Vacation rentals in Wittman, MD

69 available vacation rental offers

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Best vacation rentals and Airbnb offers in Wittman, MD

Tilghman Island Retreat By Knapps Narrows! - Wittman, MD

Tilghman Island Retreat By Knapps Narrows!

Cottage, Wittman

Tilghman Island Retreat By Knapps Narrows! is a cottage in Wittman, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area,…

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About Tilghman Island Retreat By Knapps Narrows!

Tilghman Island Retreat By Knapps Narrows! is a cottage in Wittman, 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 $2,188.

From$256/night
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Tilghman Island Retreat By Knapps Narrows! - Wittman, MD

Tilghman Island Retreat By Knapps Narrows!

Holiday Home, Wittman

Tilghman Island Retreat By Knapps Narrows! is a holiday home in Wittman, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the…

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About Tilghman Island Retreat By Knapps Narrows!

Tilghman Island Retreat By Knapps Narrows! is a holiday home in Wittman, 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 $1,841.

From$263/night
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Perfect Waterview Cottage - St. Michaels Getaway - Wittman, MD

Perfect Waterview Cottage - St. Michaels Getaway

Cottage, Wittman

Perfect Waterview Cottage - St. Michaels Getaway is a cottage in Wittman, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Perfect Waterview Cottage - St. Michaels Getaway

Perfect Waterview Cottage - St. Michaels Getaway is a cottage in Wittman, 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 $1,876.

From$268/night
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Cottage #4 Chesapeake Blue down the drive way. - Wittman, MD

Cottage #4 Chesapeake Blue down the drive way.

Cottage, Wittman

Cottage #4 Chesapeake Blue down the drive way. is a cottage in Wittman, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Cottage #4 Chesapeake Blue down the drive way.

Cottage #4 Chesapeake Blue down the drive way. is a cottage in Wittman, 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 $1,896.

From$271/night
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Vacation rentals with a pool in Wittman, MD

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

Grandview- Main House - Wittman, MD

Grandview- Main House

Holiday Home, Wittman

Grandview- Main House is a holiday home in Wittman, 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 Grandview- Main House

Grandview- Main House is a holiday home in Wittman, 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 $4,543.

From$649/night
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Minutes from Downtown St. Michaels | Private Dock | Kayaks Bikes | Pet Friendly - Wittman, MD

Minutes from Downtown St. Michaels | Private Dock | Kayaks Bikes | Pet Friendly

Holiday Home, Wittman

Minutes from Downtown St. Michaels · Private Dock · Kayaks Bikes · Pet Friendly is a holiday home in Wittman, with pet-friendly space and pool access. This stay gives travelers a…

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About Minutes from Downtown St. Michaels | Private Dock | Kayaks Bikes | Pet Friendly

Minutes from Downtown St. Michaels · Private Dock · Kayaks Bikes · Pet Friendly is a holiday home in Wittman, 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: pool, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $5,046.

From$721/night
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Grace Creek Cottage, Minutes to St. Michaels, Pool, Dock - Wittman, MD

Grace Creek Cottage, Minutes to St. Michaels, Pool, Dock

Cottage, Wittman

Grace Creek Cottage, Minutes to St. Michaels, Pool, Dock is a cottage in Wittman, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Grace Creek Cottage, Minutes to St. Michaels, Pool, Dock

Grace Creek Cottage, Minutes to St. Michaels, Pool, Dock is a cottage in Wittman, 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, ac, air conditioning, heating, and internet.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $5,853.

From$836/night
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Minutes from Downtown St. Michaels | Pool | Hot Tub | Private Dock - Wittman, MD

Minutes from Downtown St. Michaels | Pool | Hot Tub | Private Dock

Holiday Home, Wittman

Minutes from Downtown St. Michaels · Pool · Hot Tub · Private Dock is a holiday home in Wittman, with pet-friendly space and pool access. This stay gives travelers a comfortable base for…

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About Minutes from Downtown St. Michaels | Pool | Hot Tub | Private Dock

Minutes from Downtown St. Michaels · Pool · Hot Tub · Private Dock is a holiday home in Wittman, 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: pool, hot tub, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $6,430.

From$919/night
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Vacation rentals with parking in Wittman, MD

Find vacation rentals that make arriving by car easier.

Steps to Chesapeake Bay! 'Callaway Drive Retreat' - Wittman, MD

Steps to Chesapeake Bay! 'Callaway Drive Retreat'

Holiday Home, Wittman

Steps to Chesapeake Bay! 'Callaway Drive Retreat' is a holiday home in Wittman, with easy beach access, parking, and a quieter setting. This stay gives travelers a comfortable base for…

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About Steps to Chesapeake Bay! 'Callaway Drive Retreat'

Steps to Chesapeake Bay! 'Callaway Drive Retreat' is a holiday home in Wittman, with easy beach 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, free wifi, parking, paid parking, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,684.

From$150/night
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Relax on Kent Island in a 4 Bedroom Home w/Waterview! - Wittman, MD

Relax on Kent Island in a 4 Bedroom Home w/Waterview!

Holiday Home, Wittman

Relax on Kent Island in a 4 Bedroom Home w/Waterview! is a holiday home in Wittman, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Relax on Kent Island in a 4 Bedroom Home w/Waterview!

Relax on Kent Island in a 4 Bedroom Home w/Waterview! is a holiday home in Wittman, 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 $2,378.

From$340/night
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Minutes from Downtown St. Michaels and Tilghman | Private Dock | Outdoor Dining - Wittman, MD

Minutes from Downtown St. Michaels and Tilghman | Private Dock | Outdoor Dining

Holiday Home, Wittman

Minutes from Downtown St. Michaels and Tilghman · Private Dock · Outdoor Dining is a holiday home in Wittman, with parking and kitchen access. This stay gives travelers a comfortable base…

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About Minutes from Downtown St. Michaels and Tilghman | Private Dock | Outdoor Dining

Minutes from Downtown St. Michaels and Tilghman · Private Dock · Outdoor Dining is a holiday home in Wittman, 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 $3,746.

From$535/night
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The Snuggery Inn & Suites Captain`s Quarters - Wittman, MD

The Snuggery Inn & Suites Captain`s Quarters

B & B, Wittman

The Snuggery Inn & Suites Captain`s Quarters is a b & b in Wittman, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About The Snuggery Inn & Suites Captain`s Quarters

The Snuggery Inn & Suites Captain`s Quarters is a b & b in Wittman, 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, free parking, and fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,237.

From$462/night
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Pet-friendly vacation rentals in Wittman, MD

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

Pet-Friendly Summer Retreat on Tilghman - Wittman, MD

Pet-Friendly Summer Retreat on Tilghman

Holiday Home, Wittman

Pet-Friendly Summer Retreat on Tilghman is a holiday home in Wittman, with pet-friendly space, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for…

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About Pet-Friendly Summer Retreat on Tilghman

Pet-Friendly Summer Retreat on Tilghman is a holiday home in Wittman, with pet-friendly space, 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: pet friendly, pets friendly, kitchen, with kitchen, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,914.

From$273/night
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Pet-Friendly Tilghman Island Coastal Retreat - Wittman, MD

Pet-Friendly Tilghman Island Coastal Retreat

Holiday Home, Wittman

Pet-Friendly Tilghman Island Coastal Retreat is a holiday home in Wittman, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Pet-Friendly Tilghman Island Coastal Retreat

Pet-Friendly Tilghman Island Coastal Retreat is a holiday home in Wittman, 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: kitchen, with kitchen, parking, free parking, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,695.

From$385/night
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Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE - Wittman, MD

Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE

Cottage, Wittman

Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE is a cottage in Wittman, with pet-friendly space and kitchen access. This stay gives travelers a comfortable…

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About Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE

Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE is a cottage in Wittman, 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 $2,711.

From$387/night
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The Farm House at Hunting Creek - Wittman, MD

The Farm House at Hunting Creek

Holiday Home, Wittman

The Farm House at Hunting Creek is a holiday home in Wittman, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About The Farm House at Hunting Creek

The Farm House at Hunting Creek is a holiday home in Wittman, 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, pet friendly, pets friendly, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,244.

From$463/night
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Vacation rentals with a kitchen in Wittman, MD

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

Steps to Chesapeake Bay! 'Callaway Drive Retreat' - Wittman, MD

Steps to Chesapeake Bay! 'Callaway Drive Retreat'

Holiday Home, Wittman

Steps to Chesapeake Bay! 'Callaway Drive Retreat' is a holiday home in Wittman, with easy beach access, kitchen access, and a quieter setting. This stay gives travelers a comfortable base…

Read more

About Steps to Chesapeake Bay! 'Callaway Drive Retreat'

Steps to Chesapeake Bay! 'Callaway Drive Retreat' is a holiday home in Wittman, with easy beach 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, kitchen, with kitchen, washer, and tv.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,569.

From$224/night
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Downtown Oxford | Character Filled - Wittman, MD

Downtown Oxford | Character Filled

Holiday Home, Wittman

Downtown Oxford · Character Filled is a holiday home in Wittman, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Downtown Oxford | Character Filled

Downtown Oxford · Character Filled is a holiday home in Wittman, 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 $2,534.

From$362/night
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BOOK NOW FOR SPRING & SUMMER DATES. - Wittman, MD

BOOK NOW FOR SPRING & SUMMER DATES.

Holiday Home, Wittman

BOOK NOW FOR SPRING & SUMMER DATES. is a holiday home in Wittman, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About BOOK NOW FOR SPRING & SUMMER DATES.

BOOK NOW FOR SPRING & SUMMER DATES. is a holiday home in Wittman, 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: kitchen, with kitchen, parking, free parking, and fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,520.

From$503/night
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Minutes from Downtown St. Michaels | Private Boat Ramp | Dock - Wittman, MD

Minutes from Downtown St. Michaels | Private Boat Ramp | Dock

Holiday Home, Wittman

Minutes from Downtown St. Michaels · Private Boat Ramp · Dock is a holiday home in Wittman, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Minutes from Downtown St. Michaels | Private Boat Ramp | Dock

Minutes from Downtown St. Michaels · Private Boat Ramp · Dock is a holiday home in Wittman, 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 $4,245.

From$606/night
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Family-friendly vacation rentals in Wittman, MD

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

'callaway Drive Retreat' 3BR Home Near Water - Wittman, MD

'callaway Drive Retreat' 3BR Home Near Water

Cottage, Wittman

'callaway Drive Retreat' 3BR Home Near Water is a cottage in Wittman, with kitchen access, room for a group, and a quieter setting. This stay gives travelers a comfortable base for…

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About 'callaway Drive Retreat' 3BR Home Near Water

'callaway Drive Retreat' 3BR Home Near Water is a cottage in Wittman, with kitchen 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, free wifi, kitchen, with kitchen, and tv.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,747.

From$184/night
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Chic 3 BR / 2 BA Cottage Near Chesapeake Bay - Wittman, MD

Chic 3 BR / 2 BA Cottage Near Chesapeake Bay

Holiday Home, Wittman

Chic 3 BR / 2 BA Cottage Near Chesapeake Bay is a holiday home in Wittman, with easy beach access, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Chic 3 BR / 2 BA Cottage Near Chesapeake Bay

Chic 3 BR / 2 BA Cottage Near Chesapeake Bay is a holiday home in Wittman, 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, free wifi, kitchen, with kitchen, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,420.

From$346/night
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Cozy 2-Bedroom Cottage on Tilghman Island – Near Restaurants & Water Activities - Wittman, MD

Cozy 2-Bedroom Cottage on Tilghman Island – Near Restaurants & Water Activities

Holiday Home, Wittman

Cozy 2-Bedroom Cottage on Tilghman Island – Near Restaurants & Water Activities is a holiday home in Wittman, with parking, kitchen access, and room for a group. This stay gives travelers a…

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About Cozy 2-Bedroom Cottage on Tilghman Island – Near Restaurants & Water Activities

Cozy 2-Bedroom Cottage on Tilghman Island – Near Restaurants & Water Activities is a holiday home in Wittman, 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 $2,480.

From$354/night
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Eastern Shore Waterside Cottage Near St. Michaels - Wittman, MD

Eastern Shore Waterside Cottage Near St. Michaels

Cottage, Wittman

Eastern Shore Waterside Cottage Near St. Michaels is a cottage in Wittman, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Eastern Shore Waterside Cottage Near St. Michaels

Eastern Shore Waterside Cottage Near St. Michaels is a cottage in Wittman, 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 $2,847.

From$407/night
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