Default HTG hotel image

Cuddy Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Cuddy holiday rentals

A campfire in a metal pot surrounded by rocks, with a water feature in the background.

1. Cozy Studio with Unique Charm in Private Setting

Cozy Studio with Unique Charm in Private Setting
South Park
10.0 out of 10, Exceptional, (81 reviews)
"The loft was perfect. It was clean and the host were available for anything I needed. "
United States
Anonymous traveller
The price is HK$1,059
HK$1,646 total
includes taxes & fees
30 Sept - 1 Oct
Cozy Studio with Unique Charm in Private Setting
A wooden cabin with a porch and a small deck.

2. LILY PAD: Cozy Cabin with Unique Charm overlooking small pond on our property.

LILY PAD: Cozy Cabin with Unique Charm overlooking small pond on our property.
South Park
10.0 out of 10, Exceptional, (48 reviews)
"Great time and great hosts!"
United States
Anonymous traveller
The price is HK$1,059
HK$1,646 total
includes taxes & fees
4 Oct - 5 Oct
LILY PAD: Cozy Cabin with Unique Charm overlooking small pond on our property.
A historic building with a large arched entrance, multiple windows, and a clock tower.

3. Placemakr Downtown Pittsburgh at The Pennsylvanian

Placemakr Downtown Pittsburgh at The Pennsylvanian
4.0 star property
Downtown Pittsburgh
8.8 out of 10, Excellent, (270 reviews)
"Great stay"
United States
Brandon
The price is HK$1,334
HK$1,521 total
includes taxes & fees
18 Oct - 19 Oct
Placemakr Downtown Pittsburgh at The Pennsylvanian
A dog sitting on the steps of a brick house with potted plants and a welcome sign.

4. Best Location & Neighborhood (2.5 to Downtown PGH)

Best Location & Neighborhood (2.5 to Downtown PGH)
Dormont
9.6 out of 10, Exceptional, (55 reviews)
"Great location and excellent place."
United States
Salika F.
The price is HK$981
HK$1,956 total
includes taxes & fees
5 Oct - 6 Oct
Best Location & Neighborhood (2.5 to Downtown PGH)
A kitchen with a central island, wooden chairs, and cabinets.

5. Stunning Apartment Near Downtown North Shore & More

Stunning Apartment Near Downtown North Shore & More
Pittsburgh
9.6 out of 10, Exceptional, (29 reviews)
"Great space. Close to everything we needed."
United States
Ruth L.
Stunning Apartment Near Downtown North Shore & More
A modern kitchen with a central island, large windows, and a view of the outdoors.

6. The Dog Haus near DT Pittsburgh |Pet Friendly| Self Check in!

The Dog Haus near DT Pittsburgh |Pet Friendly| Self Check in!
Bethel Park
9.6 out of 10, Exceptional, (25 reviews)
"We were so very pleased with Chesleah’s home. It was easy to see that she loves her home and goes out of her way to provide every comfort for her guests. We loved our stay and think Chesleah must be a very sweet person, indeed!!"
United States
Maureen Z.
The price is HK$1,769
HK$3,328 total
includes taxes & fees
12 Oct - 13 Oct
The Dog Haus near DT Pittsburgh |Pet Friendly| Self Check in!
A brick building with a large arched entrance labeled "STAYPGH".

7. Stay Pittsburgh

Stay Pittsburgh
2.0 star property
Downtown Pittsburgh
8.0 out of 10, Very good, (334 reviews)
"Easy to access the down town tour and public parking garage near by"
United States
Krishna
The price is HK$649
HK$1,204 total
includes taxes & fees
4 Oct - 5 Oct
Stay Pittsburgh
A compact kitchen with a white door, grey cabinets, a sink, and a wooden countertop.

8. Cozy escape close to downtown, stadiums & parks

Cozy escape close to downtown, stadiums & parks
North Side
9.8 out of 10, Exceptional, (72 reviews)
"Cute and cozy little house! Very clean and bed was comfortable, Lisa is an excellent host! We enjoyed our stay! "
United States
Jennifer B.
The price is HK$549
HK$1,509 total
includes taxes & fees
5 Oct - 6 Oct
Cozy escape close to downtown, stadiums & parks
A modern interior with a polished floor, a grey sofa, and a white door with text.

9. Melwood Suites Unit 107 Studio

Melwood Suites Unit 107 Studio
2.0 star property
Oakland
9.4 out of 10, Exceptional, (49 reviews)
"Exceptionally clean, spacious, very comfortable!"
United States
Lisa
The price is HK$839
HK$1,448 total
includes taxes & fees
30 Sept - 1 Oct
Melwood Suites Unit 107 Studio
A covered outdoor deck with a view of a town, featuring a railing, a table, and a colorful rug.

10. Pittsburgh city views close to all, cozy & bright 1BR - King + Dedicated Office

Pittsburgh city views close to all, cozy & bright 1BR - King + Dedicated Office
Elliott
10.0 out of 10, Exceptional, (15 reviews)
"Very clean and comfortable stay"
United States
Nicholas H.
The price is HK$1,483
HK$2,708 total
includes taxes & fees
2 Oct - 3 Oct
Pittsburgh city views close to all, cozy & bright 1BR - King + Dedicated Office
A restaurant with a city view at night, featuring illuminated buildings and a bridge.

11. Pittsburgh #GoadLife - Local Art - Family/Dog/Business Friendly - Patio BBQ

Pittsburgh #GoadLife - Local Art - Family/Dog/Business Friendly - Patio BBQ
Brookline
10.0 out of 10, Exceptional, (22 reviews)
"Andrew was very responsive to our questions and we enjoyed our stay!"
United States
Tonya L.
The price is HK$2,267
HK$3,689 total
includes taxes & fees
13 Oct - 14 Oct
Pittsburgh #GoadLife - Local Art - Family/Dog/Business Friendly - Patio BBQ
A modern living room with a sofa, a coffee table, and a TV. There is a ceiling fan, a fireplace, and a window with curtains.

12. Dog-friendly Pittsburgh Home, 3 Mi to Downtown!

Dog-friendly Pittsburgh Home, 3 Mi to Downtown!
3.0 star property
Mount Washington
9.0 out of 10, Wonderful, (4 reviews)
"Perfect for our needs"
United States
Barbara
The price is HK$973
HK$3,461 total
includes taxes & fees
26 Oct - 27 Oct
Dog-friendly Pittsburgh Home, 3 Mi to Downtown!
A grassy outdoor area with a wooden bench, a stone statue, and a wooden fence.

13. Explore Pittsburgh from a Modern, Hip Bungalow

Explore Pittsburgh from a Modern, Hip Bungalow
North Side
9.6 out of 10, Exceptional, (74 reviews)
"Great location. Would stay again. "
United States
Yukiko M.
The price is HK$549
HK$1,464 total
includes taxes & fees
21 Oct - 22 Oct
Explore Pittsburgh from a Modern, Hip Bungalow
A cityscape with a river, a bridge, and a pedestrian walkway.

14. Urban Retreat with Garage on Mt. Washington

Urban Retreat with Garage on Mt. Washington
Mount Washington
9.8 out of 10, Exceptional, (95 reviews)
"Great place! Short walk to cool areas "
United States
David M.
The price is HK$745
HK$1,599 total
includes taxes & fees
27 Oct - 28 Oct
Urban Retreat with Garage on Mt. Washington
A modern living room with a brick accent wall, a flat-screen TV, and a city view.

15. Modern 1BR Brick+Kingbed+Free Parking+Close to DT

Modern 1BR Brick+Kingbed+Free Parking+Close to DT
Bluff
9.8 out of 10, Exceptional, (25 reviews)
"Nice apartment, and really (surprisingly) just a short drive to lots of what Pittsburgh has to offer (Oakland and Pitt, the Southside, Downtown, Strip, and lots of other neighborhoods). The check in and check out were super easy as well. I would recommend getting the parking upgrade if driving, just easier not to sweat residents only zones versus other areas (and arranging it through the host was a breeze), Great stay."
United States
Matthew
The price is HK$839
HK$1,571 total
includes taxes & fees
4 Oct - 5 Oct
Modern 1BR Brick+Kingbed+Free Parking+Close to DT
A spacious entryway with a chandelier, a potted plant, a mirror, and a chair.

16. Rolling Acres Farm

Rolling Acres Farm
McDonald
9.6 out of 10, Exceptional, (39 reviews)
"Highly recommend! Beautiful property and very communicative hosts."
United States
Colby S.
The price is HK$1,047
HK$4,459 total
includes taxes & fees
30 Sept - 1 Oct
Rolling Acres Farm
A pair of binoculars on a balcony with a cityscape view in the background.

17. Summit Serenity Retreat – Cozy 2-Bedroom Getaway!

Summit Serenity Retreat – Cozy 2-Bedroom Getaway!
Duquesne Heights
9.4 out of 10, Exceptional, (46 reviews)
"Really enjoyed the stay and home, thank you for being a great host!"
United States
Timothy J.
The price is HK$1,232
HK$2,042 total
includes taxes & fees
11 Oct - 12 Oct
Summit Serenity Retreat – Cozy 2-Bedroom Getaway!
A living room with a fireplace, two armchairs, a sofa, and a patterned rug.

18. Relax & Feel At Home During Your Pittsburgh Stay

Relax & Feel At Home During Your Pittsburgh Stay
Carrick
9.4 out of 10, Exceptional, (32 reviews)
"we pretty much just traveled from appointments back to the house. but we were very well pleased with our accommodations"
United States
Kay K.
The price is HK$894
HK$1,815 total
includes taxes & fees
1 Oct - 2 Oct
Relax & Feel At Home During Your Pittsburgh Stay
A living room with a sofa, a coffee table, a TV on a stand, and a plant.

19. Charming Retreat-Private Parking & Prime Location

Charming Retreat-Private Parking & Prime Location
Mount Washington
9.2 out of 10, Wonderful, (41 reviews)
"Good location, convenient parking."
United States
Bradley D.
The price is HK$824
HK$1,578 total
includes taxes & fees
1 Oct - 2 Oct
Charming Retreat-Private Parking & Prime Location
A building with a large illuminated number '424' sign, a metal awning, and a brick facade.

20. 424 Gold Way-Apt. 302

424 Gold Way-Apt. 302
3.5 star property
Oakland
9.8 out of 10, Exceptional, (24 reviews)
"Great location. Unit is spacious. Will stay there for our next visit!"
United States
Kai
The price is HK$1,169
HK$1,824 total
includes taxes & fees
5 Oct - 6 Oct
424 Gold Way-Apt. 302
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Cuddy Hotel Reviews

Omni William Penn Hotel

Omni William Penn Hotel

10/10 Excellent
"This was the most beautiful hotel we’ve ever stayed in! Very clean and staff is very sweet… Will definitely be back!!"
Russell 2-night trip
Posted 4 hours ago
Omni William Penn Hotel

Find out more about Cuddy

Search for holiday rentals in Cuddy on Expedia! You can easily find your home rentals, villas, holiday apartments in Cuddy using one of the methods below:

  • View our selection of featured holiday rentals in Cuddy
  • Use the map to find apartments and other holiday homes in the Cuddy neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Cuddy while they last

Look no further and take a look at our great range of rental properties in Cuddy!

Frequently asked questions

Can I find a holiday rental in Cuddy?

Yes, there are holiday rentals close to the most popular sights in Cuddy, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Cuddy has to offer?

Stylish 4Bdr Loft Home, North Shore, City Skyline with Free Street Parking: This holiday home rental outside of Cuddy offers a fireplace, a balcony and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What can I see and do in Cuddy?

Explore the area and family-friendly sights such as Kamin Science Center, or get out into nature at a spot like PNC Park. In the wider area, you’ll find popular places such as Acrisure Stadium and PPG Paints Arena.

What are holiday rentals like in Cuddy?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Cuddy. Holiday rentals feature extras such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about cleanliness, a holiday rental can provide a sense of security away from public hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for a family getaway.