Vacation rentals in Romancoke, MD

60 available vacation rental offers

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Best vacation rentals and Airbnb offers in Romancoke, MD

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

Steps to Chesapeake Bay! 'Callaway Drive Retreat'

Holiday Home, Romancoke

Steps to Chesapeake Bay! 'Callaway Drive Retreat' is a holiday home in Romancoke, 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 Romancoke, 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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'callaway Drive Retreat' 3BR Home Near Water - Romancoke, MD

'callaway Drive Retreat' 3BR Home Near Water

Cottage, Romancoke

'callaway Drive Retreat' 3BR Home Near Water is a cottage in Romancoke, 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 Romancoke, 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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Steps to Chesapeake Bay! 'Callaway Drive Retreat' - Romancoke, MD

Steps to Chesapeake Bay! 'Callaway Drive Retreat'

Holiday Home, Romancoke

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

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About Steps to Chesapeake Bay! 'Callaway Drive Retreat'

Steps to Chesapeake Bay! 'Callaway Drive Retreat' is a holiday home in Romancoke, 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 $1,520.

From$217/night
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Perfect Waterview Cottage - St. Michaels Getaway - Romancoke, MD

Perfect Waterview Cottage - St. Michaels Getaway

Cottage, Romancoke

Perfect Waterview Cottage - St. Michaels Getaway is a cottage in Romancoke, 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 Romancoke, 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 Romancoke, MD

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

Minutes from Downtown St. Michaels | Private Dock | Kayaks Bikes | Pet Friendly - Romancoke, MD

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

Holiday Home, Romancoke

Minutes from Downtown St. Michaels · Private Dock · Kayaks Bikes · Pet Friendly is a holiday home in Romancoke, 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 Romancoke, 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 $5,065.

From$724/night
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Minutes from Downtown St. Michaels | Pool | Hot Tub | Private Dock - Romancoke, MD

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

Holiday Home, Romancoke

Minutes from Downtown St. Michaels · Pool · Hot Tub · Private Dock is a holiday home in Romancoke, 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 Romancoke, 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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Chesapeake Bay Waterfront ARTectural Home - Romancoke, MD

Chesapeake Bay Waterfront ARTectural Home

Holiday Home, Romancoke

Chesapeake Bay Waterfront ARTectural Home is a holiday home in Romancoke, with pool access and easy beach access. This stay gives travelers a comfortable base for exploring the area,…

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About Chesapeake Bay Waterfront ARTectural Home

Chesapeake Bay Waterfront ARTectural Home is a holiday home in Romancoke, 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: free cancellation, pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $8,130.

From$1,161/night
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Two Oysters House 2025 Remodel waterfront w/ pool in St. Michaels - Romancoke, MD

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

Holiday Home, Romancoke

Two Oysters House 2025 Remodel waterfront w/ pool in St. Michaels is a holiday home in Romancoke, 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 Romancoke, 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 $8,166.

From$1,167/night
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Vacation rentals with parking in Romancoke, MD

Find vacation rentals that make arriving by car easier.

2BR Historic District Gem w/Parking Near City Dock - Romancoke, MD

2BR Historic District Gem w/Parking Near City Dock

Holiday Home, Romancoke

2BR Historic District Gem w/Parking Near City Dock is a holiday home in Romancoke, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About 2BR Historic District Gem w/Parking Near City Dock

2BR Historic District Gem w/Parking Near City Dock is a holiday home in Romancoke, 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,785.

From$398/night
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Enchanting West River Retreat - Romancoke, MD

Enchanting West River Retreat

Cottage, Romancoke

Enchanting West River Retreat is a cottage in Romancoke, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Enchanting West River Retreat

Enchanting West River Retreat is a cottage in Romancoke, 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 $2,905.

From$415/night
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Port of Call: 5BR Modern Nautical Luxury - Romancoke, MD

Port of Call: 5BR Modern Nautical Luxury

Holiday Home, Romancoke

Port of Call: 5BR Modern Nautical Luxury is a holiday home in Romancoke, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the…

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About Port of Call: 5BR Modern Nautical Luxury

Port of Call: 5BR Modern Nautical Luxury is a holiday home in Romancoke, 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,513.

From$502/night
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The Snuggery Inn & Suites Captain`s Quarters - Romancoke, MD

The Snuggery Inn & Suites Captain`s Quarters

B & B, Romancoke

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

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

Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis - Romancoke, MD

Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis

Apartment, Romancoke

Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis is a apartment in Romancoke, with pet-friendly space, easy beach access, and kitchen access. This stay gives…

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About Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis

Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis is a apartment in Romancoke, 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 cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,334.

From$191/night
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Lovely bay views with kayaks, bikes, fire pit, crabbing & more - Romancoke, MD

Lovely bay views with kayaks, bikes, fire pit, crabbing & more

Holiday Home, Romancoke

Lovely bay views with kayaks, bikes, fire pit, crabbing & more is a holiday home in Romancoke, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a…

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About Lovely bay views with kayaks, bikes, fire pit, crabbing & more

Lovely bay views with kayaks, bikes, fire pit, crabbing & more is a holiday home in Romancoke, 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 cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,075.

From$296/night
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Minutes from Downtown St. Michaels | Character Filled - Romancoke, MD

Minutes from Downtown St. Michaels | Character Filled

Holiday Home, Romancoke

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

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About Minutes from Downtown St. Michaels | Character Filled

Minutes from Downtown St. Michaels · Character Filled is a holiday home in Romancoke, 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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Sunny and spacious water view/access home in Annapolis. - Romancoke, MD

Sunny and spacious water view/access home in Annapolis.

Holiday Home, Romancoke

Sunny and spacious water view/access home in Annapolis. is a holiday home in Romancoke, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area,…

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About Sunny and spacious water view/access home in Annapolis.

Sunny and spacious water view/access home in Annapolis. is a holiday home in Romancoke, 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 $3,739.

From$534/night
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Vacation rentals with a kitchen in Romancoke, MD

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

Studio Apartment in Downtown Annapolis - Romancoke, MD

Studio Apartment in Downtown Annapolis

Apartment, Romancoke

Studio Apartment in Downtown Annapolis is a apartment in Romancoke, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Studio Apartment in Downtown Annapolis

Studio Apartment in Downtown Annapolis is a apartment in Romancoke, 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 $1,686.

From$241/night
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Minutes from Downtown St. Michaels and Tilghman | Private Dock | Outdoor Dining - Romancoke, MD

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

Holiday Home, Romancoke

Minutes from Downtown St. Michaels and Tilghman · Private Dock · Outdoor Dining is a holiday home in Romancoke, 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 Romancoke, 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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Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres. - Romancoke, MD

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

Holiday Home, Romancoke

Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres. is a holiday home in Romancoke, 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 Romancoke, 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 $4,192.

From$599/night
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Charming 3 Bedroom 3 Bath Beach Front Property - Romancoke, MD

Charming 3 Bedroom 3 Bath Beach Front Property

Holiday Home, Romancoke

Charming 3 Bedroom 3 Bath Beach Front Property is a holiday home in Romancoke, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Charming 3 Bedroom 3 Bath Beach Front Property

Charming 3 Bedroom 3 Bath Beach Front Property is a holiday home in Romancoke, 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, beachfront, and beach front.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,706.

From$672/night
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Family-friendly vacation rentals in Romancoke, MD

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

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

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

Cottage, Romancoke

Cottage 1A-Charming 1-bedroom cottage on the water, minutes from St Michaels MD is a cottage in Romancoke, 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 Romancoke, 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 $2,247.

From$321/night
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Watrfnt Cottage @ChesapeakeParadise Kayaks/Dogs OK - Romancoke, MD

Watrfnt Cottage @ChesapeakeParadise Kayaks/Dogs OK

Cottage, Romancoke

Watrfnt Cottage @ChesapeakeParadise Kayaks/Dogs OK is a cottage in Romancoke, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Watrfnt Cottage @ChesapeakeParadise Kayaks/Dogs OK

Watrfnt Cottage @ChesapeakeParadise Kayaks/Dogs OK is a cottage in Romancoke, 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, hot tub, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,370.

From$339/night
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Cottage #8 Herons Nest Lg 2 rooms Under Main House - Romancoke, MD

Cottage #8 Herons Nest Lg 2 rooms Under Main House

Cottage, Romancoke

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

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

Eastern Shore Waterside Cottage Near St. Michaels

Cottage, Romancoke

Eastern Shore Waterside Cottage Near St. Michaels is a cottage in Romancoke, 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 Romancoke, 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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