Vacation rentals in Montgomery, IL

30 available vacation rental offers

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Best vacation rentals and Airbnb offers in Montgomery, IL

The Plainfield Inn - Montgomery, IL

The Plainfield Inn

Guest House, Montgomery

The Plainfield Inn is a guest house in Montgomery, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family…

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About The Plainfield Inn

The Plainfield Inn is a guest house in Montgomery, 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, free wifi, parking, free parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $916.

From$118/night
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Spacious Studio Apt/Sleeps 2/Extendedstays/Work or Vacation/FREE Wifi & Parking - Montgomery, IL

Spacious Studio Apt/Sleeps 2/Extendedstays/Work or Vacation/FREE Wifi & Parking

Apartment, Montgomery

Spacious Studio Apt/Sleeps 2/Extendedstays/Work or Vacation/FREE Wifi & Parking is a apartment in Montgomery, with pet-friendly space, parking, and kitchen access. This stay gives travelers…

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About Spacious Studio Apt/Sleeps 2/Extendedstays/Work or Vacation/FREE Wifi & Parking

Spacious Studio Apt/Sleeps 2/Extendedstays/Work or Vacation/FREE Wifi & Parking is a apartment in Montgomery, 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, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $874.

From$125/night
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Aurora Gem: Cozy Studio, near Downtown Aurora - Montgomery, IL

Aurora Gem: Cozy Studio, near Downtown Aurora

Apartment, Montgomery

Aurora Gem: Cozy Studio, near Downtown Aurora is a apartment in Montgomery, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Aurora Gem: Cozy Studio, near Downtown Aurora

Aurora Gem: Cozy Studio, near Downtown Aurora is a apartment in Montgomery, 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 wifi, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $898.

From$128/night
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Aurora Apartment with fast Wi-Fi, in the unit laundry and garage. - Montgomery, IL

Aurora Apartment with fast Wi-Fi, in the unit laundry and garage.

Apartment, Montgomery

Aurora Apartment with fast Wi-Fi, in the unit laundry and garage. is a apartment in Montgomery, with parking and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Aurora Apartment with fast Wi-Fi, in the unit laundry and garage.

Aurora Apartment with fast Wi-Fi, in the unit laundry and garage. is a apartment in Montgomery, 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 dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $910.

From$130/night
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Vacation rentals with parking in Montgomery, IL

Find vacation rentals that make arriving by car easier.

Relaxing 2BR Riverfront Townhome - Montgomery, IL

Relaxing 2BR Riverfront Townhome

Apartment, Montgomery

Relaxing 2BR Riverfront Townhome is a apartment in Montgomery, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Relaxing 2BR Riverfront Townhome

Relaxing 2BR Riverfront Townhome is a apartment in Montgomery, 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 $1,754.

From$251/night
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Naperville Luxury 3-bedroom - Montgomery, IL

Naperville Luxury 3-bedroom

Condo, Montgomery

Naperville Luxury 3-bedroom is a condo in Montgomery, with pet-friendly space, parking, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Naperville Luxury 3-bedroom

Naperville Luxury 3-bedroom is a condo in Montgomery, with pet-friendly space, 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, pet friendly, pets friendly, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,075.

From$439/night
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Spacious 5-bedroom farmhouse in charming Oswego with private woods - Montgomery, IL

Spacious 5-bedroom farmhouse in charming Oswego with private woods

Country House, Montgomery

Spacious 5-bedroom farmhouse in charming Oswego with private woods is a country house in Montgomery, with parking, kitchen access, and room for a group. This stay gives travelers a…

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About Spacious 5-bedroom farmhouse in charming Oswego with private woods

Spacious 5-bedroom farmhouse in charming Oswego with private woods is a country house in Montgomery, 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 wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,156.

From$451/night
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Riverfront Luxury w/ Fire Pit & Chef's Kitchen - Montgomery, IL

Riverfront Luxury w/ Fire Pit & Chef's Kitchen

Holiday Home, Montgomery

Riverfront Luxury w/ Fire Pit & Chef's Kitchen is a holiday home in Montgomery, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Riverfront Luxury w/ Fire Pit & Chef's Kitchen

Riverfront Luxury w/ Fire Pit & Chef's Kitchen is a holiday home in Montgomery, 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 $3,636.

From$519/night
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Pet-friendly vacation rentals in Montgomery, IL

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

Close to 3rd St & Train to Chicago/ Pets w fee /WIFI/W&D/Park Free/PrivateEntry - Montgomery, IL

Close to 3rd St & Train to Chicago/ Pets w fee /WIFI/W&D/Park Free/PrivateEntry

Apartment, Montgomery

Close to 3rd St & Train to Chicago/ Pets w fee /WIFI/W&D/Park Free/PrivateEntry is a apartment in Montgomery, with pet-friendly space and kitchen access. This stay gives travelers a…

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About Close to 3rd St & Train to Chicago/ Pets w fee /WIFI/W&D/Park Free/PrivateEntry

Close to 3rd St & Train to Chicago/ Pets w fee /WIFI/W&D/Park Free/PrivateEntry is a apartment in Montgomery, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,375.

From$196/night
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2BR Downtown Yorkville Apt by Fox River - Montgomery, IL

2BR Downtown Yorkville Apt by Fox River

Apartment, Montgomery

2BR Downtown Yorkville Apt by Fox River is a apartment in Montgomery, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About 2BR Downtown Yorkville Apt by Fox River

2BR Downtown Yorkville Apt by Fox River is a apartment in Montgomery, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,463.

From$209/night
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2 BR Stay MINS to Aurora Premium Outlets - Montgomery, IL

2 BR Stay MINS to Aurora Premium Outlets

Apartment, Montgomery

2 BR Stay MINS to Aurora Premium Outlets is a apartment in Montgomery, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About 2 BR Stay MINS to Aurora Premium Outlets

2 BR Stay MINS to Aurora Premium Outlets is a apartment in Montgomery, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,637.

From$234/night
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Kaleidoscope: Located in Montgomery - 4 BR, 2BA - Montgomery, IL

Kaleidoscope: Located in Montgomery - 4 BR, 2BA

Holiday Home, Montgomery

Kaleidoscope: Located in Montgomery - 4 BR, 2BA is a holiday home in Montgomery, with pet-friendly space and room for a group. This stay gives travelers a comfortable base for exploring the…

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About Kaleidoscope: Located in Montgomery - 4 BR, 2BA

Kaleidoscope: Located in Montgomery - 4 BR, 2BA is a holiday home in Montgomery, with pet-friendly space 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, pet friendly, pets friendly, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,335.

From$476/night
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Vacation rentals with a kitchen in Montgomery, IL

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

Gorgeous, Newly Built Guesthouse In Charming Downtown Geneva! - Montgomery, IL

Gorgeous, Newly Built Guesthouse In Charming Downtown Geneva!

Guest House, Montgomery

Gorgeous, Newly Built Guesthouse In Charming Downtown Geneva! is a guest house in Montgomery, with kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Gorgeous, Newly Built Guesthouse In Charming Downtown Geneva!

Gorgeous, Newly Built Guesthouse In Charming Downtown Geneva! is a guest house in Montgomery, 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 cancellation, free wifi, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,101.

From$300/night
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Luxe Home with Michelin Star Kitchen & King Beds - Montgomery, IL

Luxe Home with Michelin Star Kitchen & King Beds

Holiday Home, Montgomery

Luxe Home with Michelin Star Kitchen & King Beds is a holiday home in Montgomery, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Luxe Home with Michelin Star Kitchen & King Beds

Luxe Home with Michelin Star Kitchen & King Beds is a holiday home in Montgomery, 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 $5,137.

From$734/night
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Amazing 6-bedroom mansion, Naperville-Aurora, Bridgerton Inspired. - Montgomery, IL

Amazing 6-bedroom mansion, Naperville-Aurora, Bridgerton Inspired.

Holiday Home, Montgomery

Amazing 6-bedroom mansion, Naperville-Aurora, Bridgerton Inspired. is a holiday home in Montgomery, with pet-friendly space, parking, and kitchen access. This stay gives travelers a…

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About Amazing 6-bedroom mansion, Naperville-Aurora, Bridgerton Inspired.

Amazing 6-bedroom mansion, Naperville-Aurora, Bridgerton Inspired. is a holiday home in Montgomery, 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 $6,357.

From$908/night
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Delightful, 6-bedroom-King beds house in charming Naperville-Aurora, 5 TV’s-WiFi - Montgomery, IL

Delightful, 6-bedroom-King beds house in charming Naperville-Aurora, 5 TV’s-WiFi

Holiday Home, Montgomery

Delightful, 6-bedroom-King beds house in charming Naperville-Aurora, 5 TV’s-WiFi is a holiday home in Montgomery, with pet-friendly space, kitchen access, and room for a group. This stay…

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About Delightful, 6-bedroom-King beds house in charming Naperville-Aurora, 5 TV’s-WiFi

Delightful, 6-bedroom-King beds house in charming Naperville-Aurora, 5 TV’s-WiFi is a holiday home in Montgomery, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $6,598.

From$943/night
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Family-friendly vacation rentals in Montgomery, IL

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

2 Bed plus remote work office. Walk to river trail. - Montgomery, IL

2 Bed plus remote work office. Walk to river trail.

Holiday Home, Montgomery

2 Bed plus remote work office. Walk to river trail. is a holiday home in Montgomery, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About 2 Bed plus remote work office. Walk to river trail.

2 Bed plus remote work office. Walk to river trail. is a holiday home in Montgomery, 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 cancellation, free wifi, kitchen, with kitchen, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,685.

From$241/night
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Fox River House - Montgomery, IL

Fox River House

Holiday Home, Montgomery

Fox River House is a holiday home in Montgomery, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About Fox River House

Fox River House is a holiday home in Montgomery, 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, kids friendly, and kids friendly videos or books.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,363.

From$338/night
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Spacious 4BR Home Family & Pet-Friendly 2 Living Rooms + Game Fun in Plainfield - Montgomery, IL

Spacious 4BR Home Family & Pet-Friendly 2 Living Rooms + Game Fun in Plainfield

Holiday Home, Montgomery

Spacious 4BR Home Family & Pet-Friendly 2 Living Rooms + Game Fun in Plainfield is a holiday home in Montgomery, with pet-friendly space, kitchen access, and room for a group. This stay…

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About Spacious 4BR Home Family & Pet-Friendly 2 Living Rooms + Game Fun in Plainfield

Spacious 4BR Home Family & Pet-Friendly 2 Living Rooms + Game Fun in Plainfield is a holiday home in Montgomery, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,929.

From$418/night
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Cozy 4-bedroom house , 3-full baths in marvelous West Chicago with WiFi, AC, - Montgomery, IL

Cozy 4-bedroom house , 3-full baths in marvelous West Chicago with WiFi, AC,

Holiday Home, Montgomery

Cozy 4-bedroom house , 3-full baths in marvelous West Chicago with WiFi, AC, is a holiday home in Montgomery, with kitchen access and room for a group. This stay gives travelers a…

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About Cozy 4-bedroom house , 3-full baths in marvelous West Chicago with WiFi, AC,

Cozy 4-bedroom house , 3-full baths in marvelous West Chicago with WiFi, AC, is a holiday home in Montgomery, 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, gym, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,210.

From$459/night
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