Guesthouse holiday rentals in Pocono Mountains

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...

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!

Carriage House in The Valley

A quiet, safe countryside lifestyle 1 hour from Manhattan, 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.

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.”

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!

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:

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.

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.

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.

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

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.

Barn cottage at River Rose

Renovated 1920's barn with modern amenities. Full kitchen, w/d, 2 bedrooms, 1 queen, 1 double which are joined, porch with rockers and table and chairs, access to Delaware Canal, Towpath and Delaware River. Large deck on River with stairs to water. Peaceful. Above ground pool with deck.