Guesthouse vacation rentals in Pocono Mountains

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Top-rated guesthouse rentals in Pocono Mountains

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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

4.94 out of 5 average rating, 229 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.

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, 134 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.

Top guest favorite

The exterior of the carriage house is presented, showcasing a two-story structure with a combination of grey siding and white accents. A parked convertible car is visible in the front yard, accompanied by a stairway leading to a private deck. The area is surrounded by lush greenery.

Guesthouse in Bridgewater

4.93 out of 5 average rating, 101 reviews

Carriage House in The Valley

A countryside lifestyle 1 hour from Manhattan, the NJ beaches, or the Delaware Water Gap. Walk, Bike, fish watch birds and see historical sites where George Washington marched. Senior couple's 2 acre lot among huge trees. The rustic outside of the unit gives way to a comfortable living space on the top floor and the bottom floor is a wide open utility room with a second bath, electric stove, full laundry and a place to store things while in transit or if moving in or out of the area.

Guest favorite

An inviting outdoor deck is presented with natural wood flooring. A red umbrella shades a round table surrounded by four chairs. Green foliage is visible in the background, adding a fresh and peaceful ambiance to the space.

Guesthouse in Blairstown

4.96 out of 5 average rating, 226 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

4.96 out of 5 average rating, 139 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 welcoming porch features two striped chairs positioned around a small table, framed by lush greenery and flowering plants. Ferns hang from the ceiling, adding a natural touch to the space, which is complemented by a soft blue exterior wall.

Guesthouse in Milford

4.99 out of 5 average rating, 135 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 favorite

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, 180 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, 768 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 cozy cottage is set amid lush greenery, surrounded by well-maintained trees and shrubs. The entrance features a small set of steps leading to a welcoming porch, while the expansive lawn is dotted with neatly arranged plants and shrubs, enhancing the natural setting.

Guesthouse in Mongaup Valley

4.96 out of 5 average rating, 293 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!!