Search Vacation Homes in Pittsfield

  • Plan, book, stay with confidence
    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation
Lakefront home on 1.6 acres
Property grounds
Lakefront home on 1.6 acres
9.4 out of 10, Exceptional, (67)
"Property owner is very responsive to requests. I suggested new pans and a month later when we visited again, there were brand new pans! Amazing view of the lake from the large kitchen window!"
Lakefront home on 1.6 acres
Downtown Plymouth Oasis!
Interior
Downtown Plymouth Oasis!
8.6 out of 10, Excellent, (18)
"Was really nice"
The price is HK$817
HK$1,596 total
includes taxes & fees
24 Nov - 25 Nov
Downtown Plymouth Oasis!
Eco-friendly riverfront home. Close to Ann Arbor and on the Huron River!
Property grounds
Eco-friendly riverfront home. Close to Ann Arbor and on the Huron River!
10.0 out of 10, Exceptional, (54)
"Stayed with two of our adult children to watch the UM-MSU game. This is the second time we have rented this house in Dexter. We used to own a condo in downtown Ann Arbor, so we were initially concerned about how much different it is in Dexter and downtown Ann Arbor. But we love Dexter. We went to the coffee shop twice, the bakery, and the pub (twice as well). We obviously came back, so it was enjoyable."
Eco-friendly riverfront home. Close to Ann Arbor and on the Huron River!
Spacious 5-bedroom house with pool table near UofM
Exterior
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...
Spacious 5-bedroom house with pool table near UofM
Quiet Brighton Getaway
Property grounds
Quiet Brighton Getaway
10.0 out of 10, Exceptional, (79)
"Back again to visit our grandkids. We love staying at the lake house. We'll be back again!"
Quiet Brighton Getaway
Fun-in-a-Box. 10 min to A2, great for groups.
Interior
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.
Fridge, microwave, oven, stovetop
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!
Smart TV, fireplace, books, computer monitors
Stylish & Private 3BR Blu Home near Univ of Michigan, Ann Arbor. Pet-Friendly!
9.2 out of 10, Wonderful, (10)
"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!
Fridge, microwave, oven, stovetop
Updated ranch near downtown with finished basement, fire pit + 100” projector!
9.8 out of 10, Exceptional, (37)
"Nice quiet neighborhood and house was perfect for our stay"
The price is HK$1,362
HK$2,273 total
includes taxes & fees
24 Nov - 25 Nov
Updated ranch near downtown with finished basement, fire pit + 100” projector!
Beautiful House On Grass Runway With Fly-In/Fly-Out Access
Fridge, microwave, oven, stovetop
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 HK$2,335
HK$3,985 total
includes taxes & fees
5 Dec - 6 Dec
Beautiful House On Grass Runway With Fly-In/Fly-Out Access
★ Thompson Place: Premier Modern Downtown 2BR Loft
Bathtub, hair dryer, towels, soap
★ Thompson Place: Premier Modern Downtown 2BR Loft
10.0 out of 10, Exceptional, (21)
"Excellent"
The price is HK$1,144
HK$1,960 total
includes taxes & fees
8 Dec - 9 Dec
★ Thompson Place: Premier Modern Downtown 2BR Loft
Attainable Convenient Serenity in South East Michigan West Suburbs
Interior
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!
Fridge, microwave, stovetop, coffee/tea maker
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!
Cozy 3 bed 1 bath entire house- up to 6 people
Fridge, microwave, oven, stovetop
Cozy 3 bed 1 bath entire house- up to 6 people
10.0 out of 10, Exceptional, (22)
"Thank you so much for your hospitality! Highly recommend!"
Cozy 3 bed 1 bath entire house- up to 6 people
Cool, Clean and Close to Ann Arbor!
Terrace/patio
Cool, Clean and Close to Ann Arbor!
9.8 out of 10, Exceptional, (55)
"Great place to stay, great communication with host. We had a great time and Michigan won....Go Blue!!"
The price is HK$1,191
HK$2,514 total
includes taxes & fees
24 Nov - 25 Nov
Cool, Clean and Close to Ann Arbor!
Portage Lakefront - Great View & Location - 5 Bedrooms - 3 Baths - 2 Car Garage
Dining
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
Exterior
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*
Fridge, microwave, oven, stovetop
*NEW Lake house/18 miles from AA! 4BR/Sleeps 9*
10.0 out of 10, Exceptional, (25)
"The North Lake House was a wonderful place for our family of 5 to stay. The house was very clean with nice and comfortable furniture. The whole home is updated nicely. All of the bathrooms were stocked with body wash, shampoo, conditioner, ample towels, and cotton balls and q-tips. Beds and pillows were comfortable and the pellet fire place was amazing in the chilly early mornings of our October stay.  Our kids loved the game tables in the garage! The view of the lake with the large wall of...
*NEW Lake house/18 miles from AA! 4BR/Sleeps 9*
Ann Arbor’s Countryside Dome
Interior
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
Cheerful 2-bedroom townhouse 3 min walk to town
Smart TV
Cheerful 2-bedroom townhouse 3 min walk to town
10.0 out of 10, Exceptional, (24)
"This home is just as advertised. Comfortable. Clean. Welcoming. And affordable. It is near the downtown area. And there’s a vinyl shop nearby. It’s about 20 minutes from DTW. Not far from downtown Detroit and 25 minutes to Ann Arbor. There are train tracks close by but we actually liked that sound. We will stay again. "
The price is HK$778
HK$1,775 total
includes taxes & fees
24 Nov - 25 Nov
Cheerful 2-bedroom townhouse 3 min walk to town
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.
Don't see what you're looking for?
See all available properties in Pittsfield
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Pittsfield

10 min from AA - Spectacular secluded retreat
Fridge, microwave, oven, stovetop
10 min from AA - Spectacular secluded retreat
10.0 out of 10, Exceptional, (25)
"we had my family of 6, in-laws and 2 grand babies, and it was perfect with plenty of space. My mom had a little bit of trouble with stairs (had a prior stroke), but managed ok, no WC friendly. But we loved it and will stay again in the spring."
10 min from AA - Spectacular secluded retreat
Elegant Residence 3 Miles from UM Stadium
Fridge, microwave, oven, stovetop
Elegant Residence 3 Miles from UM Stadium
10.0 out of 10, Exceptional, (22)
"Great neighborhood and in a great location. We came to Ann Arbor to see a Univ Mich Game and it was perfect. Close to the Stadium, stores etc. This property is well maintained and very clean. Communication with the property owner was great. No complaints"
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
Exterior
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until December 4 with our Black Friday deals. Stay by December 15, 2025.
Unlock Black Friday deals