Holiday rentals in Stroudsburg

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Top-rated holiday rentals in Stroudsburg

Guests agree: these stays are highly rated for location, cleanliness and more.

Guest favourite

Castle in East Stroudsburg

4.99 out of 5 average rating, 274 reviews

Pocono Castle w/ Private Pond, Boat, Sauna,Hot Tub

No need to go to England to enjoy Castle life. We invite you to come and relax in this 2300 square-foot Castle home. It features four bedrooms, two full baths in a lovely Pocono setting.Enjoy the wildlife while relaxing in the outdoor hot tub or rejuvenate in Cedar Sauna. Indoor and outdoor games for all ages. Everyone will enjoy role-playing King & Queen, when dressing up in the costumes we provide. There is a 1 acre private pond if you would like to try your hand at catching your Golden Fish!

4–11 Sep

€ 679 per night
Superhost

Guest suite in White

4.85 out of 5 average rating, 112 reviews

Private Waterfront Park - Firepit Hammocks Islands

Surrounded by 2 acres of beautiful Delaware riverfront park btwn islands and mountains. Comfy modern suite with deck, gazebo couch and amazing views of river and islands - 20 & 30 min to ski mountains - 75 min to NYC - 15 min to Poconos - 10 min to Delaware Water Gap & Appalachian trail - 10 min to 3 lakes w beaches - 2 to 5 min to lots of great shopping and restaurants - Hiking, fishing, nature adventures all around 1 queen bed, 1 sofa, kitchen, gazebo couch, grill, hammocks, firepit

9–16 Aug

€ 125 per night
Guest favourite

Guest suite in Bangor

4.97 out of 5 average rating, 262 reviews

Takes two private suite

Great price and NO CLEANING FEE! Welcome to our home just minutes away from shopping, hiking, skiing, snow tubing, wineries, and breweries. After it all, come home to your own beautiful living room to warm your soul in front of the fireplace. Relax in the two person jetted tub in your bathroom. Chill outside on the deck with a crackling fire, or melt away in the outside hot tub. When the time comes, rest your head on a soft queen bed in a spacious bedroom. Please no smoking or vaps on property

15–22 Jul

€ 108 per night

Popular amenities for Stroudsburg holiday rentals

Stay near Stroudsburg's top sights

The Sherman Theater47 locals recommend
Walmart Supercenter57 locals recommend
Sarah Street Grill76 locals recommend
Compton's Pancake House21 locals recommend
ShopRite of Stroudsburg12 locals recommend
Siamsa Irish Pub47 locals recommend

Other great holiday rentals in Stroudsburg

Guest favourite

Cabin in Canadensis

4.91 out of 5 average rating, 871 reviews

Pocono Log Cabin Getaway

13–20 Mar

€ 175 per night
Guest favourite

Home in Tobyhanna

4.88 out of 5 average rating, 238 reviews

Pocono Mountains Home Near Kalahari and Casino

18–25 Aug

€ 145 per night
Guest favourite

Guest house in Stroudsburg

4.93 out of 5 average rating, 97 reviews

Cozy guest cottage with indoor fireplace

10–17 Jun

€ 110 per night
Guest favourite

Flat in East Stroudsburg

5.0 out of 5 average rating, 19 reviews

The Lack - Queen Suite - B02

17–24 May

€ 94 per night
Guest favourite

Guest house in East Stroudsburg

4.97 out of 5 average rating, 79 reviews

Cassie's Cozy Cottage- Poconos Near Shawnee

10–17 May

€ 129 per night
Guest favourite

Guest suite in East Stroudsburg

4.86 out of 5 average rating, 36 reviews

Sandy's Place Pocono (Private, Clean, Cozy)

10–17 Jan

€ 115 per night
Guest favourite

Home in Stroudsburg

5.0 out of 5 average rating, 43 reviews

Pocono Urban Escape 4 Bedroom

1–8 Feb

€ 208 per night
Superhost

Home in Sciota

4.78 out of 5 average rating, 80 reviews

Tranquil Poconos ski cottage, in town pet-friendly

2–9 Mar

€ 119 per night
Guest favourite

Guest house in East Stroudsburg

4.91 out of 5 average rating, 53 reviews

Cozy carriage house - private home in the woods

25 Nov – 2 Dec

€ 134 per night
Guest favourite

Cabin in East Stroudsburg

4.98 out of 5 average rating, 51 reviews

Private Retreat- Cozy Cabin in the Woods

14–21 Dec

€ 140 per night
Guest favourite

Townhouse in Saylorsburg

4.93 out of 5 average rating, 56 reviews

Near Skiing, Hiking & Fun!*Wi-Fi*Fireplace*Patio*

21–28 Apr

€ 121 per night
Guest favourite

Home in Stroudsburg

5.0 out of 5 average rating, 65 reviews

Simply Serene, 3+ acres - Sauna/Spa/Golf/Pool

13–20 Sep

€ 524 per night

Quick stats about holiday rentals in Stroudsburg

Total rentals

40 properties

Rentals with dedicated workspaces

20 properties have a dedicated workspace

Pet-friendly rentals

10 properties allow pets

Family-friendly rentals

20 properties are a good fit for families

Total number of reviews

3.2K reviews

Nightly prices starting at

€ 46 before taxes and fees

Destinations to explore