Holiday rentals near SurfSUP Adventures
We found 1,286 holiday rentals — enter your dates for availability
Choose the perfect holiday home that's near SurfSUP Adventures. Holiday rentals offer the best amenities for you and your friends, family or even pets, such as a garden and pool. You'll be able to choose a property to rent that has what everyone needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - SurfSUP Adventures
Showing deals for:21 Nov - 28 Nov
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
8% off
Price is S$2,679
S$2,679
S$383 per night
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
8% off
Price is S$3,145
S$3,145
S$449 per night
includes taxes & fees
Image gallery for *New* *Unique* 2b/2b sleeps 8 in North Oakland!
1010 out of 10 rating
Exceptional
(5 reviews)
*New* *Unique* 2b/2b sleeps 8 in North Oakland!
Pittsburgh, PA
6% off
Price is S$2,677
S$2,677
S$382 per night
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
8% off
Price is S$1,660
S$1,660
S$237 per night
includes taxes & fees
Image gallery for Dog-Friendly Pittsburgh Home, 3 Mi to Downtown!
9.09.0 out of 10 rating
Wonderful
(8 reviews)
Dog-Friendly Pittsburgh Home, 3 Mi to Downtown!
Pittsburgh, PA
7% off
Price is S$3,397
S$3,397
S$485 per night
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
8% off
Price is S$6,431
S$6,431
S$919 per night
includes taxes & fees
Image gallery for King Bed | Free Parking | Arcade | Fire Pit
1010 out of 10 rating
Exceptional
(24 reviews)
King Bed | Free Parking | Arcade | Fire Pit
Pittsburgh, PA
12% off
Price is S$2,978
S$2,978
S$425 per night
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
7% off
Price is S$2,818
S$2,818
S$403 per night
includes taxes & fees
Image gallery for 3 Mi to Dtwn: Charming Row House in Pittsburgh
1010 out of 10 rating
Exceptional
(10 reviews)
3 Mi to Dtwn: Charming Row House in Pittsburgh
Pittsburgh, PA
7% off
Price is S$2,205
S$2,205
S$315 per night
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
8% off
Price is S$2,754
S$2,754
S$393 per night
includes taxes & fees
Image gallery for Fort Pittsburgh
1010 out of 10 rating
Exceptional
(34 reviews)
Fort Pittsburgh
Pittsburgh, PA
8% off
Price is S$1,647
S$1,647
S$235 per night
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
12% off
Price is S$2,454
S$2,454
S$351 per night
includes taxes & fees
Image gallery for Country Cottage
9.89.8 out of 10 rating
Exceptional
(87 reviews)
Country Cottage
Vandergrift, PA
12% off
Price is S$1,012
S$1,012
S$145 per night
includes taxes & fees
Image gallery for Beautiful 3BR Home with Cozy Front & Back Porches!
9.69.6 out of 10 rating
Exceptional
(26 reviews)
Beautiful 3BR Home with Cozy Front & Back Porches!
Homestead, PA
9% off
Price is S$2,060
S$2,060
S$294 per night
includes taxes & fees
Image gallery for Fun Mount Washington Apt - Off Street Parking
1010 out of 10 rating
Exceptional
(11 reviews)
Fun Mount Washington Apt - Off Street Parking
Pittsburgh, PA
10% off
Price is S$2,043
S$2,043
S$292 per night
includes taxes & fees
Image gallery for The Victoria
1010 out of 10 rating
Exceptional
(17 reviews)
The Victoria
Pittsburgh, PA
8% off
Price is S$3,038
S$3,038
S$434 per night
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
10% off
Price is S$3,945
S$3,945
S$564 per night
includes taxes & fees
Image gallery for Historic Studio - Nestled in Little Italy
9.89.8 out of 10 rating
Exceptional
(7 reviews)
Historic Studio - Nestled in Little Italy
Pittsburgh, PA
9% off
Price is S$1,393
S$1,393
S$199 per night
includes taxes & fees
Image gallery for Strip District Studio - Convenient to all Pittsburgh has to offer
9.69.6 out of 10 rating
Exceptional
(22 reviews)
Strip District Studio - Convenient to all Pittsburgh has to offer
Pittsburgh, PA
8% off
Price is S$1,829
S$1,829
S$261 per night
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
9% off
Price is S$2,907
S$2,907
S$415 per night
includes taxes & fees
Image gallery for Spacious 3-bedroom house in scenic Mt. Washington near Grandview's city view
9.89.8 out of 10 rating
Exceptional
(17 reviews)
Spacious 3-bedroom house in scenic Mt. Washington near Grandview's city view
Pittsburgh, PA
12% off
Price is S$1,829
S$1,829
S$261 per night
includes taxes & fees
Image gallery for Remodeled 3BR/1.5B, huge yard, off street pk
9.69.6 out of 10 rating
Exceptional
(7 reviews)
Remodeled 3BR/1.5B, huge yard, off street pk
Pittsburgh, PA
7% off
Price is S$1,491
S$1,491
S$213 per night
includes taxes & fees
Image gallery for Modern Newly Renovated Duplex 6BR/3BR Sleeps 16
9.09.0 out of 10 rating
Wonderful
(7 reviews)
Modern Newly Renovated Duplex 6BR/3BR Sleeps 16
Pittsburgh, PA
7% off
Price is S$6,350
S$6,350
S$907 per night
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
9% off
Price is S$1,651
S$1,651
S$236 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - SurfSUP Adventures
Clean, Fox Chapel Area, 20 Minutes from Downtown Pittsburgh
Sleeps 6 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
99 reviews(99 reviews)
Welcome to a haven of comfort and serenity for nature lovers! Right off route 28
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
18 reviews(18 reviews)
Home away from home!!!
Sleeps 10 · 4 bedrooms · 2+ bathrooms
8.88.8 out of 10
Excellentexcellent
31 reviews(31 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)
Comfy three bedroom home near Pitt, CMU and downtown PGH attractions
Sleeps 6 · 3 bedrooms · 1+ bathroom
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
Country Cottage
Sleeps 6 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
87 reviews(87 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, gardens and more
More for lessMore space, more privacy, more amenities — more value