Vacation rentals in Little Crooked Lake, MI

99 available vacation rental offers

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Best vacation rentals and Airbnb offers in Little Crooked Lake, MI

Grandma's Garden Getaway - Little Crooked Lake, MI

Grandma's Garden Getaway

Holiday Home, Little Crooked Lake

Grandma's Garden Getaway is a holiday home in Little Crooked Lake, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Grandma's Garden Getaway

Grandma's Garden Getaway is a holiday home in Little Crooked Lake, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $933.

From$133/night
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Sister Lake Cottages - Unit 3 - Little Crooked Lake, MI

Sister Lake Cottages - Unit 3

Cabin, Little Crooked Lake

Sister Lake Cottages - Unit 3 is a cabin in Little Crooked Lake, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Sister Lake Cottages - Unit 3

Sister Lake Cottages - Unit 3 is a cabin in Little Crooked Lake, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: kitchen, with kitchen, parking, free parking, and ac.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,279.

From$183/night
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Sister Lake Cottages - Unit 4 - Little Crooked Lake, MI

Sister Lake Cottages - Unit 4

Cabin, Little Crooked Lake

Sister Lake Cottages - Unit 4 is a cabin in Little Crooked Lake, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Sister Lake Cottages - Unit 4

Sister Lake Cottages - Unit 4 is a cabin in Little Crooked Lake, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: kitchen, with kitchen, parking, free parking, and ac.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,279.

From$183/night
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Sister Lake Cottages - Unit 7 - Little Crooked Lake, MI

Sister Lake Cottages - Unit 7

Cabin, Little Crooked Lake

Sister Lake Cottages - Unit 7 is a cabin in Little Crooked Lake, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Sister Lake Cottages - Unit 7

Sister Lake Cottages - Unit 7 is a cabin in Little Crooked Lake, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: kitchen, with kitchen, parking, free parking, and ac.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,290.

From$184/night
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Waterfront vacation rentals in Little Crooked Lake, MI

Discover vacation rentals close to the coast, water, and beach areas around Little Crooked Lake, MI.

3 BR Lakefront house, sandy bottom on Lake Dewey in the Sister Lakes - Little Crooked Lake, MI

3 BR Lakefront house, sandy bottom on Lake Dewey in the Sister Lakes

Holiday Home, Little Crooked Lake

3 BR Lakefront house, sandy bottom on Lake Dewey in the Sister Lakes is a holiday home in Little Crooked Lake, with pet-friendly space, kitchen access, and room for a group. This stay gives…

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About 3 BR Lakefront house, sandy bottom on Lake Dewey in the Sister Lakes

3 BR Lakefront house, sandy bottom on Lake Dewey in the Sister Lakes is a holiday home in Little Crooked Lake, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $3,341.

From$477/night
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Updated and fully appointed Round Lake waterfront home w/ hot tub! - Little Crooked Lake, MI

Updated and fully appointed Round Lake waterfront home w/ hot tub!

Holiday Home, Little Crooked Lake

Updated and fully appointed Round Lake waterfront home w/ hot tub! is a holiday home in Little Crooked Lake, with easy beach access and kitchen access. This stay gives travelers a…

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About Updated and fully appointed Round Lake waterfront home w/ hot tub!

Updated and fully appointed Round Lake waterfront home w/ hot tub! is a holiday home in Little Crooked Lake, with easy beach access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: hot tub, free wifi, kitchen, and with kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $4,160.

From$594/night
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Benton Harbor Lake House w/ Dock & Fire Pit! - Little Crooked Lake, MI

Benton Harbor Lake House w/ Dock & Fire Pit!

Holiday Home, Little Crooked Lake

Benton Harbor Lake House w/ Dock & Fire Pit! is a holiday home in Little Crooked Lake, with easy beach access and parking. This stay gives travelers a comfortable base for exploring the…

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About Benton Harbor Lake House w/ Dock & Fire Pit!

Benton Harbor Lake House w/ Dock & Fire Pit! is a holiday home in Little Crooked Lake, with easy beach access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, beachfront, beach front, parking, and paid parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $5,421.

From$648/night
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Benton Harbor Lake House w/ Dock & Fire Pit! - Little Crooked Lake, MI

Benton Harbor Lake House w/ Dock & Fire Pit!

Holiday Home, Little Crooked Lake

Benton Harbor Lake House w/ Dock & Fire Pit! is a holiday home in Little Crooked Lake, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Benton Harbor Lake House w/ Dock & Fire Pit!

Benton Harbor Lake House w/ Dock & Fire Pit! is a holiday home in Little Crooked Lake, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, beachfront, and beach front.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $4,624.

From$661/night
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Family-friendly vacation rentals in Little Crooked Lake, MI

Plan a trip with stays that give families more room to spread out.

Great studio/loft near orchards, wineries, & beaches - Little Crooked Lake, MI

Great studio/loft near orchards, wineries, & beaches

Apartment, Little Crooked Lake

Great studio/loft near orchards, wineries, & beaches is a apartment in Little Crooked Lake, with easy beach access and kitchen access. This stay gives travelers a comfortable base for…

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About Great studio/loft near orchards, wineries, & beaches

Great studio/loft near orchards, wineries, & beaches is a apartment in Little Crooked Lake, with easy beach access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and kids friendly.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $847.

From$121/night
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Heron's Nest I Paw Paw Lake Cottages I Ontario #4 - Little Crooked Lake, MI

Heron's Nest I Paw Paw Lake Cottages I Ontario #4

Cottage, Little Crooked Lake

Heron's Nest I Paw Paw Lake Cottages I Ontario #4 is a cottage in Little Crooked Lake, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Heron's Nest I Paw Paw Lake Cottages I Ontario #4

Heron's Nest I Paw Paw Lake Cottages I Ontario #4 is a cottage in Little Crooked Lake, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,542.

From$220/night
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LAKE FRONT FAMILY RENTAL. ALL SAND BOTTOM! NO SEAWEED! - Little Crooked Lake, MI

LAKE FRONT FAMILY RENTAL. ALL SAND BOTTOM! NO SEAWEED!

Holiday Home, Little Crooked Lake

LAKE FRONT FAMILY RENTAL. ALL SAND BOTTOM! NO SEAWEED! is a holiday home in Little Crooked Lake, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable…

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About LAKE FRONT FAMILY RENTAL. ALL SAND BOTTOM! NO SEAWEED!

LAKE FRONT FAMILY RENTAL. ALL SAND BOTTOM! NO SEAWEED! is a holiday home in Little Crooked Lake, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: kitchen, with kitchen, parking, free parking, and washer.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $3,492.

From$499/night
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Spacious lakefront home on peaceful Cable Lake. - Little Crooked Lake, MI

Spacious lakefront home on peaceful Cable Lake.

Holiday Home, Little Crooked Lake

Spacious lakefront home on peaceful Cable Lake. is a holiday home in Little Crooked Lake, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Spacious lakefront home on peaceful Cable Lake.

Spacious lakefront home on peaceful Cable Lake. is a holiday home in Little Crooked Lake, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, kitchen, with kitchen, kids friendly, and kids friendly videos or books.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $3,971.

From$567/night
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Pet-friendly vacation rentals in Little Crooked Lake, MI

Bring your pet along with stays that welcome four-legged travelers.

The Row House on 4th - Little Crooked Lake, MI

The Row House on 4th

Holiday Home, Little Crooked Lake

The Row House on 4th is a holiday home in Little Crooked Lake, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About The Row House on 4th

The Row House on 4th is a holiday home in Little Crooked Lake, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets friendly, kitchen, with kitchen, and parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,563.

From$223/night
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Pokagon Cozy Lakeview Cottage - Little Crooked Lake, MI

Pokagon Cozy Lakeview Cottage

Cottage, Little Crooked Lake

Pokagon Cozy Lakeview Cottage is a cottage in Little Crooked Lake, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Pokagon Cozy Lakeview Cottage

Pokagon Cozy Lakeview Cottage is a cottage in Little Crooked Lake, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,585.

From$226/night
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Getaw-A-Frame: A Frame Retreat + Firepit + Lake - Little Crooked Lake, MI

Getaw-A-Frame: A Frame Retreat + Firepit + Lake

Cabin, Little Crooked Lake

Getaw-A-Frame: A Frame Retreat + Firepit + Lake is a cabin in Little Crooked Lake, with pet-friendly space and a quieter setting. This stay gives travelers a comfortable base for exploring…

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About Getaw-A-Frame: A Frame Retreat + Firepit + Lake

Getaw-A-Frame: A Frame Retreat + Firepit + Lake is a cabin in Little Crooked Lake, with pet-friendly space and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, washer, and dryer.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $2,469.

From$353/night
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10 Acre County Line Cabin - Private Pond & Firepit - Little Crooked Lake, MI

10 Acre County Line Cabin - Private Pond & Firepit

Holiday Home, Little Crooked Lake

10 Acre County Line Cabin - Private Pond & Firepit is a holiday home in Little Crooked Lake, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable…

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About 10 Acre County Line Cabin - Private Pond & Firepit

10 Acre County Line Cabin - Private Pond & Firepit is a holiday home in Little Crooked Lake, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets friendly, kitchen, with kitchen, and parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $2,723.

From$389/night
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Vacation rentals with a pool in Little Crooked Lake, MI

Add a pool to the search when you want an easy place to cool off between outings.

Modern Farmhouse With Large, In-Ground Heated Pool - 15 Mins To St. Joseph - Little Crooked Lake, MI

Modern Farmhouse With Large, In-Ground Heated Pool - 15 Mins To St. Joseph

Holiday Home, Little Crooked Lake

Modern Farmhouse With Large, In-Ground Heated Pool - 15 Mins To St. Joseph is a holiday home in Little Crooked Lake, with pool access and kitchen access. This stay gives travelers a…

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About Modern Farmhouse With Large, In-Ground Heated Pool - 15 Mins To St. Joseph

Modern Farmhouse With Large, In-Ground Heated Pool - 15 Mins To St. Joseph is a holiday home in Little Crooked Lake, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, free wifi, kitchen, and with kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $3,530.

From$504/night
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Home in Dowagiac with private pool - Little Crooked Lake, MI

Home in Dowagiac with private pool

Holiday Home, Little Crooked Lake

Home in Dowagiac with private pool is a holiday home in Little Crooked Lake, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Home in Dowagiac with private pool

Home in Dowagiac with private pool is a holiday home in Little Crooked Lake, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $4,943.

From$706/night
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Lux Pool House on Paw Paw Lake, sleeps 14- 1 hr 45 min from Chicago! - Little Crooked Lake, MI

Lux Pool House on Paw Paw Lake, sleeps 14- 1 hr 45 min from Chicago!

Holiday Home, Little Crooked Lake

Lux Pool House on Paw Paw Lake, sleeps 14- 1 hr 45 min from Chicago! is a holiday home in Little Crooked Lake, with pool access, parking, and room for a group. This stay gives travelers a…

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About Lux Pool House on Paw Paw Lake, sleeps 14- 1 hr 45 min from Chicago!

Lux Pool House on Paw Paw Lake, sleeps 14- 1 hr 45 min from Chicago! is a holiday home in Little Crooked Lake, with pool access, parking, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, parking, free parking, washer, and dryer.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $6,234.

From$891/night
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Private Inground Pool | Hot Tub | Stunning Orchard Views - Little Crooked Lake, MI

Private Inground Pool | Hot Tub | Stunning Orchard Views

Holiday Home, Little Crooked Lake

Private Inground Pool · Hot Tub · Stunning Orchard Views is a holiday home in Little Crooked Lake, with pool access and kitchen access. This stay gives travelers a comfortable base for…

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About Private Inground Pool | Hot Tub | Stunning Orchard Views

Private Inground Pool · Hot Tub · Stunning Orchard Views is a holiday home in Little Crooked Lake, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, hot tub, kitchen, and with kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $8,481.

From$1,212/night
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Vacation rentals with parking in Little Crooked Lake, MI

Find vacation rentals that make arriving by car easier.

Great Living - Little Crooked Lake, MI

Great Living

Apartment, Little Crooked Lake

Great Living is a apartment in Little Crooked Lake, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Great Living

Great Living is a apartment in Little Crooked Lake, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, kitchen, with kitchen, parking, and free parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,105.

From$158/night
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Stunning Ranch in the woods! - Little Crooked Lake, MI

Stunning Ranch in the woods!

Apartment, Little Crooked Lake

Stunning Ranch in the woods! is a apartment in Little Crooked Lake, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Stunning Ranch in the woods!

Stunning Ranch in the woods! is a apartment in Little Crooked Lake, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: kitchen, with kitchen, parking, free parking, and washer.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,326.

From$189/night
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Heron's Nest I Paw Paw Lake Cottages I Huron #1 - Little Crooked Lake, MI

Heron's Nest I Paw Paw Lake Cottages I Huron #1

Cottage, Little Crooked Lake

Heron's Nest I Paw Paw Lake Cottages I Huron #1 is a cottage in Little Crooked Lake, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Heron's Nest I Paw Paw Lake Cottages I Huron #1

Heron's Nest I Paw Paw Lake Cottages I Huron #1 is a cottage in Little Crooked Lake, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,553.

From$222/night
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Heron's Nest I Paw Paw Lake Cottages I Michigan #3 - Little Crooked Lake, MI

Heron's Nest I Paw Paw Lake Cottages I Michigan #3

Holiday Home, Little Crooked Lake

Heron's Nest I Paw Paw Lake Cottages I Michigan #3 is a holiday home in Little Crooked Lake, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring…

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About Heron's Nest I Paw Paw Lake Cottages I Michigan #3

Heron's Nest I Paw Paw Lake Cottages I Michigan #3 is a holiday home in Little Crooked Lake, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, parking, and free parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,587.

From$227/night
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