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Holiday houses in Pocono Mountain Woodland Lakes

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Top-rated holiday rentals in Pocono Mountain Woodland Lakes

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Superhost
A rustic wooden chair overlooks a calm pond, with stones encircling a small fire pit. In the distance, among trees, a cozy cabin is visible, set against a vibrant sunset sky transitioning from warm hues to twilight.
Cottage in Milford

forest cottage 1880s

A historic cabin set in the forest with a private lake. It is only a few mins away from the beautiful town of Milford, PA. You can either pet with my animals , fishing, boating in the private lake , enjoy the serenity of nature or get out and explore. hiking, skiing at Shawnee, white water rafting on the Delaware Rive. horseback riding in the state park, shopping in WoodburyOutlets and various restaurants around. Whatever you choose, this house is a great pick for the nature lover in everyone!

FamilyLocationCondition

4.86 out of 5 average rating, 436 reviews
Top Guest favourite
A serene outdoor seating area features two wooden chairs positioned beside a stone platform. A fire pit with a crackling flame is set in front of the chairs, overlooking a gently flowing creek and lush greenery, creating a tranquil nature retreat.
Cabin in Millrift

Remote Waterfall Cabin at Swiftwater Acres

Deep in a lush oak forest, on the bank of Bushkill Creek sits this hidden oasis. This is simply THEE most private abode in the entire area. Situated just feet from the water, the falls can be seen and heard from every room within the cabin’s charming, rustic interior. This spectacular 45 acre parcel is set within a vast reserve of state land: an oasis within an oasis. Just 90 minutes from NYC, this is a truly sublime atmosphere, perfect for those seeking a rejuvenating and inspiring getaway.

ValueLocationAccuracy

4.98 out of 5 average rating, 290 reviews
Superhost
Home in Milford

Large Home Close to Milford

Large, 4-bedroom, 3-bath home just five minutes from downtown Milford. No-frills, family-friendly house featuring the convenience and privacy of split-level accommodations. Great for separate groups traveling together or a bonus area for one group. Upstairs: Kitchen, three bedrooms, two bathrooms, large smart TV with streaming/WIFI , living room, dining room, outdoor deck Downstairs: Kitchen, one bedroom, one bathroom, laundry, smart TV with streaming/ WIFI, living room, garage access

FamilyValueAccuracy

4.76 out of 5 average rating, 206 reviews
Top Guest favourite
Cabin in Yulan

Enchanting River A-Frame|Fire Pit| Magical Forest

Escape to our Magical Riverside A-Frame on 4 secluded acres. Swim in the enchanting river, grill dinner under the trees, and gather by the fire pit beneath twinkling string lights & a sky scattered with endless stars. Watch deer, eagles & fireflies as you unwind in this cozy 2BR cabin. Perfect for couples, nature lovers, and anyone craving a peaceful retreat. Minutes from scenic hikes & Delaware River adventures connecting deep with nature - leave feeling like you stepped out of a storybook.

FamilyLocationBarbecue

4.98 out of 5 average rating, 239 reviews
Top Guest favourite
A castle-style retreat is showcased, featuring a whimsical dragon statue and a large chess set in the foreground. A tranquil pond with a fountain is visible, alongside a magnificent castle structure designed with classic stone elements and a welcoming entrance, all set amidst lush greenery.
Castle in East Stroudsburg

Pocono Castle: Dungeon Escape Room & Private Pond

Sleep in a Fairy Tale at Pocono Castle! Live the dream in this 2,300 sq. ft storybook retreat, where you’ll sleep like royalty in a real fairy tale castle. Unwind in luxury with a bubbling hot tub, a cedar sauna, and endless magical touches. Dress up as Kings, Queens, or Knights and explore the grounds, featuring a private one-acre pond & maybe you’ll catch a Golden Fish! With enchanting bedrooms, outdoor adventures, and unforgettable charm, this is the OMG getaway you’ve been waiting for!

LocationValueCheckout

4.99 out of 5 average rating, 475 reviews
Top Guest favourite
A rustic wooden cabin is nestled among tall trees in a dense forest. A covered front porch is visible, featuring two yellow chairs and surrounded by natural landscaping. The cabin's exterior showcases a blend of wood tones and large windows, inviting natural light indoors.
Cabin in Dingmans Ferry

Charming Chestnut Cabin in Woods

*Winter bookings must have 4 Wheel or AWD Vehicle. This one-of-a-kind cabin borders the Delaware Water Gap National Recreation Area. Hike right behind the cabin, through the woods, to Dingmans Creek. A short hike upstream leads to George W. Childs Park with 3 tumbling waterfalls, a rustic trail system, and observation decks. A longer hike downstream will bring you to Dingmans Falls. DWGNRA offers swimming, fishing, hiking, biking, canoeing, and kayaking, all within minutes of the cabin.

LocationFamilyRiver

5.0 out of 5 average rating, 363 reviews
Top Guest favourite
A hillside cottage is surrounded by lush trees, illuminated by evening light. The wrap-around deck offers views of the forest, while a colorful sky transitions from orange to purple above. The scene evokes a sense of tranquility and connection with nature.
Cabin in Milford

Retro Pinballs, 10 Acres with 2 Streams & Hot Tub

If you're looking for privacy in a natural setting while being close to shops and restaurants, your search has ended. *Perched on a hillside with stunning views overlooking the state forest *Fish or wade in two cool, clear creeks (Savantine & Sawkill) *Relax on the deck with a forested valley view *Become a pinball wizard *Stroll the shops & restaurants of Milford *Perfect for stargazing & birdwatching *Ideal for privacy and peace in a natural setting *NO PET FEE (up to 2 dogs)

LocationFamilyHot tub

4.92 out of 5 average rating, 114 reviews
Top Guest favourite
A spacious living area is illuminated by natural light streaming through large windows. Grey sofas are arranged around a decorative area rug, with a wooden coffee table at the center. Two doors and a large clock accentuate the room's architectural features, complemented by potted plants.
Place to stay in Montague

Historic Schoolhouse by the Delaware River

Historic 1860 schoolhouse retreat! Modern comforts: WiFi, smart TV, kitchen, heat/AC, laundry, clawfoot tub, record player. King-size bed in the bedroom, and a single bed in the loft. The living room has two large sofas, and we also have a queen-size air mattress. Enjoy 2 serene acres near the Delaware River. Relax on the screened porch swing under the fairy lights, or by the fire pit under starry skies. Self check-in/out. Unique & tranquil getaway!

LocationValueCheck-in

4.98 out of 5 average rating, 124 reviews
Top Guest favourite
A charming 1930's cottage is set against a backdrop of vibrant autumn foliage. The structure is surrounded by a spacious lawn, leading to glimpses of the river nearby. Brightly colored leaves adorn the trees, contributing to the serene and natural atmosphere.
Cottage in Narrowsburg

Upper Delaware River cottage

1930's cottage with spectacular views. Fully stocked and situated on a stretch of Upper Delaware river rapids near Narrowsburg, NY. Heat/AC system, fireplace, solo stove, barbecue and porch. There are 7 acres with river views and access . River is a couple hundred yards from cottage, lots of lawn, hammock, kayaking, lawn games, board games, hiking, fire pits, lots to do or just relax.

FamilyLocationRiver

5.0 out of 5 average rating, 205 reviews
Top Guest favourite
A bright open living area showcases a green sectional sofa adorned with a plaid throw and a soft rug beneath. A dining table with clear chairs sits nearby, while large windows bring in natural light, enhancing the space's modern rustic charm.
Cabin in Shohola

Private Poconos Cabin near River, Food, and Fun

Looking for a mountain getaway? Come escape to our Poconos cottage, which seamlessly blends modern comfort and rustic charm in a private, wooded setting. Explore nearby hiking trails, indulge in local eateries, ski, fish, boat, or just embrace the tranquility of nature while sitting by the fire! You'll also enjoy fast Wi-Fi, A/C, and an indoor gel fuel fireplace.

ValueFamilyView

4.96 out of 5 average rating, 225 reviews
Top Guest favourite
A tranquil scene featuring cascading waterfalls flowing over stone ledges into a clear pool. Lush greenery surrounds the water, while a stone patio and a single chair are visible nearby, providing a serene spot for relaxation among nature.
Cottage in Matamoras

The Cottage at Bluestone Falls

We call this The Cottage. It is one of three guest houses on 16 park-like acres, nestled into the woods, running along the scenic Bushkill Creek in the NE tip of the Poconos, near the Delaware River. All 3 houses are set quite far apart on the property and offer the perfect amount of privacy.

ValueLocationGetting around

4.98 out of 5 average rating, 196 reviews
Top Guest favourite
Cabin in Barryville

Catskills Schoolhouse – Fall Views | 2 Hrs NYC

Historic Catskills schoolhouse retreat with stunning hillside views—just 2 hours from NYC. Perfect for leaf-peeping weekends, cozy getaways, or a scenic escape for people seeking nature and tranquility. IG: @theschoolhouse82

FamilyValueRiver

4.99 out of 5 average rating, 119 reviews

Popular amenities for Pocono Mountain Woodland Lakes holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Other great holiday rentals in Pocono Mountain Woodland Lakes

Top Guest favourite
A path of stone steps leads through a grassy area, connecting a modern cabin and a detached sauna. Sunlight filters through the trees, casting long shadows on the ground, and hints of autumn foliage are visible in the surrounding nature.
Home in Barryville

Luxury Mountain Retreat with Panoramic Vista Views

FamilyValueQuiet

5.0 out of 5 average rating, 60 reviews
Top Guest favourite
Cabin in Pond Eddy

Secluded Catskills Treehouse | Hot Tub + Roof Deck

LocationFamilyCondition

5.0 out of 5 average rating, 61 reviews
Top Guest favourite
Home in Glen Spey

Luxury Catskills Cabin | Private Sauna | Lakes

LocationFamilyPets

5.0 out of 5 average rating, 28 reviews
Top Guest favourite
A spacious living area features large windows allowing natural light to fill the room. A cozy sofa is positioned near a modern wood stove. A woven chair complements a wooden coffee table, with potted plants adding greenery to the inviting atmosphere.
Cabin in Dingmans Ferry

Poconos Lake + River Retreat • Private • 90min-NYC

FamilyLocationBathroom

5.0 out of 5 average rating, 24 reviews
Top Guest favourite
Apartment in Milford

The Foxes Den

LocationValueAmenities

4.96 out of 5 average rating, 25 reviews
Top Guest favourite
A rustic log cabin is nestled among trees, surrounded by autumn foliage. Large windows reflect the exterior landscape, while a gently winding pathway leads to the entrance. The warm tones of the wood blend with the natural setting, creating a serene atmosphere.
Cabin in Sparrow Bush

Cheerful Log Cabin for memorable family moments.

LocationFamilyCheck-in

5.0 out of 5 average rating, 60 reviews
Top Guest favourite
A charming blue cottage is nestled among dense greenery, featuring a spacious patio with comfortable seating and an umbrella for shade. A barbecue grill is positioned nearby, and large windows reflect natural light, enhancing the inviting exterior surrounded by well-maintained landscaping.
Home in Pond Eddy

Lunar Lounge • 6 acres • Fireplace • Pet Friendly

LocationFamilyHiking

4.98 out of 5 average rating, 81 reviews
Top Guest favourite
A two-story home is nestled among lush trees, featuring large windows and an outdoor deck with a red umbrella. A private dock with a ladder provides easy lake access. The serene water reflects the surrounding greenery and the sky.
Home in Shohola

Direct access on a private lake! Swim~fish~relax

FamilyLocationDecor

4.96 out of 5 average rating, 50 reviews

Destinations to explore