Title: Pittsfield Vacation Rentals from $126: Search Short-Term Rentals | Expedia.com

[Pittsfield Travel Guide](https://expedia.com/Pittsfield.dx146411)[Hotels in Pittsfield](https://expedia.com/Pittsfield-Hotels.d146411.Travel-Guide-Hotels)[Flights to Pittsfield](https://expedia.com/Cheap-Flights-To-Pittsfield.d146411.Travel-Guide-Flights)[Car Rentals in Pittsfield](https://expedia.com/Car-Rentals-In-Pittsfield.d146411.Car-Rental-Guide)[Pittsfield Vacation Packages](https://expedia.com/Pittsfield.d146411.Destination-Travel-Guides)

![Court House in Pittsfield](https://images.trvl-media.com/place/146411/e1162892-98db-4e1f-aa10-c1e92fa5be83.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/146411/e1162892-98db-4e1f-aa10-c1e92fa5be83.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=146411&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 15 - May 17](https://www.expedia.com/Hotel-Search?regionId=146411&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 three months

[Jun 12 - Jun 14](https://www.expedia.com/Hotel-Search?regionId=146411&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)

In four months

[Jul 10 - Jul 12](https://www.expedia.com/Hotel-Search?regionId=146411&startDate=2026-07-10&endDate=2026-07-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Pittsfield%2C+Illinois%2C+United+States+of+America&regionId=146411&latLong=39.607825%2C-90.805129&adults=2&startDate=2026-06-19&d1=2026-06-19&endDate=2026-06-22&d2=2026-06-22&lodging=CABIN)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Pittsfield%2C+Illinois%2C+United+States+of+America&regionId=146411&latLong=39.607825%2C-90.805129&adults=2&startDate=2026-06-19&d1=2026-06-19&endDate=2026-06-22&d2=2026-06-22&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Pittsfield%2C+Illinois%2C+United+States+of+America&regionId=146411&latLong=39.607825%2C-90.805129&adults=2&startDate=2026-06-19&d1=2026-06-19&endDate=2026-06-22&d2=2026-06-22&lodging=COTTAGE)

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## Top Pittsfield Hotel Reviews

![The Eagles Nest Inn](https://images.trvl-media.com/lodging/112000000/111950000/111944700/111944656/9536012a_y.jpg)

### The Eagles Nest Inn

10/10 Excellent

"Best place to stay in town!"

[](https://expedia.com/Louisiana-Hotels-The-Eagles-Nest-Inn.h111944656.Hotel-Information)

![River's Edge Motel](https://images.trvl-media.com/lodging/13000000/12240000/12232200/12232142/2cb4a716_y.jpg)

### River's Edge Motel

10/10 Excellent

"Owners were incredibly friendly and helpful. Told me about local places to and even remember my name when I went down to get another pillow. Room was clean and spacious. The only possible negative is you hear the trains going by but for me that was just added ambiance."

[](https://expedia.com/Hannibal-Hotels-Rivers-Edge-Motel.h12232142.Hotel-Information)

![Green Acres Hotel](https://images.trvl-media.com/lodging/10000000/9990000/9986700/9986625/87b66cdb_y.jpg)

### Green Acres Hotel

10/10 Excellent

"Good place to stay!"

[](https://expedia.com/Pittsfield-Hotels-Green-Acres-Hotel.h9986625.Hotel-Information)

![Charming 4-bedroom Sleeps 10 lodge with AC and WiFi in welcoming Nebo](https://images.trvl-media.com/lodging/114000000/113140000/113134000/113133953/2808cbb6_y.jpg)

### Charming 4-bedroom Sleeps 10 lodge with AC and WiFi in welcoming Nebo

10/10 Excellent

"Had a great stay. Place is in nice location. Very fast on replying to questions. Thank you "

[](https://expedia.com/Kampsville-Hotels-Charming-4-Bedroom-Sleeps-10-Lodge-With-AC-And-WiFi-In-Welcoming-Nebo.h113133953.Hotel-Information)

![Bunkhouse Seventy-Four - Cute, quaint and just minutes from Jacksonville, IL
](https://images.trvl-media.com/lodging/104000000/103430000/103428500/103428476/w906h683x60y0-f10f078b_y.jpg)

### Bunkhouse Seventy-Four - Cute, quaint and just minutes from Jacksonville, IL 

10/10 Excellent

"The house was very quaint and cozy. Stocked materials for coffee and a water filter pitcher for the tap water. Place was very clean and welcoming after driving for half the day. "

[](https://expedia.com/Jacksonville-Hotels-Bunkhouse-Seventy-Four.h103428476.Hotel-Information)

![Audrey's Abode - Restored log cabin, country setting, minutes from Jacksonville
](https://images.trvl-media.com/lodging/104000000/103430000/103428500/103428480/w1021h680x0y0-e4ca8d16_y.jpg)

### Audrey's Abode - Restored log cabin, country setting, minutes from Jacksonville 

10/10 Excellent

"If you love the country life, or have lived in the country for awhile, this place will bring you right back to it. Absolutely amazing, in all ways. Will be back again. Thank you! "

[](https://expedia.com/Jacksonville-Hotels-Audreys-Abode.h103428480.Hotel-Information)

![Monroe Street Suites](https://images.trvl-media.com/lodging/18000000/17050000/17047300/17047233/946d8e4a_y.jpg)

### Monroe Street Suites

10/10 Excellent

"Great accomodations and concept for a small town. Much better than staying in a low budget chain hotel."

[](https://expedia.com/Pittsfield-Hotels-Monroe-Street-Suites.h17047233.Hotel-Information)

![William Watson Hotel](https://images.trvl-media.com/lodging/7000000/6660000/6659600/6659525/6afc32c8_y.jpg)

### William Watson Hotel

10/10 Excellent

"Clean room, nice staff. Helpful when needing anything. The place had a nice rustic feel to it."

[](https://expedia.com/Pittsfield-Hotels-William-Watson-Hotel.h6659525.Hotel-Information)

![PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!](https://images.trvl-media.com/lodging/35000000/34590000/34582500/34582445/90-445a9a60_y.jpg)

### PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!

10/10 Excellent

"Becky and Dave are excellent hosts. We had the best time. The 3 six year olds brought their bikes and had the best time pretending the front driveway was a race track. If you want to make great memories with your family I would highly recommend this house. "

[](https://expedia.com/Pittsfield-Hotels-PICKLEBALL.h34582445.Hotel-Information)

## Find out more about Pittsfield

**Everything you need to know about Pittsfield vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Pittsfield vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Pittsfield vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Pittsfield vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Pittsfield. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Pittsfield in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $126 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Pittsfield rentals**

At Expedia, we put the best Pittsfield vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Pittsfield rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Pittsfield vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pittsfield. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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- [Vacation Homes in Pittsfield ](https://expedia.com/Pittsfield-Private-Vacation-Homes.d146411-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Cabin Rentals in Pittsfield ](https://expedia.com/Pittsfield-Cabins.d146411-aaCabins.Travel-Guide-Accommodation)
- [Cottages in Pittsfield ](https://expedia.com/Pittsfield-Cottages.d146411-aaCottages.Travel-Guide-Accommodation)
- [Lodges in Pittsfield ](https://expedia.com/Pittsfield-Lodges.d146411-aaLodges.Travel-Guide-Accommodation)
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- [Farmstay in Pittsfield ](https://expedia.com/Pittsfield-Agritourism.d146411-aaAgritourism.Travel-Guide-Accommodation)

## Frequently asked questions

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