Vacation rentals with a kayak in Coolbaugh Township

4.88 out of 5 average rating, 165 reviews

Cabin in Pocono Pines

Pine Cone Cabin - Lake Naomi Poconos Escape

This is the quintessential cabin ready for your Poconos getaway. Enjoy the privacy of this well-appointed cedar cabin in the woods while still having access to all that the Poconos and Lake Naomi have to offer. The cabin is a traditional cedar A-frame with two bedrooms downstairs and a loft. The cabin is a 20-minute drive to 3 area ski resorts. Please note that you'll need a temporary membership to Lake Naomi Club to use any club facilities. Information related to membership can be found online.

Chalet in Coolbaugh Township

4.9 out of 5 average rating, 117 reviews

Pocono Chalet Getaway | Pools, Hot Tub, Lakes

"My Lake Chalet" is in a gold-star community with plenty of amenities: access to 2 lakes, 4 beaches, playgrounds & 3 seasonal heated pools––surrounded by the beauty of Poconos’ natural wonders. The home has a relaxing six-person hot tub, sunroom & amenities that make this mountain retreat the perfect base for ski or lake activities and all the Poconos has to offer. It’s also a short walk to a lake w/ a beach and kids’ playground. Please note that community fees apply to guests 6 yo or above. (Se

Home in Coolbaugh Township

4.97 out of 5 average rating, 150 reviews

Lakefront vacation house w/boat & sauna. Dogs ok!

Lakefront retreat in the Poconos with Boat & Sauna! Dog-friendly. - Spacious 3BR/2BA home with stunning views of Pocono Summit Lake. - Dog-friendly and conveniently located near popular attractions like Kalahari, Camelback, Jack Frost, Mt. Airy Casino, grocery and the Outlets. - Relax and enjoy the beauty of the Poconos on the deck overlooking the lake. - Enjoy all the watersports and fishing the lake has to offer with rowboat, electric motor, 2 kayaks, paddleboard, firepit and charcoal grill.

4.97 out of 5 average rating, 105 reviews

Home in Long Pond

Lakeside Cozy A-Frame w/Hot Tub

Escape to our A-frame for a cozy getaway! Crystal Lake Cottage: A-frame is a mid century house located in the Pocono Mountains. From New York City or Philadelphia it’s just over a hour and a half drive. Soak in the serene lake view and the quiet in this unique modern A-Frame. The space is perfect for a romantic couple’s getaway or a friends ski weekend. Kick back and relax, take a relaxing kayak ride, read a book, sip your coffee, enjoy time away from your day-to-day and disconnect right here.

4.87 out of 5 average rating, 212 reviews

Townhouse in Blakeslee

Included Daily Access Boulder Lake/Pool * Hike

If you've been searching for a modern cozy base for your ski trip, hiking expedition, white water trip or just a comfortable escape from the city, look no further: You've found your perfect Mountainside Retreat at Jack Frost! This home has an open access living-dining room, a deck with outdoor seating and BBQ, and 2 upstairs bedrooms and Ski-In/Out access to Jack Frost. Why this home? Newly renovated! Superhosts! Short walk/ski to Jack Frost runs! Summer access to Boulder Lake Club included!

Chalet in Coolbaugh Township

5 out of 5 average rating, 105 reviews

*Family Pocono Gem w/Sauna+Hot tub+Game room+Lake*

Latitude Adjustment is a unique retreat in Pocono Lake, designed for those who seek the perfect blend of relaxation and local exploration. Equipped with an amazing 4person outdoor steam sauna, a private 7person hot tub featuring waterfall, Bluetooth speakers, and LED lights, huge game room with 65” TV, wood burning stove, large outdoor entertaining area with a grill, fire pit, guest shed and dining area. Located in a beautiful, amenity-rich Arrowhead Lake community, 1 minute walk to the lake!

4.98 out of 5 average rating, 206 reviews

Chalet in Long Pond

Private Lakefront | Kayaks | Beach | Fire Pit

Escape the ordinary and step inside our modern chalet, a true lakefront with private access to the Emerald lakes. Unwind by our private beach or sundeck. The natural light, pine trees and panoramic views of the lake, all make it a peaceful place to relax and enjoy some time with your loved ones. Our modern kitchen is fully equipped to cook a chef’s meal and feast on laughter and memories around the rustic table. Later, relax by the crackling fire on the beach. Welcome to our lakehouse.

4.95 out of 5 average rating, 147 reviews

Home in Pocono Summit

Pocono Lake House, hot tub! lake front, kayaks!

Very cozy and private Lake House a charming 3 bedroom and 2 bathroom house nestled in the heart of Pocono Summit. This beautifully appointed home offers the perfect blend of comfort, convenience, and relaxation. Imagine yourself relaxing in hot tub with a lakeview, kayak, paddle boat, paddle board, fire-pit by water and much more. House is located few minutes from Kalahari waterpark and SPA. Mount Airy Casino and golfing is also very close by. Walmart, ShopRite and Starbucks are 3-5 min away.

4.94 out of 5 average rating, 181 reviews

Cabin in Long Pond

Lake Front Rustic Cabin, Boats, Hot Tub, Game Room

Lake front rustic Cabin in heart of Pocono. Built in 1976. Original antique furnishings & decorations through out with bits of modern touches. Almost like a museum. Outdoor space of 1 Acre lot with 200ft of Lake front. 20ft of aluminum dock. Gazebo over looking the Lake. House has Open concept Kitchen-Dining room. 5 bedroom & 3 Bath. 2 Kitchen, 2 Living room, private office. Separately located from the main house is Kids play room/studio/Office Min age to rent is 25 Township Permit#003532

Chalet in Coolbaugh Township

4.95 out of 5 average rating, 223 reviews

Giant hot tub | kayak | hiking | pool table

☞Private 10-person hot tub ☞Private kayak ☞Firepit (wood included) ☞High-speed Wi-Fi ☞Full pool table, ping-pong topper, arcade infinite table ☞ Fully stocked kitchen ☞ Pet friendly ☞ Tennis courts ☞ Community Fees included ☞ King bed ☞ On-site washer + dryer ☞ Fireplace ☞ Self check-in ☞close to Austin T. Natural Area/hiking trails ☞25 mins to Kalahari, Camelback zip lines, waterfalls, Pocono Daytripper Wine Trolley, etc. ☞Fall foliage & pumpkin festivals, horseback riding, etc.

4.87 out of 5 average rating, 105 reviews

Home in Pocono Summit

Mountain & Lake Retreat! Fire-Pit & Hammock

Welcome to your one-of-a-kind mountain escape in Pocono Summit! This newly updated 3-bedroom, 2-bath home blends creative design with natural beauty—perfect for families, friends, or anyone seeking relaxation and adventure. Inside, unwind in the immersive illusion art game room. For outdoor explorers, use kayaks and paddle out on the nearby lake. With peaceful surroundingseasy access to Camelback Mountain, Kalahari Waterpark, and Big Pocono State Park, this is more than a stay.