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Guesthouse holiday rentals in Pocono Mountains

Find and book unique guesthouse rentals on Airbnb

Top-rated Guesthouses in Pocono Mountains

Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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Top Guest favourite
A cozy sitting area features a vintage armchair and a chaise lounge with a white throw blanket. A rustic stone fireplace made of arching brickwork stands nearby, complemented by natural light filtering through sheer curtains.
Guesthouse in Blairstown
4.92 out of 5 average rating, 37 reviews

Isaac Read Cottage—historic Hope property near DWG

The Isaac Read Cottage offers a peaceful respite in the northwestern heart of the Garden State, minutes from the historic township of Hope, NJ, and the Poconos. Here you will find a cozy retreat thoughtfully curated with unique antiques, original artwork, premium linens, and local provisions. 1:10 hours from NYC, nearby attractions include Jenny Jump State Forest, Shawnee Mountain Ski Area, Delaware Water Gap National Rec Area, and the Appalachian Trail, plus antiques, wineries, farm stands...

Superhost
Guesthouse in Hawley
5 out of 5 average rating, 3 reviews

Historic Winery Farmhouse by Lake

For an unforgettable escape, stay at the Hammer House at Three Hammers Winery, a beautifully restored 1820 historic farmhouse blending classic charm with modern comforts. This inviting retreat features a fully equipped kitchen, spacious living areas, and cozy bedrooms, all complemented by a covered porch overlooking a scenic pond and vineyard, plus a patio with a fire table for relaxing evenings. Its prime location offers easy access to the Pocono Mountains. Relax, Fine Wines, Beautiful scenery!

Top Guest favourite
Guesthouse in Palmerton
4.95 out of 5 average rating, 98 reviews

Comfort 4 All Seasons

Newly renovated Guest House on our property! Book your stay with us at Comfort 4 All Seasons! Perfect for leisure or business travel. Couples, families, friend or work groups welcomed. Our goal is to provide a comfortable stay for everyone! - Located just minutes away from Blue Mountain Resort, Country Junction, the PA Turnpike! -Close to Jim Thorpe, Skirmish, Pocono Whitewater, Penns Peak & many other Lehigh Valley & Pocono Mountain attractions! - Continental breakfast included at check in!

Superhost
Guesthouse in Tobyhanna
4.72 out of 5 average rating, 68 reviews

Entire house for couples.

Welcome to the Poconos area! We have many activities to enjoy year-round, both in summer and winter. The area offers water parks, casinos, horseback riding, snowboarding, tubing, and skiing. There are both indoor and outdoor water parks, depending on the season. We also have a beautiful lake where you can relax, take a walk, or enjoy the barbecue and walking areas. There are plenty of activities for everyone to enjoy. There are hiking areas ,close to Kalahari Resort, including ATV tours.”

Top Guest favourite
A serene outdoor scene features a reflective pond bordered by natural stones. In the background, a collection of red barns and a white fence are visible amidst bare trees, suggesting a peaceful, rural setting.
Guesthouse in Union Township
5 out of 5 average rating, 18 reviews

Cozy Carriage House on 22 private acres near NYC

Welcome to our cozy carriage house on 22 acres in Hunterdon County, NJ, just 60 minutes from NYC. Perfect for up to 6 guests—ideal for families, creatives, or professionals seeking both quiet and connection. Enjoy scenic walking paths, stunning sunrises, and sunsets, and relax on the patio. Conveniently located just minutes from: - Local restaurants (4-8 minutes away) - Bridgewater Commons (20 minutes) - Hiking trails and parks Experience tranquility with easy access to New York City!

Top Guest favourite
Two wooden Adirondack chairs are positioned on a stone patio, facing a serene view of the lush green surroundings. A bubbling brook can be seen nearby, bordered by tall trees and soft grass, creating a tranquil outdoor space.
Guesthouse in Smallwood
5 out of 5 average rating, 27 reviews

Charming Brook Side Retreat by The Forest Reserve

Kick back and relax in this spacious, renovated XL studio in Smallwood, NY. Located by the tranquil bubbling Brook and surrounded by the Smallwood Forest Reserve, this guesthouse blends modern, vintage, and rustic decor, featuring a comfortable King-size bed. Just 93 miles from NYC, it’s minutes from Bethel Woods Center for the Arts, scenic lakeside dining, lake beaches, and hiking trails. As a Superhost, I’m thrilled to welcome you to my cozy retreat for a peaceful and memorable getaway!

Top Guest favourite
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, 247 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:

Guest favourite
A well-organized bedroom features a queen bed dressed in a patterned coverlet with animal motifs. Two nightstands with lamps flank the bed. Natural light enters through the large window, complemented by white blinds. A door and wall decor add warmth to the inviting space.
Guesthouse in East Stroudsburg
4.95 out of 5 average rating, 189 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 favourite
Two deer are seen among lush green grass and trees. The scene is framed by slender tree trunks, with dark foliage in the background. Soft sunlight filters through the branches, creating a serene and natural environment.
Guesthouse in Jim Thorpe
4.91 out of 5 average rating, 857 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. There is so much to do here. I’d be happy to inform you about what’s available.

Top Guest favourite
A bright kitchen is illuminated by natural light from multiple windows. A spacious farm sink is positioned beneath the windows, with potted plants adding a touch of greenery on the countertop. The cabinetry features a warm wood finish, contributing to the inviting ambiance.
Guesthouse in Jim Thorpe
5 out of 5 average rating, 310 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 favourite
The exterior of a charming blue cottage is depicted, featuring a covered front porch with a white railing. A slate path leads to the entrance, which is flanked by flower beds. A brick chimney rises from the roof, adding to the cottage's welcoming character.
Guesthouse in Milford
4.99 out of 5 average rating, 147 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

Top Guest favourite
The exterior of the rustic cottage features a wooden facade and two sets of French doors. Chairs are positioned on a stone path leading to the entrance, surrounded by a manicured garden area with pebbles and greenery. Nearby trees provide a natural backdrop.
Guesthouse in Stroudsburg
4.95 out of 5 average rating, 265 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.

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