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Compare 199 Vacation Homes in Pittsfield with updated reviews, rates, and availability.

Lakefront home on 1.6 acres
9.4 out of 10, Exceptional, (65)
"The lake house is cozy and an excellent place to relax. The boat dock is also a plus, as we could dock our fishing boat and walk down the stairs to the water. There is also plenty of room outdoors to enjoy your company around the fire pit or the two large porches. Everything you need from town is just around the corner, and all the major cities are only twenty minutes in any direction. I will be staying here again when I'm in the area. Also, Carol was a fantastic host. She was straightforward to...
Lakefront home on 1.6 acres
Downtown Plymouth Oasis!
8.8 out of 10, Excellent, (17)
"Was really nice"
The price is AED 386
AED 753 total
includes taxes & fees
6 Nov - 7 Nov
Downtown Plymouth Oasis!
Eco-friendly riverfront home. Close to Ann Arbor and on the Huron River!
10.0 out of 10, Exceptional, (53)
"What a fabulous location. Short easy drive to Ann Arbor. Walking distance to Dexter Downtown where there are pubs and restaurants and stores. Short drive to anything you need. The house was so charming and homey. Lisa and Doug really make you feel at home with all the little things in the house. The back yard was so nice to sit by the river and lite a fire. We will definitely come back. "
Eco-friendly riverfront home. Close to Ann Arbor and on the Huron River!
Spacious 5-bedroom house with pool table near UofM
2.0 star property
6.0 out of 10, (1)
"We were in town for a wedding. We needed a big space to accommodate doing wedding prep work. It worked for that purpose. The kitchen was VERY slim and the utensils were lacking as the few that were available were broken. The ice maker was broken in the fridge. Spices were very lacking as well. All of the mattresses must be 30 years old. And were stained with a few having mattress covers. Owner said we broke a door but we did not. So be careful and get the insurance if you choose to stay...
The price is AED 735
AED 1,322 total
includes taxes & fees
12 Nov - 13 Nov
Spacious 5-bedroom house with pool table near UofM
Quiet Brighton Getaway
10.0 out of 10, Exceptional, (78)
"Three moms came together for a weekend of outside beauty, walking trails, sitting by the lake and enjoying conversation over cocktails. This cabin was a great fit for all of the above and only 8 mins away from downtown Brighton where we planned massages, foot detox, and dinners that we didn’t have to make! "
Quiet Brighton Getaway
Fun-in-a-Box. 10 min to A2, great for groups.
9.6 out of 10, Exceptional, (7)
"Nicole’s place is great for a large group of friends or family. There’s lots of activities, the property is spacious and Nicole was prompt at responding whenever we had any questions. "
Fun-in-a-Box. 10 min to A2, great for groups.
Horseshoe Lake retreat- 2-bedroom + loft lake house with WiFi and AC.
2.0 star property
10.0 out of 10, Exceptional, (4)
"Surprised and welcomed with fresh veggies from owners farm and snack basket. Lovely accommodations. Very comfortable home and beautiful setting. Great communications from host and thoughtful gestures. Overall wonderful experience. Highly recommend."
Horseshoe Lake retreat- 2-bedroom + loft lake house with WiFi and AC.
Stylish & Private 3BR Blu Home near Univ of Michigan, Ann Arbor. Pet-Friendly!
9.2 out of 10, Wonderful, (9)
"Staying here was like staying at your best friend’s clean house in Ann Arbor. It is inviting, clean, and cozy- you feel like you can really relax and enjoy your downtime. The host has thought of everything you could possibly need as a guest and the home includes more amenities and conveniences than you could imagine. I appreciate the attention to detail and the personality infused throughout the property. The location was perfect for our family’s visit to Ann Arbor. The kids loved it, too!"
Stylish & Private 3BR Blu Home near Univ of Michigan, Ann Arbor. Pet-Friendly!
Updated ranch near downtown with finished basement, fire pit + 100” projector!
9.8 out of 10, Exceptional, (35)
"The house is much larger than it appears from the outside. Spacious rooms and can easily sleep 8-10 people. Very clean and the location is perfect for anything you plan to do in Ann Arbor. "
The price is AED 540
AED 955 total
includes taxes & fees
6 Nov - 7 Nov
Updated ranch near downtown with finished basement, fire pit + 100” projector!
Beautiful House On Grass Runway With Fly-In/Fly-Out Access
10.0 out of 10, Exceptional, (42)
"It was just what we needed for our out of town guests …11 stayed comfortable… we all got to visit and Enjoy … it was close to all our homes it worked out great ♥️ thank you for sharing your home so we could do this …we will recommend and hope to do a repeat soon ♥️👍"
The price is AED 1,010
AED 1,778 total
includes taxes & fees
6 Nov - 7 Nov
Beautiful House On Grass Runway With Fly-In/Fly-Out Access
★ Thompson Place: Premier Modern Downtown 2BR Loft
10.0 out of 10, Exceptional, (21)
"Excellent"
The price is AED 540
AED 918 total
includes taxes & fees
17 Nov - 18 Nov
★ Thompson Place: Premier Modern Downtown 2BR Loft
Attainable Convenient Serenity in South East Michigan West Suburbs
10.0 out of 10, Exceptional, (6)
"This was a great place for our family group to stay for a long weekend. Lots of comfy bedrooms and everything was just as advertised. Definitely recommend. "
Attainable Convenient Serenity in South East Michigan West Suburbs
Ann Arbor Home w/ Deck, 2 Mi to Michigan Stadium!
9.4 out of 10, Exceptional, (6)
"We had a great football weekend in Ann Arbor. Spent Parents Weekend and stayed at this darling house with plenty of room for the 4 of us. Great location easy to the school, stadium, restaurants and grocery store. Would definitely stay again. "
Ann Arbor Home w/ Deck, 2 Mi to Michigan Stadium!
Spacious 5-bedroom house with AC, WiFi in enjoyable Ann Arbor
2.0 star property
10.0 out of 10, Exceptional, (1)
"Had a great stay, very nice house, tons of space. Nice area"
The price is AED 496
AED 1,616 total
includes taxes & fees
6 Nov - 7 Nov
Spacious 5-bedroom house with AC, WiFi in enjoyable Ann Arbor
Cozy 3 bed 1 bath entire house- up to 6 people
10.0 out of 10, Exceptional, (22)
"Great spot close to everything we wanted to do in the Detroit metro area. Clean, well stocked, and perfect for a couple of college friends getting together. Nearby gas stations, food, and grocery stores."
Cozy 3 bed 1 bath entire house- up to 6 people
Cool, Clean and Close to Ann Arbor!
9.8 out of 10, Exceptional, (54)
"Great place to stay, great communication with host. We had a great time and Michigan won....Go Blue!!"
The price is AED 562
AED 1,186 total
includes taxes & fees
10 Nov - 11 Nov
Cool, Clean and Close to Ann Arbor!
Portage Lakefront - Great View & Location - 5 Bedrooms - 3 Baths - 2 Car Garage
9.8 out of 10, Exceptional, (92)
"Fabulous home for our large family in town for a wedding from 6 different states. Nicely clean upon arrival, beds and all furniture were very comfortable, and common areas were very conducive to catching up with family. Communication was excellent and all Interactions with Joseph (host) were very positive and he went out of his way to make sure we had everything we needed. Appreciate the extra blankets in each bedroom closet, plenty of towels even for our large family, and the iron and ironing...
Portage Lakefront - Great View & Location - 5 Bedrooms - 3 Baths - 2 Car Garage
A big house for your trip to the Big House. New to VRBO, 4.9 stars on others
A big house for your trip to the Big House. New to VRBO, 4.9 stars on others
*NEW Lake house/18 miles from AA! 4BR/Sleeps 9*
10.0 out of 10, Exceptional, (24)
"This home was the perfect place for me and my family’s last vacation of the year! Everything in home is new and modern and it had available so many amenities like kayaks,Bluetooth speaker, everything to start fire for s’mores and all the stuff to make s’mores water toys, tubes, and anything in kitchen you may think you need they have. The lake was beautiful and we had 2 day boat rental from place they suggested and it was nice to have own dock and boat launch so close. It was amazing stay to say...
*NEW Lake house/18 miles from AA! 4BR/Sleeps 9*
Ann Arbor’s Countryside Dome
9.8 out of 10, Exceptional, (12)
"It was a unique place to stay. The upstairs bathroom is old and the downstairs shower is a little tricky to get in without turning on the shower and freezing for a moment. The beds were all very comfortable."
Ann Arbor’s Countryside Dome
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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Other property types in Pittsfield

10 min from AA - Spectacular secluded retreat
10.0 out of 10, Exceptional, (23)
"From the start, the property manager Nicole was very responsive and so helpful to work with especially since I was coming from another state. We had our extended family stay for a couple of nights and hosted a 50th wedding anniversary celebration for my parents there too with our extended group. Nicole made it all so easy and has an incredible supply base! Our family all had a lot of great space to move around and the grounds and backyard patio are a wonderful set up! Would definitely stay...
10 min from AA - Spectacular secluded retreat
Elegant Residence 3 Miles from UM Stadium
10.0 out of 10, Exceptional, (21)
"The home is as appears in he photos"
Elegant Residence 3 Miles from UM Stadium
A big house for your trip to the Big House. New to VRBO, 4.9 stars on others
A big house for your trip to the Big House. New to VRBO, 4.9 stars on others
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.