Vacation rentals in Montgomery, IN

95 available vacation rental offers

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Best vacation rentals and Airbnb offers in Montgomery, IN

Celtic Glen Farm Stay - Mini Log Cabin - Montgomery, IN

Celtic Glen Farm Stay - Mini Log Cabin

Cabin, Montgomery

Celtic Glen Farm Stay - Mini Log Cabin is a cabin in Montgomery, with pet-friendly space, parking, and room for a group. This stay gives travelers a comfortable base for exploring the area,…

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About Celtic Glen Farm Stay - Mini Log Cabin

Celtic Glen Farm Stay - Mini Log Cabin is a cabin 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 $417.

From$60/night
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Charming Historic Apartment Suite in Brazil - Montgomery, IN

Charming Historic Apartment Suite in Brazil

Apartment, Montgomery

Charming Historic Apartment Suite in Brazil is a apartment in Montgomery. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About Charming Historic Apartment Suite in Brazil

Charming Historic Apartment Suite in Brazil is a apartment in Montgomery. 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, washer, dryer, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $747.

From$107/night
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Maple Row: Cozy Retreat - Montgomery, IN

Maple Row: Cozy Retreat

Apartment, Montgomery

Maple Row: Cozy Retreat 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…

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About Maple Row: Cozy Retreat

Maple Row: Cozy Retreat 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: pet friendly, pets friendly, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $791.

From$113/night
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Rural Bloomington Area Home w/ Deck & Yard! - Montgomery, IN

Rural Bloomington Area Home w/ Deck & Yard!

Cottage, Montgomery

Rural Bloomington Area Home w/ Deck & Yard! is a cottage in Montgomery, with outdoor space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Rural Bloomington Area Home w/ Deck & Yard!

Rural Bloomington Area Home w/ Deck & Yard! is a cottage in Montgomery, with outdoor 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, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,245.

From$133/night
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Vacation rentals with a pool in Montgomery, IN

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

Charming 1-bedroom house in Bloomington 6 min from campus. with all amenities - Montgomery, IN

Charming 1-bedroom house in Bloomington 6 min from campus. with all amenities

Holiday Home, Montgomery

Charming 1-bedroom house in Bloomington 6 min from campus. with all amenities is a holiday home in Montgomery, with pool access, parking, and room for a group. This stay gives travelers a…

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About Charming 1-bedroom house in Bloomington 6 min from campus. with all amenities

Charming 1-bedroom house in Bloomington 6 min from campus. with all amenities is a holiday home in Montgomery, 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, pool, parking, free parking, and fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,653.

From$236/night
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Casa Bryan Park - Montgomery, IN

Casa Bryan Park

Holiday Home, Montgomery

Casa Bryan Park is a holiday home in Montgomery, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Casa Bryan Park

Casa Bryan Park is a holiday home in Montgomery, with pet-friendly space, 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, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,735.

From$391/night
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Stunning 4-BR Houses with On-Site Pool - Montgomery, IN

Stunning 4-BR Houses with On-Site Pool

Holiday Home, Montgomery

Stunning 4-BR Houses with On-Site Pool is a holiday home in Montgomery, with pool access, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring…

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About Stunning 4-BR Houses with On-Site Pool

Stunning 4-BR Houses with On-Site Pool is a holiday home in Montgomery, 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: pool, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,526.

From$421/night
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Stunning and Modern 4-BR House with On-Site Pool - Montgomery, IN

Stunning and Modern 4-BR House with On-Site Pool

Holiday Home, Montgomery

Stunning and Modern 4-BR House with On-Site Pool is a holiday home in Montgomery, with pool access, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Stunning and Modern 4-BR House with On-Site Pool

Stunning and Modern 4-BR House with On-Site Pool is a holiday home in Montgomery, 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: pool, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,391.

From$484/night
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Vacation rentals with parking in Montgomery, IN

Find vacation rentals that make arriving by car easier.

B-town Cozy Quarters - Montgomery, IN

B-town Cozy Quarters

Apartment, Montgomery

B-town Cozy Quarters 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…

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About B-town Cozy Quarters

B-town Cozy Quarters 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,100.

From$157/night
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The Cowabungalow - Montgomery, IN

The Cowabungalow

Holiday Home, Montgomery

The Cowabungalow 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…

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About The Cowabungalow

The Cowabungalow 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 $1,187.

From$170/night
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B-town Bridgeview - Montgomery, IN

B-town Bridgeview

Apartment, Montgomery

B-town Bridgeview 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…

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About B-town Bridgeview

B-town Bridgeview 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 $1,323.

From$189/night
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Lake Front Cabin Peaceful hot tub and Fire pit - Montgomery, IN

Lake Front Cabin Peaceful hot tub and Fire pit

Apartment, Montgomery

Lake Front Cabin Peaceful hot tub and Fire pit is a apartment in Montgomery, with easy beach access and parking. This stay gives travelers a comfortable base for exploring the area,…

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About Lake Front Cabin Peaceful hot tub and Fire pit

Lake Front Cabin Peaceful hot tub and Fire pit is a apartment in Montgomery, 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 free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,653.

From$210/night
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Pet-friendly vacation rentals in Montgomery, IN

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

B-town Hideaway - Montgomery, IN

B-town Hideaway

Apartment, Montgomery

B-town Hideaway 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…

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About B-town Hideaway

B-town Hideaway 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 $1,212.

From$173/night
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Charming Greencastle Home < 1 Mi to DePauw! - Montgomery, IN

Charming Greencastle Home < 1 Mi to DePauw!

Holiday Home, Montgomery

Charming Greencastle Home < 1 Mi to DePauw! is a holiday home in Montgomery, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Charming Greencastle Home < 1 Mi to DePauw!

Charming Greencastle Home < 1 Mi to DePauw! 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 $1,217.

From$174/night
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B-town Walk-up - Montgomery, IN

B-town Walk-up

Apartment, Montgomery

B-town Walk-up 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…

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About B-town Walk-up

B-town Walk-up 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 $1,248.

From$178/night
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lake front cabin hot tub peaceful stunning views - Montgomery, IN

lake front cabin hot tub peaceful stunning views

Cabin, Montgomery

lake front cabin hot tub peaceful stunning views is a cabin in Montgomery, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

Read more

About lake front cabin hot tub peaceful stunning views

lake front cabin hot tub peaceful stunning views is a cabin 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: hot tub, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,324.

From$189/night
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Vacation rentals with a kitchen in Montgomery, IN

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

Bloomington & Indy Area Gem: Near Attractions! - Montgomery, IN

Bloomington & Indy Area Gem: Near Attractions!

Apartment, Montgomery

Bloomington & Indy Area Gem: Near Attractions! is a apartment in Montgomery, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Bloomington & Indy Area Gem: Near Attractions!

Bloomington & Indy Area Gem: Near Attractions! 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 parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,651.

From$179/night
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Hoosier Suite Downtown Bloomington On The Square - Montgomery, IN

Hoosier Suite Downtown Bloomington On The Square

Apartment, Montgomery

Hoosier Suite Downtown Bloomington On The Square is a apartment in Montgomery, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Hoosier Suite Downtown Bloomington On The Square

Hoosier Suite Downtown Bloomington On The Square is a apartment 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, kitchen, with kitchen, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,333.

From$190/night
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Meyer's Place: Your Home Away in Bloomington - Montgomery, IN

Meyer's Place: Your Home Away in Bloomington

Holiday Home, Montgomery

Meyer's Place: Your Home Away in Bloomington is a holiday home in Montgomery, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Meyer's Place: Your Home Away in Bloomington

Meyer's Place: Your Home Away in Bloomington 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 $1,492.

From$213/night
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Cul-de-Sac Condo - Montgomery, IN

Cul-de-Sac Condo

Holiday Home, Montgomery

Cul-de-Sac Condo 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…

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About Cul-de-Sac Condo

Cul-de-Sac Condo 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 $1,563.

From$223/night
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Family-friendly vacation rentals in Montgomery, IN

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

Beach Comber Lake Side canvas Cottage Tent - Montgomery, IN

Beach Comber Lake Side canvas Cottage Tent

Cottage, Montgomery

Beach Comber Lake Side canvas Cottage Tent is a cottage in Montgomery, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Beach Comber Lake Side canvas Cottage Tent

Beach Comber Lake Side canvas Cottage Tent is a cottage in Montgomery, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $874.

From$125/night
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Castaway lake side canvas cottage scene - Montgomery, IN

Castaway lake side canvas cottage scene

Cottage, Montgomery

Castaway lake side canvas cottage scene is a cottage in Montgomery, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Castaway lake side canvas cottage scene

Castaway lake side canvas cottage scene is a cottage 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 $874.

From$125/night
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Charming Greencastle Home < 1 Mi to Depauw! - Montgomery, IN

Charming Greencastle Home < 1 Mi to Depauw!

Cottage, Montgomery

Charming Greencastle Home < 1 Mi to Depauw! is a cottage in Montgomery, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Charming Greencastle Home < 1 Mi to Depauw!

Charming Greencastle Home < 1 Mi to Depauw! is a cottage 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 $1,496.

From$169/night
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Persimmon Cottage | Bright, Clean Petite Modern 1 BR/1 Bath Home - Montgomery, IN

Persimmon Cottage | Bright, Clean Petite Modern 1 BR/1 Bath Home

Holiday Home, Montgomery

Persimmon Cottage · Bright, Clean Petite Modern 1 BR/1 Bath Home is a holiday home in Montgomery, with pet-friendly space, parking, and kitchen access. This stay gives travelers a…

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About Persimmon Cottage | Bright, Clean Petite Modern 1 BR/1 Bath Home

Persimmon Cottage · Bright, Clean Petite Modern 1 BR/1 Bath Home 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,608.

From$230/night
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