Chatham Vacation Rentals

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Check prices for these dates

Next weekend
Aug 29 - Aug 31
In two weeks
Sep 5 - Sep 7
In one month
Sep 19 - Sep 21
In two months
Oct 17 - Oct 19

Browse Select Chatham Vacation Homes

Our top choices for Chatham vacation homes

Completely remodeled, pet-friendly, 'smart' home in the country!
Fridge, microwave, oven, stovetop

Completely remodeled, pet-friendly, 'smart' home in the country!

9.8 out of 10, Exceptional, (83)
"Nice quite home. "
Completely remodeled, pet-friendly, 'smart' home in the country!
Grand Historic Retreat | 3BR Suite | Modern Comfort & Classic Charm
Exterior

Grand Historic Retreat | 3BR Suite | Modern Comfort & Classic Charm

10.0 out of 10, Exceptional, (49)
"Great hosts and accommodations!"
The price is CA $303
CA $338 total
includes taxes & fees
Sep 2 - Sep 3
Grand Historic Retreat | 3BR Suite | Modern Comfort & Classic Charm
Home is on the original 1926-1930 Route 66 alignment
Terrace/patio

Home is on the original 1926-1930 Route 66 alignment

10.0 out of 10, Exceptional, (90)
"Great Stay with family a couple of blocks away"
The price is CA $100
CA $238 total
includes taxes & fees
Aug 21 - Aug 22
Home is on the original 1926-1930 Route 66 alignment
Whitt’s End -- a spacious private lodging in a historic Springfield neighborhood
Property grounds

Whitt’s End -- a spacious private lodging in a historic Springfield neighborhood

10.0 out of 10, Exceptional, (2)
"Nice property very happy with our stay"
Whitt’s End -- a spacious private lodging in a historic Springfield neighborhood
Abe's Hideaway - Arcade, Hot Tub, Home Theater - Quiet upscale neighborhood
5 bedrooms, iron/ironing board, WiFi, bed sheets

Abe's Hideaway - Arcade, Hot Tub, Home Theater - Quiet upscale neighborhood

8.0 out of 10, Very good, (1)
"Our stay was very good…. Had plenty of entertainment at your beautiful home. "
The price is CA $433
CA $776 total
includes taxes & fees
Aug 21 - Aug 22
Abe's Hideaway - Arcade, Hot Tub, Home Theater - Quiet upscale neighborhood
Modern Bungalow Home with Mid-Century Flair
Fridge, oven, stovetop, dishwasher

Modern Bungalow Home with Mid-Century Flair

9.0 out of 10, Wonderful, (34)
"Great location. Close to downtown, restaurants, and the state fair and pet friendly too."
The price is CA $162
CA $319 total
includes taxes & fees
Aug 26 - Aug 27
Modern Bungalow Home with Mid-Century Flair
Historic Bungalow: For Groups & Families Sleeps 11
Exterior

Historic Bungalow: For Groups & Families Sleeps 11

9.2 out of 10, Wonderful, (11)
"Lots of room for my multi-generational family of 7! Our host was super-responsive and helpful."
Historic Bungalow: For Groups & Families Sleeps 11
Luxury Historic Escape | Whole House Sleeps 18 | Walkable Location
Dining

Luxury Historic Escape | Whole House Sleeps 18 | Walkable Location

10.0 out of 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."
The price is CA $698
CA $1,361 total
includes taxes & fees
Sep 8 - Sep 9
Luxury Historic Escape | Whole House Sleeps 18 | Walkable Location
Very Cozy and Secluded. Completely remodeled beautiful back apartment
Smart TV, DVD player, books, video library

Very Cozy and Secluded. Completely remodeled beautiful back apartment

10.0 out of 10, Exceptional, (56)
"This would be a great place for an extended stay! Great people and the place was very comfortable!"
The price is CA $119
CA $199 total
includes taxes & fees
Aug 28 - Aug 29
Very Cozy and Secluded. Completely remodeled beautiful back apartment
Western Barn
Property grounds

Western Barn

9.6 out of 10, Exceptional, (7)
"As advertised."
Western Barn
The Conkling House in the Old Aristocracy Hill Neighborhood
Exterior

The Conkling House in the Old Aristocracy Hill Neighborhood

8.0 out of 10, Very good, (6)
"We enjoyed our stay. This is a beautiful house, and it is lovely to have seven bedrooms for 11. There is not a conventional stovetop or oven. people. Note th We would stay here again."
The Conkling House in the Old Aristocracy Hill Neighborhood
Charming Springfield Stunner: a relaxing escape in peaceful Jerome Village
Fridge, microwave, oven, stovetop

Charming Springfield Stunner: a relaxing escape in peaceful Jerome Village

10.0 out of 10, Exceptional, (2)
"Great roomy kitchen with large breakfast bar/counter eating space. Large wonderful shower with two shower heads. Washer & dryer in unit which is so convenient. Beds were very comfortable, - forgot to check what brand mattresses they were as we slept so well! Neighborhood is charming & walkable! "
Charming Springfield Stunner: a relaxing escape in peaceful Jerome Village
The Pasfield House - Historic Mansion: The Bitsy
Outdoor dining

The Pasfield House - Historic Mansion: The Bitsy

The price is CA $203
CA $260 total
includes taxes & fees
Aug 21 - Aug 22
The Pasfield House - Historic Mansion: The Bitsy
Rainbow Retreat ~ 3-bedroom fun loving home full of color!
3 bedrooms, iron/ironing board, travel crib, free WiFi

Rainbow Retreat ~ 3-bedroom fun loving home full of color!

9.8 out of 10, Exceptional, (6)
"Perfect place to stay with little ones. They have a toy box and room to play. Had a good stay."
Rainbow Retreat ~ 3-bedroom fun loving home full of color!
Pasfield House Historic Mansion: The George Suite
Interior

Pasfield House Historic Mansion: The George Suite

10.0 out of 10, Exceptional, (2)
"Pasfield house is beautiful and was centrally located to the sightseeing we wanted to do. We would stay here again if we visit Springfield in the future."
The price is CA $203
CA $260 total
includes taxes & fees
Aug 21 - Aug 22
Pasfield House Historic Mansion: The George Suite
Gold Room at the Feitshans House
Exterior

Gold Room at the Feitshans House

8.8 out of 10, Excellent, (3)
"The home was relaxing and very pleasant. Also accessible to so many Springfield sites. We would definitely stay again."
Gold Room at the Feitshans House
Beautiful Country Setting with Heated Inground Pool and Stocked Pond
Fridge, microwave, oven, stovetop

Beautiful Country Setting with Heated Inground Pool and Stocked Pond

10.0 out of 10, Exceptional, (97)
"Great place, pond and fishing was great. Big pool, nice hot tub with many things to do. We will rent again. Thanks"
Beautiful Country Setting with Heated Inground Pool and Stocked Pond
New remodel three bedroom house in pleasant Springfield
Private kitchen

New remodel three bedroom house in pleasant Springfield

7.4 out of 10, Good, (12)
"Nice little house, convenient to fairgrounds. Upstairs front bedroom was a little warm. Vent fully open but not a lot of cold air flowing through. Bed in that bedroom was low, no problem for me but I could see it might be difficult for some. It was comfortable. Other bedrooms nice."
The price is CA $149
CA $368 total
includes taxes & fees
Aug 21 - Aug 22
New remodel three bedroom house in pleasant Springfield
Private country setting with large indoor pool
A heated pool

Private country setting with large indoor pool

9.4 out of 10, Exceptional, (16)
"Greatly enjoyed the property for our holiday get together for family from different directions. The kids especially enjoyed the pool and game room (also the sound system)!One mention would be that the kitchen could use new cooking items, particularly pans and cookie sheets. The bedrooms and bathrooms were quite satisfactory. Overall, it was a great place for our family! Thank you"
Private country setting with large indoor pool
Blue Room at the Feitshans House
Exterior

Blue Room at the Feitshans House

10.0 out of 10, Exceptional, (1)
"The Blue Room at the Feitshans House was beautiful, elegant and very accomodating for our weekend stay in Springfield. It is centrally located to all the downtown historic activities and eateries are just a short drive in all directions. The home is tastefully decorated and has all the amenities one needs for a short or long term stay. We enjoyed the historical books and antiques throughout the home. It was easy to get in and out and parking is more than adequate. We had a wonderful stay in the...
Blue Room at the Feitshans House
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 Chatham Hotel Reviews

Quality Inn and Suites Springfield Southwest near I-72

Quality Inn and Suites Springfield Southwest near I-72

10/10 Excellent
"The stay was nice, breakfast was great, and everyone enjoyed the pool."
Greg 2-night trip
Posted 2 days ago
Quality Inn and Suites Springfield Southwest near I-72