Vacation rentals in Stockton, MD

85 available vacation rental offers

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Best vacation rentals and Airbnb offers in Stockton, MD

Cozy Barn Loft: Country Views & Central to Beaches - Stockton, MD

Cozy Barn Loft: Country Views & Central to Beaches

Holiday Home, Stockton

Cozy Barn Loft: Country Views & Central to Beaches is a holiday home in Stockton, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Cozy Barn Loft: Country Views & Central to Beaches

Cozy Barn Loft: Country Views & Central to Beaches is a holiday home in Stockton, 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, kids friendly, and kids friendly videos or books.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,125.

From$161/night
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Serenity Cottage: Central to state parks, historic towns, MD & VA beaches - Stockton, MD

Serenity Cottage: Central to state parks, historic towns, MD & VA beaches

Cottage, Stockton

Serenity Cottage: Central to state parks, historic towns, MD & VA beaches is a cottage in Stockton, with easy beach access, parking, and kitchen access. This stay gives travelers a…

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About Serenity Cottage: Central to state parks, historic towns, MD & VA beaches

Serenity Cottage: Central to state parks, historic towns, MD & VA beaches is a cottage in Stockton, 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 $1,198.

From$171/night
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Sea Pines -2BR CLOSE TO SHOPPING,SCREENED PORCH, Linens and Towels Provided - Stockton, MD

Sea Pines -2BR CLOSE TO SHOPPING,SCREENED PORCH, Linens and Towels Provided

Holiday Home, Stockton

Sea Pines -2BR CLOSE TO SHOPPING,SCREENED PORCH, Linens and Towels Provided is a holiday home in Stockton, with kitchen access and room for a group. This stay gives travelers a comfortable…

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About Sea Pines -2BR CLOSE TO SHOPPING,SCREENED PORCH, Linens and Towels Provided

Sea Pines -2BR CLOSE TO SHOPPING,SCREENED PORCH, Linens and Towels Provided is a holiday home in Stockton, 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: kitchen, with kitchen, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,260.

From$180/night
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Water's Edge - Water Front/Access - Townhouse with community pier, NO LINENS - Stockton, MD

Water's Edge - Water Front/Access - Townhouse with community pier, NO LINENS

Holiday Home, Stockton

Water's Edge - Water Front/Access - Townhouse with community pier, NO LINENS is a holiday home in Stockton, with kitchen access. This stay gives travelers a comfortable base for exploring…

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About Water's Edge - Water Front/Access - Townhouse with community pier, NO LINENS

Water's Edge - Water Front/Access - Townhouse with community pier, NO LINENS is a holiday home in Stockton, 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: kitchen, with kitchen, fireplace, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,300.

From$186/night
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Vacation rentals with a pool in Stockton, MD

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

Off Duty | Waterfront, Dock & Boat Lift, Screened Porch, Tiki Bar + Community Pools, Pet Friendly - Stockton, MD

Off Duty | Waterfront, Dock & Boat Lift, Screened Porch, Tiki Bar + Community Pools, Pet Friendly

Holiday Home, Stockton

Off Duty · Waterfront, Dock & Boat Lift, Screened Porch, Tiki Bar + Community Pools, Pet Friendly is a holiday home in Stockton, with pet-friendly space, pool access, and easy beach access.…

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About Off Duty | Waterfront, Dock & Boat Lift, Screened Porch, Tiki Bar + Community Pools, Pet Friendly

Off Duty · Waterfront, Dock & Boat Lift, Screened Porch, Tiki Bar + Community Pools, Pet Friendly is a holiday home in Stockton, with pet-friendly space, 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,409.

From$344/night
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Canalfront home with bulkhead by Seaside Vacations & Sales - Stockton, MD

Canalfront home with bulkhead by Seaside Vacations & Sales

Holiday Home, Stockton

Canalfront home with bulkhead by Seaside Vacations & Sales is a holiday home in Stockton, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Canalfront home with bulkhead by Seaside Vacations & Sales

Canalfront home with bulkhead by Seaside Vacations & Sales is a holiday home in Stockton, 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: pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,576.

From$368/night
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Off the Record by Seaside Vacations & Sales - Stockton, MD

Off the Record by Seaside Vacations & Sales

Holiday Home, Stockton

Off the Record by Seaside Vacations & Sales is a holiday home in Stockton, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area,…

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About Off the Record by Seaside Vacations & Sales

Off the Record by Seaside Vacations & Sales is a holiday home in Stockton, 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, pet friendly, pets friendly, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,595.

From$371/night
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Bay Breeze by Seaside Vacations & Sales - Stockton, MD

Bay Breeze by Seaside Vacations & Sales

Holiday Home, Stockton

Bay Breeze by Seaside Vacations & Sales is a holiday home in Stockton, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable base for…

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About Bay Breeze by Seaside Vacations & Sales

Bay Breeze by Seaside Vacations & Sales is a holiday home in Stockton, with pet-friendly space, 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, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,672.

From$382/night
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Vacation rentals with parking in Stockton, MD

Find vacation rentals that make arriving by car easier.

Teal Lighthouse | Affordable Island Charm Close to the Beach! - Stockton, MD

Teal Lighthouse | Affordable Island Charm Close to the Beach!

Holiday Home, Stockton

Teal Lighthouse · Affordable Island Charm Close to the Beach! is a holiday home in Stockton, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable…

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About Teal Lighthouse | Affordable Island Charm Close to the Beach!

Teal Lighthouse · Affordable Island Charm Close to the Beach! is a holiday home in Stockton, 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 wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,757.

From$251/night
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Island Generations | 2BR Coastal Retreat on Little Oyster Bay with Private Dock - Stockton, MD

Island Generations | 2BR Coastal Retreat on Little Oyster Bay with Private Dock

Holiday Home, Stockton

Island Generations · 2BR Coastal Retreat on Little Oyster Bay with Private Dock is a holiday home in Stockton, with easy beach access, parking, and kitchen access. This stay gives travelers…

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About Island Generations | 2BR Coastal Retreat on Little Oyster Bay with Private Dock

Island Generations · 2BR Coastal Retreat on Little Oyster Bay with Private Dock is a holiday home in Stockton, 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 wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,812.

From$259/night
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Southern Dream | Oyster Bay Water View Home, Screened Porch, Large Deck + Outdoor Shower - Stockton, MD

Southern Dream | Oyster Bay Water View Home, Screened Porch, Large Deck + Outdoor Shower

Holiday Home, Stockton

Southern Dream · Oyster Bay Water View Home, Screened Porch, Large Deck + Outdoor Shower is a holiday home in Stockton, with easy beach access, outdoor space, and parking. This stay gives…

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About Southern Dream | Oyster Bay Water View Home, Screened Porch, Large Deck + Outdoor Shower

Southern Dream · Oyster Bay Water View Home, Screened Porch, Large Deck + Outdoor Shower is a holiday home in Stockton, with easy beach access, outdoor space, 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: kitchen, with kitchen, parking, free parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,825.

From$261/night
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Three Pines- Screen Porch - Close to Town - Newly Renovated - Stockton, MD

Three Pines- Screen Porch - Close to Town - Newly Renovated

Holiday Home, Stockton

Three Pines- Screen Porch - Close to Town - Newly Renovated is a holiday home in Stockton, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Three Pines- Screen Porch - Close to Town - Newly Renovated

Three Pines- Screen Porch - Close to Town - Newly Renovated is a holiday home in Stockton, 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 $1,842.

From$263/night
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Pet-friendly vacation rentals in Stockton, MD

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

Serenity at Deep Hole Hideaway | Cozy Retreat w/ Deck, Firepit, Full Kitchen & Pet Friendly - Stockton, MD

Serenity at Deep Hole Hideaway | Cozy Retreat w/ Deck, Firepit, Full Kitchen & Pet Friendly

Holiday Home, Stockton

Serenity at Deep Hole Hideaway · Cozy Retreat w/ Deck, Firepit, Full Kitchen & Pet Friendly is a holiday home in Stockton, with pet-friendly space, outdoor space, and parking. This stay…

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About Serenity at Deep Hole Hideaway | Cozy Retreat w/ Deck, Firepit, Full Kitchen & Pet Friendly

Serenity at Deep Hole Hideaway · Cozy Retreat w/ Deck, Firepit, Full Kitchen & Pet Friendly is a holiday home in Stockton, with pet-friendly space, outdoor space, 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: pet friendly, pets friendly, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,483.

From$212/night
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Escape at Deep Hole Hideaway | Chic 2BR Retreat w/ Full Kitchen, Daybed + Sleeper Sofa, Pet Friendly - Stockton, MD

Escape at Deep Hole Hideaway | Chic 2BR Retreat w/ Full Kitchen, Daybed + Sleeper Sofa, Pet Friendly

Holiday Home, Stockton

Escape at Deep Hole Hideaway · Chic 2BR Retreat w/ Full Kitchen, Daybed + Sleeper Sofa, Pet Friendly is a holiday home in Stockton, with pet-friendly space, parking, and kitchen access.…

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About Escape at Deep Hole Hideaway | Chic 2BR Retreat w/ Full Kitchen, Daybed + Sleeper Sofa, Pet Friendly

Escape at Deep Hole Hideaway · Chic 2BR Retreat w/ Full Kitchen, Daybed + Sleeper Sofa, Pet Friendly is a holiday home in Stockton, 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: pet friendly, pets friendly, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,544.

From$221/night
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Creekside Paradise - Water front &Access -Pet Friendly -Shared Dock NO LINENS - Stockton, MD

Creekside Paradise - Water front &Access -Pet Friendly -Shared Dock NO LINENS

Holiday Home, Stockton

Creekside Paradise - Water front &Access -Pet Friendly -Shared Dock NO LINENS is a holiday home in Stockton, with pet-friendly space and kitchen access. This stay gives travelers a…

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About Creekside Paradise - Water front &Access -Pet Friendly -Shared Dock NO LINENS

Creekside Paradise - Water front &Access -Pet Friendly -Shared Dock NO LINENS is a holiday home in Stockton, 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: hot tub, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,678.

From$240/night
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Casa Del Rio by Seaside Vacations & Sales - Stockton, MD

Casa Del Rio by Seaside Vacations & Sales

Holiday Home, Stockton

Casa Del Rio by Seaside Vacations & Sales is a holiday home in Stockton, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Casa Del Rio by Seaside Vacations & Sales

Casa Del Rio by Seaside Vacations & Sales is a holiday home in Stockton, 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: kitchen, with kitchen, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,974.

From$282/night
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Vacation rentals with a kitchen in Stockton, MD

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

Sunkissed Bliss - 2BR Townhouse - Close to Beach, NO LINENS - Stockton, MD

Sunkissed Bliss - 2BR Townhouse - Close to Beach, NO LINENS

Holiday Home, Stockton

Sunkissed Bliss - 2BR Townhouse - Close to Beach, NO LINENS is a holiday home in Stockton, with easy beach access, kitchen access, and room for a group. This stay gives travelers a…

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About Sunkissed Bliss - 2BR Townhouse - Close to Beach, NO LINENS

Sunkissed Bliss - 2BR Townhouse - Close to Beach, NO LINENS is a holiday home in Stockton, 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: kitchen, with kitchen, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,330.

From$190/night
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Sunrise - Waterfront home ,lg back waterfront deck. NO LINENS - Stockton, MD

Sunrise - Waterfront home ,lg back waterfront deck. NO LINENS

Holiday Home, Stockton

Sunrise - Waterfront home ,lg back waterfront deck. NO LINENS is a holiday home in Stockton, with easy beach access, outdoor space, and kitchen access. This stay gives travelers a…

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About Sunrise - Waterfront home ,lg back waterfront deck. NO LINENS

Sunrise - Waterfront home ,lg back waterfront deck. NO LINENS is a holiday home in Stockton, with easy beach access, outdoor 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: kitchen, with kitchen, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,809.

From$258/night
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2 Mi to Downtown: Tranquil Abode in Chincoteague! - Stockton, MD

2 Mi to Downtown: Tranquil Abode in Chincoteague!

Cottage, Stockton

2 Mi to Downtown: Tranquil Abode in Chincoteague! is a cottage in Stockton, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About 2 Mi to Downtown: Tranquil Abode in Chincoteague!

2 Mi to Downtown: Tranquil Abode in Chincoteague! is a cottage in Stockton, 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 $2,449.

From$283/night
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Half Shell | Clean accommodations close to Beach Road! - Stockton, MD

Half Shell | Clean accommodations close to Beach Road!

Holiday Home, Stockton

Half Shell · Clean accommodations close to Beach Road! is a holiday home in Stockton, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Half Shell | Clean accommodations close to Beach Road!

Half Shell · Clean accommodations close to Beach Road! is a holiday home in Stockton, 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: kitchen, with kitchen, parking, free parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,006.

From$287/night
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Family-friendly vacation rentals in Stockton, MD

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

Hancock House -Single Family Home - Screened Porch, NO LINENS PROVIDED - Stockton, MD

Hancock House -Single Family Home - Screened Porch, NO LINENS PROVIDED

Holiday Home, Stockton

Hancock House -Single Family Home - Screened Porch, NO LINENS PROVIDED is a holiday home in Stockton, with kitchen access and room for a group. This stay gives travelers a comfortable base…

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About Hancock House -Single Family Home - Screened Porch, NO LINENS PROVIDED

Hancock House -Single Family Home - Screened Porch, NO LINENS PROVIDED is a holiday home in Stockton, 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: kitchen, with kitchen, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,614.

From$231/night
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Crabby Pines | One-Level Chincoteague Ranch Near Boat Ramp & Beach Road Attractions, Pet Friendly - Stockton, MD

Crabby Pines | One-Level Chincoteague Ranch Near Boat Ramp & Beach Road Attractions, Pet Friendly

Holiday Home, Stockton

Crabby Pines · One-Level Chincoteague Ranch Near Boat Ramp & Beach Road Attractions, Pet Friendly is a holiday home in Stockton, with pet-friendly space, easy beach access, and kitchen…

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About Crabby Pines | One-Level Chincoteague Ranch Near Boat Ramp & Beach Road Attractions, Pet Friendly

Crabby Pines · One-Level Chincoteague Ranch Near Boat Ramp & Beach Road Attractions, Pet Friendly is a holiday home in Stockton, 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 $1,817.

From$260/night
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Timeout | Renovated 2BR Cottage, Screened Porch, Kayak + Bikes, Pet Friendly Near Downtown - Stockton, MD

Timeout | Renovated 2BR Cottage, Screened Porch, Kayak + Bikes, Pet Friendly Near Downtown

Cottage, Stockton

Timeout · Renovated 2BR Cottage, Screened Porch, Kayak + Bikes, Pet Friendly Near Downtown is a cottage in Stockton, with pet-friendly space, kitchen access, and room for a group. This stay…

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About Timeout | Renovated 2BR Cottage, Screened Porch, Kayak + Bikes, Pet Friendly Near Downtown

Timeout · Renovated 2BR Cottage, Screened Porch, Kayak + Bikes, Pet Friendly Near Downtown is a cottage in Stockton, 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 wifi, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,892.

From$270/night
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2 Mi to Downtown: Tranquil Abode in Chincoteague! - Stockton, MD

2 Mi to Downtown: Tranquil Abode in Chincoteague!

Holiday Home, Stockton

2 Mi to Downtown: Tranquil Abode in Chincoteague! is a holiday home in Stockton, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About 2 Mi to Downtown: Tranquil Abode in Chincoteague!

2 Mi to Downtown: Tranquil Abode in Chincoteague! is a holiday home in Stockton, 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 $1,934.

From$276/night
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