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Rolling Prairie Vacation Rentals

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
49 rentals in Rolling Prairie.
Private 15-Acre Farm w/ EV Charger, Pool, Spa, Fire Pit & Stocked Pond, vacation rental in Rolling Prairie
Private 15-Acre Farm w/ EV Charger, Pool, Spa, Fire Pit & Stocked Pond, vacation rental in Rolling Prairie
Private 15-Acre Farm w/ EV Charger, Pool, Spa, Fire Pit & Stocked Pond, vacation rental in Rolling Prairie

Private 15-Acre Farm w/ EV Charger, Pool, Spa, Fire Pit & Stocked Pond

Rental Home
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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3+ acres of privacy! Pup, Bike, walking Nirvana! 7 minutes to hip 3 Oaks!, vacation rental in Rolling Prairie
3+ acres of privacy! Pup, Bike, walking Nirvana! 7 minutes to hip 3 Oaks!, vacation rental in Rolling Prairie
3+ acres of privacy! Pup, Bike, walking Nirvana! 7 minutes to hip 3 Oaks!, vacation rental in Rolling Prairie

3+ acres of privacy! Pup, Bike, walking Nirvana! 7 minutes to hip 3 Oaks!

Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Saugany  Lake Life , 25 acres to roam, large spacious home, vacation rental in Rolling Prairie
Saugany  Lake Life , 25 acres to roam, large spacious home, vacation rental in Rolling Prairie
Saugany  Lake Life , 25 acres to roam, large spacious home, vacation rental in Rolling Prairie

Saugany Lake Life , 25 acres to roam, large spacious home

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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The following properties within 20 miles of Rolling Prairie match all your filters:
Lake Front 4 bedroom Pine Lake w/pier 15 minute to Lake Michigan-FISH-SKI-BOAT, vacation rental in Rolling Prairie
Lake Front 4 bedroom Pine Lake w/pier 15 minute to Lake Michigan-FISH-SKI-BOAT, vacation rental in Rolling Prairie
Lake Front 4 bedroom Pine Lake w/pier 15 minute to Lake Michigan-FISH-SKI-BOAT, vacation rental in Rolling Prairie

Lake Front 4 bedroom Pine Lake w/pier 15 minute to Lake Michigan-FISH-SKI-BOAT

Rental Home
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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5 bedroom with hot tub across from Kesling Park!, vacation rental in Rolling Prairie
5 bedroom with hot tub across from Kesling Park!, vacation rental in Rolling Prairie
5 bedroom with hot tub across from Kesling Park!, vacation rental in Rolling Prairie

5 bedroom with hot tub across from Kesling Park!

Rental Home
5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Huge Family Home w/ Pool - 13 Mi to Lake Michigan!, vacation rental in Rolling Prairie
Huge Family Home w/ Pool - 13 Mi to Lake Michigan!, vacation rental in Rolling Prairie
Huge Family Home w/ Pool - 13 Mi to Lake Michigan!, vacation rental in Rolling Prairie

Huge Family Home w/ Pool - 13 Mi to Lake Michigan!

Rental Home
7 bedrooms
4 bathrooms
Sleeps 18
Match: Sleeps
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Cottage In The Heart Of Harbor Country - Steps From Town, vacation rental in Rolling Prairie
Cottage In The Heart Of Harbor Country - Steps From Town, vacation rental in Rolling Prairie
Cottage In The Heart Of Harbor Country - Steps From Town, vacation rental in Rolling Prairie

Cottage In The Heart Of Harbor Country - Steps From Town

Rental Home
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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The Getaway - Three Oaks Cottage 3 BR 1.5 Bath - Week Stay Discount, vacation rental in Rolling Prairie
The Getaway - Three Oaks Cottage 3 BR 1.5 Bath - Week Stay Discount, vacation rental in Rolling Prairie
The Getaway - Three Oaks Cottage 3 BR 1.5 Bath - Week Stay Discount, vacation rental in Rolling Prairie

The Getaway - Three Oaks Cottage 3 BR 1.5 Bath - Week Stay Discount

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Beachfront Bungalow, vacation rental in Rolling Prairie
Beachfront Bungalow, vacation rental in Rolling Prairie
Beachfront Bungalow, vacation rental in Rolling Prairie

Beachfront Bungalow

Condo/Apartment
0 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Restored 1870 Victorian Home in Historic LaPorte, IN all for you.., vacation rental in Rolling Prairie
Restored 1870 Victorian Home in Historic LaPorte, IN all for you.., vacation rental in Rolling Prairie
Restored 1870 Victorian Home in Historic LaPorte, IN all for you.., vacation rental in Rolling Prairie

Restored 1870 Victorian Home in Historic LaPorte, IN all for you..

Rental Home
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Three Oaks Creek House -- Perfect, vacation rental in Rolling Prairie
Three Oaks Creek House -- Perfect, vacation rental in Rolling Prairie
Three Oaks Creek House -- Perfect, vacation rental in Rolling Prairie

Three Oaks Creek House -- Perfect

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Three Oaks, Michigan.  Beautiful Southwestern Michigan, vacation rental in Rolling Prairie
Three Oaks, Michigan.  Beautiful Southwestern Michigan, vacation rental in Rolling Prairie
Three Oaks, Michigan.  Beautiful Southwestern Michigan, vacation rental in Rolling Prairie

Three Oaks, Michigan. Beautiful Southwestern Michigan

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Country Setting, Nearby Historic New Carlisle, Restaurants, Beaches And Wineries, vacation rental in Rolling Prairie
Country Setting, Nearby Historic New Carlisle, Restaurants, Beaches And Wineries, vacation rental in Rolling Prairie
Country Setting, Nearby Historic New Carlisle, Restaurants, Beaches And Wineries, vacation rental in Rolling Prairie

Country Setting, Nearby Historic New Carlisle, Restaurants, Beaches And Wineries

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Elegant & Cozy Guesthouse w/ Hot Tub, Walk to Downtown, vacation rental in Rolling Prairie
Elegant & Cozy Guesthouse w/ Hot Tub, Walk to Downtown, vacation rental in Rolling Prairie
Elegant & Cozy Guesthouse w/ Hot Tub, Walk to Downtown, vacation rental in Rolling Prairie

Elegant & Cozy Guesthouse w/ Hot Tub, Walk to Downtown

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Corporate Cottage in LaPorte Cable St Front unit, vacation rental in Rolling Prairie
Corporate Cottage in LaPorte Cable St Front unit, vacation rental in Rolling Prairie
Corporate Cottage in LaPorte Cable St Front unit, vacation rental in Rolling Prairie

Corporate Cottage in LaPorte Cable St Front unit

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Enjoy fishing at the cottage!!, vacation rental in Rolling Prairie
Enjoy fishing at the cottage!!, vacation rental in Rolling Prairie
Enjoy fishing at the cottage!!, vacation rental in Rolling Prairie

Enjoy fishing at the cottage!!

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Quaint New Carlisle Escape w/ Lake Access!, vacation rental in Rolling Prairie
Quaint New Carlisle Escape w/ Lake Access!, vacation rental in Rolling Prairie
Quaint New Carlisle Escape w/ Lake Access!, vacation rental in Rolling Prairie

Quaint New Carlisle Escape w/ Lake Access!

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Peaceful lake house, vacation rental in Rolling Prairie
Peaceful lake house, vacation rental in Rolling Prairie
Peaceful lake house, vacation rental in Rolling Prairie

Peaceful lake house

Rental Home
2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Gorgeous La Porte Apartment in Heart of Dtwn!, vacation rental in Rolling Prairie
Gorgeous La Porte Apartment in Heart of Dtwn!, vacation rental in Rolling Prairie
Gorgeous La Porte Apartment in Heart of Dtwn!, vacation rental in Rolling Prairie

Gorgeous La Porte Apartment in Heart of Dtwn!

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Lakefront cottage on scenic Hudson Lake, vacation rental in Rolling Prairie
Lakefront cottage on scenic Hudson Lake, vacation rental in Rolling Prairie
Lakefront cottage on scenic Hudson Lake, vacation rental in Rolling Prairie

Lakefront cottage on scenic Hudson Lake

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Cottage home on its own private lake, vacation rental in Rolling Prairie
Cottage home on its own private lake, vacation rental in Rolling Prairie
Cottage home on its own private lake, vacation rental in Rolling Prairie

Cottage home on its own private lake

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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2 bedroom house UNWIND & ENJOY, vacation rental in Rolling Prairie
2 bedroom house UNWIND & ENJOY, vacation rental in Rolling Prairie
2 bedroom house UNWIND & ENJOY, vacation rental in Rolling Prairie

2 bedroom house UNWIND & ENJOY

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Quaint, budget-friendly home walking distance to town with grill - dog-friendly, vacation rental in Rolling Prairie
Quaint, budget-friendly home walking distance to town with grill - dog-friendly, vacation rental in Rolling Prairie
Quaint, budget-friendly home walking distance to town with grill - dog-friendly, vacation rental in Rolling Prairie

Quaint, budget-friendly home walking distance to town with grill - dog-friendly

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Country escape by the lake., vacation rental in Rolling Prairie
Country escape by the lake., vacation rental in Rolling Prairie
Country escape by the lake., vacation rental in Rolling Prairie

Country escape by the lake.

Rental Home
3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
More info
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Tranquil Two-Story Home, vacation rental in Rolling Prairie
Tranquil Two-Story Home, vacation rental in Rolling Prairie
Tranquil Two-Story Home, vacation rental in Rolling Prairie

Tranquil Two-Story Home

Condo/Apartment
0 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Private Beach, Lakefront, Spacious yard, Dock. Make memories at the lake!, vacation rental in Rolling Prairie
Private Beach, Lakefront, Spacious yard, Dock. Make memories at the lake!, vacation rental in Rolling Prairie
Private Beach, Lakefront, Spacious yard, Dock. Make memories at the lake!, vacation rental in Rolling Prairie

Private Beach, Lakefront, Spacious yard, Dock. Make memories at the lake!

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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New... Happy Acres: Modern Luxury Country Farmhouse, vacation rental in Rolling Prairie
New... Happy Acres: Modern Luxury Country Farmhouse, vacation rental in Rolling Prairie
New... Happy Acres: Modern Luxury Country Farmhouse, vacation rental in Rolling Prairie

New... Happy Acres: Modern Luxury Country Farmhouse

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Cozy Lake House with private pier and large yard!, vacation rental in Rolling Prairie
Cozy Lake House with private pier and large yard!, vacation rental in Rolling Prairie
Cozy Lake House with private pier and large yard!, vacation rental in Rolling Prairie

Cozy Lake House with private pier and large yard!

Rental Home
3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
More info
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Luxury Living On The Lake, vacation rental in Rolling Prairie
Luxury Living On The Lake, vacation rental in Rolling Prairie
Luxury Living On The Lake, vacation rental in Rolling Prairie

Luxury Living On The Lake

Rental Home
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Fresh, sleek, retreat on Pine Lake, vacation rental in Rolling Prairie
Fresh, sleek, retreat on Pine Lake, vacation rental in Rolling Prairie
Fresh, sleek, retreat on Pine Lake, vacation rental in Rolling Prairie

Fresh, sleek, retreat on Pine Lake

Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Hidden gem near the lake and town with fast WiFi, deck, and wooded acreage, vacation rental in Rolling Prairie
Hidden gem near the lake and town with fast WiFi, deck, and wooded acreage, vacation rental in Rolling Prairie
Hidden gem near the lake and town with fast WiFi, deck, and wooded acreage, vacation rental in Rolling Prairie

Hidden gem near the lake and town with fast WiFi, deck, and wooded acreage

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Beautifully Remodeled Lake Cottage with Stunning view of Stone Lake, vacation rental in Rolling Prairie
Beautifully Remodeled Lake Cottage with Stunning view of Stone Lake, vacation rental in Rolling Prairie
Beautifully Remodeled Lake Cottage with Stunning view of Stone Lake, vacation rental in Rolling Prairie

Beautifully Remodeled Lake Cottage with Stunning view of Stone Lake

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Family friendly Farmhouse just minutes from the beach and casino!, vacation rental in Rolling Prairie
Family friendly Farmhouse just minutes from the beach and casino!, vacation rental in Rolling Prairie
Family friendly Farmhouse just minutes from the beach and casino!, vacation rental in Rolling Prairie

Family friendly Farmhouse just minutes from the beach and casino!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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StOnE LaKe KiTcHy CaMpY Oh So gLaMpY!, vacation rental in Rolling Prairie
StOnE LaKe KiTcHy CaMpY Oh So gLaMpY!, vacation rental in Rolling Prairie
StOnE LaKe KiTcHy CaMpY Oh So gLaMpY!, vacation rental in Rolling Prairie

StOnE LaKe KiTcHy CaMpY Oh So gLaMpY!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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CaLLinG all LaKe LoVers, YeAr RouNd CHaRm, vacation rental in Rolling Prairie
CaLLinG all LaKe LoVers, YeAr RouNd CHaRm, vacation rental in Rolling Prairie
CaLLinG all LaKe LoVers, YeAr RouNd CHaRm, vacation rental in Rolling Prairie

CaLLinG all LaKe LoVers, YeAr RouNd CHaRm

Rental Home
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Private lake estate home, July and August 2020 are minimum of 30 day rental only, vacation rental in Rolling Prairie
Private lake estate home, July and August 2020 are minimum of 30 day rental only, vacation rental in Rolling Prairie
Private lake estate home, July and August 2020 are minimum of 30 day rental only, vacation rental in Rolling Prairie

Private lake estate home, July and August 2020 are minimum of 30 day rental only

Rental Home
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Planet 210... Hot Tub, Pontoon, Stone Lake All In!, vacation rental in Rolling Prairie
Planet 210... Hot Tub, Pontoon, Stone Lake All In!, vacation rental in Rolling Prairie
Planet 210... Hot Tub, Pontoon, Stone Lake All In!, vacation rental in Rolling Prairie

Planet 210... Hot Tub, Pontoon, Stone Lake All In!

Rental Home
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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Luxurious Lakefront Estate with Pool and Hottub, vacation rental in Rolling Prairie
Luxurious Lakefront Estate with Pool and Hottub, vacation rental in Rolling Prairie
Luxurious Lakefront Estate with Pool and Hottub, vacation rental in Rolling Prairie

Luxurious Lakefront Estate with Pool and Hottub

Condo/Apartment
0 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps
More info
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Stunning Renovated Designer Victorian House w Beautiful Vintage Details, vacation rental in Rolling Prairie
Stunning Renovated Designer Victorian House w Beautiful Vintage Details, vacation rental in Rolling Prairie
Stunning Renovated Designer Victorian House w Beautiful Vintage Details, vacation rental in Rolling Prairie

Stunning Renovated Designer Victorian House w Beautiful Vintage Details

Rental Home
4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
More info
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Cozy Cottage On The Lake, vacation rental in Rolling Prairie
Cozy Cottage On The Lake, vacation rental in Rolling Prairie
Cozy Cottage On The Lake, vacation rental in Rolling Prairie

Cozy Cottage On The Lake

Rental Home
5 bedrooms
2 bathrooms
Sleeps 11
Match: Sleeps
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Beautiful 1800's Barn, vacation rental in Rolling Prairie
Beautiful 1800's Barn, vacation rental in Rolling Prairie
Beautiful 1800's Barn, vacation rental in Rolling Prairie

Beautiful 1800's Barn

Rental Home
5 bedrooms
3 bathrooms
Sleeps 16
Match: Sleeps
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Galena House—Gorgeous 6 BR, 10 min to Three Oaks!, vacation rental in Rolling Prairie
Galena House—Gorgeous 6 BR, 10 min to Three Oaks!, vacation rental in Rolling Prairie
Galena House—Gorgeous 6 BR, 10 min to Three Oaks!, vacation rental in Rolling Prairie

Galena House—Gorgeous 6 BR, 10 min to Three Oaks!

Rental Home
6 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
More info
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Perfect for groups! Walk to Journeyman/downtown Three Oaks, vacation rental in Rolling Prairie
Perfect for groups! Walk to Journeyman/downtown Three Oaks, vacation rental in Rolling Prairie
Perfect for groups! Walk to Journeyman/downtown Three Oaks, vacation rental in Rolling Prairie

Perfect for groups! Walk to Journeyman/downtown Three Oaks

Rental Home
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
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Private nature retreat, close to Harbor Country’s best attractions, vacation rental in Rolling Prairie
Private nature retreat, close to Harbor Country’s best attractions, vacation rental in Rolling Prairie
Private nature retreat, close to Harbor Country’s best attractions, vacation rental in Rolling Prairie

Private nature retreat, close to Harbor Country’s best attractions

Rental Home
5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
More info
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The Grand Elm - Stately homestead in the heart of Three Oaks, MI - 6 bed, 3 bath, vacation rental in Rolling Prairie
The Grand Elm - Stately homestead in the heart of Three Oaks, MI - 6 bed, 3 bath, vacation rental in Rolling Prairie
The Grand Elm - Stately homestead in the heart of Three Oaks, MI - 6 bed, 3 bath, vacation rental in Rolling Prairie

The Grand Elm - Stately homestead in the heart of Three Oaks, MI - 6 bed, 3 bath

Rental Home
6 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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"SOFANA ON THE LAKE" - Unforgettable Moments of Relaxation at The Lake!!!, vacation rental in Rolling Prairie
"SOFANA ON THE LAKE" - Unforgettable Moments of Relaxation at The Lake!!!, vacation rental in Rolling Prairie
"SOFANA ON THE LAKE" - Unforgettable Moments of Relaxation at The Lake!!!, vacation rental in Rolling Prairie

"SOFANA ON THE LAKE" - Unforgettable Moments of Relaxation at The Lake!!!

Rental Home
6 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
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Luxury Rental (B&B) that sleeps 14 (+2) near Journeyman Distillery., vacation rental in Rolling Prairie
Luxury Rental (B&B) that sleeps 14 (+2) near Journeyman Distillery., vacation rental in Rolling Prairie
Luxury Rental (B&B) that sleeps 14 (+2) near Journeyman Distillery., vacation rental in Rolling Prairie

Luxury Rental (B&B) that sleeps 14 (+2) near Journeyman Distillery.

Rental Home
5 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
More info
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Gorgeous 6 bedroom "Retreat" - Indoor and Outdoor!, vacation rental in Rolling Prairie
Gorgeous 6 bedroom "Retreat" - Indoor and Outdoor!, vacation rental in Rolling Prairie
Gorgeous 6 bedroom "Retreat" - Indoor and Outdoor!, vacation rental in Rolling Prairie

Gorgeous 6 bedroom "Retreat" - Indoor and Outdoor!

Rental Home
6 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
More info
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Casa Gitana Boutique Style Stay, vacation rental in Rolling Prairie
Casa Gitana Boutique Style Stay, vacation rental in Rolling Prairie
Casa Gitana Boutique Style Stay, vacation rental in Rolling Prairie

Casa Gitana Boutique Style Stay

Rental Home
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Showing results 1-49 of 49
Frequently Asked Questions about Rolling Prairie