Holiday rentals with a kayak in Pocono Mountains

Restored Barn - 44 Acres, 100 Acre Lake

Reconnect with nature at this unforgettable retreat. Escape to our renovated barn on a 44-acre eco-paradise. Experience modern farmhouse living with 25-foot ceilings, a great room with beautiful views, fully equipped kitchen, king-size bed in giant loft bedroom, and cozy gas stoves. Hike, kayak or fish on the 100 acre lake, forage for wild berries and ramps in season, or go skiing at Elk Mountain right down the road. One-of-a-kind serenity and rustic, natural luxury in Pennsylvania's wilderness.

Value · Location · Accuracy

Jones Pond Pocono Getaway- Waterfront, 3BR house

Spacious 3BR Pocono home with backyard pond, private beach, fire pit, indoor gas fireplace. Kayaking, paddle boarding, fishing, & motor-less watercraft welcome on the pond. Large deck great for relaxing outdoors & BBQ's. Close to skiing/snowboarding, hiking/biking trails, white water rafting, indoor water park, golf, racetrack, fishing, hunting, horseback riding, & other outdoor Pocono adventures. 2 hours (102mi) from Philadelphia, 2.5 hours (114mi) from NYC. Perfect for families & small groups.

Location · Outdoor spaces · Checkout

Private Lakefront & Sauna•Kayaks•EV•Firepit

Escape to our modern lakefront chalet and its water's edge, unwind in the hammock, watch the sunset from the deck beneath ambient string lights. Indoors, retreat to a luxury spa bathroom featuring rain shower and skylight, or unwind in the private Finnish sauna. Enjoy a chef’s kitchen with a rustic farm table, lakeside fire pit with Adirondack chairs, 100% cotton linens, baby gear, BBQ grill, 4 Smart TVs and SPAN EV charger. Flexible check-in/out. Community outdoor pool available for extra fee.

Outdoor spaces · Location · Walkability

Tranquil Lakefront A-Frame w/Hot Tub-Summer Escape

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.

Outdoor spaces · Location · Checkout

Fancy Poconos Castle & Indoor MEGA 10+ SWIM SPA

Welcome to your luxurious sanctuary in the heart of the Poconos. Located in the prestigious, Gold Star-rated Blue Mountain Lake Community, this 6,600 sq ft home offers breathtaking views and an estate-like experience. With elegant interiors, spacious living areas, and year-round beauty, every moment here is designed to impress. Whether relaxing or entertaining, comfort and sophistication await at every turn. Here, comfort is elevated, and unforgettable memories are just part of the experience.

Outdoor spaces · Location · Condition

"The Lure" Delightful, Private Waterfront Getaway

The Lure is a fully renovated 1940s fishing cabin reimagined into romantic waterfront retreat for 2 on the glacial waters of Round Pond in Lake Harmony. Designed for couples, this home pairs vintage charm with modern indulgence--private hot tub beneath the stars, crackling wood-burning fireplace, fire lit evenings by the shore, and quiet mornings drifting by canoe. Secluded yet moments from adventure: hiking, dining, skiing, Jim Thorpe, and Pocono Raceway--where romance lingers and time slows.

Value · Location · Indoor spaces

Lakefront Cabin w/ Hot Tub, Views and Fireplace

Unwind in our secluded lakefront cabin featuring a hot tub, crackling fireplace and sweeping lake views. What you’ll love: * Steps to the lake—grab the kayaks, SUP or canoe and explore, BYO boat available * 6-person hot tub under the stars * Cozy wood-burning fireplace & fast Wi-Fi * Superhost service: 1-hour average response * All season: Minutes from ski slopes, golf, hiking trails and quaint mountain towns—perfect for couples’ retreats or small families Book now —peak weekends fill fast!

Value · Outdoor spaces · Skiing

Steps to Lake | Hot Tub, Sauna & Game Room

Stay just a 1-minute walk from Arrowhead Lake at Latitude Adjustment, a cozy Pocono chalet built for lake days, fall leaf peeping, ski weekends, and relaxing nights under the stars. Walk to the Island for pools, beaches, boat rentals, and fishing, then return to a private 7-person hot tub, outdoor steam sauna, fire pit, huge game room, kayaks, bikes, and a gated patio for kids and dogs. With 4 nearby ski resorts, colorful fall scenery, and year-round amenities, it's a memorable Pocono escape.

Location · Outdoor spaces · Amenities

NEW Lakefront Home with Hot Tub

Situated on the water's edge of Arrowhead Lake, this brand new, custom built home offers a unique, luxury getaway for those seeking a stay with all that lakefront living has to offer. Perfectly set up for a romantic getaway for two, The Lakehouse on Arrowhead was created to provide a space for couples to rest and reconnect while enjoying gorgeous lake views from both inside and out. The spacious deck is just steps from your own private dock which allows you to kayak at your leisure.

Value · Location · Access

Cozy Cottage on Lake Ag-Mar: Hot tub, Pool Table +

Cozy Lakefront Home in Private Wooded Setting 3BR +1½ BA Tucked away in the lovely Ag-Mar community near Hickory Run State Park, come and experience all that our cozy country home has to offer. Take in views of the lake and beautiful sunsets from one of the two decks or the enclosed porch. Spend the day fishing from the dock or enjoying a relaxing ride on one of our boats or kayaks. Gather the family for a fun game of pool and end the day by soaking in the private hot tub.

Value · Outdoor spaces · Wi-Fi

Condé Nast featured A-frame. Hot Tub. Lake. Pools

Sink into the hot tub and let the Poconos do the rest. This Condé Nast-featured mid-century A-frame is nestled among the trees, just minutes from the lake — a beautifully curated escape two hours from NYC with everything you need to completely unwind. Soaker tub with a tree-top view, chef’s kitchen, fire pit, community pools, and a bathroom so good it’s been featured in Condé Nast, Houzz and West Elm. This is the one you’ve been saving on Pinterest

Outdoor spaces · Location · Skiing

Lake Front Retreat in the Poconos * King Bed*

Our single level lake home awaits your family's memories. Our 3 bedroom, 2 bathroom lake home accommodates up to 6 guests. Lake Larsen can be viewed from any point in our home. A King bed is provided in the master bedroom. Relax, Play, and Enjoy. Our home is located in the 5 * star community of Big Bass Lake. The town of Gouldsboro provides for a country setting, however it is very close to many of the Pocono's attractions.

Location · Value · Pool