Vacation rentals in Sisters, OR

92 available vacation rental offers

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Best Vacation rentals and Airbnb offers in Sisters, OR

Juniper Studio | Walk to Sisters | Sleeps 2 - Sisters, OR

Juniper Studio | Walk to Sisters | Sleeps 2

Apartment, Sisters

Juniper Studio · Walk to Sisters · Sleeps 2 is a apartment in Sisters, with parking and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Juniper Studio | Walk to Sisters | Sleeps 2

Juniper Studio · Walk to Sisters · Sleeps 2 is a apartment in Sisters, 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, parking, free parking, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,070.

From$107/night
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Downtown Sisters Suite - HOT TUB - Dog Friendly - Sisters, OR

Downtown Sisters Suite - HOT TUB - Dog Friendly

Holiday Home, Sisters

Downtown Sisters Suite - HOT TUB - Dog Friendly is a holiday home in Sisters, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Downtown Sisters Suite - HOT TUB - Dog Friendly

Downtown Sisters Suite - HOT TUB - Dog Friendly is a holiday home in Sisters, 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, hot tub, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,255.

From$132/night
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Aspen Suite | Walk to Sisters | Sleeps 4 - Sisters, OR

Aspen Suite | Walk to Sisters | Sleeps 4

Apartment, Sisters

Aspen Suite · Walk to Sisters · Sleeps 4 is a apartment in Sisters, with parking and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Aspen Suite | Walk to Sisters | Sleeps 4

Aspen Suite · Walk to Sisters · Sleeps 4 is a apartment in Sisters, 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, parking, free parking, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,342.

From$136/night
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Sisters Home Upper - One bedroom/One bath - Sleeps up to 5 - Sisters, OR

Sisters Home Upper - One bedroom/One bath - Sleeps up to 5

Holiday Home, Sisters

Sisters Home Upper - One bedroom/One bath - Sleeps up to 5 is a holiday home in Sisters, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a…

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About Sisters Home Upper - One bedroom/One bath - Sleeps up to 5

Sisters Home Upper - One bedroom/One bath - Sleeps up to 5 is a holiday home in Sisters, 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 $1,531.

From$161/night
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Browse Vacation Rentals with a Pool in Sisters, OR

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

Ponderosa Sunset Retreat 2 bedroom 2 bath in Pine Meadow Village Sisters Oregon - Sisters, OR

Ponderosa Sunset Retreat 2 bedroom 2 bath in Pine Meadow Village Sisters Oregon

Condo, Sisters

Ponderosa Sunset Retreat 2 bedroom 2 bath in Pine Meadow Village Sisters Oregon is a condo in Sisters, with pool access, kitchen access, and room for a group. This stay gives travelers a…

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About Ponderosa Sunset Retreat 2 bedroom 2 bath in Pine Meadow Village Sisters Oregon

Ponderosa Sunset Retreat 2 bedroom 2 bath in Pine Meadow Village Sisters Oregon is a condo in Sisters, with pool 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, pool, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,196.

From$233/night
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Private, Quiet 2 Bedroom Condo w/ Pool & Hot Tub - Sisters, OR

Private, Quiet 2 Bedroom Condo w/ Pool & Hot Tub

Condo, Sisters

Private, Quiet 2 Bedroom Condo w/ Pool & Hot Tub is a condo in Sisters, with pool access, room for a group, and a quieter setting. This stay gives travelers a comfortable base for exploring…

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About Private, Quiet 2 Bedroom Condo w/ Pool & Hot Tub

Private, Quiet 2 Bedroom Condo w/ Pool & Hot Tub is a condo in Sisters, with pool access, room for a group, and a quieter setting. 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, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,195.

From$237/night
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Big Mt View Condo View of the Mountains in Sisters, A/C, Gas Fireplace - Sisters, OR

Big Mt View Condo View of the Mountains in Sisters, A/C, Gas Fireplace

Condo, Sisters

Big Mt View Condo View of the Mountains in Sisters, A/C, Gas Fireplace is a condo in Sisters, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Big Mt View Condo View of the Mountains in Sisters, A/C, Gas Fireplace

Big Mt View Condo View of the Mountains in Sisters, A/C, Gas Fireplace is a condo in Sisters, 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, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,314.

From$244/night
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Riley`s Mt View Condo near downtown Sisters, community pool & spa - Sisters, OR

Riley`s Mt View Condo near downtown Sisters, community pool & spa

Condo, Sisters

Riley`s Mt View Condo near downtown Sisters, community pool & spa is a condo in Sisters, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring…

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About Riley`s Mt View Condo near downtown Sisters, community pool & spa

Riley`s Mt View Condo near downtown Sisters, community pool & spa is a condo in Sisters, with pet-friendly space and pool 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, hot tub, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,519.

From$268/night
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Best Sisters, OR vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Pickleball Country Retreat in Bend! - Sisters, OR

Pickleball Country Retreat in Bend!

Holiday Home, Sisters

Pickleball Country Retreat in Bend! is a holiday home in Sisters, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area,…

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About Pickleball Country Retreat in Bend!

Pickleball Country Retreat in Bend! is a holiday home in Sisters, with parking, kitchen access, and a quieter setting. 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 $1,803.

From$157/night
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Ponderosa 2 bdrm 2 bth | Walk to Sisters - Sisters, OR

Ponderosa 2 bdrm 2 bth | Walk to Sisters

Holiday Home, Sisters

Ponderosa 2 bdrm 2 bth · Walk to Sisters is a holiday home in Sisters, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Ponderosa 2 bdrm 2 bth | Walk to Sisters

Ponderosa 2 bdrm 2 bth · Walk to Sisters is a holiday home in Sisters, 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,040.

From$212/night
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Pine Grove Home in Sisters - Sisters, OR

Pine Grove Home in Sisters

Holiday Home, Sisters

Pine Grove Home in Sisters is a holiday home in Sisters, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Pine Grove Home in Sisters

Pine Grove Home in Sisters is a holiday home in Sisters, 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 wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,436.

From$267/night
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FivePine Lodge & Cabins - Classic Cabin - Sisters, OR

FivePine Lodge & Cabins - Classic Cabin

Cabin, Sisters

FivePine Lodge & Cabins - Classic Cabin is a cabin in Sisters, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About FivePine Lodge & Cabins - Classic Cabin

FivePine Lodge & Cabins - Classic Cabin is a cabin in Sisters, 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, gym, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,843.

From$331/night
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Best Pet-Friendly Vacation Rentals in Sisters, OR

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

Vacation Home in Sisters, Oregon - Sisters, OR

Vacation Home in Sisters, Oregon

Holiday Home, Sisters

Vacation Home in Sisters, Oregon is a holiday home in Sisters, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Vacation Home in Sisters, Oregon

Vacation Home in Sisters, Oregon is a holiday home in Sisters, 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: pet friendly, pets friendly, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,861.

From$158/night
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Fantastic Forested Escape, *Pet Friendly*, Open Layout, Fireplace, Huge Deck, 3 Miles to Sisters - Sisters, OR

Fantastic Forested Escape, *Pet Friendly*, Open Layout, Fireplace, Huge Deck, 3 Miles to Sisters

Holiday Home, Sisters

Fantastic Forested Escape, *Pet Friendly*, Open Layout, Fireplace, Huge Deck, 3 Miles to Sisters is a holiday home in Sisters, with pet-friendly space, pool access, and outdoor space. This…

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About Fantastic Forested Escape, *Pet Friendly*, Open Layout, Fireplace, Huge Deck, 3 Miles to Sisters

Fantastic Forested Escape, *Pet Friendly*, Open Layout, Fireplace, Huge Deck, 3 Miles to Sisters is a holiday home in Sisters, with pet-friendly space, pool access, and outdoor 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, pool, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,144.

From$195/night
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Fourth Sister Retreat - Great location with fireplace, community pool & hot tub - Sisters, OR

Fourth Sister Retreat - Great location with fireplace, community pool & hot tub

Condo, Sisters

Fourth Sister Retreat - Great location with fireplace, community pool & hot tub is a condo in Sisters, with pool access, kitchen access, and a quieter setting. This stay gives travelers a…

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About Fourth Sister Retreat - Great location with fireplace, community pool & hot tub

Fourth Sister Retreat - Great location with fireplace, community pool & hot tub is a condo in Sisters, with pool access, kitchen access, and a quieter setting. 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, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,230.

From$234/night
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Timber Creek Escape Sisters Townhome pet friendly and great location - Sisters, OR

Timber Creek Escape Sisters Townhome pet friendly and great location

Holiday Home, Sisters

Timber Creek Escape Sisters Townhome pet friendly and great location is a holiday home in Sisters, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base…

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About Timber Creek Escape Sisters Townhome pet friendly and great location

Timber Creek Escape Sisters Townhome pet friendly and great location is a holiday home in Sisters, 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 $2,568.

From$264/night
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Best Sisters, OR vacation rentals with a kitchen

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

Bluegrass home in Crossroads - Pet friendly home just outside of Sisters - Sisters, OR

Bluegrass home in Crossroads - Pet friendly home just outside of Sisters

Holiday Home, Sisters

Bluegrass home in Crossroads - Pet friendly home just outside of Sisters is a holiday home in Sisters, with pet-friendly space and kitchen access. This stay gives travelers a comfortable…

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About Bluegrass home in Crossroads - Pet friendly home just outside of Sisters

Bluegrass home in Crossroads - Pet friendly home just outside of Sisters is a holiday home in Sisters, 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 $1,946.

From$203/night
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House in the Woods - Sisters, OR

House in the Woods

Holiday Home, Sisters

House in the Woods is a holiday home in Sisters, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About House in the Woods

House in the Woods is a holiday home in Sisters, 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 $2,268.

From$245/night
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Peters Cabin Cozy Retreat in Sisters Tollgate Area - Sisters, OR

Peters Cabin Cozy Retreat in Sisters Tollgate Area

Holiday Home, Sisters

Peters Cabin Cozy Retreat in Sisters Tollgate Area is a holiday home in Sisters, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for…

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About Peters Cabin Cozy Retreat in Sisters Tollgate Area

Peters Cabin Cozy Retreat in Sisters Tollgate Area is a holiday home in Sisters, with pet-friendly space, 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 $2,474.

From$255/night
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The Quails Nest - charming 3 bedroom 2.5 bath with fireplace in Sisters Oregon - Sisters, OR

The Quails Nest - charming 3 bedroom 2.5 bath with fireplace in Sisters Oregon

Holiday Home, Sisters

The Quails Nest - charming 3 bedroom 2.5 bath with fireplace in Sisters Oregon is a holiday home in Sisters, with pet-friendly space, kitchen access, and room for a group. This stay gives…

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About The Quails Nest - charming 3 bedroom 2.5 bath with fireplace in Sisters Oregon

The Quails Nest - charming 3 bedroom 2.5 bath with fireplace in Sisters Oregon is a holiday home in Sisters, 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 $2,785.

From$296/night
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Our Favorite Family-Friendly Vacation Rentals in Sisters, OR

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

Pine Street Cottage 3 BDRM home in a great location, near downtown Sisters - Sisters, OR

Pine Street Cottage 3 BDRM home in a great location, near downtown Sisters

Holiday Home, Sisters

Pine Street Cottage 3 BDRM home in a great location, near downtown Sisters is a holiday home in Sisters, with parking and kitchen access. This stay gives travelers a comfortable base for…

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About Pine Street Cottage 3 BDRM home in a great location, near downtown Sisters

Pine Street Cottage 3 BDRM home in a great location, near downtown Sisters is a holiday home in Sisters, 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 $2,235.

From$229/night
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Pickleball Country Retreat in Bend! - Sisters, OR

Pickleball Country Retreat in Bend!

Cottage, Sisters

Pickleball Country Retreat in Bend! is a cottage in Sisters, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area,…

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About Pickleball Country Retreat in Bend!

Pickleball Country Retreat in Bend! is a cottage in Sisters, with parking, kitchen access, and a quieter setting. 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 $2,132.

From$234/night
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Sisters Cottage with Pool Near Downtown - Sisters, OR

Sisters Cottage with Pool Near Downtown

Holiday Home, Sisters

Sisters Cottage with Pool Near Downtown is a holiday home in Sisters, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Sisters Cottage with Pool Near Downtown

Sisters Cottage with Pool Near Downtown is a holiday home in Sisters, 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: pool, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,252.

From$324/night
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Pine Street Cottage - Sisters, OR

Pine Street Cottage

Holiday Home, Sisters

Pine Street Cottage is a holiday home in Sisters, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family…

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About Pine Street Cottage

Pine Street Cottage is a holiday home in Sisters, with 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, free wifi, parking, paid parking, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,781.

From$331/night
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