Vacation rentals in Cobb Island, MD

63 available vacation rental offers

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Best vacation rentals and Airbnb offers in Cobb Island, MD

Cabernet Cottage on Water at Monroe Bay Winery, tiny container cottage - Cobb Island, MD

Cabernet Cottage on Water at Monroe Bay Winery, tiny container cottage

Cottage, Cobb Island

Cabernet Cottage on Water at Monroe Bay Winery, tiny container cottage is a cottage in Cobb Island, with easy beach access. This stay gives travelers a comfortable base for exploring the…

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About Cabernet Cottage on Water at Monroe Bay Winery, tiny container cottage

Cabernet Cottage on Water at Monroe Bay Winery, tiny container cottage is a cottage in Cobb Island, with 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, ac, air conditioning, non smoking, and shower.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $909.

From$130/night
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Charming 1-bedroom house with AC and WiFi in quaint Montross - Cobb Island, MD

Charming 1-bedroom house with AC and WiFi in quaint Montross

Holiday Home, Cobb Island

Charming 1-bedroom house with AC and WiFi in quaint Montross is a holiday home in Cobb Island, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable…

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About Charming 1-bedroom house with AC and WiFi in quaint Montross

Charming 1-bedroom house with AC and WiFi in quaint Montross is a holiday home in Cobb Island, 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 $1,045.

From$149/night
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Dock Access: Waterfront Studio in Colonial Beach! - Cobb Island, MD

Dock Access: Waterfront Studio in Colonial Beach!

Apartment, Cobb Island

Dock Access: Waterfront Studio in Colonial Beach! is a apartment in Cobb Island, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for…

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About Dock Access: Waterfront Studio in Colonial Beach!

Dock Access: Waterfront Studio in Colonial Beach! is a apartment in Cobb Island, with pet-friendly space, 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,062.

From$152/night
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Dock Access: Waterfront Cottage in Avenue! - Cobb Island, MD

Dock Access: Waterfront Cottage in Avenue!

Cottage, Cobb Island

Dock Access: Waterfront Cottage in Avenue! is a cottage in Cobb Island, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Dock Access: Waterfront Cottage in Avenue!

Dock Access: Waterfront Cottage in Avenue! is a cottage in Cobb Island, 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, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,492.

From$166/night
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Waterfront vacation rentals in Cobb Island, MD

Discover vacation rentals close to the coast, water, and beach areas around Cobb Island, MD.

Charming riverfront cabin perfect for a kicked back get-a-way! - Cobb Island, MD

Charming riverfront cabin perfect for a kicked back get-a-way!

Cabin, Cobb Island

Charming riverfront cabin perfect for a kicked back get-a-way! is a cabin in Cobb Island, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Charming riverfront cabin perfect for a kicked back get-a-way!

Charming riverfront cabin perfect for a kicked back get-a-way! is a cabin in Cobb Island, 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 $1,573.

From$225/night
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< 1 Mi to Colonial Beach: Coastal Gem w/ 2 Porches - Cobb Island, MD

< 1 Mi to Colonial Beach: Coastal Gem w/ 2 Porches

Holiday Home, Cobb Island

< 1 Mi to Colonial Beach: Coastal Gem w/ 2 Porches is a holiday home in Cobb Island, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About < 1 Mi to Colonial Beach: Coastal Gem w/ 2 Porches

< 1 Mi to Colonial Beach: Coastal Gem w/ 2 Porches is a holiday home in Cobb Island, 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 $1,591.

From$227/night
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Beach Please - Home away from home - Cobb Island, MD

Beach Please - Home away from home

Holiday Home, Cobb Island

Beach Please - Home away from home is a holiday home in Cobb Island, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Beach Please - Home away from home

Beach Please - Home away from home is a holiday home in Cobb Island, 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 $1,818.

From$260/night
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Waterfront - renovated 3 bedrooms 2 full baths cottage - Cobb Island, MD

Waterfront - renovated 3 bedrooms 2 full baths cottage

Holiday Home, Cobb Island

Waterfront - renovated 3 bedrooms 2 full baths cottage is a holiday home in Cobb Island, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base…

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About Waterfront - renovated 3 bedrooms 2 full baths cottage

Waterfront - renovated 3 bedrooms 2 full baths cottage is a holiday home in Cobb Island, 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, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,612.

From$373/night
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Vacation rentals with a pool in Cobb Island, MD

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

Cozy 3 Bdrm home in King George. 5 mins to Dahlgren Naval Base and Southern MD - Cobb Island, MD

Cozy 3 Bdrm home in King George. 5 mins to Dahlgren Naval Base and Southern MD

Holiday Home, Cobb Island

Cozy 3 Bdrm home in King George. 5 mins to Dahlgren Naval Base and Southern MD is a holiday home in Cobb Island, with pool access, parking, and kitchen access. This stay gives travelers a…

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About Cozy 3 Bdrm home in King George. 5 mins to Dahlgren Naval Base and Southern MD

Cozy 3 Bdrm home in King George. 5 mins to Dahlgren Naval Base and Southern MD is a holiday home in Cobb Island, 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: pool, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,269.

From$181/night
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Colonial Rancher - Colonial Beach - Cobb Island, MD

Colonial Rancher - Colonial Beach

Holiday Home, Cobb Island

Colonial Rancher - Colonial Beach is a holiday home in Cobb Island, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area,…

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About Colonial Rancher - Colonial Beach

Colonial Rancher - Colonial Beach is a holiday home in Cobb Island, 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, hot tub, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,016.

From$288/night
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Water View Cozy Getaway- beach/ fishing/ pool - Cobb Island, MD

Water View Cozy Getaway- beach/ fishing/ pool

Holiday Home, Cobb Island

Water View Cozy Getaway- beach/ fishing/ pool is a holiday home in Cobb Island, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring…

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About Water View Cozy Getaway- beach/ fishing/ pool

Water View Cozy Getaway- beach/ fishing/ pool is a holiday home in Cobb Island, 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: pool, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,245.

From$321/night
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Colonial Beach Plaza Bed & Breakfast - Cobb Island, MD

Colonial Beach Plaza Bed & Breakfast

B & B, Cobb Island

Colonial Beach Plaza Bed & Breakfast is a b & b in Cobb Island, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area,…

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About Colonial Beach Plaza Bed & Breakfast

Colonial Beach Plaza Bed & Breakfast is a b & b in Cobb Island, 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, free breakfast, pool, free wifi, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,096.

From$269/night
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Vacation rentals with parking in Cobb Island, MD

Find vacation rentals that make arriving by car easier.

River Front Coles Point Loft. Get out of the city and breathe! - Cobb Island, MD

River Front Coles Point Loft. Get out of the city and breathe!

Apartment, Cobb Island

River Front Coles Point Loft. Get out of the city and breathe! is a apartment in Cobb Island, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About River Front Coles Point Loft. Get out of the city and breathe!

River Front Coles Point Loft. Get out of the city and breathe! is a apartment in Cobb Island, 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 $915.

From$131/night
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Stunning sunsets Leonardtown apartment - Cobb Island, MD

Stunning sunsets Leonardtown apartment

Apartment, Cobb Island

Stunning sunsets Leonardtown apartment is a apartment in Cobb Island, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Stunning sunsets Leonardtown apartment

Stunning sunsets Leonardtown apartment is a apartment in Cobb Island, 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 $1,243.

From$178/night
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Sail Away - Cobb Island, MD

Sail Away

Apartment, Cobb Island

Sail Away is a apartment in Cobb Island, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About Sail Away

Sail Away is a apartment in Cobb Island, 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 washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,670.

From$239/night
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1 Mi to Colonial Beach Boardwalk! Cozy Family Home - Cobb Island, MD

1 Mi to Colonial Beach Boardwalk! Cozy Family Home

Holiday Home, Cobb Island

1 Mi to Colonial Beach Boardwalk! Cozy Family Home is a holiday home in Cobb Island, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base…

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About 1 Mi to Colonial Beach Boardwalk! Cozy Family Home

1 Mi to Colonial Beach Boardwalk! Cozy Family Home is a holiday home in Cobb Island, with pet-friendly space, 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,886.

From$269/night
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Pet-friendly vacation rentals in Cobb Island, MD

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

1 Mi to Colonial Beach Boardwalk: Home w/ Fire Pit - Cobb Island, MD

1 Mi to Colonial Beach Boardwalk: Home w/ Fire Pit

Holiday Home, Cobb Island

1 Mi to Colonial Beach Boardwalk: Home w/ Fire Pit is a holiday home in Cobb Island, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base…

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About 1 Mi to Colonial Beach Boardwalk: Home w/ Fire Pit

1 Mi to Colonial Beach Boardwalk: Home w/ Fire Pit is a holiday home in Cobb Island, with pet-friendly space, 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,670.

From$239/night
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Placid Bay Cottage - Cobb Island, MD

Placid Bay Cottage

Holiday Home, Cobb Island

Placid Bay Cottage is a holiday home in Cobb Island, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Placid Bay Cottage

Placid Bay Cottage is a holiday home in Cobb Island, with pet-friendly space, 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,779.

From$254/night
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Great in-town location short walk to beach and restaurants!!! - Cobb Island, MD

Great in-town location short walk to beach and restaurants!!!

Cottage, Cobb Island

Great in-town location short walk to beach and restaurants!!! is a cottage in Cobb Island, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a…

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About Great in-town location short walk to beach and restaurants!!!

Great in-town location short walk to beach and restaurants!!! is a cottage in Cobb Island, 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 $1,804.

From$258/night
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Charming 2 Bedroom Downtown Vacation Rental: Stroll to Shops and River with Ease - Cobb Island, MD

Charming 2 Bedroom Downtown Vacation Rental: Stroll to Shops and River with Ease

Condo, Cobb Island

Charming 2 Bedroom Downtown Vacation Rental: Stroll to Shops and River with Ease is a condo in Cobb Island, with parking, kitchen access, and room for a group. This stay gives travelers a…

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About Charming 2 Bedroom Downtown Vacation Rental: Stroll to Shops and River with Ease

Charming 2 Bedroom Downtown Vacation Rental: Stroll to Shops and River with Ease is a condo in Cobb Island, 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 $1,816.

From$259/night
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Vacation rentals with a kitchen in Cobb Island, MD

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

Lovers' Lake View Oasis . Hot Tub, Wineries, Beach - Cobb Island, MD

Lovers' Lake View Oasis . Hot Tub, Wineries, Beach

Holiday Home, Cobb Island

Lovers' Lake View Oasis . Hot Tub, Wineries, Beach is a holiday home in Cobb Island, with easy beach access and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Lovers' Lake View Oasis . Hot Tub, Wineries, Beach

Lovers' Lake View Oasis . Hot Tub, Wineries, Beach is a holiday home in Cobb Island, with 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: hot tub, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,828.

From$261/night
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3BD, 2BA Home w/Hot Tub - Cobb Island, MD

3BD, 2BA Home w/Hot Tub

Holiday Home, Cobb Island

3BD, 2BA Home w/Hot Tub is a holiday home in Cobb Island, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About 3BD, 2BA Home w/Hot Tub

3BD, 2BA Home w/Hot Tub is a holiday home in Cobb Island, 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 $1,834.

From$262/night
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Private Retreat Bungalow-One Level, 2 blocks from Beach w/Porch & Deck - Cobb Island, MD

Private Retreat Bungalow-One Level, 2 blocks from Beach w/Porch & Deck

Holiday Home, Cobb Island

Private Retreat Bungalow-One Level, 2 blocks from Beach w/Porch & Deck is a holiday home in Cobb Island, with pet-friendly space, easy beach access, and outdoor space. This stay gives…

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About Private Retreat Bungalow-One Level, 2 blocks from Beach w/Porch & Deck

Private Retreat Bungalow-One Level, 2 blocks from Beach w/Porch & Deck is a holiday home in Cobb Island, with pet-friendly space, easy beach access, and outdoor 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, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,895.

From$271/night
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Charming 4-bedroom, 2-bath cottage, dog friendly, AC, WiFi, 1 block to beach - Cobb Island, MD

Charming 4-bedroom, 2-bath cottage, dog friendly, AC, WiFi, 1 block to beach

Cottage, Cobb Island

Charming 4-bedroom, 2-bath cottage, dog friendly, AC, WiFi, 1 block to beach is a cottage in Cobb Island, with pet-friendly space, easy beach access, and kitchen access. This stay gives…

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About Charming 4-bedroom, 2-bath cottage, dog friendly, AC, WiFi, 1 block to beach

Charming 4-bedroom, 2-bath cottage, dog friendly, AC, WiFi, 1 block to beach is a cottage in Cobb Island, 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,996.

From$285/night
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