Vacation rentals in Royal Oak, MD

81 available vacation rental offers

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Best vacation rentals and Airbnb offers in Royal Oak, MD

Tilghman Island Retreat By Knapps Narrows! - Royal Oak, MD

Tilghman Island Retreat By Knapps Narrows!

Cottage, Royal Oak

Tilghman Island Retreat By Knapps Narrows! is a cottage in Royal Oak, 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 Royal Oak, 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! - Royal Oak, MD

Tilghman Island Retreat By Knapps Narrows!

Holiday Home, Royal Oak

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

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

Holiday Home, Royal Oak

“It's A Shore Thing” located in beautiful Easton, MD. Close to MD & DE beaches. is a holiday home in Royal Oak, 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 Royal Oak, 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 $1,852.

From$265/night
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Perfect Waterview Cottage - St. Michaels Getaway - Royal Oak, MD

Perfect Waterview Cottage - St. Michaels Getaway

Cottage, Royal Oak

Perfect Waterview Cottage - St. Michaels Getaway is a cottage in Royal Oak, 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 Royal Oak, 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 Royal Oak, 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! - Royal Oak, MD

Spacious Trappe Getaway w/ Outdoor Pool & Gazebo!

Holiday Home, Royal Oak

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

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About Spacious Trappe Getaway w/ Outdoor Pool & Gazebo!

Spacious Trappe Getaway w/ Outdoor Pool & Gazebo! is a holiday home in Royal Oak, 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 $2,445.

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

Eastern Shore Waterside Cottage Near St. Michaels

Cottage, Royal Oak

Eastern Shore Waterside Cottage Near St. Michaels is a cottage in Royal Oak, 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 Royal Oak, 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 - Royal Oak, MD

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

Holiday Home, Royal Oak

Minutes from Downtown St. Michaels · Private Dock · Kayaks Bikes · Pet Friendly is a holiday home in Royal Oak, 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 Royal Oak, 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 - Royal Oak, MD

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

Holiday Home, Royal Oak

Minutes from Downtown St. Michaels · Pool · Hot Tub · Private Dock is a holiday home in Royal Oak, 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 Royal Oak, 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 Royal Oak, MD

Find vacation rentals that make arriving by car easier.

Cambridge Apt in Walkable Neighborhood - Royal Oak, MD

Cambridge Apt in Walkable Neighborhood

Apartment, Royal Oak

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

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About Cambridge Apt in Walkable Neighborhood

Cambridge Apt in Walkable Neighborhood is a apartment in Royal Oak, 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 - Royal Oak, MD

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

Holiday Home, Royal Oak

Cozy 2-Bedroom Cottage on Tilghman Island – Near Restaurants & Water Activities is a holiday home in Royal Oak, 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 Royal Oak, 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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Charming 3-bedroom in Village of Claiborne BOOK 3 NIGHTS GET 4TH FREE STRN26-6 - Royal Oak, MD

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

Holiday Home, Royal Oak

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

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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 Royal Oak, 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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Wades Point Inn on the Bay - Royal Oak, MD

Wades Point Inn on the Bay

B & B, Royal Oak

Wades Point Inn on the Bay is a b & b in Royal Oak, 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 Royal Oak, 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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Pet-friendly vacation rentals in Royal Oak, MD

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

Eastons Urban Oasis- centrally located townhome in Talbot County - Royal Oak, MD

Eastons Urban Oasis- centrally located townhome in Talbot County

Holiday Home, Royal Oak

Eastons Urban Oasis- centrally located townhome in Talbot County is a holiday home in Royal Oak, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Eastons Urban Oasis- centrally located townhome in Talbot County

Eastons Urban Oasis- centrally located townhome in Talbot County is a holiday home in Royal Oak, 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, parking, free parking, fireplace, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,596.

From$371/night
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Minutes from Downtown St. Michaels | Character Filled - Royal Oak, MD

Minutes from Downtown St. Michaels | Character Filled

Holiday Home, Royal Oak

Minutes from Downtown St. Michaels · Character Filled is a holiday home in Royal Oak, 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 Royal Oak, 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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Minutes from Downtown Easton and St. Michaels | Private Dock | Kayak | Pet Frien - Royal Oak, MD

Minutes from Downtown Easton and St. Michaels | Private Dock | Kayak | Pet Frien

Holiday Home, Royal Oak

Minutes from Downtown Easton and St. Michaels · Private Dock · Kayak · Pet Frien is a holiday home in Royal Oak, with pet-friendly space and kitchen access. This stay gives travelers a…

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About Minutes from Downtown Easton and St. Michaels | Private Dock | Kayak | Pet Frien

Minutes from Downtown Easton and St. Michaels · Private Dock · Kayak · Pet Frien is a holiday home in Royal Oak, 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 $4,950.

From$707/night
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Waterfront Property, kayaks, private dock, near town - Royal Oak, MD

Waterfront Property, kayaks, private dock, near town

Holiday Home, Royal Oak

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

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About Waterfront Property, kayaks, private dock, near town

Waterfront Property, kayaks, private dock, near town is a holiday home in Royal Oak, 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 Royal Oak, MD

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

Cambridge Apt in Walkable Neighborhood - Royal Oak, MD

Cambridge Apt in Walkable Neighborhood

Apartment, Royal Oak

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

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About Cambridge Apt in Walkable Neighborhood

Cambridge Apt in Walkable Neighborhood is a apartment in Royal Oak, 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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Spacious, pet-friendly 3-bedroom home - Royal Oak, MD

Spacious, pet-friendly 3-bedroom home

Holiday Home, Royal Oak

Spacious, pet-friendly 3-bedroom home is a holiday home in Royal Oak, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Spacious, pet-friendly 3-bedroom home

Spacious, pet-friendly 3-bedroom home is a holiday home in Royal Oak, 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: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,021.

From$289/night
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Downtown Oxford | Outdoor Dining | Character Filled - Royal Oak, MD

Downtown Oxford | Outdoor Dining | Character Filled

Holiday Home, Royal Oak

Downtown Oxford · Outdoor Dining · Character Filled is a holiday home in Royal Oak, 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 Royal Oak, 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 - Royal Oak, MD

Cottage at Goose Neck Point

Cottage, Royal Oak

Cottage at Goose Neck Point is a cottage in Royal Oak, 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 Royal Oak, 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 Royal Oak, 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 - Royal Oak, MD

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

Condo, Royal Oak

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

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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 Royal Oak, 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 $1,427.

From$204/night
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Cheerful three-bedroom Cottage - Royal Oak, MD

Cheerful three-bedroom Cottage

Holiday Home, Royal Oak

Cheerful three-bedroom Cottage is a holiday home in Royal Oak, 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 Royal Oak, 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. - Royal Oak, MD

Little Creek Hideaway - Privacy and Perfect Family Getaway.

Holiday Home, Royal Oak

Little Creek Hideaway - Privacy and Perfect Family Getaway. is a holiday home in Royal Oak, 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 Royal Oak, 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 - Royal Oak, MD

Cottage #8 Herons Nest Lg 2 rooms Under Main House

Cottage, Royal Oak

Cottage #8 Herons Nest Lg 2 rooms Under Main House is a cottage in Royal Oak, 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 Royal Oak, 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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