Vacation rentals in Talbot County, MD

72 available vacation rental offers

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Best vacation rentals and Airbnb offers in Talbot County, MD

Tilghman Island Retreat By Knapps Narrows! - Talbot County, MD

Tilghman Island Retreat By Knapps Narrows!

Cottage, Talbot County

Tilghman Island Retreat By Knapps Narrows! is a cottage in Talbot County, 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 Talbot County, 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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“It's A Shore Thing” located in beautiful Easton, MD. Close to MD & DE beaches. - Talbot County, MD

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

Holiday Home, Talbot County

“It's A Shore Thing” located in beautiful Easton, MD. Close to MD & DE beaches. is a holiday home in Talbot County, 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 Talbot County, 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 $1,840.

From$263/night
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Tilghman Island Retreat By Knapps Narrows! - Talbot County, MD

Tilghman Island Retreat By Knapps Narrows!

Holiday Home, Talbot County

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

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About Tilghman Island Retreat By Knapps Narrows!

Tilghman Island Retreat By Knapps Narrows! is a holiday home in Talbot County, 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 - Talbot County, MD

Perfect Waterview Cottage - St. Michaels Getaway

Cottage, Talbot County

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

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About Perfect Waterview Cottage - St. Michaels Getaway

Perfect Waterview Cottage - St. Michaels Getaway is a cottage in Talbot County, 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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Vacation rentals with a pool in Talbot County, MD

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

Spacious Trappe Getaway w/ Outdoor Pool & Gazebo! - Talbot County, MD

Spacious Trappe Getaway w/ Outdoor Pool & Gazebo!

Holiday Home, Talbot County

Spacious Trappe Getaway w/ Outdoor Pool & Gazebo! is a holiday home in Talbot County, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Spacious Trappe Getaway w/ Outdoor Pool & Gazebo!

Spacious Trappe Getaway w/ Outdoor Pool & Gazebo! is a holiday home in Talbot County, 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 $2,446.

From$349/night
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Eastern Shore Waterside Cottage Near St. Michaels - Talbot County, MD

Eastern Shore Waterside Cottage Near St. Michaels

Cottage, Talbot County

Eastern Shore Waterside Cottage Near St. Michaels is a cottage in Talbot County, 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 Talbot County, 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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Minutes from Downtown St. Michaels | Private Dock | Kayaks Bikes | Pet Friendly - Talbot County, MD

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

Holiday Home, Talbot County

Minutes from Downtown St. Michaels · Private Dock · Kayaks Bikes · Pet Friendly is a holiday home in Talbot County, 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 Talbot County, 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 $5,048.

From$721/night
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Minutes from Downtown St. Michaels | Pool | Hot Tub | Private Dock - Talbot County, MD

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

Holiday Home, Talbot County

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

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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 Talbot County, 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 Talbot County, MD

Find vacation rentals that make arriving by car easier.

Cambridge Apt in Walkable Neighborhood - Talbot County, MD

Cambridge Apt in Walkable Neighborhood

Apartment, Talbot County

Cambridge Apt in Walkable Neighborhood is a apartment in Talbot County, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Cambridge Apt in Walkable Neighborhood

Cambridge Apt in Walkable Neighborhood is a apartment in Talbot County, 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 $1,457.

From$208/night
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Cozy 2-Bedroom Cottage on Tilghman Island – Near Restaurants & Water Activities - Talbot County, MD

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

Holiday Home, Talbot County

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

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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 Talbot County, 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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Wades Point Inn on the Bay - Talbot County, MD

Wades Point Inn on the Bay

B & B, Talbot County

Wades Point Inn on the Bay is a b & b in Talbot County, with easy beach access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Wades Point Inn on the Bay

Wades Point Inn on the Bay is a b & b in Talbot County, with 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 breakfast, free wifi, parking, paid parking, and fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,297.

From$298/night
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The Snuggery Inn & Suites Captain`s Quarters - Talbot County, MD

The Snuggery Inn & Suites Captain`s Quarters

B & B, Talbot County

The Snuggery Inn & Suites Captain`s Quarters is a b & b in Talbot County, 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 Talbot County, 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 Talbot County, MD

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

Minutes from Downtown St. Michaels | Character Filled - Talbot County, MD

Minutes from Downtown St. Michaels | Character Filled

Holiday Home, Talbot County

Minutes from Downtown St. Michaels · Character Filled is a holiday home in Talbot County, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for…

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About Minutes from Downtown St. Michaels | Character Filled

Minutes from Downtown St. Michaels · Character Filled is a holiday home in Talbot County, 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 $2,610.

From$373/night
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Downtown Oxford | Outdoor Dining | Character Filled - Talbot County, MD

Downtown Oxford | Outdoor Dining | Character Filled

Holiday Home, Talbot County

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

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About Downtown Oxford | Outdoor Dining | Character Filled

Downtown Oxford · Outdoor Dining · Character Filled is a holiday home in Talbot County, 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 $2,643.

From$378/night
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The Farm House at Hunting Creek - Talbot County, MD

The Farm House at Hunting Creek

Holiday Home, Talbot County

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

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About The Farm House at Hunting Creek

The Farm House at Hunting Creek is a holiday home in Talbot County, 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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Waterfront Property, kayaks, private dock, near town - Talbot County, MD

Waterfront Property, kayaks, private dock, near town

Holiday Home, Talbot County

Waterfront Property, kayaks, private dock, near town is a holiday home in Talbot County, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a…

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About Waterfront Property, kayaks, private dock, near town

Waterfront Property, kayaks, private dock, near town is a holiday home in Talbot County, 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 $5,092.

From$727/night
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Vacation rentals with a kitchen in Talbot County, MD

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

Cambridge Apt in Walkable Neighborhood - Talbot County, MD

Cambridge Apt in Walkable Neighborhood

Apartment, Talbot County

Cambridge Apt in Walkable Neighborhood is a apartment in Talbot County, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Cambridge Apt in Walkable Neighborhood

Cambridge Apt in Walkable Neighborhood is a apartment in Talbot County, 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, hot tub, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,609.

From$181/night
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Charming 3-bedroom in Village of Claiborne BOOK 3 NIGHTS GET 4TH FREE STRN26-6 - Talbot County, MD

Charming 3-bedroom in Village of Claiborne BOOK 3 NIGHTS GET 4TH FREE STRN26-6

Holiday Home, Talbot County

Charming 3-bedroom in Village of Claiborne BOOK 3 NIGHTS GET 4TH FREE STRN26-6 is a holiday home in Talbot County, with parking, kitchen access, and room for a group. This stay gives…

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About Charming 3-bedroom in Village of Claiborne BOOK 3 NIGHTS GET 4TH FREE STRN26-6

Charming 3-bedroom in Village of Claiborne BOOK 3 NIGHTS GET 4TH FREE STRN26-6 is a holiday home in Talbot County, 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 $2,544.

From$363/night
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Downtown Oxford | Outdoor Dining | Character Filled - Talbot County, MD

Downtown Oxford | Outdoor Dining | Character Filled

Holiday Home, Talbot County

Downtown Oxford · Outdoor Dining · Character Filled is a holiday home in Talbot County, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Downtown Oxford | Outdoor Dining | Character Filled

Downtown Oxford · Outdoor Dining · Character Filled is a holiday home in Talbot County, 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 $3,350.

From$479/night
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Cottage at Goose Neck Point - Talbot County, MD

Cottage at Goose Neck Point

Cottage, Talbot County

Cottage at Goose Neck Point is a cottage in Talbot County, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Cottage at Goose Neck Point

Cottage at Goose Neck Point is a cottage in Talbot County, 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 $4,032.

From$576/night
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Family-friendly vacation rentals in Talbot County, MD

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

Station House East: Upscale Loft in the Historic District Cambridge, MD - Talbot County, MD

Station House East: Upscale Loft in the Historic District Cambridge, MD

Condo, Talbot County

Station House East: Upscale Loft in the Historic District Cambridge, MD is a condo in Talbot County, with parking and kitchen access. This stay gives travelers a comfortable base for…

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About Station House East: Upscale Loft in the Historic District Cambridge, MD

Station House East: Upscale Loft in the Historic District Cambridge, MD is a condo in Talbot County, 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 $1,352.

From$193/night
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Cheerful three-bedroom Cottage - Talbot County, MD

Cheerful three-bedroom Cottage

Holiday Home, Talbot County

Cheerful three-bedroom Cottage is a holiday home in Talbot County, with kitchen access and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Cheerful three-bedroom Cottage

Cheerful three-bedroom Cottage is a holiday home in Talbot County, 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 cancellation, free wifi, kitchen, with kitchen, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,752.

From$250/night
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Little Creek Hideaway - Privacy and Perfect Family Getaway. - Talbot County, MD

Little Creek Hideaway - Privacy and Perfect Family Getaway.

Holiday Home, Talbot County

Little Creek Hideaway - Privacy and Perfect Family Getaway. is a holiday home in Talbot County, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a…

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About Little Creek Hideaway - Privacy and Perfect Family Getaway.

Little Creek Hideaway - Privacy and Perfect Family Getaway. is a holiday home in Talbot County, 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: pet friendly, pets friendly, kitchen, with kitchen, and fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,414.

From$345/night
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Cottage #8 Herons Nest Lg 2 rooms Under Main House - Talbot County, MD

Cottage #8 Herons Nest Lg 2 rooms Under Main House

Cottage, Talbot County

Cottage #8 Herons Nest Lg 2 rooms Under Main House is a cottage in Talbot County, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Cottage #8 Herons Nest Lg 2 rooms Under Main House

Cottage #8 Herons Nest Lg 2 rooms Under Main House is a cottage in Talbot County, 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 $2,509.

From$358/night
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