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Madison Holiday Rentals

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39 rentals in Madison.
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Bohemian Rhapsody Chalet Magic, holiday rental in Madison

Bohemian Rhapsody Chalet Magic

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Wymans Willa, holiday rental in Madison

Wymans Willa

3 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Country Corner Inn, holiday rental in Madison

Country Corner Inn

27 bedrooms
8 bathrooms
Sleeps 50
Match: Sleeps
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Beautiful Lakefront Log Home With Private Shore. Pet Friendly!, holiday rental in Madison

Beautiful Lakefront Log Home With Private Shore. Pet Friendly!

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Mountain Views with private waterfront , swimming /dock  sleeps 6 or 8, holiday rental in Madison

Mountain Views with private waterfront , swimming /dock sleeps 6 or 8

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful Lake view Cottage on Porter Lake, holiday rental in Madison

Beautiful Lake view Cottage on Porter Lake

3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Private Lakefront Luxury Log Cabin with Outdoor Hottub!, holiday rental in Madison

Private Lakefront Luxury Log Cabin with Outdoor Hottub!

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Private three season cabin nestled in woods on shore of pristine Maine lake, holiday rental in Madison

Private three season cabin nestled in woods on shore of pristine Maine lake

1 bedroom
2 bathrooms
Sleeps 5
Match: Sleeps
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Great Moose Lake Cottage in a Secluded Cove,Gradual Sandy Beach,fishing,Sunsets, holiday rental in Madison

Great Moose Lake Cottage in a Secluded Cove,Gradual Sandy Beach,fishing,Sunsets

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Beautiful Cottage In Wildewood Estates, holiday rental in Madison

Beautiful Cottage In Wildewood Estates

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Book for Leaf Peeping! Western Mountains of Maine Unsurpassed for Color Displays, holiday rental in Madison

Book for Leaf Peeping! Western Mountains of Maine Unsurpassed for Color Displays

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Brand new cabin in the heart of outdoor adventure, holiday rental in Madison

Brand new cabin in the heart of outdoor adventure

4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Paradise on the Lake!, holiday rental in Madison

Paradise on the Lake!

3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Afterglow Cottage on Great Pond, holiday rental in Madison

Afterglow Cottage on Great Pond

4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Little Beans Cottage, holiday rental in Madison

Little Beans Cottage

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Lakefront home on a beautiful pond, holiday rental in Madison

Lakefront home on a beautiful pond

4 bedrooms
2 bathrooms
Sleeps 13
Match: Sleeps
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Lake House Wooded Vacation Retreat and Nature Getaway, holiday rental in Madison

Lake House Wooded Vacation Retreat and Nature Getaway

4 bedrooms
1 bathroom
Sleeps 9
Match: Sleeps
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Twin Oaks on Great Pond, holiday rental in Madison

Twin Oaks on Great Pond

2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Great Pond- Rustic, charming Log Cabin, holiday rental in Madison

Great Pond- Rustic, charming Log Cabin

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Long Pond in Belgrade Lakes Region Maine Sleeps 12, holiday rental in Madison

Long Pond in Belgrade Lakes Region Maine Sleeps 12

4 bedrooms
1 bathroom
Sleeps 12
Match: Sleeps
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4 Season Waterfront Retreat Embden, ME - SKI, KAYAK, FISH, RAFT, HIKE & MORE!!!, holiday rental in Madison

4 Season Waterfront Retreat Embden, ME - SKI, KAYAK, FISH, RAFT, HIKE & MORE!!!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Water front cabin units on Beautiful Embden Pond, holiday rental in Madison

Water front cabin units on Beautiful Embden Pond

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Belgrade Lakes vacation home, holiday rental in Madison

Belgrade Lakes vacation home

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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cottages just steps from the waters edge on beautiful Embden Lake, holiday rental in Madison

cottages just steps from the waters edge on beautiful Embden Lake

2 bedrooms
1 bathroom
Sleeps 9
Match: Sleeps
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A soul soothing escape. Kate-Ah-Den cabin is new & artistically built., holiday rental in Madison

A soul soothing escape. Kate-Ah-Den cabin is new & artistically built.

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Amazing Lakefront Cabin for Water Fun and Exploring in the Woods, holiday rental in Madison

Amazing Lakefront Cabin for Water Fun and Exploring in the Woods

2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Great Pond Shoreline- Charming Log Cabin, holiday rental in Madison

Great Pond Shoreline- Charming Log Cabin

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Beautiful Cottage With Double Decks On The Water And Incredible 180 Degree View, holiday rental in Madison

Beautiful Cottage With Double Decks On The Water And Incredible 180 Degree View

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Sandy River House - Retreat To Our Beautiful All-Renovated 200yo Village House, holiday rental in Madison

Sandy River House - Retreat To Our Beautiful All-Renovated 200yo Village House

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Rates reduced for the holidays!!!, holiday rental in Madison

Rates reduced for the holidays!!!

5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Updated Oakland Cottage w/Deck on McGrath Pond!, holiday rental in Madison

Updated Oakland Cottage w/Deck on McGrath Pond!

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Lakefront Classic Maine Cottage, Private, Family-friendly, 5 Br, On Quiet Lake, holiday rental in Madison

Lakefront Classic Maine Cottage, Private, Family-friendly, 5 Br, On Quiet Lake

5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Barn Camp on Clearwater Lake, Farmington (Industry), Maine, holiday rental in Madison

Barn Camp on Clearwater Lake, Farmington (Industry), Maine

2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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King's Kastle, holiday rental in Madison

King's Kastle

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Tentrr Signature Site - Valley Acres, holiday rental in Madison

Tentrr Signature Site - Valley Acres

1 bedroom
1 bathroom
Sleeps 8
Match: Sleeps
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Cozy Lakefront Madison Cabin w/ Dock & Kayaks, holiday rental in Madison

Cozy Lakefront Madison Cabin w/ Dock & Kayaks

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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A-Frame North - Lakeside Retreat on Porter Lake, holiday rental in Madison

A-Frame North - Lakeside Retreat on Porter Lake

4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Classy AF Home Steps from Colby and Trails, holiday rental in Madison

Classy AF Home Steps from Colby and Trails

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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NEW! Secluded Summertime Escape w/Great Pond Views, holiday rental in Madison

NEW! Secluded Summertime Escape w/Great Pond Views

8 bedrooms
6 bathrooms
Sleeps 19
Match: Sleeps
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