Vacation rentals in Oakwood Hills, IL

Best Vacation rentals and Airbnb offers in Oakwood Hills, IL

Dana Guest House

B & B, Oakwood Hills

Dana Guest House is a b & b in Oakwood Hills, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

Read more

About Dana Guest House

Dana Guest House is a b & b in Oakwood Hills, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $674.

From$84/night

Show›

Dana Guest House

Guest House, Oakwood Hills

Dana Guest House is a guest house in Oakwood Hills, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

Read more

About Dana Guest House

Dana Guest House is a guest house in Oakwood Hills, 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 paid parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $674.

From$84/night

Show›

Guest House Rasha

B & B, Oakwood Hills

Guest House Rasha is a b & b in Oakwood Hills, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or…

Read more

About Guest House Rasha

Guest House Rasha is a b & b in Oakwood Hills, 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 wifi, parking, free parking, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,152.

From$143/night

Show›

KING bed | Crystal Lake | McHenry | Cary | COZY

Holiday Home, Oakwood Hills

KING bed · Crystal Lake · McHenry · Cary · COZY is a holiday home in Oakwood Hills, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

Read more

About KING bed | Crystal Lake | McHenry | Cary | COZY

KING bed · Crystal Lake · McHenry · Cary · COZY is a holiday home in Oakwood Hills, 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: hot tub, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,334.

From$151/night

Show›

Best Oakwood Hills, IL vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Tiny Home Retreat with hot tub

Cabin, Oakwood Hills

Tiny Home Retreat with hot tub is a cabin in Oakwood Hills, with parking and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between…

Read more

About Tiny Home Retreat with hot tub

Tiny Home Retreat with hot tub is a cabin in Oakwood Hills, with parking 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: hot tub, parking, free parking, and fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,829.

From$220/night

Show›

Relax and recharge! Charming lake view house in quaint Wonder Lake, IL!

Holiday Home, Oakwood Hills

Relax and recharge! Charming lake view house in quaint Wonder Lake, IL! is a holiday home in Oakwood Hills, with parking, kitchen access, and a quieter setting. This stay gives travelers a…

Read more

About Relax and recharge! Charming lake view house in quaint Wonder Lake, IL!

Relax and recharge! Charming lake view house in quaint Wonder Lake, IL! is a holiday home in Oakwood Hills, 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: free wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,232.

From$251/night

Show›

McHenry Riverside Retreat – Comfort & Relaxation

Holiday Home, Oakwood Hills

McHenry Riverside Retreat – Comfort & Relaxation is a holiday home in Oakwood Hills, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for…

Read more

About McHenry Riverside Retreat – Comfort & Relaxation

McHenry Riverside Retreat – Comfort & Relaxation is a holiday home in Oakwood Hills, 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: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,627.

From$311/night

Show›

Hensley’s Cornerstone Lakehouse

Holiday Home, Oakwood Hills

Hensley’s Cornerstone Lakehouse is a holiday home in Oakwood Hills, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

Read more

About Hensley’s Cornerstone Lakehouse

Hensley’s Cornerstone Lakehouse is a holiday home in Oakwood Hills, 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 $3,260.

From$360/night

Show›

Best Pet-Friendly Vacation Rentals in Oakwood Hills, IL

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

Nippersink Lakehouse - Private Pier, Jet Ski ramp and Pet Friendly!

Holiday Home, Oakwood Hills

Nippersink Lakehouse - Private Pier, Jet Ski ramp and Pet Friendly! is a holiday home in Oakwood Hills, with pet-friendly space, parking, and kitchen access. This stay gives travelers a…

Read more

About Nippersink Lakehouse - Private Pier, Jet Ski ramp and Pet Friendly!

Nippersink Lakehouse - Private Pier, Jet Ski ramp and Pet Friendly! is a holiday home in Oakwood Hills, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,299.

From$247/night

Show›

Wonder Lake Elegance: Serene 2BR Townhome Retreat

Condo, Oakwood Hills

Wonder Lake Elegance: Serene 2BR Townhome Retreat is a condo in Oakwood Hills, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base…

Read more

About Wonder Lake Elegance: Serene 2BR Townhome Retreat

Wonder Lake Elegance: Serene 2BR Townhome Retreat is a condo in Oakwood Hills, 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: pet friendly, pets friendly, kitchen, with kitchen, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,384.

From$275/night

Show›

This is a VACATION spot with a million dollar view!

Holiday Home, Oakwood Hills

This is a VACATION spot with a million dollar view! is a holiday home in Oakwood Hills, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base…

Read more

About This is a VACATION spot with a million dollar view!

This is a VACATION spot with a million dollar view! is a holiday home in Oakwood Hills, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,654.

From$309/night

Show›

Harmony Inn, Huntley Illinois

B & B, Oakwood Hills

Harmony Inn, Huntley Illinois is a b & b in Oakwood Hills, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

Read more

About Harmony Inn, Huntley Illinois

Harmony Inn, Huntley Illinois is a b & b in Oakwood Hills, 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 breakfast, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,566.

From$198/night

Show›

Best Oakwood Hills, IL vacation rentals with a kitchen

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

Charming Big 4 Bedroom Home In Lake Villa

Holiday Home, Oakwood Hills

Charming Big 4 Bedroom Home In Lake Villa is a holiday home in Oakwood Hills, with kitchen access and room for a group. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Charming Big 4 Bedroom Home In Lake Villa

Charming Big 4 Bedroom Home In Lake Villa is a holiday home in Oakwood Hills, 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, kitchen, with kitchen, fireplace, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,781.

From$310/night

Show›

5-bedroom Lakefront Getaway on Private Wonder Lake – Sleeps 8

Holiday Home, Oakwood Hills

5-bedroom Lakefront Getaway on Private Wonder Lake – Sleeps 8 is a holiday home in Oakwood Hills, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable…

Read more

About 5-bedroom Lakefront Getaway on Private Wonder Lake – Sleeps 8

5-bedroom Lakefront Getaway on Private Wonder Lake – Sleeps 8 is a holiday home in Oakwood Hills, 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,955.

From$319/night

Show›

Chain O' Lakes life...serene bay w/ private beach access. Kayaks & Boats welcome

Holiday Home, Oakwood Hills

Chain O' Lakes life...serene bay w/ private beach access. Kayaks & Boats welcome is a holiday home in Oakwood Hills, with pet-friendly space, easy beach access, and kitchen access. This…

Read more

About Chain O' Lakes life...serene bay w/ private beach access. Kayaks & Boats welcome

Chain O' Lakes life...serene bay w/ private beach access. Kayaks & Boats welcome is a holiday home in Oakwood Hills, with pet-friendly space, 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, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,988.

From$338/night

Show›

Riverfront Oasis with Fun + Relaxation for All, McHenry

Holiday Home, Oakwood Hills

Riverfront Oasis with Fun + Relaxation for All, McHenry is a holiday home in Oakwood Hills, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base…

Read more

About Riverfront Oasis with Fun + Relaxation for All, McHenry

Riverfront Oasis with Fun + Relaxation for All, McHenry is a holiday home in Oakwood Hills, 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: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $5,745.

From$657/night

Show›

Our Favorite Family-Friendly Vacation Rentals in Oakwood Hills, IL

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

Lakefront Bliss: Your Ultimate Vacation Haven Surrounded by Nature

Cottage, Oakwood Hills

Lakefront Bliss: Your Ultimate Vacation Haven Surrounded by Nature is a cottage in Oakwood Hills, with parking and kitchen access. This stay gives travelers a comfortable base for exploring…

Read more

About Lakefront Bliss: Your Ultimate Vacation Haven Surrounded by Nature

Lakefront Bliss: Your Ultimate Vacation Haven Surrounded by Nature is a cottage in Oakwood Hills, 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, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,830.

From$315/night

Show›

Lakefront, Newly Renovated, Tranquil Getaway, Free Water Sports

Cottage, Oakwood Hills

Lakefront, Newly Renovated, Tranquil Getaway, Free Water Sports is a cottage in Oakwood Hills, with parking and kitchen access. This stay gives travelers a comfortable base for exploring…

Read more

About Lakefront, Newly Renovated, Tranquil Getaway, Free Water Sports

Lakefront, Newly Renovated, Tranquil Getaway, Free Water Sports is a cottage in Oakwood Hills, 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, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,855.

From$327/night

Show›

Whispering Willows Sanctuary | Wellness & Waterfront Oasis w/ Hot Tub, Sauna, Fire Pit & Pier

Holiday Home, Oakwood Hills

Whispering Willows Sanctuary · Wellness & Waterfront Oasis w/ Hot Tub, Sauna, Fire Pit & Pier is a holiday home in Oakwood Hills, with easy beach access and kitchen access. This stay gives…

Read more

About Whispering Willows Sanctuary | Wellness & Waterfront Oasis w/ Hot Tub, Sauna, Fire Pit & Pier

Whispering Willows Sanctuary · Wellness & Waterfront Oasis w/ Hot Tub, Sauna, Fire Pit & Pier is a holiday home in Oakwood Hills, 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, hot tub, kitchen, with kitchen, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,341.

From$491/night

Show›

Home on Fox River: Modern Decor Style!

Cottage, Oakwood Hills

Home on Fox River: Modern Decor Style! is a cottage in Oakwood Hills, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

Read more

About Home on Fox River: Modern Decor Style!

Home on Fox River: Modern Decor Style! is a cottage in Oakwood Hills, 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, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $7,787.

From$1,006/night

Show›