Vacation rentals in Bozman, MD

57 available vacation rental offers

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Best Vacation rentals and Airbnb offers in Bozman, MD

Tilghman Island Retreat By Knapps Narrows! - Bozman, MD

Tilghman Island Retreat By Knapps Narrows!

Holiday Home, Bozman

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

Pet-Friendly Summer Retreat on Tilghman

Holiday Home, Bozman

Pet-Friendly Summer Retreat on Tilghman is a holiday home in Bozman, 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 Bozman, 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 $2,081.

From$194/night
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Cottage #4 Chesapeake Blue down the drive way. - Bozman, MD

Cottage #4 Chesapeake Blue down the drive way.

Cottage, Bozman

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

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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 Bozman, 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 - Bozman, MD

Perfect Waterview Cottage - St. Michaels Getaway

Cottage, Bozman

Perfect Waterview Cottage - St. Michaels Getaway is a cottage in Bozman, 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 Bozman, 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 $2,056.

From$239/night
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Browse Vacation Rentals with a Pool in Bozman, 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! - Bozman, MD

Spacious Trappe Getaway w/ Outdoor Pool & Gazebo!

Holiday Home, Bozman

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

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About Spacious Trappe Getaway w/ Outdoor Pool & Gazebo!

Spacious Trappe Getaway w/ Outdoor Pool & Gazebo! is a holiday home in Bozman, 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 $2,683.

From$250/night
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Grandview- Main House - Bozman, MD

Grandview- Main House

Holiday Home, Bozman

Grandview- Main House is a holiday home in Bozman, 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 Bozman, 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 - Bozman, MD

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

Holiday Home, Bozman

Minutes from Downtown St. Michaels · Pool · Hot Tub · Private Dock is a holiday home in Bozman, 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 Bozman, 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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Two Oysters House 2025 Remodel waterfront w/ pool in St. Michaels - Bozman, MD

Two Oysters House 2025 Remodel waterfront w/ pool in St. Michaels

Holiday Home, Bozman

Two Oysters House 2025 Remodel waterfront w/ pool in St. Michaels is a holiday home in Bozman, with pool access and easy beach access. This stay gives travelers a comfortable base for…

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About Two Oysters House 2025 Remodel waterfront w/ pool in St. Michaels

Two Oysters House 2025 Remodel waterfront w/ pool in St. Michaels is a holiday home in Bozman, with pool access and easy beach 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, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $8,942.

From$986/night
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Best Bozman, MD vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Minutes from Downtown St. Michaels and Tilghman | Private Dock | Outdoor Dining - Bozman, MD

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

Holiday Home, Bozman

Minutes from Downtown St. Michaels and Tilghman · Private Dock · Outdoor Dining is a holiday home in Bozman, 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 Bozman, 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 - Bozman, MD

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

Holiday Home, Bozman

Minutes from Downtown St. Michaels · Private Boat Ramp · Dock is a holiday home in Bozman, 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 Bozman, 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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Wades Point Inn on the Bay - Bozman, MD

Wades Point Inn on the Bay

B & B, Bozman

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

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About Wades Point Inn on the Bay

Wades Point Inn on the Bay is a b & b in Bozman, 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 - Bozman, MD

The Snuggery Inn & Suites Captain`s Quarters

B & B, Bozman

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

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

Downtown Oxford | Character Filled - Bozman, MD

Downtown Oxford | Character Filled

Holiday Home, Bozman

Downtown Oxford · Character Filled is a holiday home in Bozman, 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 Bozman, 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 $2,690.

From$229/night
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Downtown Oxford | Outdoor Dining | Character Filled - Bozman, MD

Downtown Oxford | Outdoor Dining | Character Filled

Holiday Home, Bozman

Downtown Oxford · Outdoor Dining · Character Filled is a holiday home in Bozman, 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 Bozman, 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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The Farm House at Hunting Creek - Bozman, MD

The Farm House at Hunting Creek

Holiday Home, Bozman

The Farm House at Hunting Creek is a holiday home in Bozman, 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 Bozman, 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 $3,439.

From$395/night
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Minutes from Downtown St. Michaels | Private Dock | Kayaks Bikes | Pet Friendly - Bozman, MD

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

Holiday Home, Bozman

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

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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 Bozman, 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 Bozman, MD vacation rentals with a kitchen

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

Relax on Kent Island in a 4 Bedroom Home w/Waterview! - Bozman, MD

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

Holiday Home, Bozman

Relax on Kent Island in a 4 Bedroom Home w/Waterview! is a holiday home in Bozman, 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 Bozman, 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 $2,621.

From$287/night
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Downtown Oxford | Outdoor Dining | Character Filled - Bozman, MD

Downtown Oxford | Outdoor Dining | Character Filled

Holiday Home, Bozman

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

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About Downtown Oxford | Outdoor Dining | Character Filled

Downtown Oxford · Outdoor Dining · Character Filled is a holiday home in Bozman, 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 $3,574.

From$325/night
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BOOK NOW FOR SPRING & SUMMER DATES. - Bozman, MD

BOOK NOW FOR SPRING & SUMMER DATES.

Holiday Home, Bozman

BOOK NOW FOR SPRING & SUMMER DATES. is a holiday home in Bozman, 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 Bozman, 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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Cottage at Goose Neck Point - Bozman, MD

Cottage at Goose Neck Point

Cottage, Bozman

Cottage at Goose Neck Point is a cottage in Bozman, 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 Cottage at Goose Neck Point

Cottage at Goose Neck Point is a cottage in Bozman, 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 $4,274.

From$463/night
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Our Favorite Family-Friendly Vacation Rentals in Bozman, MD

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

Chic 3 BR / 2 BA Cottage Near Chesapeake Bay - Bozman, MD

Chic 3 BR / 2 BA Cottage Near Chesapeake Bay

Holiday Home, Bozman

Chic 3 BR / 2 BA Cottage Near Chesapeake Bay is a holiday home in Bozman, 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 Bozman, 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 $2,565.

From$283/night
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Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE - Bozman, MD

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

Cottage, Bozman

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

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

Eastern Shore Waterside Cottage Near St. Michaels

Cottage, Bozman

Eastern Shore Waterside Cottage Near St. Michaels is a cottage in Bozman, 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 Bozman, 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 $3,018.

From$338/night
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Grace Creek Cottage, Minutes to St. Michaels, Pool, Dock - Bozman, MD

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

Cottage, Bozman

Grace Creek Cottage, Minutes to St. Michaels, Pool, Dock is a cottage in Bozman, 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 Bozman, 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 $6,409.

From$700/night
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