Vacation rentals in Shadyside, PA

200 available vacation rental offers

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Best vacation rentals and Airbnb offers in Shadyside, PA

Stylish Apt - 2 Queen Bed - Easy Hospital Access - Shadyside, PA

Stylish Apt - 2 Queen Bed - Easy Hospital Access

Apartment, Shadyside

Stylish Apt - 2 Queen Bed - Easy Hospital Access is a apartment in Shadyside, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Stylish Apt - 2 Queen Bed - Easy Hospital Access

Stylish Apt - 2 Queen Bed - Easy Hospital Access is a apartment in Shadyside, with pet-friendly 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 wifi, pet friendly, pets friendly, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $690.

From$93/night
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Mathilda Street Trio - Stylish 2BR Apt - Shadyside, PA

Mathilda Street Trio - Stylish 2BR Apt

Apartment, Shadyside

Mathilda Street Trio - Stylish 2BR Apt is a apartment in Shadyside, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Mathilda Street Trio - Stylish 2BR Apt

Mathilda Street Trio - Stylish 2BR Apt is a apartment in Shadyside, 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 $719.

From$103/night
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Point Breeze Guest House - Shadyside, PA

Point Breeze Guest House

B & B, Shadyside

Point Breeze Guest House is a b & b in Shadyside, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About Point Breeze Guest House

Point Breeze Guest House is a b & b in Shadyside, with pet-friendly 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 breakfast, free wifi, pet friendly, pets friendly, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,031.

From$122/night
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Point Breeze Guest House - Shadyside, PA

Point Breeze Guest House

B & B, Shadyside

Point Breeze Guest House is a b & b in Shadyside, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About Point Breeze Guest House

Point Breeze Guest House is a b & b in Shadyside, with pet-friendly 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 breakfast, free wifi, pet friendly, pets friendly, and fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,031.

From$122/night
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Vacation rentals with parking in Shadyside, PA

Find vacation rentals that make arriving by car easier.

Loft 2 Bedrooms Sleeps 5 w/parking - Shadyside, PA

Loft 2 Bedrooms Sleeps 5 w/parking

Apartment, Shadyside

Loft 2 Bedrooms Sleeps 5 w/parking is a apartment in Shadyside, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area,…

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About Loft 2 Bedrooms Sleeps 5 w/parking

Loft 2 Bedrooms Sleeps 5 w/parking is a apartment in Shadyside, 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, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $962.

From$137/night
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2BR Near Hospitals, Nightlife, Eats & Great Coffee - Shadyside, PA

2BR Near Hospitals, Nightlife, Eats & Great Coffee

Villa, Shadyside

2BR Near Hospitals, Nightlife, Eats & Great Coffee is a villa in Shadyside, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring…

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About 2BR Near Hospitals, Nightlife, Eats & Great Coffee

2BR Near Hospitals, Nightlife, Eats & Great Coffee is a villa in Shadyside, 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 $1,051.

From$150/night
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Walkable 2BR in East Liberty - Parking - Shadyside, PA

Walkable 2BR in East Liberty - Parking

Apartment, Shadyside

Walkable 2BR in East Liberty - Parking is a apartment in Shadyside, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area,…

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About Walkable 2BR in East Liberty - Parking

Walkable 2BR in East Liberty - Parking is a apartment in Shadyside, 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 $1,064.

From$152/night
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East Liberty 2BR, Walkable, Parking - Shadyside, PA

East Liberty 2BR, Walkable, Parking

Apartment, Shadyside

East Liberty 2BR, Walkable, Parking is a apartment in Shadyside, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area,…

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About East Liberty 2BR, Walkable, Parking

East Liberty 2BR, Walkable, Parking is a apartment in Shadyside, 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 $1,091.

From$156/night
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Pet-friendly vacation rentals in Shadyside, PA

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

Charming 1-bedroom apartment across from Mac Miller mural - Shadyside, PA

Charming 1-bedroom apartment across from Mac Miller mural

Apartment, Shadyside

Charming 1-bedroom apartment across from Mac Miller mural is a apartment in Shadyside, with pet-friendly space and room for a group. This stay gives travelers a comfortable base for…

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About Charming 1-bedroom apartment across from Mac Miller mural

Charming 1-bedroom apartment across from Mac Miller mural is a apartment in Shadyside, with pet-friendly space 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, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $795.

From$114/night
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3E-Spacious close to PITT/CMU/Carlow, Sleeps 4 - Shadyside, PA

3E-Spacious close to PITT/CMU/Carlow, Sleeps 4

Apartment, Shadyside

3E-Spacious close to PITT/CMU/Carlow, Sleeps 4 is a apartment in Shadyside, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About 3E-Spacious close to PITT/CMU/Carlow, Sleeps 4

3E-Spacious close to PITT/CMU/Carlow, Sleeps 4 is a apartment in Shadyside, 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,145.

From$164/night
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*New* Loft 7 min to Acrisure Stadium Sleeps 4 - Shadyside, PA

*New* Loft 7 min to Acrisure Stadium Sleeps 4

Apartment, Shadyside

*New* Loft 7 min to Acrisure Stadium Sleeps 4 is a apartment in Shadyside, with pet-friendly space, parking, and room for a group. This stay gives travelers a comfortable base for exploring…

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About *New* Loft 7 min to Acrisure Stadium Sleeps 4

*New* Loft 7 min to Acrisure Stadium Sleeps 4 is a apartment in Shadyside, with pet-friendly space, parking, 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, pet friendly, pets friendly, gym, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,162.

From$166/night
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King Bed | Free Parking | Near UPMC, Pitt & CMU - Shadyside, PA

King Bed | Free Parking | Near UPMC, Pitt & CMU

Apartment, Shadyside

King Bed · Free Parking · Near UPMC, Pitt & CMU is a apartment in Shadyside, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About King Bed | Free Parking | Near UPMC, Pitt & CMU

King Bed · Free Parking · Near UPMC, Pitt & CMU is a apartment in Shadyside, 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 $1,266.

From$181/night
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Vacation rentals with a kitchen in Shadyside, PA

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

Cozy 1BR Retreat near Highland Park & Zoo - Shadyside, PA

Cozy 1BR Retreat near Highland Park & Zoo

Apartment, Shadyside

Cozy 1BR Retreat near Highland Park & Zoo is a apartment in Shadyside, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the…

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About Cozy 1BR Retreat near Highland Park & Zoo

Cozy 1BR Retreat near Highland Park & Zoo is a apartment in Shadyside, 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 $1,082.

From$155/night
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Spacious getaway in Little Italy with Parking - Shadyside, PA

Spacious getaway in Little Italy with Parking

Apartment, Shadyside

Spacious getaway in Little Italy with Parking is a apartment in Shadyside, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Spacious getaway in Little Italy with Parking

Spacious getaway in Little Italy with Parking is a apartment in Shadyside, 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 $1,172.

From$167/night
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*New* Loft 3 min to Local hospitals Sleeps 4 - Shadyside, PA

*New* Loft 3 min to Local hospitals Sleeps 4

Apartment, Shadyside

*New* Loft 3 min to Local hospitals Sleeps 4 is a apartment in Shadyside, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About *New* Loft 3 min to Local hospitals Sleeps 4

*New* Loft 3 min to Local hospitals Sleeps 4 is a apartment in Shadyside, 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,190.

From$170/night
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Shadyside/Central @2 Bright and Stylish Studio with Free Parking - Shadyside, PA

Shadyside/Central @2 Bright and Stylish Studio with Free Parking

Apartment, Shadyside

Shadyside/Central @2 Bright and Stylish Studio with Free Parking is a apartment in Shadyside, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Shadyside/Central @2 Bright and Stylish Studio with Free Parking

Shadyside/Central @2 Bright and Stylish Studio with Free Parking is a apartment in Shadyside, 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 $1,236.

From$177/night
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Family-friendly vacation rentals in Shadyside, PA

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

4 Mi to Downtown Pittsburgh: Family Home w/ Patio - Shadyside, PA

4 Mi to Downtown Pittsburgh: Family Home w/ Patio

Holiday Home, Shadyside

4 Mi to Downtown Pittsburgh: Family Home w/ Patio is a holiday home in Shadyside, with outdoor space, parking, and room for a group. This stay gives travelers a comfortable base for…

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About 4 Mi to Downtown Pittsburgh: Family Home w/ Patio

4 Mi to Downtown Pittsburgh: Family Home w/ Patio is a holiday home in Shadyside, with outdoor space, parking, 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, parking, paid parking, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,476.

From$133/night
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Comfy 3 BR - Family Friendly Apt - City Access - Shadyside, PA

Comfy 3 BR - Family Friendly Apt - City Access

Apartment, Shadyside

Comfy 3 BR - Family Friendly Apt - City Access is a apartment in Shadyside, with pet-friendly space, parking, and room for a group. This stay gives travelers a comfortable base for…

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About Comfy 3 BR - Family Friendly Apt - City Access

Comfy 3 BR - Family Friendly Apt - City Access is a apartment in Shadyside, with pet-friendly space, parking, 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, parking, and paid parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,115.

From$149/night
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3 Mi to Frick Park: Artsy, Urban Retreat w/ Deck - Shadyside, PA

3 Mi to Frick Park: Artsy, Urban Retreat w/ Deck

Cottage, Shadyside

3 Mi to Frick Park: Artsy, Urban Retreat w/ Deck is a cottage in Shadyside, with outdoor space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About 3 Mi to Frick Park: Artsy, Urban Retreat w/ Deck

3 Mi to Frick Park: Artsy, Urban Retreat w/ Deck is a cottage in Shadyside, with outdoor 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, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,441.

From$150/night
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4 Mi to Downtown Pittsburgh: Family Home w/ Patio - Shadyside, PA

4 Mi to Downtown Pittsburgh: Family Home w/ Patio

Holiday Home, Shadyside

4 Mi to Downtown Pittsburgh: Family Home w/ Patio is a holiday home in Shadyside, with outdoor space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

Read more

About 4 Mi to Downtown Pittsburgh: Family Home w/ Patio

4 Mi to Downtown Pittsburgh: Family Home w/ Patio is a holiday home in Shadyside, with outdoor 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,254.

From$179/night
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