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Madison Vacation Rentals

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28 rentals in Madison.
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Beautiful Home 2 Blocks To Main St And 2 Blocks To The Ohio River, vacation rental in Madison
Beautiful Home 2 Blocks To Main St And 2 Blocks To The Ohio River, vacation rental in Madison
Beautiful Home 2 Blocks To Main St And 2 Blocks To The Ohio River, vacation rental in Madison

Beautiful Home 2 Blocks To Main St And 2 Blocks To The Ohio River

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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1800’s restored log cabin on 26 private rolling wooded acres with sunset views, vacation rental in Madison
1800’s restored log cabin on 26 private rolling wooded acres with sunset views, vacation rental in Madison
1800’s restored log cabin on 26 private rolling wooded acres with sunset views, vacation rental in Madison

1800’s restored log cabin on 26 private rolling wooded acres with sunset views

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Tiny Too (Tiny house w/ River View), vacation rental in Madison
Tiny Too (Tiny house w/ River View), vacation rental in Madison
Tiny Too (Tiny house w/ River View), vacation rental in Madison

Tiny Too (Tiny house w/ River View)

Rental Home
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Extremely Clean! Fireplace House. Close to the river and one block to Main st., vacation rental in Madison
Extremely Clean! Fireplace House. Close to the river and one block to Main st., vacation rental in Madison
Extremely Clean! Fireplace House. Close to the river and one block to Main st., vacation rental in Madison

Extremely Clean! Fireplace House. Close to the river and one block to Main st.

Rental Home
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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The Hacienda. Sprawling Ranch Home, vacation rental in Madison
The Hacienda. Sprawling Ranch Home, vacation rental in Madison
The Hacienda. Sprawling Ranch Home, vacation rental in Madison

The Hacienda. Sprawling Ranch Home

Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Extremely clean! Dog Freindly Bungalow one block to Main Street, vacation rental in Madison
Extremely clean! Dog Freindly Bungalow one block to Main Street, vacation rental in Madison
Extremely clean! Dog Freindly Bungalow one block to Main Street, vacation rental in Madison

Extremely clean! Dog Freindly Bungalow one block to Main Street

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Luxurious 4 Bedroom Home in Heart of Historic Madison's Downtown, vacation rental in Madison
Luxurious 4 Bedroom Home in Heart of Historic Madison's Downtown, vacation rental in Madison
Luxurious 4 Bedroom Home in Heart of Historic Madison's Downtown, vacation rental in Madison

Luxurious 4 Bedroom Home in Heart of Historic Madison's Downtown

Rental Home
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Madison Main Row House, vacation rental in Madison
Madison Main Row House, vacation rental in Madison
Madison Main Row House, vacation rental in Madison

Madison Main Row House

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Great location in historic  Madison, vacation rental in Madison
Great location in historic  Madison, vacation rental in Madison
Great location in historic  Madison, vacation rental in Madison

Great location in historic Madison

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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The Cypress Grove Inn ~Madison, IN!
*5 Star hosts!, vacation rental in Madison
The Cypress Grove Inn ~Madison, IN!
*5 Star hosts!, vacation rental in Madison
The Cypress Grove Inn ~Madison, IN!
*5 Star hosts!, vacation rental in Madison

The Cypress Grove Inn ~Madison, IN! *5 Star hosts!

Rental Home
5 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Red comfy cottage, vacation rental in Madison
Red comfy cottage, vacation rental in Madison
Red comfy cottage, vacation rental in Madison

Red comfy cottage

Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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The Cozy Cottage on Main, vacation rental in Madison
The Cozy Cottage on Main, vacation rental in Madison
The Cozy Cottage on Main, vacation rental in Madison

The Cozy Cottage on Main

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Beautiful riverfront home, vacation rental in Madison
Beautiful riverfront home, vacation rental in Madison
Beautiful riverfront home, vacation rental in Madison

Beautiful riverfront home

Rental Home
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Stoney Creek - Sit back and unwind, vacation rental in Madison
Stoney Creek - Sit back and unwind, vacation rental in Madison
Stoney Creek - Sit back and unwind, vacation rental in Madison

Stoney Creek - Sit back and unwind

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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The Nature House is a perfect mix of charm and location!, vacation rental in Madison
The Nature House is a perfect mix of charm and location!, vacation rental in Madison
The Nature House is a perfect mix of charm and location!, vacation rental in Madison

The Nature House is a perfect mix of charm and location!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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NEW! Historic Madison Retreat - 1 Mi to Ohio River, vacation rental in Madison
NEW! Historic Madison Retreat - 1 Mi to Ohio River, vacation rental in Madison
NEW! Historic Madison Retreat - 1 Mi to Ohio River, vacation rental in Madison

NEW! Historic Madison Retreat - 1 Mi to Ohio River

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Riverfront cottage home in the heart of downtown Madison, vacation rental in Madison
Riverfront cottage home in the heart of downtown Madison, vacation rental in Madison
Riverfront cottage home in the heart of downtown Madison, vacation rental in Madison

Riverfront cottage home in the heart of downtown Madison

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Beautiful and spacious 3BR historic home centrally located in downtown, Madison., vacation rental in Madison
Beautiful and spacious 3BR historic home centrally located in downtown, Madison., vacation rental in Madison
Beautiful and spacious 3BR historic home centrally located in downtown, Madison., vacation rental in Madison

Beautiful and spacious 3BR historic home centrally located in downtown, Madison.

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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River Views from Every Room! Clean, Newly Remodeled, Full Kitchen, vacation rental in Madison
River Views from Every Room! Clean, Newly Remodeled, Full Kitchen, vacation rental in Madison
River Views from Every Room! Clean, Newly Remodeled, Full Kitchen, vacation rental in Madison

River Views from Every Room! Clean, Newly Remodeled, Full Kitchen

Rental Home
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Lovely 3 bedroom house with beautiful river views., vacation rental in Madison
Lovely 3 bedroom house with beautiful river views., vacation rental in Madison
Lovely 3 bedroom house with beautiful river views., vacation rental in Madison

Lovely 3 bedroom house with beautiful river views.

Rental Home
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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THE HAVEN,  Log cabin in the woods minutes from downtown Madison. Whole House, vacation rental in Madison
THE HAVEN,  Log cabin in the woods minutes from downtown Madison. Whole House, vacation rental in Madison
THE HAVEN,  Log cabin in the woods minutes from downtown Madison. Whole House, vacation rental in Madison

THE HAVEN, Log cabin in the woods minutes from downtown Madison. Whole House

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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209 General's Quarters - Great Place for Family Gatherings with River Views, vacation rental in Madison
209 General's Quarters - Great Place for Family Gatherings with River Views, vacation rental in Madison
209 General's Quarters - Great Place for Family Gatherings with River Views, vacation rental in Madison

209 General's Quarters - Great Place for Family Gatherings with River Views

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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207 General's Quarters - Downtown Madison, IN, vacation rental in Madison
207 General's Quarters - Downtown Madison, IN, vacation rental in Madison
207 General's Quarters - Downtown Madison, IN, vacation rental in Madison

207 General's Quarters - Downtown Madison, IN

Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Pearl House with a River View, vacation rental in Madison
Pearl House with a River View, vacation rental in Madison
Pearl House with a River View, vacation rental in Madison

Pearl House with a River View

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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BEAUTIFUL MainStreet Madison Home! Walk to it ALL, vacation rental in Madison
BEAUTIFUL MainStreet Madison Home! Walk to it ALL, vacation rental in Madison
BEAUTIFUL MainStreet Madison Home! Walk to it ALL, vacation rental in Madison

BEAUTIFUL MainStreet Madison Home! Walk to it ALL

Rental Home
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Historical, Townhouse in Downtown Madison, Indiana Whole House, vacation rental in Madison
Historical, Townhouse in Downtown Madison, Indiana Whole House, vacation rental in Madison
Historical, Townhouse in Downtown Madison, Indiana Whole House, vacation rental in Madison

Historical, Townhouse in Downtown Madison, Indiana Whole House

Rental Home
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Spacious Bungalow in Downtown Madison!, vacation rental in Madison
Spacious Bungalow in Downtown Madison!, vacation rental in Madison
Spacious Bungalow in Downtown Madison!, vacation rental in Madison

Spacious Bungalow in Downtown Madison!

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Nature Cottage with nice deck, trails, creek and historic district, vacation rental in Madison
Nature Cottage with nice deck, trails, creek and historic district, vacation rental in Madison
Nature Cottage with nice deck, trails, creek and historic district, vacation rental in Madison

Nature Cottage with nice deck, trails, creek and historic district

Rental Home
3 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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