A coastal landscape with rolling hills, a large body of water, and a dense forest.

Gregory Holiday Rentals

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Our top choices for Gregory holiday rentals

1. Cedar Valley Cottage - Ideal Location. Full Amenities.

Cedar Valley Cottage - Ideal Location. Full Amenities.
Pinckney
10.0 out of 10, Exceptional, (2 reviews)
"We absolutely loved our stay at the Tiny House and the hospitality was A++++"
United States
Paul
The price is NZ$285
includes taxes & fees
6 Oct - 7 Oct
Cedar Valley Cottage - Ideal Location. Full Amenities.

2. Dockside Daydream, 25 mins to Michigan Wolverines

Dockside Daydream, 25 mins to Michigan Wolverines
Whitmore Lake
8.0 out of 10, Very good, (2 reviews)
"The Positives:We celebrated our anniversary here and loved the quiet, private neighborhood and beautiful canal scenery filled with wildlife. The kitchen was nicely updated, floors were very clean, the king bed was comfortable, and the Wi-Fi was strong. The host was also fantastic—highly responsive and supportive.Areas for Improvement:The home is quite old and small; anything more than two people would feel very crowded. Except for the kitchen, it requires significant maintenance: The Smell &...
United States
Regina W.
Dockside Daydream, 25 mins to Michigan Wolverines

3. Hidden Lake Front ≈ New Build ★ Private Beach ✹ Fast WiFi ⇶

Hidden Lake Front ≈ New Build ★ Private Beach ✹ Fast WiFi ⇶
Brighton
10.0 out of 10, Exceptional, (56 reviews)
"Very clean property and wonderful host. Quiet and picturesque location. 5⭐️!"
United States
JENNIFER
The price is NZ$515
includes taxes & fees
15 Sept - 16 Sept
Hidden Lake Front ≈ New Build ★ Private Beach ✹ Fast WiFi ⇶

4. Top O’ The World Tiny Cabin, Cozy 1-Room cabin on a lake in Grass Lake, MI

Top O’ The World Tiny Cabin, Cozy 1-Room cabin on a lake in Grass Lake, MI
Grass Lake
The price is NZ$244
includes taxes & fees
22 Sept - 23 Sept
Top O’ The World Tiny Cabin, Cozy 1-Room cabin on a lake in Grass Lake, MI

5. Off the Grid Yurt Camping

Off the Grid Yurt Camping
Jackson
10.0 out of 10, Exceptional, (35 reviews)
"Wonderful experience for our family! Clean and well maintained and communication was great! Would definitely stay again!"
United States
John R.
The price is NZ$208
includes taxes & fees
15 Sept - 16 Sept
Off the Grid Yurt Camping

6. Basement Bedroom Suite in the country with Hot Tub

Basement Bedroom Suite in the country with Hot Tub
Grass Lake
10.0 out of 10, Exceptional, (28 reviews)
"The host is very friendly and responsive, really goes the extra mile. We used the basement for a family gathering and the space worked great! "
United States
Julie C.
The price is NZ$275
includes taxes & fees
15 Sept - 16 Sept
Basement Bedroom Suite in the country with Hot Tub

7. Stadium Suites

Stadium Suites
3.0 star property
Ann Arbor
8.4 out of 10, Very good, (36 reviews)
"Great proximity to stadium."
United States
Patrick
The price is NZ$260
includes taxes & fees
16 Sept - 17 Sept
Stadium Suites

8. Lakefront house 2-bedroom house in delightful Michigan Center with WiFi, AC

Lakefront house 2-bedroom house in delightful Michigan Center with WiFi, AC
Michigan Center
8.6 out of 10, Excellent, (29 reviews)
"View was amazing, enjoyed location. Communication was wonderful with the store personnel. Would definitely rent again."
United States
Dea B.
The price is NZ$342
includes taxes & fees
16 Sept - 17 Sept
Lakefront house 2-bedroom house in delightful Michigan Center with WiFi, AC

9. Westside House 2 Miles to Downtown and the Stadium

Westside House 2 Miles to Downtown and the Stadium
South Maple
10.0 out of 10, Exceptional, (21 reviews)
"Thanks for the opportunity to stay. Great location."
United States
Bob & KatieTeachers at the Jazz B.
The price is NZ$496
includes taxes & fees
15 Sept - 16 Sept
Westside House 2 Miles to Downtown and the Stadium

10. Mid-Century in Water Hill w/ Tons of Natural Light

Mid-Century in Water Hill w/ Tons of Natural Light
Water Hill
9.0 out of 10, Wonderful, (2 reviews)
"Everything was great! I would return"
United States
Brianne A.
The price is NZ$499
includes taxes & fees
15 Sept - 16 Sept
Mid-Century in Water Hill w/ Tons of Natural Light

11. Cozy 2BR Mid-Century Townhouse w/Parking Near Downtown Ann Arbor & The Big House

Cozy 2BR Mid-Century Townhouse w/Parking Near Downtown Ann Arbor & The Big House
Eberwhite Woods
9.6 out of 10, Exceptional, (11 reviews)
"Great place to stay close to stadium quiet neighborhood. "
United States
mark b.
The price is NZ$451
includes taxes & fees
15 Sept - 16 Sept
Cozy 2BR Mid-Century Townhouse w/Parking Near Downtown Ann Arbor & The Big House

12. RockN'Roll Retreat Private Guest Suite @Pickleball quiet rural setting on 5 acre

RockN'Roll Retreat Private Guest Suite @Pickleball quiet rural setting on 5 acre
South Lyon
9.0 out of 10, Wonderful, (2 reviews)
The price is NZ$294
includes taxes & fees
15 Sept - 16 Sept
RockN'Roll Retreat Private Guest Suite @Pickleball quiet rural setting on 5 acre

13. New Condo near Beautiful Downtown Ann Arbor

New Condo near Beautiful Downtown Ann Arbor
Abbott
9.8 out of 10, Exceptional, (119 reviews)
"Great to have laundry access"
United States
Joanne T.
The price is NZ$464
includes taxes & fees
15 Sept - 16 Sept
New Condo near Beautiful Downtown Ann Arbor

14. Little Wolf Lake Retreat/All sports lake!

Little Wolf Lake Retreat/All sports lake!
Grass Lake
10.0 out of 10, Exceptional, (1 review)
"Beautifully remodeled walkout lower level right on the lake. The space was spotless, comfortable, and had everything we needed for a relaxing stay. The hosts were responsive, welcoming, and easy to communicate with. We thoroughly enjoyed our time here and would gladly stay again."
United States
Dana D.
The price is NZ$869
includes taxes & fees
15 Sept - 16 Sept
Little Wolf Lake Retreat/All sports lake!

15. Reconnect with nature in this one of a kind experience!

Reconnect with nature in this one of a kind experience!
Brooklyn
9.8 out of 10, Exceptional, (34 reviews)
"Very cool place super clean very cozy loved the board games and host was very accommodating and nice definitely would stay again"
United States
Corey C.
The price is NZ$322
includes taxes & fees
30 Sept - 1 Oct
Reconnect with nature in this one of a kind experience!

16. Ann Arbor City Club Apartments

Ann Arbor City Club Apartments
4.0 star property
Downtown
9.0 out of 10, Wonderful, (68 reviews)
"Very nice apartment"
United States
Daniel
The price is NZ$567
includes taxes & fees
16 Sept - 17 Sept
Ann Arbor City Club Apartments

17. Cozy 3-Bedroom 1 Mile to Downtown & Michigan Stadium w/ Free Parking

Cozy 3-Bedroom 1 Mile to Downtown & Michigan Stadium w/ Free Parking
Virginia Park
9.6 out of 10, Exceptional, (30 reviews)
"Comfy beds, super modern and clean interior, nice back porch and yard."
United States
Paul T.
The price is NZ$533
includes taxes & fees
15 Sept - 16 Sept
Cozy 3-Bedroom 1 Mile to Downtown & Michigan Stadium w/ Free Parking

18. Renovated 3 bed/2.5 bath with fast wifi & 100" projector near the BIG HOUSE!

Renovated 3 bed/2.5 bath with fast wifi & 100" projector near the BIG HOUSE!
Dicken
9.8 out of 10, Exceptional, (58 reviews)
"Very nice property, clean with plenty of room for a family. We had a great time in the area and this was a perfect home away from home."
United States
matthew B.
The price is NZ$493
includes taxes & fees
16 Sept - 17 Sept
Renovated 3 bed/2.5 bath with fast wifi & 100" projector near the BIG HOUSE!

19. Modern apartment with fitness center

Modern apartment with fitness center
Downtown
9.6 out of 10, Exceptional, (29 reviews)
"Great location! Clean, spacious. Comfy beds"
United States
Kristen S.
The price is NZ$542
includes taxes & fees
16 Sept - 17 Sept
Modern apartment with fitness center

20. KT2 Downtown Ann Arbor/Kerrytown Love Nest

KT2 Downtown Ann Arbor/Kerrytown Love Nest
Kerrytown
9.6 out of 10, Exceptional, (122 reviews)
"great location"
United States
Tim W.
The price is NZ$455
includes taxes & fees
15 Sept - 16 Sept
KT2 Downtown Ann Arbor/Kerrytown Love Nest
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 Gregory Hotel Reviews

Find out more about Gregory

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Gregory holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Gregory. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Gregory. Seeing all the best attractions is bound to make you fall in love with Gregory. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Gregory short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Gregory?

Yes, there are holiday rentals close to the most popular sights in Gregory, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Gregory has to offer?

Portage Lakefront - Great View & Location - 5 Bedrooms - 3 Baths - 2 Car Garage: This holiday home rental outside of Gregory is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of garden in this rental home to help you unwind.

How many holiday rentals will I find in Gregory?

Choose from 4 Expedia holiday rentals in Gregory for a memorable holiday.

What’s there to see and do in Gregory?

Joslin Lake and Patterson Lake are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Pinckney State Recreation Area and Bruin Lake.

What’s a holiday rental in Gregory like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Gregory. Holiday rentals feature amenities like kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about cleanliness, holiday rentals can offer a sense of seclusion away from public hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive option for family trips.