Vacation rentals in Taylors Island, MD

77 available vacation rental offers

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Best Vacation rentals and Airbnb offers in Taylors Island, MD

3-bedroom house in soothing Saint Leonard with AC for relaxing stays - Taylors Island, MD

3-bedroom house in soothing Saint Leonard with AC for relaxing stays

Holiday Home, Taylors Island

3-bedroom house in soothing Saint Leonard with AC for relaxing stays is a holiday home in Taylors Island, with parking, room for a group, and a quieter setting. This stay gives travelers a…

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About 3-bedroom house in soothing Saint Leonard with AC for relaxing stays

3-bedroom house in soothing Saint Leonard with AC for relaxing stays is a holiday home in Taylors Island, with parking, 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: parking, free parking, fireplace, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $914.

From$131/night
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Relax & Recharge in Our Family-Favorite Retreat - Taylors Island, MD

Relax & Recharge in Our Family-Favorite Retreat

Apartment, Taylors Island

Relax & Recharge in Our Family-Favorite Retreat is a apartment in Taylors Island, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Relax & Recharge in Our Family-Favorite Retreat

Relax & Recharge in Our Family-Favorite Retreat is a apartment in Taylors 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: kitchen, with kitchen, parking, free parking, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $929.

From$133/night
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Garden Cottage · Garden Cottage - Fire Pit and Grill near Beaches - Taylors Island, MD

Garden Cottage · Garden Cottage - Fire Pit and Grill near Beaches

Guest House, Taylors Island

Garden Cottage · Garden Cottage - Fire Pit and Grill near Beaches is a guest house in Taylors Island, with easy beach access and kitchen access. This stay gives travelers a comfortable base…

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About Garden Cottage · Garden Cottage - Fire Pit and Grill near Beaches

Garden Cottage · Garden Cottage - Fire Pit and Grill near Beaches is a guest house in Taylors 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: free cancellation, kitchen, with kitchen, tv, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,235.

From$176/night
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Courtyard Studio at Bancroft Manor. Cozy Retreat! - Taylors Island, MD

Courtyard Studio at Bancroft Manor. Cozy Retreat!

Apartment, Taylors Island

Courtyard Studio at Bancroft Manor. Cozy Retreat! is a apartment in Taylors Island, with a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Courtyard Studio at Bancroft Manor. Cozy Retreat!

Courtyard Studio at Bancroft Manor. Cozy Retreat! is a apartment in Taylors Island, with 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, tv, heating, and internet.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,247.

From$178/night
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Browse Waterfront Vacation Rentals in Taylors Island, MD

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

Walk to Beach: Charming Maryland Home w/ Yard! - Taylors Island, MD

Walk to Beach: Charming Maryland Home w/ Yard!

Holiday Home, Taylors Island

Walk to Beach: Charming Maryland Home w/ Yard! is a holiday home in Taylors Island, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Walk to Beach: Charming Maryland Home w/ Yard!

Walk to Beach: Charming Maryland Home w/ Yard! is a holiday home in Taylors 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 $1,608.

From$230/night
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\"High Tide Tranquility\"- Beach w/ BBQ - Taylors Island, MD

\"High Tide Tranquility\"- Beach w/ BBQ

Holiday Home, Taylors Island

\"High Tide Tranquility\"- Beach w/ BBQ is a holiday home in Taylors Island, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About \"High Tide Tranquility\"- Beach w/ BBQ

\"High Tide Tranquility\"- Beach w/ BBQ is a holiday home in Taylors 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, kids friendly, and kids friendly videos or books.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,893.

From$270/night
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Cozy Beach Retreat - 3 bedrooms with 3 queen size beds. Sleeps 6 - Taylors Island, MD

Cozy Beach Retreat - 3 bedrooms with 3 queen size beds. Sleeps 6

Holiday Home, Taylors Island

Cozy Beach Retreat - 3 bedrooms with 3 queen size beds. Sleeps 6 is a holiday home in Taylors Island, with easy beach access, parking, and kitchen access. This stay gives travelers a…

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About Cozy Beach Retreat - 3 bedrooms with 3 queen size beds. Sleeps 6

Cozy Beach Retreat - 3 bedrooms with 3 queen size beds. Sleeps 6 is a holiday home in Taylors 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 $2,129.

From$304/night
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Stunning Bay Views, Abundant Wildlife, Great Fishing & Easy Boating Access - Taylors Island, MD

Stunning Bay Views, Abundant Wildlife, Great Fishing & Easy Boating Access

Holiday Home, Taylors Island

Stunning Bay Views, Abundant Wildlife, Great Fishing & Easy Boating Access is a holiday home in Taylors Island, with easy beach access. This stay gives travelers a comfortable base for…

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About Stunning Bay Views, Abundant Wildlife, Great Fishing & Easy Boating Access

Stunning Bay Views, Abundant Wildlife, Great Fishing & Easy Boating Access is a holiday home in Taylors 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.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,297.

From$328/night
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Browse Vacation Rentals with a Pool in Taylors Island, MD

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

< 1 Mi to Dtwn: Waterfront Townhome in Cambridge! - Taylors Island, MD

< 1 Mi to Dtwn: Waterfront Townhome in Cambridge!

Holiday Home, Taylors Island

< 1 Mi to Dtwn: Waterfront Townhome in Cambridge! is a holiday home in Taylors Island, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for…

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About < 1 Mi to Dtwn: Waterfront Townhome in Cambridge!

< 1 Mi to Dtwn: Waterfront Townhome in Cambridge! is a holiday home in Taylors 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, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,089.

From$441/night
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Private Waterfront Family Retreat w/ Pier Pool Pickleball Basketball Volleyball - Taylors Island, MD

Private Waterfront Family Retreat w/ Pier Pool Pickleball Basketball Volleyball

Country House, Taylors Island

Private Waterfront Family Retreat w/ Pier Pool Pickleball Basketball Volleyball is a country house in Taylors Island, with pool access, easy beach access, and kitchen access. This stay…

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About Private Waterfront Family Retreat w/ Pier Pool Pickleball Basketball Volleyball

Private Waterfront Family Retreat w/ Pier Pool Pickleball Basketball Volleyball is a country house in Taylors Island, with pool access, 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: pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,963.

From$709/night
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Relaxing getaway at Outrigger w/ plenty of space sleeping up to 21 - Taylors Island, MD

Relaxing getaway at Outrigger w/ plenty of space sleeping up to 21

Holiday Home, Taylors Island

Relaxing getaway at Outrigger w/ plenty of space sleeping up to 21 is a holiday home in Taylors Island, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a…

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About Relaxing getaway at Outrigger w/ plenty of space sleeping up to 21

Relaxing getaway at Outrigger w/ plenty of space sleeping up to 21 is a holiday home in Taylors Island, with pet-friendly space, 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $6,626.

From$947/night
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Renovated Historic Waterfront Home with Pool, Dock, 200 acres - Taylors Island, MD

Renovated Historic Waterfront Home with Pool, Dock, 200 acres

Holiday Home, Taylors Island

Renovated Historic Waterfront Home with Pool, Dock, 200 acres is a holiday home in Taylors Island, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a…

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About Renovated Historic Waterfront Home with Pool, Dock, 200 acres

Renovated Historic Waterfront Home with Pool, Dock, 200 acres is a holiday home in Taylors Island, 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: free cancellation, pool, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $6,677.

From$954/night
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Best Taylors Island, MD vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Cambridge Apt in Walkable Neighborhood - Taylors Island, MD

Cambridge Apt in Walkable Neighborhood

Apartment, Taylors Island

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

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About Cambridge Apt in Walkable Neighborhood

Cambridge Apt in Walkable Neighborhood is a apartment in Taylors 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 $1,412.

From$202/night
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Cozy Chesapeake Cottage w/ water views - Taylors Island, MD

Cozy Chesapeake Cottage w/ water views

Holiday Home, Taylors Island

Cozy Chesapeake Cottage w/ water views is a holiday home in Taylors Island, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Cozy Chesapeake Cottage w/ water views

Cozy Chesapeake Cottage w/ water views is a holiday home in Taylors 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 $1,909.

From$273/night
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Waterfront Historic \"Old Bank\" on Hoopers Island - Taylors Island, MD

Waterfront Historic \"Old Bank\" on Hoopers Island

Holiday Home, Taylors Island

Waterfront Historic \"Old Bank\" on Hoopers Island is a holiday home in Taylors Island, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Waterfront Historic \"Old Bank\" on Hoopers Island

Waterfront Historic \"Old Bank\" on Hoopers Island is a holiday home in Taylors 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: kitchen, with kitchen, parking, free parking, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,994.

From$285/night
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The Cottage at Heron Cove is a Cozy waterfront cottage on a Secluded Peninsula - Taylors Island, MD

The Cottage at Heron Cove is a Cozy waterfront cottage on a Secluded Peninsula

Cottage, Taylors Island

The Cottage at Heron Cove is a Cozy waterfront cottage on a Secluded Peninsula is a cottage in Taylors Island, with easy beach access, parking, and kitchen access. This stay gives travelers…

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About The Cottage at Heron Cove is a Cozy waterfront cottage on a Secluded Peninsula

The Cottage at Heron Cove is a Cozy waterfront cottage on a Secluded Peninsula is a cottage in Taylors 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 wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,136.

From$305/night
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Best Pet-Friendly Vacation Rentals in Taylors Island, MD

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

La Casa Azul . with Wi-Fi, AC - Taylors Island, MD

La Casa Azul . with Wi-Fi, AC

Holiday Home, Taylors Island

La Casa Azul . with Wi-Fi, AC is a holiday home in Taylors Island, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About La Casa Azul . with Wi-Fi, AC

La Casa Azul . with Wi-Fi, AC is a holiday home in Taylors Island, 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 $1,369.

From$196/night
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BEAUTIFUL PEACEFUL, SCENIC, ENJOY CRABS N FISH MEMORABLE, FREE TOUR OF AREA! - Taylors Island, MD

BEAUTIFUL PEACEFUL, SCENIC, ENJOY CRABS N FISH MEMORABLE, FREE TOUR OF AREA!

Holiday Home, Taylors Island

BEAUTIFUL PEACEFUL, SCENIC, ENJOY CRABS N FISH MEMORABLE, FREE TOUR OF AREA! is a holiday home in Taylors Island, with pet-friendly space and kitchen access. This stay gives travelers a…

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About BEAUTIFUL PEACEFUL, SCENIC, ENJOY CRABS N FISH MEMORABLE, FREE TOUR OF AREA!

BEAUTIFUL PEACEFUL, SCENIC, ENJOY CRABS N FISH MEMORABLE, FREE TOUR OF AREA! is a holiday home in Taylors Island, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,082.

From$297/night
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Blue Heron Inn - A Bed and Breakfast LLC - Taylors Island, MD

Blue Heron Inn - A Bed and Breakfast LLC

B & B, Taylors Island

Blue Heron Inn - A Bed and Breakfast LLC is a b & b in Taylors Island, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Blue Heron Inn - A Bed and Breakfast LLC

Blue Heron Inn - A Bed and Breakfast LLC is a b & b in Taylors Island, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,046.

From$263/night
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Blue Heron Inn - A Bed and Breakfast LLC - Taylors Island, MD

Blue Heron Inn - A Bed and Breakfast LLC

B & B, Taylors Island

Blue Heron Inn - A Bed and Breakfast LLC is a b & b in Taylors Island, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Blue Heron Inn - A Bed and Breakfast LLC

Blue Heron Inn - A Bed and Breakfast LLC is a b & b in Taylors Island, with pet-friendly 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: free wifi, pet friendly, pets friendly, parking, and paid parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,046.

From$263/night
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Best Taylors Island, MD vacation rentals with a kitchen

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

Cambridge Apt in Walkable Neighborhood - Taylors Island, MD

Cambridge Apt in Walkable Neighborhood

Apartment, Taylors Island

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

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About Cambridge Apt in Walkable Neighborhood

Cambridge Apt in Walkable Neighborhood is a apartment in Taylors 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 $1,562.

From$175/night
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Cheerful three-bedroom Cottage - Taylors Island, MD

Cheerful three-bedroom Cottage

Holiday Home, Taylors Island

Cheerful three-bedroom Cottage is a holiday home in Taylors Island, 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 Taylors Island, 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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Spacious, pet-friendly 3-bedroom home - Taylors Island, MD

Spacious, pet-friendly 3-bedroom home

Holiday Home, Taylors Island

Spacious, pet-friendly 3-bedroom home is a holiday home in Taylors Island, 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 Taylors Island, 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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Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly) - Taylors Island, MD

Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)

Cottage, Taylors Island

Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly) is a cottage in Taylors Island, with pet-friendly space, easy beach access, and kitchen access. This stay gives…

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About Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)

Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly) is a cottage in Taylors 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 $2,465.

From$352/night
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