Search Cottages in Pleasant Hills

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug
In one month
29 Aug - 31 Aug
In two months
26 Sep - 28 Sep

Cottages in Pleasant Hills

Pittsburgh Home Near Frick Park, 7 Mi to Dtwn
House (3 Bedrooms) | Interior

Pittsburgh Home Near Frick Park, 7 Mi to Dtwn

3.0 star property
Pittsburgh Home Near Frick Park, 7 Mi to Dtwn
3 Mi to Frick Park: Artsy, Urban Retreat w/ Deck
House (2 Bedrooms) | Interior

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

3.0 star property
3 Mi to Frick Park: Artsy, Urban Retreat w/ Deck
Cottage near Pittsburgh - Pet Friendly, No Pet/Cleaning Fees, Secluded & Quiet
Outdoor dining

Cottage near Pittsburgh - Pet Friendly, No Pet/Cleaning Fees, Secluded & Quiet

9.6 out of 10, Exceptional, (147)
"The cottage is very whimsical and cozy. The view was amazing night and day. We enjoyed the fireplace and the French pastry shoppe La Gourmandine. We would rent this place again. "
Cottage near Pittsburgh - Pet Friendly, No Pet/Cleaning Fees, Secluded & Quiet
Rustic Chic Retreat: 4 Mi to Kennywood!
House (2 Bedrooms) | Interior

Rustic Chic Retreat: 4 Mi to Kennywood!

3.0 star property
Rustic Chic Retreat: 4 Mi to Kennywood!
Spacious Pittsburgh Rental: Walk to Frick Park!
House (3 Bedrooms) | Interior

Spacious Pittsburgh Rental: Walk to Frick Park!

3.0 star property
Spacious Pittsburgh Rental: Walk to Frick Park!
Kool, Retro Chic is what comes to mind when describing this unique Hideaway!
Exterior

Kool, Retro Chic is what comes to mind when describing this unique Hideaway!

9.8 out of 10, Exceptional, (44)
"Great value for the price. It was a bit cramped but clean and the host was very thorough ! Fun for a short stay."
Kool, Retro Chic is what comes to mind when describing this unique Hideaway!
Charming West Mifflin House - 3 Mi to Kennywood!
Interior

Charming West Mifflin House - 3 Mi to Kennywood!

3.0 star property
Charming West Mifflin House - 3 Mi to Kennywood!
Walk to Walnut St: Shadyside House w/ Deck
Apartment (2 Bedrooms) | Interior

Walk to Walnut St: Shadyside House w/ Deck

3.0 star property
10.0 out of 10, Exceptional, (2)
"Great location. Very clean. Worked perfectly for our group of 5 and dog. will definitely be returning,"
Walk to Walnut St: Shadyside House w/ Deck
Pittsburgh Home w/ Private Yard 3 Mi to Dtwn!
Interior

Pittsburgh Home w/ Private Yard 3 Mi to Dtwn!

3.0 star property
Pittsburgh Home w/ Private Yard 3 Mi to Dtwn!
Charming Pittsburgh Home - Walk to Riverfront!
House (3 Bedrooms) | Interior

Charming Pittsburgh Home - Walk to Riverfront!

3.0 star property
Charming Pittsburgh Home - Walk to Riverfront!
5 Mi to North Shore: Updated Home w/ Fire Pit!
House (3 Bedrooms) | Interior

5 Mi to North Shore: Updated Home w/ Fire Pit!

3.0 star property
5 Mi to North Shore: Updated Home w/ Fire Pit!
Walk to Walnut St: Pet-friendly Pittsburgh Home!
House (2 Bedrooms) | Interior

Walk to Walnut St: Pet-friendly Pittsburgh Home!

3.0 star property
9.0 out of 10, Wonderful, (2)
"I wasn’t thrilled the rental was on a second floor when I had my dogs. Pets, unfortunately, tend to move freely and I thought the guests on the first floor below us may have been annoyed with that. I also didn’t like having to haul our luggage up many stairs, including heavy video equipment I brought with me for this scheduled trip to attend an event. I also received many emails and text messages reminding me about the trip; and overlooked that the instructions said our entrance was in the...
Walk to Walnut St: Pet-friendly Pittsburgh Home!
Modern Pittsburgh Home w/ Rooftop Deck & Backyard
Interior

Modern Pittsburgh Home w/ Rooftop Deck & Backyard

3.0 star property
Modern Pittsburgh Home w/ Rooftop Deck & Backyard
12 Mi to Dtwn: Pittsburgh Home w/ In-unit Laundry!
Interior

12 Mi to Dtwn: Pittsburgh Home w/ In-unit Laundry!

3.0 star property
2.0 out of 10, (1)
12 Mi to Dtwn: Pittsburgh Home w/ In-unit Laundry!
Game Room & Fire Pit: West Mifflin Home!
Interior

Game Room & Fire Pit: West Mifflin Home!

3.0 star property
10.0 out of 10, Exceptional, (3)
"We had a really good time staying here- we enjoyed the game room and the firepit and the rooms were quite comfortable "
Game Room & Fire Pit: West Mifflin Home!
Dog-friendly Pittsburgh Home, 3 Mi to Downtown!
House (3 Bedrooms) | Interior

Dog-friendly Pittsburgh Home, 3 Mi to Downtown!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Nice, well kept and easy to communicate with host/ owners. Would recommend! "
Dog-friendly Pittsburgh Home, 3 Mi to Downtown!
Romantic Cottage In The Village Of Sewickley
TV, printers

Romantic Cottage In The Village Of Sewickley

Romantic Cottage In The Village Of Sewickley
Monroeville Vacation Rental - 2 Mi to Downtown!
Exterior

Monroeville Vacation Rental - 2 Mi to Downtown!

3.0 star property
Monroeville Vacation Rental - 2 Mi to Downtown!
Cute Home w/ Patio ~ 7 Mi to Dtwn Pittsburgh
House (3 Bedrooms) | Interior

Cute Home w/ Patio ~ 7 Mi to Dtwn Pittsburgh

3.0 star property
4.0 out of 10, (1)
"Motion detector lights were very bright and non sense Hard mattress House older and dated"
Cute Home w/ Patio ~ 7 Mi to Dtwn Pittsburgh
Family-friendly Shadyside Gem Near Dtwn Pittsburgh
Interior

Family-friendly Shadyside Gem Near Dtwn Pittsburgh

3.0 star property
Family-friendly Shadyside Gem Near Dtwn Pittsburgh
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Pleasant Hills Hotel Reviews

Hyatt Place Pittsburgh-North Shore

Hyatt Place Pittsburgh-North Shore

10/10 Excellent
"Great place to stay Clean friendly and walking distances to our event ae stage Much recommended!"
Lisa 1-night trip
Posted 1 day ago
Hyatt Place Pittsburgh-North Shore

Frequently asked questions

Why book your cottage in Pleasant Hills with Expedia?
Expedia has some terrific cottages in Pleasant Hills, so start packing your bags for a memorable stay on nature's doorstep. If you're on a budget, select how much you'd like to spend and the star rating of your property. Or, use our handy filters to search for cottages with a pool or a hot tub. We'll help you find the perfect place whatever your bank balance or plans.
How can I find cheap cottages in Pleasant Hills?
An excellent way to track down cheap cottages in Pleasant Hills is with Expedia's handy filter tool. Narrow your search results by star rating, amenities and budget to grab unbeatable prices in just a few clicks.