Family-friendly holiday rentals in Gouldsboro

Peaceful Pocono Getaway with new kitchen

Vaulted ceilings, a living room fireplace, 2 first floor bedrooms and a new kitchen in this airy and private home. The house is a short walking distance to the indoor pool (open Labor Day to Memorial Day), a 2 minute drive to the large outdoor pool and splash pad(open Memorial Day to Labor Day) and just a street away from a beautiful state park with over 2000 acres to explore with trails and a sandy beach 250 acre lake great for swimming and boating. House is fully stocked with linens and soaps.

Family · Indoor spaces · Value

Hillsaps Lakefront Cottage

Hillsaps Cottage is a unique home built in the 50s, located approximately 20 feet from Lake Watawga in Gouldsboro, PA. Gouldsboro is the highest point in the Pocono Mountains, and each season offers its own breathtaking beauty! We provide kayaks and a canoe for you to explore the serene waters of the lake. While enjoying the Jacuzzi overlooking the lake, you may encounter eagles, beavers, otters, deer, and even the occasional black bear. Hillsaps Lakefront Cottage is truly a magical retreat.

Kitchen · Family · Location

Serene & Fun Family Gem ~ Hot Tub & Theater Room!

Look no further! This majestic 3BR 3Bath luxury cabin, ideally nestled on a secluded lot in the Big Bass Lake Community in the heart of Pocono Mountains. It promises a high-end family oasis a few mins from picturesque lakes, exciting attractions, and breathtaking natural landmarks. ✔ Large Private Hot Tub ✔ Game & Theater Room ✔ 3 Comfortable Bedrooms ✔ Living Room ✔ Full Kitchen ✔ Charcoal Grill ✔ High-Speed Wi-Fi ✔ Free Parking ✔ Community Amenities (Pools, Lakes, & More) See more below!

Kitchen · Indoor spaces · Accuracy

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!

Family · Kitchen · Amenities

SNOW FUN! SPRING SUN! - MOUNTAIN HOUSE HIDEAWAY!

Soaring three-story, 3-bed, 2-bath vacation rental house in Gouldsboro’s Big Bass Lake, a 5-star Gold Community. Our home has it’s very own HOME THEATER! Watch all your favorite films in style, relaxing in your very own reclining lounge chairs with full surround sounds, an HD projector and a 100 inch screen. Open floor plan, three Smart TVs, WiFi. This home offers access to community perks such as 3 lakes, basketball/tennis/pickleball courts, a playground, recreation center and more!

Kitchen · Family · Value

Poconos Lodge Retreat in Private Lake Community

The Lyman Lodge is a cozy retreat nestled in Big Bass Lake, a premier resort community in the Poconos. Enjoy all the region has to offer while relaxing with high-end comforts. Community amenities include lake access, indoor/outdoor pools, tennis, basketball, and pickleball courts, playgrounds, a splash pad, and fitness center. Lyman Lodge is also conveniently located near top Poconos attractions for year-round fun. Unwind and explore at the Lyman Lodge—your cozy Poconos hideaway!

Kitchen · Indoor spaces · Skiing

Lakefront * Hot Tub * Canoes * Game Room * Wood FP

Welcome to Red Canoe Retreat, your lakeside getaway nestled in the amenity-rich Big Bass community. This fully appointed home offers a blend of luxury and comfort for your family gatherings. With its 4 bedrooms, 2 bathrooms, and high-end furnishings, the Retreat caters to your every need. Spend your days enjoying the serene waters with a private boat dock, complete with kayaks and canoes. Explore nearby state parks or simply relax in the 7-person hot tub while the kids play foosball.

Family · Kitchen · Value

Romantic & Stylish Chalet Getaway in the Poconos

A magical 3-bedroom, 1-bathroom Pocono chalet bordering Tobyhanna State Park right in your backyard, with a treehouse feel, window-wrapped interiors, luxury touches, a private new 6–7-seater hot tub, fire pit, pergola BBQ lounge, and access to Lake Carobeth, pools, and more within a gated community. Your perfect mountain getaway starts here. Come hide away in the trees, soak under the stars, and experience a Pocono stay that feels equal parts fairytale, luxury, and romance.

Indoor spaces · Kitchen · Bathroom

Private Chalet | Hot Tub, Sauna, Theater & Arcade

Welcome to Idyllic Pocono, our thoughtfully designed chalet for larger groups seeking an epic vacation experience near the lake. Our chalet spans 3 floors of amenities with arcade game room, theater room, fully stocked kitchen+coffee bar w/ SMEG appliances, as well as inviting outdoor space with covered patio, 7-seat hot tub, barrel sauna, and fire pit, ensuring an amazing time, rain or shine. Bikes(7), single kayaks(5), tandem kayak, canoe, EV charger included.

Family · Kitchen · Value

Private Lakefront Retreat | Hot Tub, Game Room

Lakefront, private, and built for groups. West End Pond is a 5BR waterfront retreat with views from nearly every room. Enjoy your private beach, kayak the lake or river, or unwind in the hot tub overlooking the water. Inside, relax by the stone fireplace or gather in the two-story game room. Sleeps 10 comfortably with multiple levels for space and privacy. Parking for 8 cars. Close to skiing, hiking, and golf. Ideal for families and group getaways year-round.

Kitchen · Family · Getting around

Lakeside Luxe: Lake Views, Theatre, Guest Favorite

Enjoy a fall lakeside escape at Lakeside Luxe in Big Bass Lake, featuring 4 bedrooms, 2.5 baths, peaceful water views, central AC, an 86” theatre room, arcade/game room, and a cozy sunroom with a swing and coffee bar. Spend your days admiring the fall foliage, exploring nature trails, fishing, swimming at the community indoor pool, or renting a boat through October 15. Then grill, relax by the firepit, or unwind while enjoying the nearby waterfall views.

Indoor spaces · Kitchen · Amenities

outdoor movie gazebo | private hot tub | firepit

Welcome to your dream escape in the heart of the Poconos! Experience outdoor movie magic on your 75-inch TV with fresh, homemade popcorn, or soak away stress in the bubbling hot tub after a day of exploring. Enjoy smores, stories and stargazing by the firepit after showing off your BBQ grilling skills! Designed to offer an unforgettable escape with a blend of luxury and nature, this cabin is ideal for families, couples, or friend groups.

Family · Indoor spaces · Barbecue