Stroudsburg Holiday Rentals

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Holiday Rentals in Stroudsburg

Exterior
Pocono Mountain Villas by Exploria Resorts
3.5 star property
8.6 out of 10, Excellent, (381)
"Such a Beautiful place! Love every minute of it. Except that the pools were renovating but other then that we loved our stay the whole time. "
Pocono Mountain Villas by Exploria Resorts
Exterior
Arrow Dreams! Great location, walking distance to lake, playground & pool
9.6 out of 10, Exceptional, (47)
"Very clean house with good heating all that is needed is in the house. We are very happy with the place, definitely a place to return to."
Arrow Dreams! Great location, walking distance to lake, playground & pool
Exterior
Forested hideaway with fireplace & alfresco deck - walk to lake, dining & shops
9.6 out of 10, Exceptional, (14)
"My family and I had an amazing trip. The condo was updated and clean. Perfect amount of space for a family of 5 and so close to the mountain. A quick drive to restaurants as well, you can’t beat this location! They provided all of the amenities we needed for the week as well. We will definitely be planning another stay!!"
Forested hideaway with fireplace & alfresco deck - walk to lake, dining & shops
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Smart TV, fireplace, video games
Cozy Mountain Style Chalet with Hot Tub, A/C, Fireplace & Pool Table!
9.8 out of 10, Exceptional, (41)
"Property was great and the nature around us was amazing. The mile walk we did from the house was amazing as we saw a fox and multiple deer and spots to view the beautiful creek. Super relaxing. We had cooler weather in the front end of the stay and 80s by the time we left. Fire place would have been great for the cooler times but we couldn’t get it to light but that might have been us since we aren’t used to propane. Decor was amazing and house was very clean. The communication and response time...
The price is NZ$853
per night
28 May - 29 May
Cozy Mountain Style Chalet with Hot Tub, A/C, Fireplace & Pool Table!
Property grounds
THE BLISS-Lake & Mountain View’s, 5 bedrooms 3 1/2 bathrooms in Lake Harmony.
10.0 out of 10, Exceptional, (26)
"Went to the mountains for a family Easter vacation and everyone had a great time. It was beautiful inside and out!"
THE BLISS-Lake & Mountain View’s, 5 bedrooms 3 1/2 bathrooms in Lake Harmony.
Interior
Waterfront 4 Season Cabin Pet Friendly Canoe Air Conditioned
9.2 out of 10, Wonderful, (184)
"This was our second stay at the chalet. It's home away from home for us now."
Waterfront 4 Season Cabin Pet Friendly Canoe Air Conditioned
Lodge Junior Suite King
The Lodge Luxury Resort At Lake Harmony
3.0 star property
7.6 out of 10, Good, (14)
"Views are incredible, so are the dining options and the mexican menu, try those chicken quesadillas! Resort was renovated recently and the service was exceptional, right from the check in they told us instructions. "
The price is NZ$462
per night
4 Jun - 5 Jun
The Lodge Luxury Resort At Lake Harmony
Living area
Pocono Lake Native Theme ,Game Room, Fishing, Kayak, Private Lake front Dock
9.2 out of 10, Wonderful, (47)
"For a weekend away it was perfect. The property manager was great with questions. Like we had issues turning on the stove top. And he walked us through it. Only things I wasn't a big fan of the pictures of the basement make it look tall it really wasn't. Perfect for kids area or short adults."
Pocono Lake Native Theme ,Game Room, Fishing, Kayak, Private Lake front Dock
Exterior
Eagle Village Resort
3.0 star property
8.0 out of 10, Very good, (240)
"All good thanks "
Eagle Village Resort
Interior
The LoveShack- MidCenturyModern w hot tub in the Poconos!
10.0 out of 10, Exceptional, (36)
"A great location and near the lake too. Beautiful decorations and amenities. I highly recommend this Vrbo"
The LoveShack- MidCenturyModern w hot tub in the Poconos!
Outdoor spa tub
Pool, Lake, Hot Tub, FirePit, + Free Large Pizza
10.0 out of 10, Exceptional, (12)
"super nice"
Pool, Lake, Hot Tub, FirePit, + Free Large Pizza
Property grounds
Poconos 5BR3bath Ski/Lake Chalet w/ hot tub,pool table,ping pong table,fire pit
10.0 out of 10, Exceptional, (211)
"We stayed here with a group of friends. The house was very clean and had all the amenities you would need. A couple of us enjoyed the hot tub. The location of the house was perfect. Not too far from entertainment and Ubers were easily available. We would most definitely stay here again!"
Poconos 5BR3bath Ski/Lake Chalet w/ hot tub,pool table,ping pong table,fire pit
Fridge, microwave, oven, stovetop
Home with large backyard, fireplace, washer/dryer & pool - near shops & dining
8.6 out of 10, Excellent, (4)
"Great place for a weekend trip, comfortable beds and the fireplace was nice!"
Home with large backyard, fireplace, washer/dryer & pool - near shops & dining
Outdoor dining
Romantic Gateaway, creek side, fireplace close to lake, pet friendly
9.8 out of 10, Exceptional, (12)
"First off - the nitty gritty. Clean*. Comfortable beds. Comfortable living area. Fully stocked and upgraded kitchen. Gaming room on back of house for recreation or just sitting and reading while enjoying the River. OUTDOOR SPACE - spectacular. Right along the decline of a running river so you hear the rushing water. Various seating - bench facing the river, hammock, circle around firepit - for enjoying nature alone or with others. Community - wonderful!! Lakes, beaches… we’re definitely coming...
Romantic Gateaway, creek side, fireplace close to lake, pet friendly
Outdoor spa tub
Pet-Friendly Pocono Lake Oasis w/ Hot Tub!
9.0 out of 10, Wonderful, (10)
"Great place to stay!"
Pet-Friendly Pocono Lake Oasis w/ Hot Tub!
Outdoor spa tub
Hot Tub! Swing Fire Pit! Close to Ski Mountains, Family Memories Made Here!
10.0 out of 10, Exceptional, (46)
"The house was perfect and host was very easy to contact and communicate with as needed. The games, hot tub and golf cart were the best additions to a vacation house. Our favorite adventure we did there was the ATVs that were on the suggestion page in the house book. No complaints, we had a great time."
Hot Tub! Swing Fire Pit! Close to Ski Mountains, Family Memories Made Here!
Fridge, microwave, oven, stovetop
Luxurious home with hot tub for 10, game room, fireplace, central AC, & WD
9.8 out of 10, Exceptional, (95)
"Stayed at this Poconos Property in March for a ski week. Very close to Jack Frost & Big Boulder, along with a couple local restaurants down by the lake. The home was very clean and nicely appointed. We had more than enough space for our two families... plenty of room and spaces to spread out and relax. Second floor deck and first floor hot tub were excellent, especially size of hot tub. I would definitely stay at this home again. Only downside was related to Vacasa's management and not the home...
Luxurious home with hot tub for 10, game room, fireplace, central AC, & WD
Property grounds
Private Lakefront - Poconos getaway on a tranquil lake
10.0 out of 10, Exceptional, (55)
"House was perfect for a fun girls weekend!"
The price is NZ$856
per night
28 May - 29 May
Private Lakefront - Poconos getaway on a tranquil lake
Indoor pool, outdoor pool
Inn Kognito 1, Lakefront, Camelback, Kalahari I have 2nd house next to this one
10.0 out of 10, Exceptional, (150)
"Had a great time. Beautiful view."
Inn Kognito 1, Lakefront, Camelback, Kalahari I have 2nd house next to this one
Beach
~Starlight~ A Modern Twist on a Sprawling Chalet the ultimate getaway experience
9.6 out of 10, Exceptional, (10)
"Everything is the same as the photos. Great secluded area, hot tub is great. Definitely willl be back"
~Starlight~ A Modern Twist on a Sprawling Chalet the ultimate getaway experience
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See all available properties in Stroudsburg
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.

Other types of properties in Stroudsburg you may be interested in

Desk, laptop workspace, iron/ironing board, free cots/infant beds
The Penn Stroud, Stroudsburg - Poconos, Ascend Hotel Collection
3.5 star property
9.4 out of 10, Exceptional, (901)
"We arrived late in the day, super supportive front desk person, very clean lobby, elevator, hallway, and the room, immaculate. My one quibble was the room lighting, which I imagine was LED (eco-friendly, yay) but almost florescent in tone, which wasn't so comfortable."
The price is NZ$195
per night
4 Jun - 5 Jun
The Penn Stroud, Stroudsburg - Poconos, Ascend Hotel Collection
Exterior
Hampton Inn & Suites Stroudsburg Pocono Mountains
3.0 star property
9.2 out of 10, Wonderful, (1001)
"This place is very safe, clean and walkable."
The price is NZ$249
per night
16 Jun - 17 Jun
Hampton Inn & Suites Stroudsburg Pocono Mountains
Reception
Holiday Inn Express & Suites Stroudsburg-Poconos
2.5 star property
7.8 out of 10, Good, (1000)
"The staff were very accommodating. It was a comfortable atmosphere, very enjoyable."
The price is NZ$179
per night
27 May - 28 May
Holiday Inn Express & Suites Stroudsburg-Poconos
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Stroudsburg holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Stroudsburg. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Stroudsburg. Seeing all the best attractions is bound to make you fall in love with Stroudsburg. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Stroudsburg short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Stroudsburg?

Yes, we have holiday rentals where you'll be just 12.9 mi (20.8 km) from Kalahari, giving you a more secluded option to escape the hustle and bustle. Visitors like the top-notch restaurants and entertainment venues in Stroudsburg. Leave some time to check out the shops and ski slopes during your trip.

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

Pocono Mountain Villas by Exploria Resorts: This holiday home rental outside of Stroudsburg is located in the mountains, and has an indoor pool, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher and an oven.

How many holiday rentals are there in Stroudsburg?

With 48 Expedia holiday rentals, you're guaranteed to find just the right place for your Stroudsburg stay.

What can I see and do in Stroudsburg?

Cultural attractions include Sherman Theater and Stroud Mansion, whereas Big Pocono State Park and Delaware Water Gap National Recreation Area are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Mountain View Vineyard and Quiet Valley Living Historical Farm.

What are holiday rentals like in Stroudsburg?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Stroudsburg. Holiday rentals offer extras like kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a sanitised environment, a holiday rental can offer a sense of seclusion away from shared hotel lifts and busy lobbies while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for family trips.

Recent reviews of Stroudsburg properties
Expedia verified reviews