Holiday rentals with a pool in Pocono Pines

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Top-rated rentals with a pool in Pocono Pines

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite

Cabin in Pocono Pines

4.95 out of 5 average rating, 133 reviews

Cozy Cabin*Firepit*Loft*fireplace*hammock

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.

4–11 Apr

$180 SGD per night

Superhost

Townhouse in Pennsylvania

4.89 out of 5 average rating, 131 reviews

Cozy 2-bed w/ hot tub on Jack Frost

Snow Ridge retreat on Jack Frost. Short drive to Lake Harmony. 30 min to Jim Thorpe. Walk to ski trail from unit once lift tickets have been purchased at lodge. Lake Harmony and Boulder Lake offer outdoor and water sports activities along with local restaurants. Option to purchase passes to Boulder Lake club in summer for lake/pool access. Close drive to Jack Frost National Golf Club, Split Rock, Lehigh Gorge State Park, Pocono Raceway, Hickory Run State Park, Jim Thorpe, and Boulder Field.

14–21 Apr

$201 SGD per night

Guest favourite

Chalet in Albrightsville

4.94 out of 5 average rating, 234 reviews

COMFY CHALET: outdoor amenities & WIFI-All seasons

This chalet is a perfect getaway for simple relaxation for families and friends alike. Summer brings great lakes, pools, hiking, outdoor adventure; Fall brings beautiful foilage and hiking trails as well as fun outdoor festivals; Winter brings convenient skiing at the local Pocono ski areas; Spring brings revitalization. Regardless of what attracts you to The Comfy Chalet, kick off your shoes, shrug off your worries and enjoy the fine relaxation that nature offers. "My house is your house".

3–10 Jun

$193 SGD per night

Guest favourite

Townhouse in Pocono Pines

4.97 out of 5 average rating, 150 reviews

Lakeside＋Pool Getaway★CrestedFalcon★Poconos Summer

Welcome to casual sophistication at our recently renovated, 1500 square foot 3 bed, 2.5 bath retreat on the lake in Pinecrest Golf & Country Club. Comfortably sleeping 8 in our crisply designed two level townhome that has a friendly nod to cabin living. Gaze peacefully at the lake from the deck lounge with fire table or enjoy a glass of wine in front of the fireplace. The Crested Falcon Retreat is special home in the Poconos that is perfect to get a break from the fast pace of everyday life.

1–8 Sep

$525 SGD per night

Guest favourite

Home in Tobyhanna

4.88 out of 5 average rating, 184 reviews

Cozy 3 bedroom getaway close to all in Poconos

This is a Spacious, Warm & Relaxing 3 bedroom 2.5 bath home accommodates 8 people w/ 2 queen beds, 1 Full and 2 twins all w/memory foam mattresses, smart TVs in every room and air conditioners. Lower space w/Ping pong • large deck, full Propane BBQ Grill, gas and wood Fire Pits. The community has multiple swimming pools (xtra fee) 10-15 minutes to Kalahari Waterpark, Camelback, Premium Outlets, Mount Airy Casino and 5 minutes to Tobyhanna State Park for beach and lake access and hike trails!

26 Feb – 5 Mar

$217 SGD per night

Guest favourite

Holiday home in East Stroudsburg

4.99 out of 5 average rating, 148 reviews

The Green Forest Retreat - Hot Tub, Sauna, Kayak

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.

30 Aug – 6 Sep

$727 SGD per night

Guest favourite

Home in Effort

4.98 out of 5 average rating, 125 reviews

Best View In Poconos with Hot Tub Open Now

Simply unwind at this charming home in the Poconos. There is no other listing like it! 1000 square mile view, with a luxury swimming pool, and koi pond! Relax on the deck overlooking the Pool and Mountains. From the House you can see the Delaware Water Gap, Wind Gap, Little Gap, Blue Mountain Ski Resort and the Lehigh Gap. The Pool and hot tub are open from Memorial Day to Mid October . The View is open year round :) Jacuzzi Tub in Master bedroom with a view as well! Entire house is yours!

22–29 Apr

$598 SGD per night

Guest favourite

Home in Tobyhanna

4.93 out of 5 average rating, 182 reviews

Heart Ranch|Mins 2 Camelback|Fireplace|Pool Table

Love is all you need and the Heart Ranch is your destination to escape the rigors of everyday life. The Heart Ranch is nestled in the prestigious Pocono Farms located on a super, quiet tree lined cul-de-sac. This open concept Raised Ranch w/ floor to ceiling windows has 4 bedrooms, 2 bathrooms, updated kitchen, a game room w/ a NEW pool table and a workout area. Bask in the natural light indoor and outdoor (on the oversized deck), while enjoying the picturesque views & sounds of nature!

1–8 Jun

$268 SGD per night

Guest favourite

Cabin in Albrightsville

4.94 out of 5 average rating, 133 reviews

Cozy Pocono Cabin on an Acre

If you are looking for a quiet and intimate getaway or adventure, this is it! Step into this unique log sided cabin with all the Pocono's aesthetic you could want. Relax & recharge in the open concept knotty pine kitchen and living room. The vaulted loft provides an open & airy feel. The bedrooms feature brand new beds and large closets. The kitchen is well stocked and the living room features a wood burning fire place, Roku TV, two couches, a DVD collection, Nintendo 64 and boardgames.

28 Aug – 4 Sep

$260 SGD per night

Guest favourite

Chalet in Tobyhanna

4.83 out of 5 average rating, 236 reviews

Chalet with Karaoke • Arcades • Fire Pit and BBQ

Our Chalet was put together for a cozy setting. Couples, group of friends or family can enjoy the chalet which is complete w/ 3 beds all with memory foam mattresses, a sleeper Sofa, smart TVs in every room, strong wi-fi & streaming services/ Arcades/ Karaoke/ BBQ & Fire Pit! 10-20 minutes to Kalahari Waterpark, Camelback, The Crossings Premium Outlets, Mount Airy Casino & 5 minutes to Tobyhanna State Park for beach lake access & hike trails! We're pet friendly & there is a pet fee.

5–12 May

$173 SGD per night

Guest favourite

Townhouse in Pocono Pines

4.88 out of 5 average rating, 102 reviews

Location location location!

Ask about early check in/late check out availablity October through April! Our clean and comfortable townhome has everything you need to enjoy this beautiful area year round. Summer visitors can enjoy our sparkling clean heated community pool, beach, golf course, and lake. Winter travelers are close to 3 major ski areas. The Poconos are renowned for fall foliage. And since we’re only minutes away, you can enjoy Kalahari, North America’s largest indoor water park, all year long.

29 Nov – 6 Dec

$346 SGD per night

Guest favourite

Chalet in Pocono Pine

4.94 out of 5 average rating, 109 reviews

Pocono Win✴Game Room+Hot Tub✴Lake Naomi GOLDEN OWL

Welcome to Golden Owl - our recently renovated, 1900 square foot oasis in the Lake Naomi 5 Star Platinum Rated community. Our bright and airy Mid-century modern inspired two floor raised chalet is tucked away in a private wooded lot only a short walk or bike to the lake, trout pond and main club pool. We aimed to create a special getaway for two or three small families looking to get a break from the fast pace of everyday life and invite you to experience our slice of nature.

25 Aug – 1 Sep

$709 SGD per night