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Stroudsburg, Pennsylvania, United States of America

Stroudsburg holiday lettings

We found 2,020 holiday rentals — enter your dates for availability

Discover a selection of 2,000 holiday rentals in Stroudsburg that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo holiday homes have the best amenities for hanging out with the people that matter most, including pool and private pool. Prices start at £ 222 per night, and houses and cabins are popular options for a stay in Stroudsburg. Either way, you'll find a rental for everyone's needs.
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Houses

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Cabins

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Flats

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Cottages

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Chalets

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Bungalows

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Resorts

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Townhouses

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Studios

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Find the best place to stay — Stroudsburg

Get cozy at Big Al's Poconos Creek House - Wireless DSL & Trout!!

Sleeps 5 · 1 Bedroom · 1 Bathroom
£ 231 avg/night
(347)

Poconos farmhouse -PRIVATE Hot tub and Pool at Camelback

Sleeps 5 · 4 Bedrooms · 2 Bathrooms
£ 232 avg/night
(13)

NEW! Cozy Home w/ Game Room, 8 Mi to Camelback Mtn

Sleeps 10 · 3 Bedrooms · 2 Bathrooms
£ 385 avg/night
(1)

Luxury Château Style Home

Sleeps 12 · 5 Bedrooms · 3 Bathrooms
£ 233 avg/night
(53)

INDOOR POOL HOUSE~UNIQUE DESIGN~MATURE GROUPS ONLY

Sleeps 18 · 9 Bedrooms · 6 Bathrooms
£ 1,150 avg/night
(6)

The Lodge at Cherry Valley - a Place to Unwind and Reconnect

Sleeps 10 · 3 Bedrooms · 2 Bathrooms
£ 222 avg/night
(44)

Search 2,020 holiday rentals

Top rated rentals — Stroudsburg
Stayed Apr 2021

Staying in Ana's home.

We chose this home because it was close to Kalahari, where my daughter was competing in a cheer competition. It was beyond our expectations. Everything is labeled and organized. It was so clean and cozy as well. Having the ability to just sign on to ...

jenny m.
jenny m.
Stayed Apr 2021

Great weekend and Great Service

Rented the home for a work retreat weekend that included 14 adults. The home is tremendous and clean. Eugene the property manager was awesome. Everything was smooth and effortless. It is all digital and quick. He is incredibly available and responds ...

Peter B.
Peter B.
Stayed Apr 2021

Peaceful Stay

The pictures of the property did not do it justice. The house was very nice and peaceful. The kitchen appliances and some of the TVs could have used some updating. The property managers were very prompt when I had questions or issues. I would definit...

Nikia G.
Nikia G.
Stayed Apr 2021

True Rustic Cabin Experience

This is the best rustic mountain cabin you’ll find!! We enjoyed every aspect of the cabin and property which had tons to offer from the extremely well done cabin, fireplace, amazing views within 15’ of the beautiful stream, walking trails, hot tub, b...

Scott D.
Scott D.
Stayed Apr 2021

Excellent property and location

Great property with magnificent view of the mountain. Close to Camelback Resort and Big Pocono State Park. The house is clean and spacious whit all the necessary accommodations. The owner is a pleasure to work with, great communication and instructio...

Maya S.
Maya S.
Stayed Apr 2021

Easter weekend get away

As a family we stayed here in October and now again in April. We thought we knew what to expect. The number of bedrooms and bathrooms were great. Plenty of open space inside for everyone to find a niche. Our first stay we had all amenities, cookware,...

Gary F.
Gary F.
Stayed Mar 2021

Family Fun 64-2 years old!

Plenty of room for all different age groups. Big dining table for catering to big families. The host did provide linens and towels that saved a ton of packing when you are going skiing - but if you also have young kids that are going to be in and out...

Janice C.
Janice C.
Stayed Mar 2021

Just what we wanted!

We had a terrific stay at the Lodge at Cherry Valley. It is a lovely getaway. We especially appreciated the well laid out kitchen, cookware, comfortable furniture, and fireplace! Our group increased from 7 to 9 - no problem! Plenty of wifi for the te...

Jenny R.
Jenny R.
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Destination guide

The captivating area of Stroudsburg awaits your stay

Come and experience Stroudsburg and its entertainment, opera and theatre scene. Travellers to this welcoming city praise the shopping, skiing and hiking. Camelback Ski Area and Pocono Raceway are just a couple of the must-see attractions in the area. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Activities

Sightseeing in and around Stroudsburg

Do you want to discover top things to see and do in the area? You'll be sure to enjoy Stroudsburg for its skiing and hiking. Venture out of your holiday home and experience everything that Stroudsburg has to offer. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Camelback Ski Area (9.6 mi / 15.4 km)
  • Blue Mountain Ski Area (20.1 mi / 32.4 km)
  • Terra Greens Golf Club (2.5 mi / 4 km)
  • Water Gap Trolley (2.6 mi / 4.2 km)
  • Brook Hollow Winery (6.8 mi / 10.9 km)
  • Shawnee Mountain Ski Area (7 mi / 11.2 km)
Weather

Seasonal weather averages in Stroudsburg

Travellers enjoy Stroudsburg for its skiing. If you've planned your trip around snowy activities, consider visiting in March, December, February or January, when snowfall averages 15.93 inches and temperatures average -8°F.

Natural features

Exploring the natural landscape of Stroudsburg

Whether you're looking for exciting outdoor activities or just want to take in the scenery, Stroudsburg is a great place to get out in nature. Here are a few of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

  • Dansbury Park (1 mi / 1.6 km)
  • Worthington State Forest (5.1 mi / 8.3 km)
  • Bushkill Falls (13.3 mi / 21.5 km)
  • Jenny Jump State Park (15.1 mi / 24.2 km)
  • Delaware Water Gap National Recreation Area (16.2 mi / 26 km)
  • Tobyhanna State Park (20.4 mi / 32.9 km)
How to get there

Travelling to and around Stroudsburg

The nearest airport is in Allentown, PA (ABE-Lehigh Valley Intl.), located 26.3 mi (42.4 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could book a flight to Wilkes-Barre, PA (AVP-Scranton Intl.), which is 36.9 mi (59.4 km) away.

Can I find a vacation rental around Stroudsburg?

Yes, our 2021 property listings offer a large selection of 2,020 vacation rentals near Stroudsburg. From 1,862 houses to 323 cabins, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Stroudsburg for a holiday or a weekend are on Vrbo.