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Holiday rentals in Pocono Pines

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Top-rated holiday rentals in Pocono Pines

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

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Cottage in Pocono Pines

4.88 out of 5 average rating, 359 reviews

⭐⭐⭐⭐⭐ Country Cottage, Heart of the Poconos

Beautifully Remodeled 3 Bedroom,1.5 Bath Cottage sits on a nice quiet street just outside of Lake Naomi in Pocono Pines.This home boasts beautifully refinished wood floors, Modern bathrooms, Dining room,Game Room (arcades and pool table) & a nice sized living room with fireplace.Modern new Kitchen with black S.S. Appl & Granite counter tops ! Walk out to a nice size deck & hot tub or enjoy coffee on the covered front porch. Home is Wifi Ready, Office space avail, Assorted Games, & Charcoal Grill

6–13 Dec

$262 SGD per night

Guest favourite

Chalet in Tobyhanna

4.98 out of 5 average rating, 453 reviews

🐻The Poconos Rustic Cozy Bear Chalet Pet-Friendly

We have been visiting the Poconos for a number of years. Finally, we had decided to move there permanently…haven’t looked back since. This area is everything outdoorsy kind of people can look for – so much to see and do! As far as the chalet, we have been told by multiple groups that the kitchen is very well-stocked. The place is prepared with the intention of making it a themed, cozy, affordable, and above all clean place where our guests can enjoy themselves, no matter where they come from. LM

8–15 May

$144 SGD per night

Guest favourite

Home in LEHIGHTON

4.94 out of 5 average rating, 591 reviews

Quiet Waters Cottage--Whole House, On The Water!

Beautiful, newly remodeled 2 BR cottage on the water between pond & creek. Whole house with fully equipped kitchen, dining area, living room with fireplace, work areas with high speed internet, books, games, and ROKU TV. Primary bedroom faces the pond; 2nd bedroom is creekside. Outdoors include: gas firepit, picnic tables, gas grill, croquet set, and seating by the water. This special get away is close to stores and Poconos seasonal activities, but tucked away for your relaxation and enjoyment.

2–9 Dec

$170 SGD per night

Guest favourite

Home in Pocono Pines

4.91 out of 5 average rating, 128 reviews

4600+ Sq Ft 5br for Large Families in Lake Naomi

"Miller Chalet" is a picturesque log home set in the heart of 5 Star Lake Naomi. Steps to the waterfront, the home sits on a private acre and boasts 4600 sq feet, 5 bedrooms, 4 full baths and three floors of living space. A wide open main floor greets you, with a spectacular 30 ft vaulted great room, floor to ceiling stone wood burning fireplace, and picturesque wall of windows out to the world. The home also features a finished lower level with fireplace, billiards, bar area & theater room.

28 Feb – 7 Mar

$1,092 SGD per night

Guest favourite

Home in Tobyhanna

4.88 out of 5 average rating, 249 reviews

Pocono Mountains Home Near Kalahari and Casino

Kick back and relax in this calm, stylish, elegantly appointed space. Located in the heart of Mt Poconos just 10 min away from Mt Airy Casino, Kalahari and Shopping Centers. Heaven awaits your Romantic stay or Getaway. Nestled on a rugged dirt road, the Gail Suite offers themed bedrooms like "Ocean View" and "Golden Zen" Suite.The first floor offers a sunlit open floor plan, an electric fireplace and a nicely appointed private patio to relax and unwind. Amenities include free coffee and wifi.

16–23 Jun

$180 SGD per night

Guest favourite

Cottage in Coolbaugh Township

4.92 out of 5 average rating, 108 reviews

3BR Cottage | Fire Pit | Finnish Sauna Optional

3 Bedroom Cottage, 1.5 Baths on a large private lot. Fire-pit, BBQ grill, Finnish sauna. Minutes from hiking, restaurants, shopping, skiing, kayaking, ATV trails, breweries, hunting, fishing, mountain biking, etc. Make a splash at Kalahari Waterpark, ski the slopes at Jack Frost, or satisfy your need for speed at the Pocono Raceway! Located in the quaint Riverside Estates Community right next to the Lehigh River, our cottage is the perfect spot for your next adventure in the Pocono Mountains!

31 Aug – 7 Sep

$196 SGD per night

Guest favourite

Townhouse in Blakeslee

4.89 out of 5 average rating, 140 reviews

Chalet chic near hiking & waterparks*fireplace

Check out our newly renovated townhouse in Snow Ridge Village, mid-mountain at Jack Frost ski resort. We’re amongst the highest elevation homes with woods off the back deck. Bobcat trail takes you straight home. If skiing isn’t for you, hike Hickory Run state park or head to Split Rock for reasonably priced water park, arcade, bowling and movie theatre. At the end of the day grill a meal and eat on the back deck. Curl up in front of the wood-burning fireplace, and bring out the board games.

18–25 Mar

$167 SGD per night

Guest favourite

Cabin in Jim Thorpe

4.93 out of 5 average rating, 345 reviews

Peaceful Pocono cabin near the historic JimThorpe

Our cabin is close to Jim Thorpe, Whitewater Rafting Adventures, Pocono Mountain Paintball, Lake Harmony, Hickory Run State Park, Boulder Field Natural Monument, waterfalls, skiing, biking, hiking, fishing, hunting, kayaking, and relaxing. You’ll love our place because of its coziness, retro feel, living room cathedral ceiling, big windows, nature, green or snowy views, quiet, peace, and tranquility. Our place is good for couples, solo adventurers, and families (maximum 4 people allowed)

29 May – 5 Jun

$157 SGD per night

Guest favourite

Home in Long Pond

4.98 out of 5 average rating, 127 reviews

Sauna ⸰Fireplace ⸰Lake ⸰Kayaks ⸰Private Beach

Escape the ordinary and step inside our modern chalet. Slow down and warm yourself by the crackling fire. The natural light, fireplace, and panoramic views of the lake, all add to the ambiance and make it a peaceful place to relax and enjoy some time with loved ones. Our modern kitchen is fully equipped to cook a chef’s meal and feast on laughter and memories around the rustic table. Later, lose yourself in a good book as snow falls softly outside. Welcome to our lakehouse.

19–26 Sep

$658 SGD per night

Barn in Tobyhanna Township

4.84 out of 5 average rating, 492 reviews

The Barn on Stoney Hollow

Escape to our converted barn nestled amongst an old 12 acres egg farm in the Poconos. The cabin was built by Denis Wilkens from reclaimed wood sourced from the original buildings, found timber and garnished by local artisan pieces. This cabin is perfect for a romantic getaway, cozy ski weekend, writers den or even yoga retreat. The property is surrounded by evergreens and has a grass lawn, charcoal bbq and a large fire circle. Check us out @The_Barn_on_Stoney_Hollow

10–17 Feb

$225 SGD per night

Guest favourite

Guest suite in Bangor

4.94 out of 5 average rating, 246 reviews

Modern Apt - Countryside /PoconoMountains/SKI

Soak up the modern and homey apartment surrounded by private 3 acres yard with mountain side views. Plenty of space to walk, run or sit and relax in a countryside atmosphere. Enjoy evenings by the fire pit and nature sounds in the background. Only 5 minutes from beautiful and historic town of Bangor. Near Pocono Mountains and Lehigh Valley attractions, within 25 minutes of ski resorts, Kalahari, and the Delaware Water Gap national recreation park.

30 Jul – 6 Aug

$186 SGD per night

Guest favourite

Bungalow in Pocono Pines

4.95 out of 5 average rating, 189 reviews

The CABINette Getaway in Lake Naomi

Our charming cabin is a cozy little spot, nestled in the middle of the pristine Pocono Mountains in the premier platinum club Community of Lake Naomi. Our two bedroom house offers the perfect get-a-way for single travelers, couples or a family just a 1 ½ hour drive from Philadelphia and New York. Our house comes with a full kitchen, grill, wifi, fire pit, a large front deck and a new sunroom that can be used to relax when it isn’t too cold out.

22–29 Jan

$249 SGD per night

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 Pocono Pines holiday rentals

Free parking on premises

Air conditioning

Stay near Pocono Pines's top sights

Jubilee Restaurant419 locals recommend

Lake Naomi Club24 locals recommend

Lake Naomi Club Community Center7 locals recommend

The 940 Junction41 locals recommend

Amadeo's Pizza & Deli42 locals recommend

Mountaintop Lodge at Lake Naomi28 locals recommend

Other great holiday rentals in Pocono Pines

Guest favourite

Home in Stroudsburg

4.84 out of 5 average rating, 546 reviews

Cozy Home in Historic Downtown

22 Feb – 1 Mar

$139 SGD per night

Guest favourite

Cabin in Canadensis

4.91 out of 5 average rating, 881 reviews

Pocono Log Cabin Getaway

22 Feb – 1 Mar

$227 SGD per night

Guest favourite

Townhouse in Pocono Pines

4.97 out of 5 average rating, 151 reviews

Lakeside＋Pool Getaway★CrestedFalcon★Poconos Summer

17–24 Jun

$504 SGD per night

Guest favourite

Flat in Cresco

4.94 out of 5 average rating, 172 reviews

Farm View Apartment at Pleasant Ridge Farm

18–25 Mar

$141 SGD per night

Guest favourite

Home in Gouldsboro

4.92 out of 5 average rating, 13 reviews

Cozy Poconos Lodge in Premier Lake Community

9–16 Mar

$132 SGD per night

Guest favourite

Cottage in Pocono Pines

4.92 out of 5 average rating, 62 reviews

JustChill, Lake Naomi King Bd, Fireplace, Poconos

15–22 Dec

$257 SGD per night

Guest favourite

Home in Pocono Pines

5.0 out of 5 average rating, 11 reviews

Special May Pricing!Sleeps 5|FirePit|Grill

29 Jun – 6 Jul

$270 SGD per night

Guest favourite

Home in Pocono Pines

5.0 out of 5 average rating, 31 reviews

Lake Naomi | Near Ski | Fireplace | Games | Relax

28 Jan – 4 Feb

$366 SGD per night

Quick stats about holiday rentals in Pocono Pines

Total rentals
200 properties
Rentals with a pool
50 properties have a pool
Pet-friendly rentals
80 properties allow pets
Family-friendly rentals
190 properties are a good fit for families
Total number of reviews
7.9K reviews
Nightly prices starting at
$122 SGD before taxes and fees

Destinations to explore