Vacation rentals near Wildwood Highlands
We found 1,433 vacation rentals — enter your dates for availability
If you want to to stay within easy reach of Wildwood Highlands, take a look at vacation rentals to find the perfect home base for your trip. Whether you’re staying in a vacation home with family, friends, or just your furry companion, you'll find the amenities you need and want, which might include parking and a fireplace. Whatever you're looking for, you'll find a rental to meet everyone's needs, including accessible or non-smoking choices.
Vacation rentals with weekly discounts - Wildwood Highlands
Showing deals for:Nov 14 - Nov 21
Image gallery for Spacious cozy retreat, off the beaten path close to all Pittsburgh attractions
8.08.0 out of 10 rating
Very good
(6 reviews)
Spacious cozy retreat, off the beaten path close to all Pittsburgh attractions
Cheswick, PA
10% off
Price is CA $310
CA $310
CA $2,855 total
CA $2,855 total
includes taxes & fees
Image gallery for Accessible • Family Friendly • Safe Locale
9.89.8 out of 10 rating
Exceptional
(18 reviews)
Accessible • Family Friendly • Safe Locale
Verona, PA
10% off
Price is CA $502
CA $502
CA $4,655 total
CA $4,655 total
includes taxes & fees
Image gallery for Honoray-Kes lovely two bed rooms apartment
1010 out of 10 rating
Exceptional
(15 reviews)
Honoray-Kes lovely two bed rooms apartment
Monroeville, PA
10% off
Price is CA $186
CA $186
CA $1,767 total
CA $1,767 total
includes taxes & fees
Image gallery for King Bed | Free Parking | Arcade | Fire Pit
1010 out of 10 rating
Exceptional
(23 reviews)
King Bed | Free Parking | Arcade | Fire Pit
Pittsburgh, PA
15% off
Price is CA $653
CA $653
CA $6,003 total
CA $6,003 total
includes taxes & fees
Image gallery for Inclination Vacation: Renovated Luxe 5BR/3.5BA Home, 8 mins to Downtown
1010 out of 10 rating
Exceptional
(9 reviews)
Inclination Vacation: Renovated Luxe 5BR/3.5BA Home, 8 mins to Downtown
Pittsburgh, PA
15% off
Price is CA $1,050
CA $1,050
CA $9,507 total
CA $9,507 total
includes taxes & fees
Image gallery for Exquisite 4Bed/3.5Bath Home W/Garage +Rooftop Deck
9.29.2 out of 10 rating
Wonderful
(32 reviews)
Exquisite 4Bed/3.5Bath Home W/Garage +Rooftop Deck
Pittsburgh, PA
9% off
Price is CA $876
CA $876
CA $7,779 total
CA $7,779 total
includes taxes & fees
Image gallery for Best skyline view of CMU/PITT Historical Oakland 5BR storybook house 3000sf
9.49.4 out of 10 rating
Exceptional
(21 reviews)
Best skyline view of CMU/PITT Historical Oakland 5BR storybook house 3000sf
Pittsburgh, PA
10% off
Price is CA $695
CA $695
CA $6,326 total
CA $6,326 total
includes taxes & fees
Image gallery for Pittsburgh History • Eclectic Luxury • Upper Lawrenceville
1010 out of 10 rating
Exceptional
(6 reviews)
Pittsburgh History • Eclectic Luxury • Upper Lawrenceville
Pittsburgh, PA
10% off
Price is CA $448
CA $448
CA $4,230 total
CA $4,230 total
includes taxes & fees
Image gallery for Secluded & Peaceful City Escape
9.49.4 out of 10 rating
Exceptional
(13 reviews)
Secluded & Peaceful City Escape
Pittsburgh, PA
10% off
Price is CA $389
CA $389
CA $3,640 total
CA $3,640 total
includes taxes & fees
Image gallery for Fun Mount Washington Apt - Off Street Parking
9.89.8 out of 10 rating
Exceptional
(10 reviews)
Fun Mount Washington Apt - Off Street Parking
Pittsburgh, PA
12% off
Price is CA $230
CA $230
CA $2,046 total
CA $2,046 total
includes taxes & fees
Image gallery for Quick ride to the Stadiums!
1010 out of 10 rating
Exceptional
(11 reviews)
Quick ride to the Stadiums!
Pittsburgh, PA
10% off
Price is CA $627
CA $627
CA $5,694 total
CA $5,694 total
includes taxes & fees
Image gallery for Spacious Family Home – Walk to Scenic Overlooks!
9.49.4 out of 10 rating
Exceptional
(38 reviews)
Spacious Family Home – Walk to Scenic Overlooks!
Pittsburgh, PA
12% off
Price is CA $530
CA $530
CA $4,746 total
CA $4,746 total
includes taxes & fees
Image gallery for Mount Washington Crash Pad- Off Street Parking
8.48.4 out of 10 rating
Very good
(5 reviews)
Mount Washington Crash Pad- Off Street Parking
Pittsburgh, PA
12% off
Price is CA $232
CA $232
CA $2,121 total
CA $2,121 total
includes taxes & fees
Image gallery for Meadow Rock Farm-Entire House/6BR, Sleeps 20
1010 out of 10 rating
Exceptional
(18 reviews)
Meadow Rock Farm-Entire House/6BR, Sleeps 20
Butler, PA
10% off
Price is CA $1,141
CA $1,141
CA $9,726 total
CA $9,726 total
includes taxes & fees
Image gallery for The Victoria
1010 out of 10 rating
Exceptional
(17 reviews)
The Victoria
Pittsburgh, PA
10% off
Price is CA $654
CA $654
CA $5,982 total
CA $5,982 total
includes taxes & fees
Image gallery for Light Filled Designer Stay – Minutes to Stadiums, Spa Bath, Covered Parking
9.69.6 out of 10 rating
Exceptional
(10 reviews)
Light Filled Designer Stay – Minutes to Stadiums, Spa Bath, Covered Parking
Pittsburgh, PA
15% off
Price is CA $283
CA $283
CA $2,629 total
CA $2,629 total
includes taxes & fees
Image gallery for Unique 4Bed/3.5 Bath Townhouse/Garage+Rooftop Deck
9.29.2 out of 10 rating
Wonderful
(5 reviews)
Unique 4Bed/3.5 Bath Townhouse/Garage+Rooftop Deck
Pittsburgh, PA
9% off
Price is CA $798
CA $798
CA $7,194 total
CA $7,194 total
includes taxes & fees
Image gallery for *New* Loft 7 min to Acrisure Stadium Sleeps 4
9.69.6 out of 10 rating
Exceptional
(7 reviews)
*New* Loft 7 min to Acrisure Stadium Sleeps 4
Pittsburgh, PA
10% off
Price is CA $181
CA $181
CA $1,640 total
CA $1,640 total
includes taxes & fees
Image gallery for Charming 3-bedroom house with WiFi and AC in Pittsburgh
1010 out of 10 rating
Exceptional
(6 reviews)
Charming 3-bedroom house with WiFi and AC in Pittsburgh
Pittsburgh, PA
12% off
Price is CA $549
CA $549
CA $5,076 total
CA $5,076 total
includes taxes & fees
Image gallery for Beautiful 3BR Home with Cozy Front & Back Porches!
9.69.6 out of 10 rating
Exceptional
(25 reviews)
Beautiful 3BR Home with Cozy Front & Back Porches!
Homestead, PA
12% off
Price is CA $190
CA $190
CA $1,779 total
CA $1,779 total
includes taxes & fees
Image gallery for Cozy & Comfy Cottage in the City - w/ parking!
8.48.4 out of 10 rating
Very good
(7 reviews)
Cozy & Comfy Cottage in the City - w/ parking!
Pittsburgh, PA
12% off
Price is CA $195
CA $195
CA $1,791 total
CA $1,791 total
includes taxes & fees
Image gallery for Stunning & Newest 100+ year old Historic Victorian
9.29.2 out of 10 rating
Wonderful
(22 reviews)
Stunning & Newest 100+ year old Historic Victorian
Pittsburgh, PA
15% off
Price is CA $684
CA $684
CA $6,270 total
CA $6,270 total
includes taxes & fees
Image gallery for Historic Farmhouse north of Pittsburgh
1010 out of 10 rating
Exceptional
(21 reviews)
Historic Farmhouse north of Pittsburgh
Natrona Heights, PA
15% off
Price is CA $241
CA $241
CA $2,269 total
CA $2,269 total
includes taxes & fees
Image gallery for Updated Victorian - Serene Backyard + City Access
9.89.8 out of 10 rating
Exceptional
(22 reviews)
Updated Victorian - Serene Backyard + City Access
Pittsburgh, PA
12% off
Price is CA $366
CA $366
CA $3,358 total
CA $3,358 total
includes taxes & fees
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Find the best place to stay - Wildwood Highlands
Beautiful Log House in Cranberry
Sleeps 10 · 5 bedrooms · 3 bathrooms
9.89.8 out of 10
Exceptionalexceptional
8 reviews(8 reviews)
Spacious cozy retreat, off the beaten path close to all Pittsburgh attractions
Sleeps 8 · 3 bedrooms · 2 bathrooms
8.08.0 out of 10
Very goodvery good
6 reviews(6 reviews)
Stay at The Forge Loft in historic Homstead Pennsylvania!
Sleeps 8 · 3 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
15 reviews(15 reviews)
Peaceful Treetop Living 10 min. to downtown/ stadium, large deck, pet friendly
Sleeps 3 · 2 bedrooms · 1 bathroom
9.29.2 out of 10
Wonderfulwonderful
51 reviews(51 reviews)
FIVE STARS! For SPORTS, THEATER, STADIUMS, CASINO, RESERVED PARKING, A/C COMFORT
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
56 reviews(56 reviews)
Top rated rentals - Wildwood Highlands
Great place to stay
1010 out of 10
Exceptionalexceptional
7 reviews(7 reviews)
Great stay
1010 out of 10
Exceptionalexceptional
50 reviews(50 reviews)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
More for lessMore space, more privacy, more amenities — more value