Vacation rentals in Pittsville, MD

29 available vacation rental offers

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Best vacation rentals and Airbnb offers in Pittsville, MD

Salisbury Riverfront Lofts - Pittsville, MD

Salisbury Riverfront Lofts

Apartment, Pittsville

Salisbury Riverfront Lofts is a apartment in Pittsville, 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 Salisbury Riverfront Lofts

Salisbury Riverfront Lofts is a apartment in Pittsville, 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 ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,176.

From$128/night
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Retro Hipster: Close to downtown, dining and fun - Pittsville, MD

Retro Hipster: Close to downtown, dining and fun

Apartment, Pittsville

Retro Hipster: Close to downtown, dining and fun is a apartment in Pittsville, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Retro Hipster: Close to downtown, dining and fun

Retro Hipster: Close to downtown, dining and fun is a apartment in Pittsville, 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 $951.

From$136/night
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Spacious Riverfront Loft Close to Downtown and Dining - Pittsville, MD

Spacious Riverfront Loft Close to Downtown and Dining

Apartment, Pittsville

Spacious Riverfront Loft Close to Downtown and Dining is a apartment in Pittsville, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Spacious Riverfront Loft Close to Downtown and Dining

Spacious Riverfront Loft Close to Downtown and Dining is a apartment in Pittsville, 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 $970.

From$139/night
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Tranquil Delmar Home ~ 7 Mi to Salisbury! - Pittsville, MD

Tranquil Delmar Home ~ 7 Mi to Salisbury!

Holiday Home, Pittsville

Tranquil Delmar Home ~ 7 Mi to Salisbury! is a holiday home in Pittsville, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Tranquil Delmar Home ~ 7 Mi to Salisbury!

Tranquil Delmar Home ~ 7 Mi to Salisbury! is a holiday home in Pittsville, 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 wifi, parking, paid parking, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,355.

From$139/night
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Vacation rentals with parking in Pittsville, MD

Find vacation rentals that make arriving by car easier.

2 Mi to Dtwn! Waterfront Gem on Wicomico River - Pittsville, MD

2 Mi to Dtwn! Waterfront Gem on Wicomico River

Apartment, Pittsville

2 Mi to Dtwn! Waterfront Gem on Wicomico River is a apartment in Pittsville, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About 2 Mi to Dtwn! Waterfront Gem on Wicomico River

2 Mi to Dtwn! Waterfront Gem on Wicomico River is a apartment in Pittsville, 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 $1,657.

From$237/night
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\"The Hive\"-Downtown Berlin, 4 BR, Sleeps 8, 2 Bath - Pittsville, MD

\"The Hive\"-Downtown Berlin, 4 BR, Sleeps 8, 2 Bath

Holiday Home, Pittsville

\"The Hive\"-Downtown Berlin, 4 BR, Sleeps 8, 2 Bath is a holiday home in Pittsville, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About \"The Hive\"-Downtown Berlin, 4 BR, Sleeps 8, 2 Bath

\"The Hive\"-Downtown Berlin, 4 BR, Sleeps 8, 2 Bath is a holiday home in Pittsville, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,300.

From$329/night
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Charming 3-bedroom house in wonderful and fascinating Berlin, MD. - Pittsville, MD

Charming 3-bedroom house in wonderful and fascinating Berlin, MD.

Holiday Home, Pittsville

Charming 3-bedroom house in wonderful and fascinating Berlin, MD. is a holiday home in Pittsville, with parking, kitchen access, and room for a group. This stay gives travelers a…

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About Charming 3-bedroom house in wonderful and fascinating Berlin, MD.

Charming 3-bedroom house in wonderful and fascinating Berlin, MD. is a holiday home in Pittsville, 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 $2,484.

From$355/night
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Game Room! Serene 15-Acre Nature Escape in Delmar - Pittsville, MD

Game Room! Serene 15-Acre Nature Escape in Delmar

Holiday Home, Pittsville

Game Room! Serene 15-Acre Nature Escape in Delmar is a holiday home in Pittsville, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Game Room! Serene 15-Acre Nature Escape in Delmar

Game Room! Serene 15-Acre Nature Escape in Delmar is a holiday home in Pittsville, 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 $3,031.

From$433/night
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Pet-friendly vacation rentals in Pittsville, MD

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

Entire home. Historic, dog-friendly Colonial - Pittsville, MD

Entire home. Historic, dog-friendly Colonial

Holiday Home, Pittsville

Entire home. Historic, dog-friendly Colonial is a holiday home in Pittsville, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Entire home. Historic, dog-friendly Colonial

Entire home. Historic, dog-friendly Colonial is a holiday home in Pittsville, 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,060.

From$294/night
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5 Mins to the Beach, Pool,Tennis/Pickleball, Free Activities Inc. 18 Holes - Pittsville, MD

5 Mins to the Beach, Pool,Tennis/Pickleball, Free Activities Inc. 18 Holes

Holiday Home, Pittsville

5 Mins to the Beach, Pool,Tennis/Pickleball, Free Activities Inc. 18 Holes is a holiday home in Pittsville, with pet-friendly space, pool access, and easy beach access. This stay gives…

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About 5 Mins to the Beach, Pool,Tennis/Pickleball, Free Activities Inc. 18 Holes

5 Mins to the Beach, Pool,Tennis/Pickleball, Free Activities Inc. 18 Holes is a holiday home in Pittsville, 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: pet friendly, pets friendly, heating, and internet.

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

From$296/night
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Vacation Home in Delmar - Pittsville, MD

Vacation Home in Delmar

Holiday Home, Pittsville

Vacation Home in Delmar is a holiday home in Pittsville, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Vacation Home in Delmar

Vacation Home in Delmar is a holiday home in Pittsville, 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 $2,306.

From$329/night
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Downtown Berlin Home w Historic Charm Dog Friendly Home - Pittsville, MD

Downtown Berlin Home w Historic Charm Dog Friendly Home

Holiday Home, Pittsville

Downtown Berlin Home w Historic Charm Dog Friendly Home is a holiday home in Pittsville, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for…

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About Downtown Berlin Home w Historic Charm Dog Friendly Home

Downtown Berlin Home w Historic Charm Dog Friendly Home is a holiday home in Pittsville, 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 $2,431.

From$347/night
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Family-friendly vacation rentals in Pittsville, MD

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

The Lighthouse Cottage. Close to Ocean City, MD and Fenwick Island, DE. PETS OK - Pittsville, MD

The Lighthouse Cottage. Close to Ocean City, MD and Fenwick Island, DE. PETS OK

Holiday Home, Pittsville

The Lighthouse Cottage. Close to Ocean City, MD and Fenwick Island, DE. PETS OK is a holiday home in Pittsville, with pet-friendly space, easy beach access, and kitchen access. This stay…

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About The Lighthouse Cottage. Close to Ocean City, MD and Fenwick Island, DE. PETS OK

The Lighthouse Cottage. Close to Ocean City, MD and Fenwick Island, DE. PETS OK is a holiday home in Pittsville, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

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

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,950.

From$279/night
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Family Getaway- Beautiful & spacious 4 Bdrm Historic Home with a modern touch! - Pittsville, MD

Family Getaway- Beautiful & spacious 4 Bdrm Historic Home with a modern touch!

Holiday Home, Pittsville

Family Getaway- Beautiful & spacious 4 Bdrm Historic Home with a modern touch! is a holiday home in Pittsville, with parking, kitchen access, and room for a group. This stay gives travelers…

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About Family Getaway- Beautiful & spacious 4 Bdrm Historic Home with a modern touch!

Family Getaway- Beautiful & spacious 4 Bdrm Historic Home with a modern touch! is a holiday home in Pittsville, 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, hot tub, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,906.

From$415/night
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Peaceful 3BR Home Near SU, Sports Fields, Civic Center, Zoo & Ocean City - Pittsville, MD

Peaceful 3BR Home Near SU, Sports Fields, Civic Center, Zoo & Ocean City

Holiday Home, Pittsville

Peaceful 3BR Home Near SU, Sports Fields, Civic Center, Zoo & Ocean City is a holiday home in Pittsville, with easy beach access, kitchen access, and room for a group. This stay gives…

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About Peaceful 3BR Home Near SU, Sports Fields, Civic Center, Zoo & Ocean City

Peaceful 3BR Home Near SU, Sports Fields, Civic Center, Zoo & Ocean City is a holiday home in Pittsville, 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: free cancellation, free wifi, kitchen, with kitchen, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,161.

From$452/night
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Remodel Cottage with Pond on Three Acres - Pittsville, MD

Remodel Cottage with Pond on Three Acres

Cottage, Pittsville

Remodel Cottage with Pond on Three Acres is a cottage in Pittsville, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Remodel Cottage with Pond on Three Acres

Remodel Cottage with Pond on Three Acres is a cottage in Pittsville, 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 $5,354.

From$765/night
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