### Baymont by Wyndham Litchfield 10/10 Excellent "It was very ,very nice staff and comfortable stay" [](https://expedia.ca/Litchfield-Hotels-Baymont-By-Wyndham-Litchfield.h537794.Hotel-Information) ![Holiday Inn Express Springfield by IHG](//images.trvl-media.com/lodging/1000000/210000/204200/204143/9979c40c_y.jpg) ### Holiday Inn Express Springfield by IHG 10/10 Excellent "Room as clean. Breakfast is excellent, eggs, pancakes, bacon. " [](https://expedia.ca/Springfield-Hotels-Holiday-Inn-Express-Springfield.h204143.Hotel-Information) ![Comfort Inn & Suites Springfield I-55](//images.trvl-media.com/lodging/1000000/450000/440300/440225/6f7a8c06_y.jpg) ### Comfort Inn & Suites Springfield I-55 10/10 Excellent "The room was huge and even had a second room for those that needed to be up and about earlier - but didn't want to disturb the other. The staff gave supper suggestions and the local area delivered a wonderful pizza right to our door. And when we brought the leftover's down for disposal, they were happy to take it from us." [](https://expedia.ca/Springfield-Hotels-Comfort-Inn-Suites-Springfield-I-55.h440225.Hotel-Information) ![Motel 6 Springfield, IL](//images.trvl-media.com/lodging/1000000/990000/981000/980987/ea60b30a_y.jpg) ### Motel 6 Springfield, IL 10/10 Excellent "Was clean and the staff was friendly " [](https://expedia.ca/Springfield-Hotels-Motel-6-Springfield.h980987.Hotel-Information) ![Hampton Inn by Hilton Litchfield](//images.trvl-media.com/lodging/2000000/1380000/1374000/1373941/d92274c8_y.jpg) ### Hampton Inn by Hilton Litchfield 10/10 Excellent "I had cheese omelet and it was good. Coffee good. Clean area. Plan to come back" [](https://expedia.ca/Litchfield-Hotels-Hampton-Inn-Litchfield.h1373941.Hotel-Information) ![Route 66 Hotel, Springfield, Illinois](//images.trvl-media.com/lodging/1000000/30000/22700/22647/30423017_y.jpg) ### Route 66 Hotel, Springfield, Illinois 10/10 Excellent "Excellent staff" [](https://expedia.ca/Springfield-Hotels-Route-66-Hotel.h22647.Hotel-Information) ![Jackson House; Pets Welcome](//images.trvl-media.com/lodging/75000000/74290000/74286500/74286462/c8637775_y.jpg) ### Jackson House; Pets Welcome 10/10 Excellent "Relaxing comfy beds! We had a restful evening after our long drive. Wonderful hosts. Will definitely stay again and recommend to our family and friends." [](https://expedia.ca/Litchfield-Hotels-Jackson-House-Pets-Welcome.h74286462.Hotel-Information) ## Find out more about Montgomery County ## Montgomery County Vacation Homes information | Number of reviews | 405 | | --- | --- | | Accommodation | 43 Vacation Homes | | Lowest Price | CA $235 | | Highest Price | CA $744 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Vacation Rental - More ways to book - [Apartments in Benld](https://www.expedia.ca/Benld-Apartments.d553248634983372757-aaApartments.Travel-Guide-Accommodation) - [Apartments in Bingham](https://www.expedia.ca/Bingham-Apartments.d553248634983235814-aaApartments.Travel-Guide-Accommodation) - [Butler Hotels](https://www.expedia.ca/Butler-Hotels.d553248634983347810.Travel-Guide-Hotels) - [Motels in Butler](https://www.expedia.ca/Butler-Motels.d553248634983347810-aaMotels.Travel-Guide-Accommodation) - [Cabin Rentals in Carlinville](https://www.expedia.ca/Carlinville-Cabins.d7263-aaCabins.Travel-Guide-Accommodation) - 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