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Deerfield Holiday Rentals

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50 rentals in Deerfield.
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Luxurious New Condos next to woods - 21 Minutes to Alliant Energy Center, holiday rental in Deerfield

Luxurious New Condos next to woods - 21 Minutes to Alliant Energy Center

4 bedrooms
3 bathrooms
Sleeps 15
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Holiday Planning time, holiday rental in Deerfield

Holiday Planning time

6 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Luxurious New Condos near woods - 20 min to Madison, holiday rental in Deerfield

Luxurious New Condos near woods - 20 min to Madison

4 bedrooms
3 bathrooms
Sleeps 15
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Upscale Country Home, holiday rental in Deerfield

Upscale Country Home

6 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps
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A Pleasant Retreat For 1, 2, or 3 Couples, holiday rental in Deerfield

A Pleasant Retreat For 1, 2, or 3 Couples

3 bedrooms
4 bathrooms
Sleeps 7
Match: Sleeps
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Madison, WI One Level House With Large Fenced In Yard, holiday rental in Deerfield

Madison, WI One Level House With Large Fenced In Yard

4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Original cozy farmhouse homestead 2 blocks from the bike path and, holiday rental in Deerfield

Original cozy farmhouse homestead 2 blocks from the bike path and

3 bedrooms
2 bathrooms
Sleeps 6
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Amazing townhouse, amazing attractions, amazing city!, holiday rental in Deerfield

Amazing townhouse, amazing attractions, amazing city!

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Madison/Stoughton 3 BR/3 BA Lake  Kegonsa Cottage, holiday rental in Deerfield

Madison/Stoughton 3 BR/3 BA Lake Kegonsa Cottage

3 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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Book now for Spring/Summer 2021! 8 adults max!, holiday rental in Deerfield

Book now for Spring/Summer 2021! 8 adults max!

4 bedrooms
3 bathrooms
Sleeps 16
Match: Sleeps
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Welcome To Your Home Away From Home.  Welcome To Cambridge Lake House., holiday rental in Deerfield

Welcome To Your Home Away From Home. Welcome To Cambridge Lake House.

2 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Lake Kegonsa 1BR Cottage 15 Min.to Madison,Sleeps 3 ,Kayaks, holiday rental in Deerfield

Lake Kegonsa 1BR Cottage 15 Min.to Madison,Sleeps 3 ,Kayaks

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!, holiday rental in Deerfield

Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!

2 bedrooms
3 bathrooms
Sleeps 7
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Welcome to the Treehouse. Our home away from home and hopefully yours too., holiday rental in Deerfield

Welcome to the Treehouse. Our home away from home and hopefully yours too.

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful Waterfront Wooded 6 Bedroom Home, holiday rental in Deerfield

Beautiful Waterfront Wooded 6 Bedroom Home

6 bedrooms
3 bathrooms
Sleeps 20
Match: Sleeps
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Great Location On Lake Waubesa, 10 Minutes from Downtown Madison and UW campus, holiday rental in Deerfield

Great Location On Lake Waubesa, 10 Minutes from Downtown Madison and UW campus

2 bedrooms
1 bathroom
Sleeps 5
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Small Cottage.... Huge  Lake Views!, holiday rental in Deerfield

Small Cottage.... Huge Lake Views!

1 bedroom
1 bathroom
Sleeps 2
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Your place to get away from it all., holiday rental in Deerfield

Your place to get away from it all.

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Waterfront Lake Ripley getaway. Kayak, paddleboard and fish from private pier!, holiday rental in Deerfield

Waterfront Lake Ripley getaway. Kayak, paddleboard and fish from private pier!

4 bedrooms
2 bathrooms
Sleeps 14
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Best Reviews of Any Listing on Lake Koshkonong!!!, holiday rental in Deerfield

Best Reviews of Any Listing on Lake Koshkonong!!!

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Two Bedroom Cottage with Great Lake Views!, holiday rental in Deerfield

Two Bedroom Cottage with Great Lake Views!

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Walk to the Alliant Energy Center!  Great for Badger game day weekends!, holiday rental in Deerfield

Walk to the Alliant Energy Center! Great for Badger game day weekends!

5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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SPACIOUS LUXURY HOME - CONVENIENT MADISON EAST LOCATION, holiday rental in Deerfield

SPACIOUS LUXURY HOME - CONVENIENT MADISON EAST LOCATION

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Madison 3 BR Cottage on 3000 acre Lake. Kayaks & Pontoon, holiday rental in Deerfield

Madison 3 BR Cottage on 3000 acre Lake. Kayaks & Pontoon

3 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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Adorable, Cozy Lake Kosh Cottage w lake views & steps to lake & community beach!, holiday rental in Deerfield

Adorable, Cozy Lake Kosh Cottage w lake views & steps to lake & community beach!

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Charming Renovated Country Home - Perfect for Families/Groups, holiday rental in Deerfield

Charming Renovated Country Home - Perfect for Families/Groups

4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Beautiful,  Lake Front Home-Take a Look! FREE kayaks to use., holiday rental in Deerfield

Beautiful, Lake Front Home-Take a Look! FREE kayaks to use.

5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Lakefront cabin Madison lakes.  kayaks, paddle boards,  and lakeside hot tub, holiday rental in Deerfield

Lakefront cabin Madison lakes. kayaks, paddle boards, and lakeside hot tub

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Upscale Downtown Flat, holiday rental in Deerfield

Upscale Downtown Flat

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Modern 2BR on Lake Koshkonong Buckhorn Supper Club.  Pier, Deck, holiday rental in Deerfield

Modern 2BR on Lake Koshkonong Buckhorn Supper Club. Pier, Deck

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Sweet beach front on Lake Koshkonong w/lots of room & a Paddleboat, holiday rental in Deerfield

Sweet beach front on Lake Koshkonong w/lots of room & a Paddleboat

2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Lake Kegonsa cedar efficiency cottage, holiday rental in Deerfield

Lake Kegonsa cedar efficiency cottage

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Cottage Sweet, holiday rental in Deerfield

Cottage Sweet

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Rock Lake Retreat - Lake Mills, holiday rental in Deerfield

Rock Lake Retreat - Lake Mills

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Upscale Cabin with Boats, Lake Ripley (near Madison), Only Rented 2 wks/summer, holiday rental in Deerfield

Upscale Cabin with Boats, Lake Ripley (near Madison), Only Rented 2 wks/summer

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Cozy Lakefront House, holiday rental in Deerfield

Cozy Lakefront House

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Fort Atkinson Cottage w/Deck at Lake Koshkonong!, holiday rental in Deerfield

Fort Atkinson Cottage w/Deck at Lake Koshkonong!

1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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Spacious Edgerton Home w/ Private Beach & Views!, holiday rental in Deerfield

Spacious Edgerton Home w/ Private Beach & Views!

3 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Waterfront Lake Koshkonong Home w/Pier & Fire Pit!, holiday rental in Deerfield

Waterfront Lake Koshkonong Home w/Pier & Fire Pit!

4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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McFarland Home Near Lakes - 4 Mi to Madison!, holiday rental in Deerfield

McFarland Home Near Lakes - 4 Mi to Madison!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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NEW! Quaint Cottage w/ Porch - Steps to Lake/Beach, holiday rental in Deerfield

NEW! Quaint Cottage w/ Porch - Steps to Lake/Beach

4 bedrooms
1 bathroom
Sleeps 9
Match: Sleeps
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Baehr Haus Downtown Sun Prairie (Room 2&3), holiday rental in Deerfield

Baehr Haus Downtown Sun Prairie (Room 2&3)

1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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Lake Kegonsa Home w/ Fire Pit & Outdoor Oasis!, holiday rental in Deerfield

Lake Kegonsa Home w/ Fire Pit & Outdoor Oasis!

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Rock River Waterfront Cabin: Dock & Game Room!, holiday rental in Deerfield

Rock River Waterfront Cabin: Dock & Game Room!

3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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NEW! Spacious Lakehouse w/ Deck, Kayaks, & Dock!, holiday rental in Deerfield

NEW! Spacious Lakehouse w/ Deck, Kayaks, & Dock!

4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Beautiful Lake Home - Huge Yard, Deck & Porch -Minutes to Downtown Madison, holiday rental in Deerfield

Beautiful Lake Home - Huge Yard, Deck & Porch -Minutes to Downtown Madison

5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Starlight Tower Manor-Observatory, 30-Seat Theater, Game room, Bar, Arcade, holiday rental in Deerfield

Starlight Tower Manor-Observatory, 30-Seat Theater, Game room, Bar, Arcade

8 bedrooms
3 bathrooms
Sleeps 18
Match: Sleeps
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Rock-n-Kosh Bungalow on the Rock and Bark Rivers, holiday rental in Deerfield

Rock-n-Kosh Bungalow on the Rock and Bark Rivers

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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NEW! Charming Lake Koshkonong Cottage w/ Fire Pit!, holiday rental in Deerfield

NEW! Charming Lake Koshkonong Cottage w/ Fire Pit!

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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NEW! Waterfront Home w/ 2 Decks on Lake Koshkonong, holiday rental in Deerfield

NEW! Waterfront Home w/ 2 Decks on Lake Koshkonong

1 bedroom
3 bathrooms
Sleeps 6
Match: Sleeps
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