A historic building with a prominent tower and an American flag.

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Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Pittsfield cabin rentals

Exterior

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

Bunkhouse Seventy-Four - Cute, quaint and just minutes from Jacksonville, IL
Jacksonville
10.0 out of 10, Exceptional, (21 reviews)
"Really enjoyed our stay. The place was very clean and bed really comfortable "
United States
David W.
The price is CA $139
CA $177 total
includes taxes & fees
Jul 26 - Jul 27
Bunkhouse Seventy-Four - Cute, quaint and just minutes from Jacksonville, IL
Exterior

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

Audrey's Abode - Restored log cabin, country setting, minutes from Jacksonville
Jacksonville
10.0 out of 10, Exceptional, (15 reviews)
"Was an excellent place to stay for the weekend."
United States
Amanda
The price is CA $181
CA $221 total
includes taxes & fees
Aug 2 - Aug 3
Audrey's Abode - Restored log cabin, country setting, minutes from Jacksonville
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.
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Top Pittsfield Hotel Reviews

William Watson Hotel

William Watson Hotel

10/10 Excellent
"A must stop for any history lover. Beautiful building! AC was sufficient, parking was easy even though the hotel is on a main road. Our room was in the middle of the building so we didn’t hear much road noise. And yes it’s on a main road, but this is a small town so the traffic isn’t anything major. Plus the rooms in the front get lovely views of the old historic courthouse just steps away. Would definitely stay again."
Angela 1-night trip
Posted 12 days ago
William Watson Hotel

Find out more about Pittsfield

Pittsfield Cabin Rentals information

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Frequently asked questions

What are the best cabins near Pittsfield?
Escape to the outdoors without sacrificing the comforts at one of our 48 cabins in and around Pittsfield. Whether you have adventure or relaxation on your to-do list, Cottage Properties - Country Log Cabin promises both. Alternatively, get comfy at Firefly Inn Lakefront Family/pet Friendly Retreat. Book Early and soak up its natural surroundings.
Are there cheap cabins in Pittsfield?
Priced from to a night, getting away with loved ones is affordable and easy. Snap up one of our cheap cabins in Pittsfield and enjoy plenty of outdoor fun without breaking the bank.These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best family cabins near Pittsfield?
If you're seeking a getaway your kids will love, a family cabin in or near Pittsfield is ideal. Hang out together at Rustic Log Cabin On Mark Twain Lake. It offers children's activities and on-site watersports along with plenty of fun in nature. Cabin - Luxurious Otter Pointe is also perfect for small groups and families and comes with a toaster and children's activities.
What are the best river cabins near Pittsfield?
If you're searching for a comfortable place to stay surrounded by water, a Pittsfield river cabin is hard to go past. Kick back at Exclusive" River Cabin On Stilts and let all your troubles slip away downstream. Amenities here include outdoor furniture and a firepit. Another quality riverside retreat is Little Red Cabin By The Spoon River. Guests have use of outdoor furniture, a queen bed and more.
What are the best cabins with pools near Pittsfield?
Slip on your board shorts or bikini and enjoy a dip whenever you feel like it when you book one of our cabin rentals with a pool. Firefly Inn Lakefront Family/pet Friendly Retreat. Book Early is a winning option. On-site watersports and a swimming pool are some other amenities you'll find here. Or you can enjoy some time out at The Curated Treehouse By Innsbrook Vacations. As well as a nice pool, this cabin comes with on-site watersports and a swimming pool.
What are some great Pittsfield cabins?
From luxurious pads with all the extra touches to cozy retreats that won't break your budget, Expedia has cabin rentals to suit every budget and style. Spend a few days enjoying Mother Nature at Little Red Cabin By The Spoon River. Conveniences here include an electric car charging station and a fireplace. Another inviting option is Cabin - Family - Friendly And Perfect For Large Groups And Family Reunions. It offers a firepit, a nearby waterfront and more.
What are the best weekend cabin rentals in Pittsfield?
Whether you're organizing a short break with your darling or the whole family, we'll help you locate the ideal weekend cabin getaway. One awesome example? Rustic Log Cabin On Mark Twain Lake. Featuring on-site watersports and a patio, you'll adore waking up in nature here. Cabin - Luxurious Otter Pointe is another good place where you can hit pause. Enjoy a few nights at this escape which offers a patio and a fireplace.
What are the best cabin prices in Pittsfield?
With prices starting from as little as a night for a cabin rental in Pittsfield, there's no reason to bother with that hard-to-pitch tent.
Can I find log cabins in Pittsfield?
If you pine for a more laid-back pace, you'll find it at one of our log cabins in Pittsfield. For example, Rustic Log Cabin On Mark Twain Lake. Spend your days here going swimming and camping and then come home to kick back among its comforts. Time also seems to slow at Cottage Properties - Country Log Cabin. When you're ready to roam beyond your cozy rental, fishing and horse riding opportunities are nearby.
What are the highest-rated cabins in Pittsfield?
Expedia cabin travellers keep going back to Little Red Cabin By The Spoon River. This top-notch option comes with plenty of useful amenities including a patio and a fireplace. It won't take you a long time to see why Cabin - Luxurious Otter Pointe is also popular with visitors. Conveniences such as a patio and a fireplace will help make your stay even more comfortable.
Why should I book a cabin in Pittsfield?
For a vacation experience that's big on charm, comfort and affordability, it's hard to top a cabin. Leave your city blues behind and roam through the greenery of the great outdoors. From adventurous days to cozy nights cuddled up with your special someone, a cabin stay can be as exciting or relaxing as you like. Check out the terrific Pittsfield options on Expedia.
What are the top nature cabins in Pittsfield?
Stay a few nights at Exclusive" River Cabin On Stilts and enjoy being up close to Mother Nature. Handy amenities such as a patio and a barbecue grill help make this river cabin in Pittsfield a popular pick. Little Red Cabin By The Spoon River is another place where you can get away from the daily grind and spend leisurely days by the water. Conveniences here include a fireplace and a barbecue grill.

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