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

A quaint stone cottage with blue shutters is framed by lush greenery. A small patio is visible in front, featuring an umbrella-covered table surrounded by chairs. The warm glow from the windows suggests a cozy interior, inviting a sense of comfort.

Guesthouse in Bethlehem

4.95 out of 5 average rating, 223 reviews

The Cottage at Sycamore Hill Farm

Escape to the country! The perfect mix of romance and convenience can be found at the Cottage at Sycamore Hill Farm. A newly renovated one room stone house w. a private driveway. Originally built in the late 18th Century, the cottage has wide plank floor boards and a wood burning fireplace . Modern amenities: stone-tiled bathroom w/ walk-in shower, central heat/air conditioning, electronic shades and Queen bed w/ luxury linens, futon in loft. Access to pool, hiking trails, firepit and creek.

Superhost

A small wooden deck leads up to the entrance of the cabin. A barbecue grill is positioned nearby, and a bistro-style chair is visible. The surrounding area is shaded by tall trees, creating a natural and serene atmosphere.

Guesthouse in Newfoundland

4.94 out of 5 average rating, 366 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.

Top guest favorite

A raised wooden deck features two chairs and a table, surrounded by a spacious outdoor area. The guesthouse, painted in soft yellow, stands behind the deck with large windows visible, inviting natural light. Lush greenery and trees create a serene backdrop.

Guesthouse in Narrowsburg

4.99 out of 5 average rating, 132 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.

Guest favorite

A rustic red barn showcases its inviting facade, framed by lush greenery. The spacious gravel driveway leads to two large barn doors, complemented by flower boxes beneath the front windows. Nearby trees provide natural shade, enhancing the serene outdoor setting.

Guesthouse in Blairstown

4.96 out of 5 average rating, 223 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:

Top guest favorite

The Shanty cottage is shown alongside the main house, bathed in warm golden light from the setting sun. A large tree stands nearby, casting gentle shadows on the green grass, enhancing the peaceful rural setting surrounded by farmland.

Guesthouse in New Tripoli

4.98 out of 5 average rating, 165 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.

Guest favorite

The kitchen area features modern cabinetry with gray tones and a full-sized refrigerator. White countertops complement the electric stove and microwave. An island with stools provides additional seating, while natural light illuminates the space through a window. A cozy couch is positioned nearby.

Guesthouse in East Stroudsburg

4.95 out of 5 average rating, 131 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.

Top guest favorite

A small, landscaped garden space features a round table and two chairs shaded by a large teal umbrella. Surrounding flower beds add touches of color, while a gravel path leads to the seating area. The environment offers a sense of tranquility.

Guesthouse in Jim Thorpe

5 out of 5 average rating, 269 reviews

Mountainside Muse

Renovated workshop 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.

Top guest favorite

A clean bathroom space featuring a porcelain toilet and a pedestal sink with three faucet handles. A decorative mirror is mounted above the sink, and natural light filters in through a window covered by sheer curtains. A small basket and a woven container are placed beside the toilet.

Guesthouse in Milford

4.98 out of 5 average rating, 130 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

Guest favorite

The exterior of the vintage cottage is showcased, featuring a rustic wooden facade with a cross-braced door. A pair of gray chairs sits on a stone patio, surrounded by decorative stones and a small plant. Bright yellow French doors provide access to the interior.

Guesthouse in Stroudsburg

4.95 out of 5 average rating, 173 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.

Top guest favorite

Guesthouse in Jim Thorpe

4.91 out of 5 average rating, 756 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.

Top guest favorite

A serene pond is surrounded by smooth stones and lush greenery. Water lilies float softly on the surface, reflecting the surrounding foliage. Ferns and shrubs add texture to the landscape, creating a calm natural setting.

Guesthouse in Mongaup Valley

4.96 out of 5 average rating, 291 reviews

Cozy Cottage - Woodstock Scavenger Hunt w/ prize

The cottage is a cozy little space with great amenities. Jam out with the SONOS speaker or watch any channel on DirecTV during the down time. Large back porch and beautiful gardens with a little pond surrounding the home. We also have a Woodstock themed scavenger hunt for any guest who would like to participate! Prize included for anyone who solves all the clues!!