Vacation rentals in Shepherdstown, WV

106 available vacation rental offers

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Best Vacation rentals and Airbnb offers in Shepherdstown, WV

Modern Chalet near Historic Harpers Ferry! - Shepherdstown, WV

Modern Chalet near Historic Harpers Ferry!

Apartment, Shepherdstown

Modern Chalet near Historic Harpers Ferry! is a apartment in Shepherdstown, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Modern Chalet near Historic Harpers Ferry!

Modern Chalet near Historic Harpers Ferry! is a apartment in Shepherdstown, 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 $824.

From$89/night
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Mountain Farmhouse Suite Near Harpers Ferry - Shepherdstown, WV

Mountain Farmhouse Suite Near Harpers Ferry

Apartment, Shepherdstown

Mountain Farmhouse Suite Near Harpers Ferry is a apartment in Shepherdstown, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Mountain Farmhouse Suite Near Harpers Ferry

Mountain Farmhouse Suite Near Harpers Ferry is a apartment in Shepherdstown, 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, parking, free parking, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $809.

From$91/night
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Private Downtown Charles Town Condo w/ Laundry Above Abolitionist Ale Works #202 - Shepherdstown, WV

Private Downtown Charles Town Condo w/ Laundry Above Abolitionist Ale Works #202

Condo, Shepherdstown

Private Downtown Charles Town Condo w/ Laundry Above Abolitionist Ale Works #202 is a condo in Shepherdstown, with parking and kitchen access. This stay gives travelers a comfortable base…

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About Private Downtown Charles Town Condo w/ Laundry Above Abolitionist Ale Works #202

Private Downtown Charles Town Condo w/ Laundry Above Abolitionist Ale Works #202 is a condo in Shepherdstown, 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 $866.

From$92/night
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Renovated WV Schoolhouse: History Buff’s Heaven! - Shepherdstown, WV

Renovated WV Schoolhouse: History Buff’s Heaven!

Holiday Home, Shepherdstown

Renovated WV Schoolhouse: History Buff’s Heaven! is a holiday home in Shepherdstown, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Renovated WV Schoolhouse: History Buff’s Heaven!

Renovated WV Schoolhouse: History Buff’s Heaven! is a holiday home in Shepherdstown, 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 $1,161.

From$93/night
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Browse Vacation Rentals with a Pool in Shepherdstown, WV

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

Historic Cottage Retreat-IG Cowboy Pool-Hot Tub - Shepherdstown, WV

Historic Cottage Retreat-IG Cowboy Pool-Hot Tub

Guest House, Shepherdstown

Historic Cottage Retreat-IG Cowboy Pool-Hot Tub is a guest house in Shepherdstown, with pool access, parking, and a quieter setting. This stay gives travelers a comfortable base for…

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About Historic Cottage Retreat-IG Cowboy Pool-Hot Tub

Historic Cottage Retreat-IG Cowboy Pool-Hot Tub is a guest house in Shepherdstown, with pool access, parking, 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, hot tub, parking, onsite parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,275.

From$138/night
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Harpers Ferry Apartment w/ Private Pool & Hot Tub! - Shepherdstown, WV

Harpers Ferry Apartment w/ Private Pool & Hot Tub!

Apartment, Shepherdstown

Harpers Ferry Apartment w/ Private Pool & Hot Tub! is a apartment in Shepherdstown, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Harpers Ferry Apartment w/ Private Pool & Hot Tub!

Harpers Ferry Apartment w/ Private Pool & Hot Tub! is a apartment in Shepherdstown, 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 $1,634.

From$154/night
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Harpers Ferry Apartment w/ Private Pool & Hot Tub! - Shepherdstown, WV

Harpers Ferry Apartment w/ Private Pool & Hot Tub!

Apartment, Shepherdstown

Harpers Ferry Apartment w/ Private Pool & Hot Tub! is a apartment in Shepherdstown, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Harpers Ferry Apartment w/ Private Pool & Hot Tub!

Harpers Ferry Apartment w/ Private Pool & Hot Tub! is a apartment in Shepherdstown, with 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, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,847.

From$195/night
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Harpers Ferry Apartment w/ Private Pool & Hot Tub! - Shepherdstown, WV

Harpers Ferry Apartment w/ Private Pool & Hot Tub!

Apartment, Shepherdstown

Harpers Ferry Apartment w/ Private Pool & Hot Tub! is a apartment in Shepherdstown, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Harpers Ferry Apartment w/ Private Pool & Hot Tub!

Harpers Ferry Apartment w/ Private Pool & Hot Tub! is a apartment in Shepherdstown, 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 $1,810.

From$230/night
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Best Shepherdstown, WV vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Quiet Renovated Historic Condo Above Abolitionist Ale Works w/ Washer Dryer #301 - Shepherdstown, WV

Quiet Renovated Historic Condo Above Abolitionist Ale Works w/ Washer Dryer #301

Condo, Shepherdstown

Quiet Renovated Historic Condo Above Abolitionist Ale Works w/ Washer Dryer #301 is a condo in Shepherdstown, with parking, kitchen access, and a quieter setting. This stay gives travelers…

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About Quiet Renovated Historic Condo Above Abolitionist Ale Works w/ Washer Dryer #301

Quiet Renovated Historic Condo Above Abolitionist Ale Works w/ Washer Dryer #301 is a condo in Shepherdstown, 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $905.

From$97/night
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The Awesome Abode- 2 bedroom apartment - Shepherdstown, WV

The Awesome Abode- 2 bedroom apartment

Apartment, Shepherdstown

The Awesome Abode- 2 bedroom apartment is a apartment in Shepherdstown, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About The Awesome Abode- 2 bedroom apartment

The Awesome Abode- 2 bedroom apartment is a apartment in Shepherdstown, 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 $1,143.

From$115/night
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The Dapper Den- 1 bedroom apartment - Shepherdstown, WV

The Dapper Den- 1 bedroom apartment

Apartment, Shepherdstown

The Dapper Den- 1 bedroom apartment is a apartment in Shepherdstown, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About The Dapper Den- 1 bedroom apartment

The Dapper Den- 1 bedroom apartment is a apartment in Shepherdstown, 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 $1,143.

From$115/night
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The Lovely Lodging- 2 bedroom apartment - Shepherdstown, WV

The Lovely Lodging- 2 bedroom apartment

Apartment, Shepherdstown

The Lovely Lodging- 2 bedroom apartment is a apartment in Shepherdstown, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About The Lovely Lodging- 2 bedroom apartment

The Lovely Lodging- 2 bedroom apartment is a apartment in Shepherdstown, 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 $1,146.

From$115/night
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Best Pet-Friendly Vacation Rentals in Shepherdstown, WV

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

Basement apartment minutes from historic Harpers Ferry - Shepherdstown, WV

Basement apartment minutes from historic Harpers Ferry

Holiday Home, Shepherdstown

Basement apartment minutes from historic Harpers Ferry is a holiday home in Shepherdstown, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for…

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About Basement apartment minutes from historic Harpers Ferry

Basement apartment minutes from historic Harpers Ferry is a holiday home in Shepherdstown, 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 wifi, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,083.

From$107/night
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Kensington Palace- one bedroom apartment - Shepherdstown, WV

Kensington Palace- one bedroom apartment

Apartment, Shepherdstown

Kensington Palace- one bedroom apartment is a apartment in Shepherdstown, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Kensington Palace- one bedroom apartment

Kensington Palace- one bedroom apartment is a apartment in Shepherdstown, 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,093.

From$110/night
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The Phat Flat 2 bedroom apartment - Shepherdstown, WV

The Phat Flat 2 bedroom apartment

Apartment, Shepherdstown

The Phat Flat 2 bedroom apartment is a apartment in Shepherdstown, with pet-friendly space, parking, and room for a group. This stay gives travelers a comfortable base for exploring the…

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About The Phat Flat 2 bedroom apartment

The Phat Flat 2 bedroom apartment is a apartment in Shepherdstown, with pet-friendly space, 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, pet friendly, pets friendly, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,093.

From$110/night
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The Cute Condo- 2 bedroom apartment - Shepherdstown, WV

The Cute Condo- 2 bedroom apartment

Apartment, Shepherdstown

The Cute Condo- 2 bedroom apartment is a apartment in Shepherdstown, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About The Cute Condo- 2 bedroom apartment

The Cute Condo- 2 bedroom apartment is a apartment in Shepherdstown, 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 $1,186.

From$120/night
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Best Shepherdstown, WV vacation rentals with a kitchen

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

Buckingham Palace- one bedroom apartment - Shepherdstown, WV

Buckingham Palace- one bedroom apartment

Apartment, Shepherdstown

Buckingham Palace- one bedroom apartment is a apartment in Shepherdstown, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Buckingham Palace- one bedroom apartment

Buckingham Palace- one bedroom apartment is a apartment in Shepherdstown, 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,143.

From$115/night
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Hillsborough Castle- Efficiency Suite - Shepherdstown, WV

Hillsborough Castle- Efficiency Suite

Apartment, Shepherdstown

Hillsborough Castle- Efficiency Suite is a apartment in Shepherdstown, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Hillsborough Castle- Efficiency Suite

Hillsborough Castle- Efficiency Suite is a apartment in Shepherdstown, 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,143.

From$115/night
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Holyrood- one bedroom apartment - Shepherdstown, WV

Holyrood- one bedroom apartment

Apartment, Shepherdstown

Holyrood- one bedroom apartment is a apartment in Shepherdstown, 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 Holyrood- one bedroom apartment

Holyrood- one bedroom apartment is a apartment in Shepherdstown, 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,143.

From$115/night
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Windsor Castle- one bedroom apartment - Shepherdstown, WV

Windsor Castle- one bedroom apartment

Apartment, Shepherdstown

Windsor Castle- one bedroom apartment is a apartment in Shepherdstown, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Windsor Castle- one bedroom apartment

Windsor Castle- one bedroom apartment is a apartment in Shepherdstown, 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,124.

From$115/night
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Our Favorite Family-Friendly Vacation Rentals in Shepherdstown, WV

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

Bring Your Own Boat - Meticulously restored house on the Potomac River - Shepherdstown, WV

Bring Your Own Boat - Meticulously restored house on the Potomac River

Cottage, Shepherdstown

Bring Your Own Boat - Meticulously restored house on the Potomac River is a cottage in Shepherdstown. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Bring Your Own Boat - Meticulously restored house on the Potomac River

Bring Your Own Boat - Meticulously restored house on the Potomac River is a cottage in Shepherdstown. 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, ac, air conditioning, heating, and internet.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $918.

From$99/night
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Frogmore Cottage- one bedroom apartment - Shepherdstown, WV

Frogmore Cottage- one bedroom apartment

Apartment, Shepherdstown

Frogmore Cottage- one bedroom apartment is a apartment in Shepherdstown, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Frogmore Cottage- one bedroom apartment

Frogmore Cottage- one bedroom apartment is a apartment in Shepherdstown, 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,143.

From$115/night
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The Charming Crib 2 bedroom Apartment - Shepherdstown, WV

The Charming Crib 2 bedroom Apartment

Apartment, Shepherdstown

The Charming Crib 2 bedroom Apartment is a apartment in Shepherdstown, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About The Charming Crib 2 bedroom Apartment

The Charming Crib 2 bedroom Apartment is a apartment in Shepherdstown, 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 $1,186.

From$120/night
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\"The Wilt House\" - Cozy Vintage Home by Charles Town, Casino & More! - Shepherdstown, WV

\"The Wilt House\" - Cozy Vintage Home by Charles Town, Casino & More!

Holiday Home, Shepherdstown

\"The Wilt House\" - Cozy Vintage Home by Charles Town, Casino & More! is a holiday home in Shepherdstown, with parking and kitchen access. This stay gives travelers a comfortable base for…

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About \"The Wilt House\" - Cozy Vintage Home by Charles Town, Casino & More!

\"The Wilt House\" - Cozy Vintage Home by Charles Town, Casino & More! is a holiday home in Shepherdstown, 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, kids friendly, and kids friendly videos or books.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,269.

From$131/night
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