Vacation rentals in Oregon, WI

42 available vacation rental offers

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Best Vacation rentals and Airbnb offers in Oregon, WI

Free Breakfast. Pool and Hot Tub. Downtown Location. Near the University of Wisconsin-Madison! - Oregon, WI

Free Breakfast. Pool and Hot Tub. Downtown Location. Near the University of Wisconsin-Madison!

Condo, Oregon

Free Breakfast. Pool and Hot Tub. Downtown Location. Near the University of Wisconsin-Madison! is a condo in Oregon, with pool access, parking, and kitchen access. This stay gives travelers…

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About Free Breakfast. Pool and Hot Tub. Downtown Location. Near the University of Wisconsin-Madison!

Free Breakfast. Pool and Hot Tub. Downtown Location. Near the University of Wisconsin-Madison! is a condo in Oregon, with pool 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, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $954.

From$105/night
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Free Breakfast. Pool and Hot Tub. Downtown Location. Near the University of Wisconsin-Madison! - Oregon, WI

Free Breakfast. Pool and Hot Tub. Downtown Location. Near the University of Wisconsin-Madison!

Condo, Oregon

Free Breakfast. Pool and Hot Tub. Downtown Location. Near the University of Wisconsin-Madison! is a condo in Oregon, with pool access, parking, and kitchen access. This stay gives travelers…

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About Free Breakfast. Pool and Hot Tub. Downtown Location. Near the University of Wisconsin-Madison!

Free Breakfast. Pool and Hot Tub. Downtown Location. Near the University of Wisconsin-Madison! is a condo in Oregon, with pool 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, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,002.

From$111/night
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King Suite | Free Breakfast. Pool and Hot Tub - Oregon, WI

King Suite | Free Breakfast. Pool and Hot Tub

Condo, Oregon

King Suite · Free Breakfast. Pool and Hot Tub is a condo in Oregon, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About King Suite | Free Breakfast. Pool and Hot Tub

King Suite · Free Breakfast. Pool and Hot Tub is a condo in Oregon, with 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, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,012.

From$111/night
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King Suite. Free Breakfast. Pool with a Slide. Near Olbrich Botanical Gardens! - Oregon, WI

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

Apartment, Oregon

King Suite. Free Breakfast. Pool with a Slide. Near Olbrich Botanical Gardens! is a apartment in Oregon, with pool access, parking, and kitchen access. This stay gives travelers a…

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

King Suite. Free Breakfast. Pool with a Slide. Near Olbrich Botanical Gardens! is a apartment in Oregon, with pool 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, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,196.

From$130/night
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Browse Vacation Rentals with a Pool in Oregon, WI

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

Free Breakfast. Pool and Hot Tub. Downtown Area - Oregon, WI

Free Breakfast. Pool and Hot Tub. Downtown Area

Condo, Oregon

Free Breakfast. Pool and Hot Tub. Downtown Area is a condo in Oregon, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Free Breakfast. Pool and Hot Tub. Downtown Area

Free Breakfast. Pool and Hot Tub. Downtown Area is a condo in Oregon, with pool 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, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,091.

From$121/night
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Free Breakfast. Pool and Hot Tub. Downtown Location. Close to the University of Wisconsin-Madison! - Oregon, WI

Free Breakfast. Pool and Hot Tub. Downtown Location. Close to the University of Wisconsin-Madison!

Condo, Oregon

Free Breakfast. Pool and Hot Tub. Downtown Location. Close to the University of Wisconsin-Madison! is a condo in Oregon, with pool access, parking, and kitchen access. This stay gives…

Read more

About Free Breakfast. Pool and Hot Tub. Downtown Location. Close to the University of Wisconsin-Madison!

Free Breakfast. Pool and Hot Tub. Downtown Location. Close to the University of Wisconsin-Madison! is a condo in Oregon, with pool 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, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,541.

From$170/night
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Free Breakfast. Pool and Hot Tub. Downtown Location. Near the University of Wisconsin-Madison! - Oregon, WI

Free Breakfast. Pool and Hot Tub. Downtown Location. Near the University of Wisconsin-Madison!

Condo, Oregon

Free Breakfast. Pool and Hot Tub. Downtown Location. Near the University of Wisconsin-Madison! is a condo in Oregon, with pool access, parking, and kitchen access. This stay gives travelers…

Read more

About Free Breakfast. Pool and Hot Tub. Downtown Location. Near the University of Wisconsin-Madison!

Free Breakfast. Pool and Hot Tub. Downtown Location. Near the University of Wisconsin-Madison! is a condo in Oregon, with pool 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, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,556.

From$170/night
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Free Breakfast. Pool and Hot Tub. Downtown Location. Your Next Trip! - Oregon, WI

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

Condo, Oregon

Free Breakfast. Pool and Hot Tub. Downtown Location. Your Next Trip! is a condo in Oregon, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring…

Read more

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

Free Breakfast. Pool and Hot Tub. Downtown Location. Your Next Trip! is a condo in Oregon, with 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, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,578.

From$170/night
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Best Oregon, WI vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Amazing townhouse, amazing attractions, amazing city! - Oregon, WI

Amazing townhouse, amazing attractions, amazing city!

Holiday Home, Oregon

Amazing townhouse, amazing attractions, amazing city! is a holiday home in Oregon, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Amazing townhouse, amazing attractions, amazing city!

Amazing townhouse, amazing attractions, amazing city! is a holiday home in Oregon, 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 $1,812.

From$183/night
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The Ainsworth House - Historic Victorian 3BR Gem - Oregon, WI

The Ainsworth House - Historic Victorian 3BR Gem

Holiday Home, Oregon

The Ainsworth House - Historic Victorian 3BR Gem is a holiday home in Oregon, with parking and room for a group. This stay gives travelers a comfortable base for exploring the area,…

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About The Ainsworth House - Historic Victorian 3BR Gem

The Ainsworth House - Historic Victorian 3BR Gem is a holiday home in Oregon, with 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, free wifi, parking, free parking, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,760.

From$277/night
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Renovated 4 BR Home Near Madison - Oregon, WI

Renovated 4 BR Home Near Madison

Holiday Home, Oregon

Renovated 4 BR Home Near Madison is a holiday home in Oregon, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area,…

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About Renovated 4 BR Home Near Madison

Renovated 4 BR Home Near Madison is a holiday home in Oregon, with parking, 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: kitchen, with kitchen, parking, free parking, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,241.

From$329/night
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Remodeled 3 bedroom home in Monona. Close to Downtown! - Oregon, WI

Remodeled 3 bedroom home in Monona. Close to Downtown!

Holiday Home, Oregon

Remodeled 3 bedroom home in Monona. Close to Downtown! is a holiday home in Oregon, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Remodeled 3 bedroom home in Monona. Close to Downtown!

Remodeled 3 bedroom home in Monona. Close to Downtown! is a holiday home in Oregon, with parking, 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: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,143.

From$437/night
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Best Pet-Friendly Vacation Rentals in Oregon, WI

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

Free Breakfast. Pool and Hot Tub. Downtown Location. Your Next Trip! - Oregon, WI

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

Condo, Oregon

Free Breakfast. Pool and Hot Tub. Downtown Location. Your Next Trip! is a condo in Oregon, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring…

Read more

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

Free Breakfast. Pool and Hot Tub. Downtown Location. Your Next Trip! is a condo in Oregon, with 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, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,090.

From$120/night
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Free Breakfast. Pool. Downtown Location. Great for Business Travelers! - Oregon, WI

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

Apartment, Oregon

Free Breakfast. Pool. Downtown Location. Great for Business Travelers! is a apartment in Oregon, with pool access and parking. This stay gives travelers a comfortable base for exploring the…

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

Free Breakfast. Pool. Downtown Location. Great for Business Travelers! is a apartment in Oregon, with pool 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 cancellation, pool, free wifi, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,499.

From$167/night
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The Wilson - Oregon, WI

The Wilson

Apartment, Oregon

The Wilson is a apartment in Oregon, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or…

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About The Wilson

The Wilson is a apartment in Oregon, with pet-friendly space. 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 ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,588.

From$198/night
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Boho & Rustic Getaway ~ King Bed ~ Near Madison! - Oregon, WI

Boho & Rustic Getaway ~ King Bed ~ Near Madison!

Holiday Home, Oregon

Boho & Rustic Getaway ~ King Bed ~ Near Madison! is a holiday home in Oregon, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Boho & Rustic Getaway ~ King Bed ~ Near Madison!

Boho & Rustic Getaway ~ King Bed ~ Near Madison! is a holiday home in Oregon, 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 $1,904.

From$230/night
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Best Oregon, WI vacation rentals with a kitchen

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

Charming Waterfront Getaway 2BR Near Madison - Oregon, WI

Charming Waterfront Getaway 2BR Near Madison

Holiday Home, Oregon

Charming Waterfront Getaway 2BR Near Madison is a holiday home in Oregon, with easy beach access, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Charming Waterfront Getaway 2BR Near Madison

Charming Waterfront Getaway 2BR Near Madison is a holiday home in Oregon, with easy beach 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: free cancellation, hot tub, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,187.

From$266/night
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Family-friendly Lake Waubesa Home: Boat + Swim! - Oregon, WI

Family-friendly Lake Waubesa Home: Boat + Swim!

Cottage, Oregon

Family-friendly Lake Waubesa Home: Boat + Swim! is a cottage in Oregon, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Family-friendly Lake Waubesa Home: Boat + Swim!

Family-friendly Lake Waubesa Home: Boat + Swim! is a cottage in Oregon, with pet-friendly space, 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: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,387.

From$383/night
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Madison & ~UW~-Madison Area Lakefront Home - Oregon, WI

Madison & ~UW~-Madison Area Lakefront Home

Cottage, Oregon

Madison & ~UW~-Madison Area Lakefront Home is a cottage in Oregon, with easy beach access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Madison & ~UW~-Madison Area Lakefront Home

Madison & ~UW~-Madison Area Lakefront Home is a cottage in Oregon, with easy beach 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 wifi, kitchen, with kitchen, beachfront, and beach front.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $5,081.

From$527/night
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Family-Friendly 5BR Lakefront Cabin Near Madison WI • Sleeps the Whole Crew - Oregon, WI

Family-Friendly 5BR Lakefront Cabin Near Madison WI • Sleeps the Whole Crew

Holiday Home, Oregon

Family-Friendly 5BR Lakefront Cabin Near Madison WI · Sleeps the Whole Crew is a holiday home in Oregon, with parking, kitchen access, and room for a group. This stay gives travelers a…

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About Family-Friendly 5BR Lakefront Cabin Near Madison WI • Sleeps the Whole Crew

Family-Friendly 5BR Lakefront Cabin Near Madison WI · Sleeps the Whole Crew is a holiday home in Oregon, with parking, 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: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $6,293.

From$696/night
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Our Favorite Family-Friendly Vacation Rentals in Oregon, WI

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

Cute & Cozy Cottage 2BR Near Madison - Oregon, WI

Cute & Cozy Cottage 2BR Near Madison

Holiday Home, Oregon

Cute & Cozy Cottage 2BR Near Madison is a holiday home in Oregon, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring…

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About Cute & Cozy Cottage 2BR Near Madison

Cute & Cozy Cottage 2BR Near Madison is a holiday home in Oregon, with pet-friendly space, 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: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,994.

From$241/night
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Cheerful 3-bedroom cottage 2 blocks from the lake - Oregon, WI

Cheerful 3-bedroom cottage 2 blocks from the lake

Cottage, Oregon

Cheerful 3-bedroom cottage 2 blocks from the lake is a cottage in Oregon, with kitchen access and room for a group. This stay gives travelers a comfortable base for exploring the area,…

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About Cheerful 3-bedroom cottage 2 blocks from the lake

Cheerful 3-bedroom cottage 2 blocks from the lake is a cottage in Oregon, with 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: free wifi, kitchen, with kitchen, kids friendly, and kids friendly videos or books.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,408.

From$246/night
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Family-Friendly Lake Waubesa Home: Boat + Swim! - Oregon, WI

Family-Friendly Lake Waubesa Home: Boat + Swim!

Holiday Home, Oregon

Family-Friendly Lake Waubesa Home: Boat + Swim! is a holiday home in Oregon, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

Read more

About Family-Friendly Lake Waubesa Home: Boat + Swim!

Family-Friendly Lake Waubesa Home: Boat + Swim! is a holiday home in Oregon, 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 $3,453.

From$317/night
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Entire duplex next to waterfront - Oregon, WI

Entire duplex next to waterfront

Holiday Home, Oregon

Entire duplex next to waterfront is a holiday home in Oregon, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Entire duplex next to waterfront

Entire duplex next to waterfront is a holiday home in Oregon, with pet-friendly space, easy beach 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: pet friendly, pets friendly, kitchen, with kitchen, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,243.

From$330/night
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