Holiday rentals with a pool in Jackson Township

4.91 out of 5 average rating, 115 reviews

Cozy and spacious place to ski, swim, and play

Ski slopes open on December 15! Bring the whole family and friends to our stylish, cozy unit, just a walk away from ski slopes, water parks, indoor pool, tennis courts, sauna, hot tub, and more. Enjoy the local villages, with the nearby hiking trails, waterfalls and breathtaking scenery, nearby casino. Indoors you have cozy living area with a wood fireplace, 3 large screen smart TVs, super fast WiFi. Get comfortable with central AC for hot weather days and a fully equipped kitchen for cooking.

4.91 out of 5 average rating, 124 reviews

Poconos Summer Retreat- Walk to Camelback Mountain

Welcome to your perfect summer getaway! This cozy 3-bedroom retreat sleeps 8 and is nestled right by Camelback Mountain. Enjoy stunning mountain views, explore nearby hiking trails, and take in the lush green beauty of the Poconos. Unwind on the shady covered porch, grill up a summer feast, or cool off inside with a round of pool or board games. Whether you're craving adventure or relaxation, this mountain escape is the ideal spot for your summer break – book now and make unforgettable memories!

4.96 out of 5 average rating, 205 reviews

Cabin in Pocono Pines

Cozy Cabin*Firepit*Loft*Optional Lake Naomi ($)

This cozy cabin is perfectly positioned for everything the Poconos has to offer: 10 miles to Jack Frost/Big Boulder (epic pass), 10 miles to Camelback (ikon pass), hike Hickory Run State park or just stay in grill a meal, roast s'mores, cozy up and stream a movie or play your favorite board game. Temporary membership to the neighboring private Lake Naomi Club may be available for purchase for 7+ night stays (beaches,pools). Tobyhanna township: 25 years minum age to rent. Registration # 003832.

4.95 out of 5 average rating, 130 reviews

Home in Henryville

Rustic Private Ranch w/ Saltwater Pool & HotTub!

Escape to our newly remodeled secluded Modern Ranch home nestled in the heart of the Pocono Mountains! This luxurious 4 bedroom 2 bathroom retreat boasts 2 living areas and a smart gym with Peloton & Lululemon Mirror. Relax in the spacious outdoor patio, outdoor dining area, & private lounge. Kickback around the reclaimed steel firepit under the stars. Book your getaway now and reconnect with nature in style. Smart Gym Includes Lulu Lemon Smart Mirror + Peloton Roku Smart 4kTV in every room!

4.97 out of 5 average rating, 110 reviews

Cabin in Tannersville

Huge Cabin 3min to Camelback: Hot Tub Pool & Grill

Welcome to Chai's Cabin! Our beautiful and luxurious home features 4 bedrooms and 4 bathrooms with a finished basement. Only 3 Minutes from Camelback Mt. Come enjoy this mountaintop cabin during both the Summer and Winter months. Our house is fully stocked with amenities such as a Brand new Hot Tub, BBQ, Keurig coffee machine, pots and pans, seasoning, towels, hotel quality bedding, washer and dryer, fireplace, games, and so much more. Come stay, relax and unwind at your home away from home.

4.98 out of 5 average rating, 235 reviews

Home in East Stroudsburg

Relax and unwind at this stunning Poconos vacation property. Melt your troubles away with a dip in the hot tub or experience our custom-built Finnish-style sauna. This property has been thoughtfully remodeled throughout with warm wood floors, hand crafted ceramic tiles, extra comfortable beds, and custom artistic details, creating a truly unique and luxurious feel. Relax in the spa-like bathroom, sit by the firepit, or enjoy the lakes, pools, tennis courts or other amenities in the community.

4.88 out of 5 average rating, 106 reviews

Luxury Mtn Home with deck + Sauna @ Camelback

🏔️ Mountain Retreat Highlights • Escape to luxury in the heart of the Pocono Mountains • Just 4 minutes from Camelback Ski Mountain and Golfing 🏡 Home Features • Spacious living room with floor-to-ceiling windows for scenic views • Three comfortable bedrooms: • King bedroom, two queen bedroom, two twin bedroom • Fully equipped modern kitchen – ideal for group meals • Large outdoor deck with grill (bring your own propane) + seating • Hot tubs to soak and unwind after a day of exploration

4.96 out of 5 average rating, 242 reviews

EASTSKY CHALET - Comfort, Privacy, Knockout Views!

One of few homes that boasts a huge Wall of Windows that open to views of Camelback Mountain and the nature outside. The house is set back just a bit for that extra privacy. This Mountain Home features 3 master suites with full bathroom with each bedroom. Cozy enough for couples yet spacious enough for families and friends. Winter mountain views from every room in the house. Nicely stocked kitchen and gas BBQ grill on the deck. Minutes away from everything you’d come to the Poconos for.

4.92 out of 5 average rating, 172 reviews

Cozy Camelback Townhome - Ski In/Out Amazing View!

Welcome to High Pass Lodge! Freshly renovated & conveniently located on top of Camelback Mountain, within walking distance ski-in/out. Indoor heated pool, sauna, hot tub, & more for guests to enjoy (included with your stay). Close to Water Parks, Big Pocono State Park, Breweries, Casinos, Pocono Raceway, Shopping Outlets, Restaurants, & more activities for any season! Enjoy the breathtaking views from the deck while grilling, or cozy up in front of the living room fireplace, and Roku TV.

4.97 out of 5 average rating, 108 reviews

Charming! Gameroom! Next2Camelback

After a day out in the Poconos, come rest your weary paws at this family-friendly home we affectionately call POCO BEAR HOUSE. Completely renovated in a rustic/mid-century modern style, this tasteful bear-themed house is both chic and comfortable. We are located in Northridge, only three minutes from Camelback’s skiing, waterpark, mountain adventure and Aquatopia. Also minutes away are Khalahari, Big Pocono State Park, the Crossings Premium Outlets, Mount Airy Casino & much more.

4.99 out of 5 average rating, 127 reviews

Home in Stroudsburg

Simply Serene: Wild West City, 4 acres of privacy

IT'S ALL ABOUT FINDING THE CALM IN THE CHAOS 4 ACRES OF TRANQUILITY & WILD WEST CHARM 4 BEDROOMS TOTAL Over 3000 sq ft Custom Designed House in the Heart of the Poconos - 4 Acres of Privacy & Stunning Nature yet Minutes from All Major Poconos' Attractions Perfect for Families, Romantic Getaways, Special Occasions, OR Relaxing with Friends & Loved Ones Indoor & Outdoor FUN & UNIQUE Activities for All Ages Including Our Very Own WILD WEST CITY WITH AUTHENTIC ACTIVITIES.

5 out of 5 average rating, 198 reviews

Mountain Top! Family Paradise w Hot Tub & Game Rm

Best Poconos MOUNTAIN TOP vista! We're not simply offering a house with a stunning MOUNTAIN view, a newly completed gut renovation, contemporary furniture, stylish decor, an airy atmosphere, along with a remodeled game room and private hot tub; we’re providing an elevated mountain top living experience-an unforgettable journey you'll treasure for a lifetime. Take a look at all the details. Book now and experience the ultimate in mountain living!

Holiday rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Houses

A space that's all yours, with room for everyone

Hotels

Stylish accommodation and amenities

Popular amenities for Jackson Township rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.95 out of 5 average rating, 285 reviews

Home in Pocono Summit

Nadine Serene Cabin - Hike, Soak, Relax

BrianRating, 5 stars1 week ago

From the beginning of our journey to the conclusion of our journey Livia’s hospitality and thoughtfulness of her space we were very impressed. Squeaky clean, well stocked kitchen (just about everything you’d need) comfortable beds and clear instructions for the household are its selling points. This is our first experience with Livia’s property and it won’t be our last. We’re planning on another visit later this year because of this experience. The ratings are real people! You won’t be disappointed.

4.88 out of 5 average rating, 94 reviews

Luxurious mountain beauty with all the amenities

AqueelahRating, 5 stars3 months ago

We had a girls weekend 3/7/25-3/9/25! It was 8 of us. This house was perfect. Very accommodating for all our needs. Rachel & Michael were so helpful & helped make our weekend the best one of 2025 so far! Thanks & we will definitely be back soon!

4.89 out of 5 average rating, 332 reviews

Home in Long Pond

KrishaRating, 5 stars3 weeks ago

The place was great and Edward is an excelled host. He helped us out and communicated even late at night. We had a great stay and would definitely come back.

4.8 out of 5 average rating, 129 reviews

Home in Tobyhanna

Cozy home for 10 ~ Private pool, BBQ, fire pit

EsteeRating, 5 stars4 months ago

We had a wonderful stay at this house. It was clean, spacious, very warm despite the cold, and had a terrific pool table and air hockey table. Our family relaxed and spent good time together.

5 out of 5 average rating, 12 reviews

Home in Albrightsville

NEW Luxe Lakefront/Pool Table/Dogs/Kayaks/Sunsets

AlexRating, 5 stars1 month ago

Kim went above and beyond to make sure our stay was phenomenal. The house is gorgeous and well-stocked with everything you need to enjoy the beautiful lake. Highly recommend staying here if you're looking for a serene getaway. Thank you Kim!!

4.93 out of 5 average rating, 124 reviews

Home in Long Pond

Lake Escape w/ Hot Tub, Movie Room & Games

MitchRating, 5 stars1 month ago

David was a great host, and the property was amazing. We had a lot of fun, and was well worth the price.

5 out of 5 average rating, 6 reviews

Home in East Stroudsburg

Fireside Retreat | Pool&Lake Access~HotTub~FirePit

AnyaRating, 5 stars1 week ago

We stayed at Catia’s house as a Father’s Day getaway with our adult children. The house is amazingly well appointed. Every little thing was thought of and also of a great quality. The family loved the game room and the hot tub. Despite a rainy day we had a ton of fun. The decor was super cool, we are obsessed with the kitchen! Catia made sure that we are well informed down to every last detail. Highly recommend for families and mixed-age groups.

5 out of 5 average rating, 44 reviews

Camelback Mountain House: Waterpark, Golf, Hiking

CamillaRating, 5 stars5 months ago

What a beautiful home . I felt like we were in our own home. Location was close to the slopes . The house was equipped with everything you would ever need. The lower level was great for the teenagers to hang out . Lots of beds, blankets and towels! I would rent this home again in a heartbeat!

Show all

Apartment rentals with a pool

Apartment in East Stroudsburg

4.67 out of 5 average rating, 15 reviews

Shawnee Village 2 bedroom Sleeps 6

ElonRating, 5 stars40 months ago

Tawny was a great host. She communicated with me throughout my stay to make sure things went smoothly. Her hospitality is 10/10 and would recommend booking with.

4.79 out of 5 average rating, 145 reviews

Cozy Lake Front Condo on Big Boulder Lake.

DanielleRating, 5 stars5 months ago

Jackie's condo is spacious and welcoming. Beautiful lakefront property, minutes from Big Boulder. Close to all the local restaurants. Layout is larger than it appears on the listing. Felt right at home!

4.84 out of 5 average rating, 120 reviews

Lakefront 2 Bedroom Condo Lake Harmony

EvanRating, 5 stars4 weeks ago

A great spot for a getaway! Beautiful views and such a cozy place to stay.

4.9 out of 5 average rating, 81 reviews

Lakeview Retreat: Pool/Lakefront! 10min 2 Raceway

Muhammad SaadRating, 5 stars2 weeks ago

We had a family trip and this place is awesome. It felt like home. Well maintained, clean and organized. Pool access is also good to have and its on the back of property. Overall I can't say how good the place is. Its too awesome.

Apartment in East Stroudsburg

4.38 out of 5 average rating, 8 reviews

Wyndham Shawnee Village Poconos Condo Resort

SantaRating, 5 stars59 months ago

Just want to said is a nice house and very clean we had a great time because we love to BBQ and the pool and we BBQ next to the pool it was nice to see the kids from outside the pool we would love to go back next year

5 out of 5 average rating, 57 reviews

Midlake Magic. Lakefront, Ski, Hike, Beach, Pool

CortniRating, 5 stars1 week ago

Amy has an amazing property. Everything was beautiful, we had plenty of linens. We had a grill night and she had plenty of utensils (cutting board, knives, etc.) so we didn’t have to worry about buying those things, friendly community, steps away from the pool and the lake, I can’t recommend this place enough, thank you Amy!

4.91 out of 5 average rating, 32 reviews

A Stone's Throw - Lake & Mountain Front Views

MichaelRating, 5 stars4 weeks ago

We truly enjoyed Sharon's place! Its very clean, with great surroundings and so many little thoughtful details. The balcony faces the pool which is very convenient. Rule pools are quite strict ( have to drop off pick up entry bracelets every time, no kids in warm pool/spa). Great restaurants nearby!