Shepherd Holiday Rentals

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Check prices for these dates

In two weeks
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

Our top choices for Shepherd holiday rentals

Outdoor dining
Spectacular Lake Views!

Cottage in Stanton

Spectacular Lake Views!
9.8 out of 10, Exceptional, (26)
"Fabulous communication, very clean accommodatios."
United States
Renee F.
The price is HK$939
HK$1,942 total
includes taxes & fees
6 Jan - 7 Jan 2026
Spectacular Lake Views!
TV
The Eagle’s Nest - 12 miles to Soaring Eagle Casino! Mt. Pleasant - Midland

Cabin in Midland

The Eagle’s Nest - 12 miles to Soaring Eagle Casino! Mt. Pleasant - Midland
8.8 out of 10, Excellent, (19)
"Property was a great little cabin, clean, nice looking inside, great rooms, large rooms. Big yard, fire pit, quiet and peaceful.."
United States
Anonymous traveller
The price is HK$1,393
HK$2,015 total
includes taxes & fees
29 Dec - 30 Dec
The Eagle’s Nest - 12 miles to Soaring Eagle Casino! Mt. Pleasant - Midland
Property grounds
Cozy lakefront cabin with fireplace, private beach, 2 firepits. Open year round!

Cabin in Remus

Cozy lakefront cabin with fireplace, private beach, 2 firepits. Open year round!
10.0 out of 10, Exceptional, (14)
"Great spot on the lakeside. Totally recommend this place if you’re in the area and in need of small lakeside accommodations. "
United States
abby S.
The price is HK$856
HK$1,545 total
includes taxes & fees
6 Jan - 7 Jan 2026
Cozy lakefront cabin with fireplace, private beach, 2 firepits. Open year round!
Smart TV, books
Exclusive Spread | 3 Miles to Downtown | Sleeps 5

Holiday Home in Midland

Exclusive Spread | 3 Miles to Downtown | Sleeps 5
9.8 out of 10, Exceptional, (10)
"The home was very nice, well supplied, and the host was excellent to work with! Absolutely would stay again"
United States
Douglas B.
The price is HK$945
HK$2,631 total
includes taxes & fees
1 Jan - 2 Jan 2026
Exclusive Spread | 3 Miles to Downtown | Sleeps 5
Fridge, microwave, oven, stovetop
Road end access to the beautiful Crystal Lake, Montcalm County, Michigan.

Holiday Home in Crystal

Road end access to the beautiful Crystal Lake, Montcalm County, Michigan.
2.0 star property
9.0 out of 10, Wonderful, (18)
"Great place to stay "
United States
Robert G.
The price is HK$1,167
HK$1,875 total
includes taxes & fees
10 Jan - 11 Jan 2026
Road end access to the beautiful Crystal Lake, Montcalm County, Michigan.
Exterior detail
Vibrant 2 Bed Located Downtown/ Closing to Soaring Eagle/CMU

Holiday Home in Mount Pleasant

Vibrant 2 Bed Located Downtown/ Closing to Soaring Eagle/CMU
9.6 out of 10, Exceptional, (20)
"The place was adorable everything was great would go back"
United States
MARY M.
The price is HK$680
HK$1,909 total
includes taxes & fees
5 Jan - 6 Jan 2026
Vibrant 2 Bed Located Downtown/ Closing to Soaring Eagle/CMU
Living area
Luxury Suite w/Blackout Blinds. Walk to Downtown. Pet Friendly; Full Fenced Yard

Holiday Home in Midland

Luxury Suite w/Blackout Blinds. Walk to Downtown. Pet Friendly; Full Fenced Yard
9.0 out of 10, Wonderful, (12)
"Nice "
United States
Scott
The price is HK$1,246
HK$2,322 total
includes taxes & fees
31 Dec - 1 Jan 2026
Luxury Suite w/Blackout Blinds. Walk to Downtown. Pet Friendly; Full Fenced Yard
Terrace/patio
Welcome to Louann Lodge! A Lakefront Retreat!

Cottage in Stanton

Welcome to Louann Lodge! A Lakefront Retreat!
10.0 out of 10, Exceptional, (9)
"Our stay was amazing!"
United States
Micki P.
The price is HK$1,593
HK$3,879 total
includes taxes & fees
29 Dec - 30 Dec
Welcome to Louann Lodge! A Lakefront Retreat!
Fridge, microwave, oven, stovetop
NEW - Charming 1 Bed Historical Home - Steps to Downtown Midland

Apartment in Midland

NEW - Charming 1 Bed Historical Home - Steps to Downtown Midland
9.6 out of 10, Exceptional, (5)
"Easy to locate, easy to access, and walking distance to downtown. "
United States
Sarah K.
The price is HK$933
HK$2,042 total
includes taxes & fees
4 Jan - 5 Jan 2026
NEW - Charming 1 Bed Historical Home - Steps to Downtown Midland
Property grounds
Amazing lake views for the perfect family getaway at the Lake Thirteen Retreat!

Holiday Home in Farwell

Amazing lake views for the perfect family getaway at the Lake Thirteen Retreat!
9.6 out of 10, Exceptional, (15)
"This was a great place for our family to gather and visit."
United States
Leslie F.
The price is HK$1,167
HK$3,610 total
includes taxes & fees
13 Jan - 14 Jan 2026
Amazing lake views for the perfect family getaway at the Lake Thirteen Retreat!
Exterior detail
Cozy 1 Bedroom Located Downtown/Close to Soaring Eagle/CMU

Holiday Home in Mount Pleasant

Cozy 1 Bedroom Located Downtown/Close to Soaring Eagle/CMU
9.8 out of 10, Exceptional, (23)
"I liked the place in a historic home. The location was perfect."
United States
Gina S.
The price is HK$501
HK$1,442 total
includes taxes & fees
25 Dec - 26 Dec
Cozy 1 Bedroom Located Downtown/Close to Soaring Eagle/CMU
Outdoor dining
Sweet Retreat W/ 2 King Rooms - Pet & Family Friendly! Fenced in yard

Holiday Home in Midland

Sweet Retreat W/ 2 King Rooms - Pet & Family Friendly! Fenced in yard
9.2 out of 10, Wonderful, (25)
"Our family thoroughly enjoyed our stay at this home. Beautiful home and neighborhood. I loved having coffee on the screened in porch in the mornings. My 8 yr old daughter wanted stay there and live in that house. "
United States
Karen L.
The price is HK$2,094
HK$3,979 total
includes taxes & fees
2 Jan - 3 Jan 2026
Sweet Retreat W/ 2 King Rooms - Pet & Family Friendly! Fenced in yard
Fridge, microwave, oven, stovetop
Crabtree Place: A Relaxing 60s Experience

Holiday Home in Midland

Crabtree Place: A Relaxing 60s Experience
10.0 out of 10, Exceptional, (9)
"Nice amenities, very clean and confortable. Updated 60's design. Safe neighborhood . We would definitely stay there again."
United States
Denise S.
The price is HK$2,256
HK$3,470 total
includes taxes & fees
3 Jan - 4 Jan 2026
Crabtree Place: A Relaxing 60s Experience
Interior
Legacy Home- Spacious 4 bedroom family friendly home.

Holiday Home in Midland

Legacy Home- Spacious 4 bedroom family friendly home.
2.0 star property
10.0 out of 10, Exceptional, (3)
"Thank you for hosting us! We all had a great stay! "
United States
Trevor S.
The price is HK$3,326
HK$4,444 total
includes taxes & fees
29 Dec - 30 Dec
Legacy Home- Spacious 4 bedroom family friendly home.
Offices
Schambra House:Rare architecture

Holiday Home in Midland

Schambra House:Rare architecture
10.0 out of 10, Exceptional, (2)
"Couldn’t have been nicer! Hosts so easy to work with and a very convenient location "
United States
Nancy M.
The price is HK$3,151
HK$4,678 total
includes taxes & fees
2 Jan - 3 Jan 2026
Schambra House:Rare architecture
Property grounds
Gorgeous 3-bedroom house with lake access and boat.

Holiday Home in Lakeview

Gorgeous 3-bedroom house with lake access and boat.
The price is HK$2,256
HK$4,357 total
includes taxes & fees
6 Jan - 7 Jan 2026
Gorgeous 3-bedroom house with lake access and boat.
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 Shepherd Hotel Reviews

Holiday Inn Midland by IHG

Holiday Inn Midland by IHG

10/10 Excellent
"Clean room, staff was friendly"
Brittany 2-night trip
Posted 2 days ago
Holiday Inn Midland by IHG

Find out more about Shepherd

Search for holiday rentals in Shepherd on Expedia! You can easily find your home rentals, villas, holiday apartments in Shepherd using one of the methods below:

  • View our selection of featured holiday rentals in Shepherd
  • Use the map to find apartments and other holiday homes in the Shepherd neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Shepherd while they last

Look no further and take a look at our great range of rental properties in Shepherd!

Frequently asked questions

Can I find a holiday rental in Shepherd?

Yes, there are holiday rentals close to the most popular sights in Shepherd, 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 Shepherd has to offer?

Log Cabin house on 10.5 acers of wooded land. Accommodates 20 plus guest. : This holiday home rental outside of Shepherd is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 8 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals will I find in Shepherd?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your Shepherd stay.

What can I see and do in Shepherd?

Explore the area and family-friendly sights such as Kids Quest, or get out into nature at a spot like Fred Meijer Heartland Edmore Trailhead. In the wider area, you’ll find Maple Creek Golf Club and Kelly-Shorts Stadium.

What are holiday rentals like in Shepherd?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Shepherd. Holiday rentals provide amenities such as laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a clean environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and lobbies bustling with people while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for small groups.