Vacation rentals in Highland, MI

Best Vacation rentals and Airbnb offers in Highland, MI

Cottage by Lake w FAST WiFi & No Checkout Chores!

Holiday Home, Highland

Cottage by Lake w FAST WiFi & No Checkout Chores! is a holiday home in Highland, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Cottage by Lake w FAST WiFi & No Checkout Chores!

Cottage by Lake w FAST WiFi & No Checkout Chores! is a holiday home in Highland, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,146.

From$127/night

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The Roosevelt House: Big Deck Fast WiFI Near Lake

Holiday Home, Highland

The Roosevelt House: Big Deck Fast WiFI Near Lake is a holiday home in Highland, with outdoor space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About The Roosevelt House: Big Deck Fast WiFI Near Lake

The Roosevelt House: Big Deck Fast WiFI Near Lake is a holiday home in Highland, with outdoor 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, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,181.

From$131/night

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

Cottage, Highland

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

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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 Highland, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,634.

From$180/night

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

Cottage, Highland

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

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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 Highland, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,655.

From$183/night

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Browse Vacation Rentals with a Pool in Highland, MI

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

Accessible Studio Suite w/ Kitchen & Breakfast

Apartment, Highland

Accessible Studio Suite w/ Kitchen & Breakfast is a apartment in Highland, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Accessible Studio Suite w/ Kitchen & Breakfast

Accessible Studio Suite w/ Kitchen & Breakfast is a apartment in Highland, with pool 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, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,534.

From$176/night

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Compact Studio w/ Full Kitchen & Free Breakfast

Apartment, Highland

Compact Studio w/ Full Kitchen & Free Breakfast is a apartment in Highland, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Compact Studio w/ Full Kitchen & Free Breakfast

Compact Studio w/ Full Kitchen & Free Breakfast is a apartment in Highland, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,637.

From$185/night

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Accessible 1BR Queen Suite w/ Kitchen & Pool

Condo, Highland

Accessible 1BR Queen Suite w/ Kitchen & Pool is a condo in Highland, with pool access, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the…

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About Accessible 1BR Queen Suite w/ Kitchen & Pool

Accessible 1BR Queen Suite w/ Kitchen & Pool is a condo in Highland, with pool access, 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, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,621.

From$186/night

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Accessible 1BR Suite w/ Roll-In Shower & Breakfast

Condo, Highland

Accessible 1BR Suite w/ Roll-In Shower & Breakfast is a condo in Highland, with pool access, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring…

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About Accessible 1BR Suite w/ Roll-In Shower & Breakfast

Accessible 1BR Suite w/ Roll-In Shower & Breakfast is a condo in Highland, with pool access, 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, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,621.

From$186/night

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Best Highland, MI vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Cozy Loft Retreat for Two

Apartment, Highland

Cozy Loft Retreat for Two is a apartment in Highland, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Cozy Loft Retreat for Two

Cozy Loft Retreat for Two is a apartment in Highland, with parking, kitchen access, 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: kitchen, with kitchen, parking, free parking, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,316.

From$147/night

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Kennedy Cottage: Adorable 2 Bedroom House

Holiday Home, Highland

Kennedy Cottage: Adorable 2 Bedroom House is a holiday home in Highland, with parking and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Kennedy Cottage: Adorable 2 Bedroom House

Kennedy Cottage: Adorable 2 Bedroom House is a holiday home in Highland, with 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 wifi, parking, free parking, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,499.

From$250/night

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Book Early! Brand new home 3 minutes from beach! Close to St Joe & South Haven.

Holiday Home, Highland

Book Early! Brand new home 3 minutes from beach! Close to St Joe & South Haven. is a holiday home in Highland, with easy beach access, parking, and kitchen access. This stay gives travelers…

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About Book Early! Brand new home 3 minutes from beach! Close to St Joe & South Haven.

Book Early! Brand new home 3 minutes from beach! Close to St Joe & South Haven. is a holiday home in Highland, 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, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,280.

From$255/night

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Escape to the Lake- Paddle Boards-Lake Access- Close to St. Joseph & South Haven

Holiday Home, Highland

Escape to the Lake- Paddle Boards-Lake Access- Close to St. Joseph & South Haven is a holiday home in Highland, with parking and kitchen access. This stay gives travelers a comfortable base…

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About Escape to the Lake- Paddle Boards-Lake Access- Close to St. Joseph & South Haven

Escape to the Lake- Paddle Boards-Lake Access- Close to St. Joseph & South Haven is a holiday home in Highland, 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, gym, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,752.

From$329/night

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Best Pet-Friendly Vacation Rentals in Highland, MI

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

Peaceful wooded escape w/ kitchenette, gas grill, WIFI, lakes & trails nearby

Holiday Home, Highland

Peaceful wooded escape w/ kitchenette, gas grill, WIFI, lakes & trails nearby is a holiday home in Highland, with pet-friendly space and kitchen access. This stay gives travelers a…

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About Peaceful wooded escape w/ kitchenette, gas grill, WIFI, lakes & trails nearby

Peaceful wooded escape w/ kitchenette, gas grill, WIFI, lakes & trails nearby is a holiday home in Highland, 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,128.

From$94/night

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Little Paw Paw Lake House with Hot Tub

Apartment, Highland

Little Paw Paw Lake House with Hot Tub is a apartment in Highland, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Little Paw Paw Lake House with Hot Tub

Little Paw Paw Lake House with Hot Tub is a apartment in Highland, 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, hot tub, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,042.

From$215/night

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Paws & Relax Lakeside Retreat - Pet Friendly - 1.5 Blocks Away From Boat Launch!

Holiday Home, Highland

Paws & Relax Lakeside Retreat - Pet Friendly - 1.5 Blocks Away From Boat Launch! is a holiday home in Highland, with pet-friendly space and a quieter setting. This stay gives travelers a…

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About Paws & Relax Lakeside Retreat - Pet Friendly - 1.5 Blocks Away From Boat Launch!

Paws & Relax Lakeside Retreat - Pet Friendly - 1.5 Blocks Away From Boat Launch! is a holiday home in Highland, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,689.

From$289/night

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Grant Cottage by Paw Paw Lake

Cabin, Highland

Grant Cottage by Paw Paw Lake is a cabin in Highland, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Grant Cottage by Paw Paw Lake

Grant Cottage by Paw Paw Lake is a cabin in Highland, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,315.

From$335/night

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Best Highland, MI vacation rentals with a kitchen

Compare stays with kitchen access for longer trips and easier meals.

Deck, Dock & Hot Tub: Lakeside Retreat in Michigan

Holiday Home, Highland

Deck, Dock & Hot Tub: Lakeside Retreat in Michigan is a holiday home in Highland, with outdoor space, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for…

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About Deck, Dock & Hot Tub: Lakeside Retreat in Michigan

Deck, Dock & Hot Tub: Lakeside Retreat in Michigan is a holiday home in Highland, with outdoor space, kitchen access, 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, hot tub, kitchen, with kitchen, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,374.

From$241/night

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Charming 2-bedroom house in serene Coloma with AC, WiFi

Holiday Home, Highland

Charming 2-bedroom house in serene Coloma with AC, WiFi is a holiday home in Highland, with kitchen access and room for a group. This stay gives travelers a comfortable base for exploring…

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About Charming 2-bedroom house in serene Coloma with AC, WiFi

Charming 2-bedroom house in serene Coloma with AC, WiFi is a holiday home in Highland, with 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, hot tub, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,039.

From$245/night

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Cozy 2-bedroom bungalow in peaceful Coloma, close to beaches

Holiday Home, Highland

Cozy 2-bedroom bungalow in peaceful Coloma, close to beaches is a holiday home in Highland, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base…

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About Cozy 2-bedroom bungalow in peaceful Coloma, close to beaches

Cozy 2-bedroom bungalow in peaceful Coloma, close to beaches is a holiday home in Highland, 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, kids friendly, and kids friendly videos or books.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,428.

From$276/night

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Fontano Casa | House in Coloma near Michigan's Great Lakes

Holiday Home, Highland

Fontano Casa · House in Coloma near Michigan's Great Lakes is a holiday home in Highland, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for…

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About Fontano Casa | House in Coloma near Michigan's Great Lakes

Fontano Casa · House in Coloma near Michigan's Great Lakes is a holiday home in Highland, 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: pet friendly, pets friendly, kitchen, with kitchen, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,854.

From$341/night

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Our Favorite Family-Friendly Vacation Rentals in Highland, MI

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

Sister Lake Cottages - Unit 3

Cabin, Highland

Sister Lake Cottages - Unit 3 is a cabin in Highland, 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 Sister Lake Cottages - Unit 3

Sister Lake Cottages - Unit 3 is a cabin in Highland, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,389.

From$164/night

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John Cozy Cottage, Sleeps Four

Cottage, Highland

John Cozy Cottage, Sleeps Four is a cottage in Highland, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About John Cozy Cottage, Sleeps Four

John Cozy Cottage, Sleeps Four is a cottage in Highland, 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: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,580.

From$175/night

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Cozy cottage with almost .5 acres

Cottage, Highland

Cozy cottage with almost .5 acres is a cottage in Highland, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About Cozy cottage with almost .5 acres

Cozy cottage with almost .5 acres is a cottage in Highland, with 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, parking, free parking, fireplace, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,835.

From$204/night

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Lincoln Cottage by Paw Paw Lake

Cabin, Highland

Lincoln Cottage by Paw Paw Lake is a cabin in Highland, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Lincoln Cottage by Paw Paw Lake

Lincoln Cottage by Paw Paw Lake is a cabin in Highland, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,093.

From$310/night

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