Holiday houses in Winona Lakes

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Top-rated holiday rentals in Winona Lakes

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

Home in Bushkill

4.99 out of 5 average rating, 142 reviews

Raccoon Retreat

Hi, Welcome to Raccoon Retreat! This is a house that you will be able to come to unplug, unwind and reconnect with family, friends and all of what nature has to offer. The home is located within the ‪Delaware Water Gap National Recreation Area‬. Here you will have the opportunity to take advantage of hiking trails, waterfalls, swimming, zip lining, fishing, horseback riding, canoeing and kayaking, as well as skiing or snowtubing during the snowy season. Though you get to experience nature here, you are only a short drive away from restaurants, casino, shopping and also water parks. The entire home is all yours! Our three story home sits on a one acre wooded lot. In the event you are just wanting to get away to hunker down here, we have designed the space to feel cozy and warm. You will find a full kitchen ready for you to prepare some home cooked meals, three bedrooms, two baths, a soaker tub and a deck for miles! The home has a private driveway with plenty of space for up to 5 vehicles. Follow us on Instagram @raccoonretreat While you are enjoying your stay we will be available for you to contact as you need us anytime from afar. Please respect our home. A lot of heart has gone into creating this space and the hope is every new guest will get to enjoy the space as if they were the first!

Guest favourite

Castle in East Stroudsburg

4.99 out of 5 average rating, 327 reviews

Pocono Castle w/ Dungeon Escape Room &Private Pond

No need to go to England to enjoy Castle life. We invite you to come and relax in this 2300 square-foot Castle home. It features four bedrooms, two full baths in a lovely Pocono setting.Enjoy the wildlife while relaxing in the outdoor hot tub or rejuvenate in Cedar Sauna. Indoor and outdoor games for all ages. Everyone will enjoy role-playing King & Queen, when dressing up in the costumes we provide. There is a 1 acre private pond if you would like to try your hand at catching your Golden Fish!

Guest favourite

Home in East Stroudsburg

4.88 out of 5 average rating, 106 reviews

Luxury Villa~ 5 min to Shawnee ~Hot Tub~Fire Pit

Recently renovated open area 5000 sq ft floor plan makes this Villa a perfect getaway for large family outings, company retreats, or a group of friends getting out of the city. With seven bedrooms and 11 comfortable queen size beds, it's a spacious setting for making connections and memories NO PROMS All guests are required to accept the hosts lease agreement prior to check in Pool is avail from end of March - end of Oct Pool propane fuel heating costs are not incl. in the price-please inquire

Superhost

Home in East Stroudsburg

4.82 out of 5 average rating, 168 reviews

A minimal retreat atop the Pocono mountains.

Tucked away stands a private minimal retreat for those seeking to relax and recharge. Standing high above the tree tops, are 180 degrees of open mountain views from either of the two outdoor decks, or one of many windows that light Alpine. Alpine Cottage offers quick access to Camel Back or Shawnee mountains, hiking or kayaking on the Delaware, ATV, Snowmobile and waterfall tours, zip lining, and antique malls. Visit one of three indoor/outdoor resorts -Camelback, Kalahari or Great Wolf Lodge.

Guest favourite

Home in East Stroudsburg

4.87 out of 5 average rating, 165 reviews

Getaway, house with a view of nature Hot Tub

A cozy house located among the trees in a quiet neighborhood but close to all commodities. The house has a deck that overlooks the view of the nature . This spacious house 2700 sq ft has 3 bedrooms:1queen bed 1 queen bed (balcony) 2-twin beds, two full bath , living room with sleeping sofa,wood fireplace and 55” smart ,portable AC,TV- Netflix, family room with pallet-burning stove and 60”smart TV, game room:bar air hockey table, pool table and ping pong table ,patio with a gas grill..

Guest favourite

Guesthouse in Blairstown

4.96 out of 5 average rating, 220 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:

Guest favourite

Townhouse in East Stroudsburg

4.95 out of 5 average rating, 222 reviews

Ultimate Family Friendly-Hiking, Biking & River!

Our house is located just up the road from the Shawnee Mountain Ski Area. Located between Bushkill Falls and the Delaware National Recreation Area offers hiking, biking, rivers, streams, and waterfalls. From Spring to Fall, easy access to kayak or canoe rentals. Numerous golf courses are just minutes away. The historical town of Delaware Water Gap and Stroudsburg offers a variety of restaurants, music venues, wineries, and boutiques. Best of all, we are only 75 minutes west of NYC.

Guest favourite

Home in East Stroudsburg

4.99 out of 5 average rating, 115 reviews

Home away from home, with many community amenities

Make some memories in our unique and family-friendly cozy home. Our newly renovated clean home features: Modern bathrooms - one bathroom features a state of the art shower experience. Fully stocked kitchen New comfortable mattresses in themed bedrooms, one bedroom has a king size bed Backyard water feature Outdoor fairy garden Fire Pit Fire Pit Table Gas Grill All of this located in the number 1 rated amenity filled community in the Poconos featuring outstanding amenities.

Guest favourite

Guesthouse in East Stroudsburg

4.96 out of 5 average rating, 114 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.

Guest favourite

Townhouse in East Stroudsburg

4.97 out of 5 average rating, 139 reviews

Serene Escape - Jacuzzi, mins from trails/skiing

Step into the comfort of this luxurious, 2 BR 2 Bath house with recently renovated spaces that make it feel like a home away from home. Situated in a serene residential area, the home promises an mountain retreat close to the best restaurants, stores, hiking, and amenities of the Poconos. Contemporary design and an abundance of amenities will satisfy all your needs. ✔ 2 Comfortable BRs ✔ Fully Equipped Kitchen ✔ Jacuzzi Tub ✔ Smart TVs ✔ Free Parking

Guest favourite

Home in East Stroudsburg

4.81 out of 5 average rating, 168 reviews

Quiet rustic house/Jacuzzi in safe gated community

"Enjoy this beautiful spacious home that is located in a secured gated community, Indoor jacuzzi tub in the master bedroom on the second floor , the jacuzzi is a lay down tub for 2 people max .There is free parking on the premises, the driveway can hold up to 5 vehicles. The home is equipped with fast high speed WiFi that can be access all around the home." I have air conditioners in the top 2 floor bedrooms, the house stays cool in summer as well

Guest favourite

Guest suite in Columbia

5 out of 5 average rating, 262 reviews

Private DWG Country Mountain Oasis-Frog Pond View

*PRIVATE family apartment built for relaxing comfort & views of nature. *NPS DWG LOCATION-2 miles from Mount Tammany & Mount Minsi *WALK to a private brook side trail & a winery *DECK & PATIO - Grill & enjoy s'mores and roasted marshmallows by the pond *INCLUDES - Bread, eggs, pancake mix, coffee, tea, milk, bananas and s'mores kit & more. *AWARDS: Top 1% of all Airbnb & #1 "Most Hospitable Host" in 2021 *Little or no interaction - your choice.