Vacation rentals in Claiborne, MD

70 available vacation rental offers

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Best Vacation rentals and Airbnb offers in Claiborne, MD

Tilghman Island Retreat By Knapps Narrows! - Claiborne, MD

Tilghman Island Retreat By Knapps Narrows!

Holiday Home, Claiborne

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

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About Tilghman Island Retreat By Knapps Narrows!

Tilghman Island Retreat By Knapps Narrows! is a holiday home in Claiborne, 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 $2,017.

From$184/night
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Pet-Friendly Summer Retreat on Tilghman - Claiborne, MD

Pet-Friendly Summer Retreat on Tilghman

Holiday Home, Claiborne

Pet-Friendly Summer Retreat on Tilghman is a holiday home in Claiborne, 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 Claiborne, 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 $2,113.

From$198/night
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Cottage #4 Chesapeake Blue down the drive way. - Claiborne, MD

Cottage #4 Chesapeake Blue down the drive way.

Cottage, Claiborne

Cottage #4 Chesapeake Blue down the drive way. is a cottage in Claiborne, 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 Claiborne, 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 $2,072.

From$234/night
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Perfect Waterview Cottage - St. Michaels Getaway - Claiborne, MD

Perfect Waterview Cottage - St. Michaels Getaway

Cottage, Claiborne

Perfect Waterview Cottage - St. Michaels Getaway is a cottage in Claiborne, 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 Claiborne, 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 $2,055.

From$239/night
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Browse Vacation Rentals with a Pool in Claiborne, MD

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

Eastern Shore Waterside Cottage Near St. Michaels - Claiborne, MD

Eastern Shore Waterside Cottage Near St. Michaels

Cottage, Claiborne

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

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About Eastern Shore Waterside Cottage Near St. Michaels

Eastern Shore Waterside Cottage Near St. Michaels is a cottage in Claiborne, 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 $3,017.

From$338/night
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Grandview- Main House - Claiborne, MD

Grandview- Main House

Holiday Home, Claiborne

Grandview- Main House is a holiday home in Claiborne, 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 Claiborne, 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 $4,974.

From$543/night
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Minutes from Downtown St. Michaels | Pool | Hot Tub | Private Dock - Claiborne, MD

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

Holiday Home, Claiborne

Minutes from Downtown St. Michaels · Pool · Hot Tub · Private Dock is a holiday home in Claiborne, 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 Claiborne, 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 $6,883.

From$653/night
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Grace Creek Cottage, Minutes to St. Michaels, Pool, Dock - Claiborne, MD

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

Cottage, Claiborne

Grace Creek Cottage, Minutes to St. Michaels, Pool, Dock is a cottage in Claiborne, 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 Claiborne, 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 $6,408.

From$700/night
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Best Claiborne, MD vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Downtown Oxford | Outdoor Dining | Character Filled - Claiborne, MD

Downtown Oxford | Outdoor Dining | Character Filled

Holiday Home, Claiborne

Downtown Oxford · Outdoor Dining · Character Filled is a holiday home in Claiborne, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Downtown Oxford | Outdoor Dining | Character Filled

Downtown Oxford · Outdoor Dining · Character Filled is a holiday home in Claiborne, 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 $2,792.

From$249/night
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Minutes from Downtown St. Michaels and Tilghman | Private Dock | Outdoor Dining - Claiborne, MD

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

Holiday Home, Claiborne

Minutes from Downtown St. Michaels and Tilghman · Private Dock · Outdoor Dining is a holiday home in Claiborne, 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 Claiborne, 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 $3,992.

From$361/night
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Minutes from Downtown St. Michaels | Private Boat Ramp | Dock - Claiborne, MD

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

Holiday Home, Claiborne

Minutes from Downtown St. Michaels · Private Boat Ramp · Dock is a holiday home in Claiborne, 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 Claiborne, 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 $4,505.

From$410/night
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The Snuggery Inn & Suites Captain`s Quarters - Claiborne, MD

The Snuggery Inn & Suites Captain`s Quarters

B & B, Claiborne

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

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About The Snuggery Inn & Suites Captain`s Quarters

The Snuggery Inn & Suites Captain`s Quarters is a b & b in Claiborne, 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 $3,540.

From$405/night
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Best Pet-Friendly Vacation Rentals in Claiborne, MD

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

“It's A Shore Thing” located in beautiful Easton, MD. Close to MD & DE beaches. - Claiborne, MD

“It's A Shore Thing” located in beautiful Easton, MD. Close to MD & DE beaches.

Holiday Home, Claiborne

“It's A Shore Thing” located in beautiful Easton, MD. Close to MD & DE beaches. is a holiday home in Claiborne, with easy beach access, parking, and kitchen access. This stay gives…

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About “It's A Shore Thing” located in beautiful Easton, MD. Close to MD & DE beaches.

“It's A Shore Thing” located in beautiful Easton, MD. Close to MD & DE beaches. is a holiday home in Claiborne, with easy beach 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,948.

From$223/night
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The Farm House at Hunting Creek - Claiborne, MD

The Farm House at Hunting Creek

Holiday Home, Claiborne

The Farm House at Hunting Creek is a holiday home in Claiborne, 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 Claiborne, 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 $3,438.

From$395/night
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Kent Island Waterfront | Game Room | Private Dock | Pet Friendly - Claiborne, MD

Kent Island Waterfront | Game Room | Private Dock | Pet Friendly

Holiday Home, Claiborne

Kent Island Waterfront · Game Room · Private Dock · Pet Friendly is a holiday home in Claiborne, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a…

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About Kent Island Waterfront | Game Room | Private Dock | Pet Friendly

Kent Island Waterfront · Game Room · Private Dock · Pet Friendly is a holiday home in Claiborne, 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: free wifi, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,889.

From$465/night
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Minutes from Downtown St. Michaels | Private Dock | Kayaks Bikes | Pet Friendly - Claiborne, MD

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

Holiday Home, Claiborne

Minutes from Downtown St. Michaels · Private Dock · Kayaks Bikes · Pet Friendly is a holiday home in Claiborne, 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 Claiborne, 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 $5,397.

From$517/night
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Best Claiborne, MD vacation rentals with a kitchen

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

Room for an Island getaway - Claiborne, MD

Room for an Island getaway

Holiday Home, Claiborne

Room for an Island getaway is a holiday home in Claiborne, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About Room for an Island getaway

Room for an Island getaway is a holiday home in Claiborne, with 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, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,325.

From$280/night
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Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE - Claiborne, MD

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

Cottage, Claiborne

Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE is a cottage in Claiborne, 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 Claiborne, 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 $2,971.

From$315/night
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BOOK NOW FOR SPRING & SUMMER DATES. - Claiborne, MD

BOOK NOW FOR SPRING & SUMMER DATES.

Holiday Home, Claiborne

BOOK NOW FOR SPRING & SUMMER DATES. is a holiday home in Claiborne, 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 Claiborne, 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 $3,857.

From$425/night
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Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres. - Claiborne, MD

Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.

Holiday Home, Claiborne

Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres. is a holiday home in Claiborne, with easy beach access, kitchen access, and a quieter setting. This stay gives…

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About Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.

Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres. is a holiday home in Claiborne, 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, hot tub, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,442.

From$491/night
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Our Favorite Family-Friendly Vacation Rentals in Claiborne, MD

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

Tilghman Island Retreat By Knapps Narrows! - Claiborne, MD

Tilghman Island Retreat By Knapps Narrows!

Cottage, Claiborne

Tilghman Island Retreat By Knapps Narrows! is a cottage in Claiborne, 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 cottage in Claiborne, 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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Cozy 2-Bedroom Cottage on Tilghman Island – Near Restaurants & Water Activities - Claiborne, MD

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

Holiday Home, Claiborne

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

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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 Claiborne, 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 $2,697.

From$276/night
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Cottage #2: Charming 2-bedroom cottage, waterfront, WiFi - Claiborne, MD

Cottage #2: Charming 2-bedroom cottage, waterfront, WiFi

Cottage, Claiborne

Cottage #2: Charming 2-bedroom cottage, waterfront, WiFi is a cottage in Claiborne, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for…

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About Cottage #2: Charming 2-bedroom cottage, waterfront, WiFi

Cottage #2: Charming 2-bedroom cottage, waterfront, WiFi is a cottage in Claiborne, with pool access, easy beach 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, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,346.

From$281/night
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Cottage 1A-Charming 1-bedroom cottage on the water, minutes from St Michaels MD - Claiborne, MD

Cottage 1A-Charming 1-bedroom cottage on the water, minutes from St Michaels MD

Cottage, Claiborne

Cottage 1A-Charming 1-bedroom cottage on the water, minutes from St Michaels MD is a cottage in Claiborne, with pool access, parking, and kitchen access. This stay gives travelers a…

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About Cottage 1A-Charming 1-bedroom cottage on the water, minutes from St Michaels MD

Cottage 1A-Charming 1-bedroom cottage on the water, minutes from St Michaels MD is a cottage in Claiborne, 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 $2,381.

From$285/night
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