Guesthouse vacation rentals in Pocono Mountains

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Pocono Mountains

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

0 of 0 items showing

1 of 3 pages

Guest favorite

Guesthouse in Upper Black Eddy

4.99 out of 5 average rating, 210 reviews

Private Bucks County Cottage on Canal and River

Private and recently renovated guest cottage on 6 acres of beautifully landscape gardens along the scenic Delaware River/Canal. Enjoy privacy as well as bike rides along the canal. Close to towns, nightlife, antiquing and shopping. One hour from NYC and Philadelphia. Just 20 minutes from New Hope, Doylestown, Flemmington, Easton. When not exploring, enjoy the private gardens and enjoy a fire at your private propane firepit. Bring adult beverages to enjoy as you watch the amazing sunset.

Nov 14 – 21

$130 per night

Guest favorite

Guesthouse in Newfoundland

4.95 out of 5 average rating, 343 reviews

“The Lookout” Cabin Getaway in the Poconos!

The Lookout cabin was a new renovation, as of September 2018. It is set up as one large, open space. It has a rustic, woodsy atmosphere. There is a full kitchen, full bathroom, and a sleep loft with a new full size mattress. The main bed is a queen size memory foam mattress (underneath the loft) and there is a convertible loveseat futon as well. Can sleep 6, but there is an additional charge of $25 per person over 4. Beautiful area close to 4 lakes, hiking, skiing, and scenic beauty.

Jan 18 – 25

$141 per night

Guest favorite

Guesthouse in Narrowsburg

4.99 out of 5 average rating, 110 reviews

Mission:Possible on the Delaware • Catskill Mtns.

Mission: Possible is the perfect Catskills getaway for two. Nestled along one of the most pristine sections of the Upper Delaware River in Narrowsburg, NY, this modernized guesthouse offers comfort in a luxuriously rustic setting. With three large glass walls facing the river, you can see bald eagles soaring, songbirds flying, blue herons stealthily stalking fish, an occasional white egret or two fishing, and deer quietly drinking at river's edge. Only 15 minutes from Bethel Woods.

Jan 23 – 30

$155 per night

Guest favorite

Guesthouse in Blairstown

4.97 out of 5 average rating, 204 reviews

Country Barn in Historic Northern NJ

Historic Hope NJ: 2 story country barn sleeps 1-4 people; New Kitchen & bath Loft has king bed & clothes storage. Second bedroom has double sized futon New outdoor deck seats 4; WiFi & cell phone access; Good for singles, couples, business travelers, visiting parents, kayakers, hikers, bicyclists, gliders, nature lovers, etc. Near Delaware Water Gap, Wolf Preserve, Farmer's Markets, Antiquing, Appalachian Trail, Nature Center, Land of Make Believe, Blairstown & Blair Academy:

Sep 21 – 28

$122 per night

Guest favorite

Guesthouse in New Tripoli

5.0 out of 5 average rating, 126 reviews

The Shanty at Blue Mountain

The Shanty is a one room 200 sq.ft. cottage for a weekend get-away, a short to long-term work assignment or the perfect spot for creative work like composing or writing. It is three miles from access to the Appalachian Trail and is an ideal respite for thru hikers. It is a quiet, sunny room just a few steps from a private bathroom in the main house. Views to the west and north of the Blue Mountain. Continental style breakfast is included. Weekly and monthly discounts are offered.

Aug 15 – 22

$63 per night

Guest favorite

Guesthouse in East Stroudsburg

4.98 out of 5 average rating, 85 reviews

Cassie's Cozy Cottage- Poconos Near Shawnee

Welcome to Cassie's Cozy Cottage! Enjoy a peaceful stay suited for two people. Located near various outdoor recreational activities like skiing/snowboarding, hiking trails, river activities, golf courses, and also shopping outlets. Shawnee Mountain-3.7 miles, Camelback Mountain-12 miles, Delaware River Access- (Smithfield beach) 4.6 miles (Bushkill Access) 14 miles, Bushkill Falls- 10 miles. The Crossings Premium Outlets- 10 miles, ...and many more areas to visit close by.

Feb 10 – 17

$113 per night

Guest favorite

Guesthouse in Mongaup Valley

4.99 out of 5 average rating, 364 reviews

Good Vibes Studio in the Woods

Hi! We're Jen, Jacob, and Jude. Welcome to our peaceful studio apartment with good vibes. One memory foam queen bed and one futon. Whether you want to just get away and enjoy the woods or need a place to crash that is super close to Bethel Woods, Resorts World Casino, Kartrite Waterpark and all of the delicious White Lake restaurants, our studio is the place for you! And we are right next door if you need anything at all. Come experience Mother Nature with us!

Apr 14 – 21

$96 per night

Guest favorite

Guesthouse in Milford

4.98 out of 5 average rating, 110 reviews

Little York Cottage

Charming cottage located in historic Little York. Original summer kitchen to main house circa 1800 that's been converted to 2 bedroom 1200 sq. ft. self contained unit. 90 minutes from NYC or Philadelphia. Nearby Milford, Clinton and Frenchtown that offer unique shops and great restaurants. We offer a 20% discount for 7 or more days. We are spacing our bookings with a minimum of 3 Dogs only and limited to 2

Apr 3 – 10

$139 per night

Guest favorite

Guesthouse in Jim Thorpe

5.0 out of 5 average rating, 232 reviews

Mountainside Muse

Renovated barn turned into an eclectic living space! Has a rustic, homegrown feel with a beautiful view of Flagstaff Mountain. Perfect for outdoor adventurists or anyone looking for a cozy weekend getaway. Located at base of Mt. Pisgah. Walkable distance to two switchback trail heads. Three minute drive to Downtown Jim Thorpe, or 15 minute walk (steep incline). 8 minute drive to Mauch Chunk Lake park.

Jul 24 – 31

$117 per night

Guest favorite

Guesthouse in East Stroudsburg

4.91 out of 5 average rating, 57 reviews

Cozy carriage house - private home in the woods

This carriage house is on 11 acres of woods just down the road from Shawnee Mountain, a few miles from Delaware Water Gap, and 20 minutes from Camelback. A quiet getaway in the heart of skiing, hiking, kayaking, biking, golfing, and all sorts of outdoor experiences. The house has a kitchenette with a mini fridge as well as an outdoor fire pit area to roast marshmallows and hang out in the evenings.

Jan 24 – 31

$107 per night

Guest favorite

Guesthouse in Stroudsburg

4.92 out of 5 average rating, 106 reviews

Cozy guest cottage with indoor fireplace

Take it easy at this unique getaway in the Poconos! This vintage one room cottage is the perfect space for soaking in nature, getting creative, or exploring the attractions of the Pocono Mountains. The cozy cottage is within 20 minutes of ski resorts, Kalahari, and the Delaware Water Gap national recreation park. Reach downtown Stroudsburg and it’s restaurants and nightlife within 7 minutes.

Oct 23 – 30

$76 per night

Guest favorite

Guesthouse in Jim Thorpe

4.91 out of 5 average rating, 649 reviews

Private Serene Studio on Bear Mountain

Stay in a private, serene studio on Bear Mountain in scenic Jim Thorpe, Pennsylvania. You'll be steps away from famous hiking trails (Glen Onoko), ski slopes (Jack Frost and Big Boulder), and the heart of charming Jim Thorpe (which is consistently listed as one of America's best small towns). I know all the best places to visit in town and can help you discover them, too.

Sep 30 – Oct 7

$112 per night