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Middleton Vacation Rentals

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
50 rentals in Middleton.
Free Breakfast. Pool and Hot Tub. Downtown Location. Your Next Trip!, vacation rental in Middleton
Free Breakfast. Pool and Hot Tub. Downtown Location. Your Next Trip!, vacation rental in Middleton
Free Breakfast. Pool and Hot Tub. Downtown Location. Your Next Trip!, vacation rental in Middleton

Free Breakfast. Pool and Hot Tub. Downtown Location. Your Next Trip!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Countryside Beauty - Min to Madison/Perfect for families/Events&Dogs! Lrg yard, vacation rental in Middleton
Countryside Beauty - Min to Madison/Perfect for families/Events&Dogs! Lrg yard, vacation rental in Middleton
Countryside Beauty - Min to Madison/Perfect for families/Events&Dogs! Lrg yard, vacation rental in Middleton

Countryside Beauty - Min to Madison/Perfect for families/Events&Dogs! Lrg yard

Rental Home
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Free Breakfast. Pool and Hot Tub. Downtown Location. Close to the University of, vacation rental in Middleton
Free Breakfast. Pool and Hot Tub. Downtown Location. Close to the University of, vacation rental in Middleton
Free Breakfast. Pool and Hot Tub. Downtown Location. Close to the University of, vacation rental in Middleton

Free Breakfast. Pool and Hot Tub. Downtown Location. Close to the University of

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Free Breakfast. Pool. Downtown Location. Great for Business Travelers!, vacation rental in Middleton
Free Breakfast. Pool. Downtown Location. Great for Business Travelers!, vacation rental in Middleton
Free Breakfast. Pool. Downtown Location. Great for Business Travelers!, vacation rental in Middleton

Free Breakfast. Pool. Downtown Location. Great for Business Travelers!

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Free Breakfast. Pool and Hot Tub. Downtown Area, vacation rental in Middleton
Free Breakfast. Pool and Hot Tub. Downtown Area, vacation rental in Middleton
Free Breakfast. Pool and Hot Tub. Downtown Area, vacation rental in Middleton

Free Breakfast. Pool and Hot Tub. Downtown Area

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Free Breakfast. Pool and Hot Tub. Downtown Location. Your Next Trip!, vacation rental in Middleton
Free Breakfast. Pool and Hot Tub. Downtown Location. Your Next Trip!, vacation rental in Middleton
Free Breakfast. Pool and Hot Tub. Downtown Location. Your Next Trip!, vacation rental in Middleton

Free Breakfast. Pool and Hot Tub. Downtown Location. Your Next Trip!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Free Breakfast. Pool and Hot Tub. Downtown Location. Near the University of, vacation rental in Middleton
Free Breakfast. Pool and Hot Tub. Downtown Location. Near the University of, vacation rental in Middleton
Free Breakfast. Pool and Hot Tub. Downtown Location. Near the University of, vacation rental in Middleton

Free Breakfast. Pool and Hot Tub. Downtown Location. Near the University of

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Free Breakfast. Pool and Hot Tub. Downtown Location. Near the University of, vacation rental in Middleton
Free Breakfast. Pool and Hot Tub. Downtown Location. Near the University of, vacation rental in Middleton
Free Breakfast. Pool and Hot Tub. Downtown Location. Near the University of, vacation rental in Middleton

Free Breakfast. Pool and Hot Tub. Downtown Location. Near the University of

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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King Suite | Free Breakfast. Pool and Hot Tub, vacation rental in Middleton
King Suite | Free Breakfast. Pool and Hot Tub, vacation rental in Middleton
King Suite | Free Breakfast. Pool and Hot Tub, vacation rental in Middleton

King Suite | Free Breakfast. Pool and Hot Tub

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Free Breakfast. Pool and Hot Tub. Downtown Location. Near the University of, vacation rental in Middleton
Free Breakfast. Pool and Hot Tub. Downtown Location. Near the University of, vacation rental in Middleton
Free Breakfast. Pool and Hot Tub. Downtown Location. Near the University of, vacation rental in Middleton

Free Breakfast. Pool and Hot Tub. Downtown Location. Near the University of

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Elegant home w/ well-equipped kitchen, big yard, & many entertainment options, vacation rental in Middleton
Elegant home w/ well-equipped kitchen, big yard, & many entertainment options, vacation rental in Middleton
Elegant home w/ well-equipped kitchen, big yard, & many entertainment options, vacation rental in Middleton

Elegant home w/ well-equipped kitchen, big yard, & many entertainment options

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Very Luxurious and Secluded Home on 4 acres - Great for Cross Fit Games 2023!, vacation rental in Middleton
Very Luxurious and Secluded Home on 4 acres - Great for Cross Fit Games 2023!, vacation rental in Middleton
Very Luxurious and Secluded Home on 4 acres - Great for Cross Fit Games 2023!, vacation rental in Middleton

Very Luxurious and Secluded Home on 4 acres - Great for Cross Fit Games 2023!

Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Contemporary home in quiet neighborhood with pool & great back yard close to all, vacation rental in Middleton
Contemporary home in quiet neighborhood with pool & great back yard close to all, vacation rental in Middleton
Contemporary home in quiet neighborhood with pool & great back yard close to all, vacation rental in Middleton

Contemporary home in quiet neighborhood with pool & great back yard close to all

Rental Home
5 bedrooms
4 bathrooms
Sleeps 11
Match: Sleeps
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The following properties within 20 miles of Middleton match all your filters:
Conveniently Located On Madison's West Side(just Off University Ave.), vacation rental in Middleton
Conveniently Located On Madison's West Side(just Off University Ave.), vacation rental in Middleton
Conveniently Located On Madison's West Side(just Off University Ave.), vacation rental in Middleton

Conveniently Located On Madison's West Side(just Off University Ave.)

Rental Home
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Private & Modern Garden Level Apartment, Hot Tub,  Conservancy access out back!, vacation rental in Middleton
Private & Modern Garden Level Apartment, Hot Tub,  Conservancy access out back!, vacation rental in Middleton
Private & Modern Garden Level Apartment, Hot Tub,  Conservancy access out back!, vacation rental in Middleton

Private & Modern Garden Level Apartment, Hot Tub, Conservancy access out back!

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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3 BR 2 BA Townhouse - Great for families or groups!, vacation rental in Middleton
3 BR 2 BA Townhouse - Great for families or groups!, vacation rental in Middleton
3 BR 2 BA Townhouse - Great for families or groups!, vacation rental in Middleton

3 BR 2 BA Townhouse - Great for families or groups!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 14
Match: Sleeps
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Pool with Slide. Great for Business Travelers!, vacation rental in Middleton
Pool with Slide. Great for Business Travelers!, vacation rental in Middleton
Pool with Slide. Great for Business Travelers!, vacation rental in Middleton

Pool with Slide. Great for Business Travelers!

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Free Breakfast. Pool with a Slide. Near Olbrich Botanical Gardens!, vacation rental in Middleton
Free Breakfast. Pool with a Slide. Near Olbrich Botanical Gardens!, vacation rental in Middleton
Free Breakfast. Pool with a Slide. Near Olbrich Botanical Gardens!, vacation rental in Middleton

Free Breakfast. Pool with a Slide. Near Olbrich Botanical Gardens!

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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King Suite. Free Breakfast. Pool with a Slide. Near Olbrich Botanical Gardens!, vacation rental in Middleton
King Suite. Free Breakfast. Pool with a Slide. Near Olbrich Botanical Gardens!, vacation rental in Middleton
King Suite. Free Breakfast. Pool with a Slide. Near Olbrich Botanical Gardens!, vacation rental in Middleton

King Suite. Free Breakfast. Pool with a Slide. Near Olbrich Botanical Gardens!

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Liberty Valley Short Term Rental - 27, vacation rental in Middleton
Liberty Valley Short Term Rental - 27, vacation rental in Middleton
Liberty Valley Short Term Rental - 27, vacation rental in Middleton

Liberty Valley Short Term Rental - 27

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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In-Unit Laundry, A/C, Free Parking, Dishwasher., vacation rental in Middleton
In-Unit Laundry, A/C, Free Parking, Dishwasher., vacation rental in Middleton
In-Unit Laundry, A/C, Free Parking, Dishwasher., vacation rental in Middleton

In-Unit Laundry, A/C, Free Parking, Dishwasher.

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Free Breakfast. Pool with a Slide. Your Next Trip!, vacation rental in Middleton
Free Breakfast. Pool with a Slide. Your Next Trip!, vacation rental in Middleton
Free Breakfast. Pool with a Slide. Your Next Trip!, vacation rental in Middleton

Free Breakfast. Pool with a Slide. Your Next Trip!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!, vacation rental in Middleton
Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!, vacation rental in Middleton
Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!, vacation rental in Middleton

Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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King Suite. Free Breakfast. Pool with a Slide. Great for Business Travelers!, vacation rental in Middleton
King Suite. Free Breakfast. Pool with a Slide. Great for Business Travelers!, vacation rental in Middleton
King Suite. Free Breakfast. Pool with a Slide. Great for Business Travelers!, vacation rental in Middleton

King Suite. Free Breakfast. Pool with a Slide. Great for Business Travelers!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Free Breakfast. Pool with a Slide. Your Next Trip!, vacation rental in Middleton
Free Breakfast. Pool with a Slide. Your Next Trip!, vacation rental in Middleton
Free Breakfast. Pool with a Slide. Your Next Trip!, vacation rental in Middleton

Free Breakfast. Pool with a Slide. Your Next Trip!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical, vacation rental in Middleton
King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical, vacation rental in Middleton
King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical, vacation rental in Middleton

King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Free Parking-walk to hospital&campus-fast wifi!, vacation rental in Middleton
Free Parking-walk to hospital&campus-fast wifi!, vacation rental in Middleton
Free Parking-walk to hospital&campus-fast wifi!, vacation rental in Middleton

Free Parking-walk to hospital&campus-fast wifi!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Walk to hospital&campus|Free parking|w/ desk&workspace!, vacation rental in Middleton
Walk to hospital&campus|Free parking|w/ desk&workspace!, vacation rental in Middleton
Walk to hospital&campus|Free parking|w/ desk&workspace!, vacation rental in Middleton

Walk to hospital&campus|Free parking|w/ desk&workspace!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Jacuzzi Loft-1Br w/bike-Extnd Stay-Near Capitol!, vacation rental in Middleton
Jacuzzi Loft-1Br w/bike-Extnd Stay-Near Capitol!, vacation rental in Middleton
Jacuzzi Loft-1Br w/bike-Extnd Stay-Near Capitol!, vacation rental in Middleton

Jacuzzi Loft-1Br w/bike-Extnd Stay-Near Capitol!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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30 Day Minimum. Entire House, A/C, Washer & Dryer, vacation rental in Middleton
30 Day Minimum. Entire House, A/C, Washer & Dryer, vacation rental in Middleton
30 Day Minimum. Entire House, A/C, Washer & Dryer, vacation rental in Middleton

30 Day Minimum. Entire House, A/C, Washer & Dryer

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Jacuzzi 1BR loft w/ den/office-open concept, vacation rental in Middleton
Jacuzzi 1BR loft w/ den/office-open concept, vacation rental in Middleton
Jacuzzi 1BR loft w/ den/office-open concept, vacation rental in Middleton

Jacuzzi 1BR loft w/ den/office-open concept

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Cute house close to hospital, UW, shops, bike trails and restaurants, vacation rental in Middleton
Cute house close to hospital, UW, shops, bike trails and restaurants, vacation rental in Middleton
Cute house close to hospital, UW, shops, bike trails and restaurants, vacation rental in Middleton

Cute house close to hospital, UW, shops, bike trails and restaurants

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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30 Day Minimum. Entire House. Washer & Dryer. A/C., vacation rental in Middleton
30 Day Minimum. Entire House. Washer & Dryer. A/C., vacation rental in Middleton
30 Day Minimum. Entire House. Washer & Dryer. A/C., vacation rental in Middleton

30 Day Minimum. Entire House. Washer & Dryer. A/C.

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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30 Day Minimum. Entire House, Deck, close to Hosp., vacation rental in Middleton
30 Day Minimum. Entire House, Deck, close to Hosp., vacation rental in Middleton
30 Day Minimum. Entire House, Deck, close to Hosp., vacation rental in Middleton

30 Day Minimum. Entire House, Deck, close to Hosp.

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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30 Day Minimum. Entire House. Washer/Dryer. A/C., vacation rental in Middleton
30 Day Minimum. Entire House. Washer/Dryer. A/C., vacation rental in Middleton
30 Day Minimum. Entire House. Washer/Dryer. A/C., vacation rental in Middleton

30 Day Minimum. Entire House. Washer/Dryer. A/C.

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Renovated Cape Cod w/ King Bed ➕️ � trail proximity, vacation rental in Middleton
Renovated Cape Cod w/ King Bed ➕️ � trail proximity, vacation rental in Middleton
Renovated Cape Cod w/ King Bed ➕️ � trail proximity, vacation rental in Middleton

Renovated Cape Cod w/ King Bed ➕️ � trail proximity

Rental Home
3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Madison Arboretum Mid-Century Ranch Screen Porch, Fireplace, vacation rental in Middleton
Madison Arboretum Mid-Century Ranch Screen Porch, Fireplace, vacation rental in Middleton
Madison Arboretum Mid-Century Ranch Screen Porch, Fireplace, vacation rental in Middleton

Madison Arboretum Mid-Century Ranch Screen Porch, Fireplace

Rental Home
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Westside Gem with Sauna and Movie Theatre, vacation rental in Middleton
Westside Gem with Sauna and Movie Theatre, vacation rental in Middleton
Westside Gem with Sauna and Movie Theatre, vacation rental in Middleton

Westside Gem with Sauna and Movie Theatre

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Madison West Side. Luxurious Living 1 Block from Lake., vacation rental in Middleton
Madison West Side. Luxurious Living 1 Block from Lake., vacation rental in Middleton
Madison West Side. Luxurious Living 1 Block from Lake., vacation rental in Middleton

Madison West Side. Luxurious Living 1 Block from Lake.

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Gorgeous MCM Ranch, Fantastic Location, 5 Min to UW Campus and Downtown Madison, vacation rental in Middleton
Gorgeous MCM Ranch, Fantastic Location, 5 Min to UW Campus and Downtown Madison, vacation rental in Middleton
Gorgeous MCM Ranch, Fantastic Location, 5 Min to UW Campus and Downtown Madison, vacation rental in Middleton

Gorgeous MCM Ranch, Fantastic Location, 5 Min to UW Campus and Downtown Madison

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Best Location in the Heart of Madison!! Pet-Friendly and Perfect for Remote Work, vacation rental in Middleton
Best Location in the Heart of Madison!! Pet-Friendly and Perfect for Remote Work, vacation rental in Middleton
Best Location in the Heart of Madison!! Pet-Friendly and Perfect for Remote Work, vacation rental in Middleton

Best Location in the Heart of Madison!! Pet-Friendly and Perfect for Remote Work

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Spacious & Secluded Madison Home Near Dtwn!, vacation rental in Middleton
Spacious & Secluded Madison Home Near Dtwn!, vacation rental in Middleton
Spacious & Secluded Madison Home Near Dtwn!, vacation rental in Middleton

Spacious & Secluded Madison Home Near Dtwn!

Rental Home
5 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Fully remodeled ranch close to the southwest bike trail, vacation rental in Middleton
Fully remodeled ranch close to the southwest bike trail, vacation rental in Middleton
Fully remodeled ranch close to the southwest bike trail, vacation rental in Middleton

Fully remodeled ranch close to the southwest bike trail

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Hillside Harbor Retreat in Hawks Woods Estates - by University Ridge & Epic, vacation rental in Middleton
Hillside Harbor Retreat in Hawks Woods Estates - by University Ridge & Epic, vacation rental in Middleton
Hillside Harbor Retreat in Hawks Woods Estates - by University Ridge & Epic, vacation rental in Middleton

Hillside Harbor Retreat in Hawks Woods Estates - by University Ridge & Epic

Rental Home
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Modern Shorewood Hills Home, vacation rental in Middleton
Modern Shorewood Hills Home, vacation rental in Middleton
Modern Shorewood Hills Home, vacation rental in Middleton

Modern Shorewood Hills Home

Rental Home
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Perfect For Large Groups And Families ~ 7.1 Miles From UW Madison, vacation rental in Middleton
Perfect For Large Groups And Families ~ 7.1 Miles From UW Madison, vacation rental in Middleton
Perfect For Large Groups And Families ~ 7.1 Miles From UW Madison, vacation rental in Middleton

Perfect For Large Groups And Families ~ 7.1 Miles From UW Madison

Rental Home
5 bedrooms
3 bathrooms
Sleeps 15
Match: Sleeps
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Luxurious Mid-Century Modern close to Camp Randall Stadium, vacation rental in Middleton
Luxurious Mid-Century Modern close to Camp Randall Stadium, vacation rental in Middleton
Luxurious Mid-Century Modern close to Camp Randall Stadium, vacation rental in Middleton

Luxurious Mid-Century Modern close to Camp Randall Stadium

Rental Home
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Fabulous home backing up to Ice Age Park and Tyrol Basin Skiing, vacation rental in Middleton
Fabulous home backing up to Ice Age Park and Tyrol Basin Skiing, vacation rental in Middleton
Fabulous home backing up to Ice Age Park and Tyrol Basin Skiing, vacation rental in Middleton

Fabulous home backing up to Ice Age Park and Tyrol Basin Skiing

Rental Home
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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7500 sq ft home on wooded acres.  Just minutes from west and downtown Madison, vacation rental in Middleton
7500 sq ft home on wooded acres.  Just minutes from west and downtown Madison, vacation rental in Middleton
7500 sq ft home on wooded acres.  Just minutes from west and downtown Madison, vacation rental in Middleton

7500 sq ft home on wooded acres. Just minutes from west and downtown Madison

Rental Home
6 bedrooms
7 bathrooms
Sleeps 12
Match: Sleeps
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Liberty Valley Short Term Rental - 29, vacation rental in Middleton
Liberty Valley Short Term Rental - 29, vacation rental in Middleton
Liberty Valley Short Term Rental - 29, vacation rental in Middleton

Liberty Valley Short Term Rental - 29

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Showing results 1-50 of 50
Frequently Asked Questions about Middleton