Vacation rentals in Chatham

Tiny homes in Springfield

4.98 out of 5 average rating, 436 reviews

Tiny Home Cabin - No Cleaning Fee

MaryRating, 5 stars1 day ago

It was a perfect place to stay!! The location was so convenient for traveling Route 66 and the cabin was very cozy and well furnished. There were so many extras to make you feel at home. The whole place was super clean and new and an amazing value. Would strongly recommend this great little place!

4.94 out of 5 average rating, 120 reviews

Abe's Hideaway - Hot tub, Arcade

BartRating, 5 stars1 week ago

This is a Beautiful home that has everything it boasts. It’s a lot bigger on the inside than it looks from the outside! Everything was clean and met our expectations. We brought a crew for a company conference and it hosted us all just fine. The theater room was a big hit with everyone! We would definitely stay here again!

4.96 out of 5 average rating, 183 reviews

Home in Petersburgh

The Petersburg Place nestled near downtown

MariaRating, 5 stars1 month ago

We immediately felt very comfortable; everything was as described (actually, even better!) and we felt like we were staying at an old friends house. Super clean, with everything needed if you want to prepare your own meals. It was just the two of us, so we had plenty of room. I think it would also be perfect for a small family. We felt safe and the area was quiet and convenient. We spent most of our time in Springfield, which was an easy 30 min drive. We loved being able to come back to Petersburg to relax. Highly recommend this property; the owners were a joy to work with!!

Place to stay in Virginia

4.99 out of 5 average rating, 315 reviews

Virginia Lake Getaway/Fishing/Hot Tub/Hammock

WilliamRating, 5 stars4 days ago

Our weekend stay was absolutely incredible. The photos and descriptions online set the bar high, but the experience surpassed all our expectations. We loved kayaking on the private lake, strolling the scenic trail, and dining at charming local spots. Tammy was a fantastic host—warm, welcoming, and attentive. We’re already looking forward to coming back!

Place to stay in Springfield

4.97 out of 5 average rating, 154 reviews

The Hideout Spfd-vanish in plain sight

GingerRating, 5 stars4 months ago

This was a neat and place. It is different from so many other places. It was fun to play all the games that were available on site. It would be really fun in the summer when you could enjoy the outside amenities. It is close to downtown and all the things to do in Springfield. We would definitely go back.

4.89 out of 5 average rating, 414 reviews

HomeAway.

Teresa LRating, 5 stars5 days ago

Eli is the epitome of a thoughtful, caring and considerate host! If all we brought along with us was clothing it would've been enough! There were even chocolate truffles, water, fresh fruit tray, plenty of good coffee & tea and even eggs & waffle mix! There is not enough room here to type all of the items available. Most importantly, his response time is RIGHT NOW if you text him any questions at all. I will definitely book here again when in the area. HIGHLY RECOMMEND!!! Thank you Eli! ☺️

4.95 out of 5 average rating, 171 reviews

Cottage in Franklin

Peaceful Lake House in the Pines

BriannaRating, 5 stars2 weeks ago

This was the perfect weekend spot for us! Lots of opportunities to enjoy nature and relax. The pond was much larger than we were expecting and the bonus of the Kayaks and paddle boards made the spot perfect for our needs. The place was very clean and had a great kitchen setup. Definitely look forward to a future stay there.

Vacation rentals for every style

Get the amount of space that is right for you.

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Chatham vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Chatham

Superhost

4.85 out of 5 average rating, 59 reviews

Elliott’s hideout

CrystalRating, 5 stars2 weeks ago

I chose to take a solo vacation for relaxation and get away from everyday life. This was the perfect place for it! I loved it so much I extended my stay for an extra night and didn’t want to leave. Jacob is very responsive and easy to get ahold of. The lighting was one of the most relaxing things to me. It was cold when I got there but didn’t take long to warm up. The pictures don’t do this place justice. It’s very peaceful and relaxing. The neighborhood is quiet and I felt 100% safe at all times of the day and night. I will definitely book this one again when I travel to Springfield!

4.97 out of 5 average rating, 69 reviews

Barn in Jacksonville

Basketball Pickleball +Party Room + Loft Sleeps 17

JesseRating, 5 stars1 month ago

We Naptown Hoosiers loved the place we stayed there and it helped us do walk though before our games and we won champion as well, great place to stay!

4.95 out of 5 average rating, 133 reviews

Cottage in Springfield

Pohlman Slough

GaryRating, 5 stars1 month ago

Great place! My crew and I stayed for a week working in the area and this was perfect, just as described.the neighborhood was very quiet and the house was clean, we will definitely stay again!

4.76 out of 5 average rating, 38 reviews

Bungalow in Springfield

Fong's The butterfly house with Asian Rock Garden

AlishaRating, 5 stars1 month ago

Our stay was nice. The house allowed us to have a private space to rest. The brick paved road was quaint addition. The colorful lights on porch allowed us to quickly identify house. There's a driveway to park in so that was great to not have to utilize street parking. Easy access to the locations we visited.

4.9 out of 5 average rating, 68 reviews

Spacious 3 BR near Washington Park

John PaulRating, 5 stars2 weeks ago

Great place to stay at. Miranda was a wonderful host

Superhost

Home in Greenfield

4.97 out of 5 average rating, 68 reviews

The Shed House- Beautiful Sunsets on 14 Acres

JustinRating, 5 stars28 months ago

Excellen Airbnb! Above and beyond expectations. Beautiful and private home and rural acreage. Amber is an excellent host, very responsive, and helpful with any questions. Would definitely recommend and stay again...

4.91 out of 5 average rating, 11 reviews

Tranquil Cottage near hospitals w/ fenced backyard

AshleyRating, 5 stars5 months ago

My husband, our dog, my cousin and I stayed for a week to spend Thanksgiving with family in Springfield. We found the location very convenient with quick access (1-2 miles) to downtown and the beautiful Washington Park. This historic home is very charming and cozy, and very well thought out as an Airbnb. Jasmin was friendly and quick to respond to our inquiries. We would definitely stay again. Thank you!