Holiday rentals in Penn Estates

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Top-rated holiday rentals in Penn Estates

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

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Guest favourite

Home in East Stroudsburg

5.0 out of 5 average rating, 100 reviews

Lake | Pool | Hot tub | Movie Screen | Themed

The Wilde Cabin is a unique stay for those that love a staycation AND an abundance of local adventures to be had. Equipped with a private 7 person hot tub w/ waterfalls, bluetooth speakers, + LED lights, 135" movie screen w/ the world's first LED 4K gaming projector, Xbox Series X, large flat screen TVs in every room, themed bedrooms, master bedroom with a private balcony with a sitting area with a gas firepit, a large outdoor entertaining area with fire and pit corn hole, + black stone grill.

28 Aug – 4 Sep

$636 SGD per night

Guest favourite

Guest suite in Bangor

4.97 out of 5 average rating, 265 reviews

Takes two private suite

Great price and NO CLEANING FEE! Welcome to our home just minutes away from shopping, hiking, skiing, snow tubing, wineries, and breweries. After it all, come home to your own beautiful living room to warm your soul in front of the fireplace. Relax in the two person jetted tub in your bathroom. Chill outside on the deck with a crackling fire, or melt away in the outside hot tub. When the time comes, rest your head on a soft queen bed in a spacious bedroom. Please no smoking or vaps on property

10–17 May

$144 SGD per night

Guest favourite

Home in Cresco

4.88 out of 5 average rating, 193 reviews

Your Family Getaway in the Poconos

Your family's clean mountain gateway to the Poconos. Located 5 miles from Mount Airy Casino. Minutes to skiing at Camelback, shopping at the Tannersville outlets or swimming at the Kalahari indoor waterpark. Close to golf, hiking, fishing, hunting, ATV tours and more. Cabin can sleep 6 in 3 bedrooms (1 queen 2 doubles). Full bath; home office w/ desk & high speed WIFI; fully applianced eat-in kitchen; washer-dryer; & rustic great room w/ fireplace. Fully Sanitized per Airbnb guidelines.

11–18 Sep

$170 SGD per night

Guest favourite

Holiday home in East Stroudsburg

4.99 out of 5 average rating, 151 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.

19–26 Jul

$753 SGD per night

Guest favourite

Home in East Stroudsburg

4.84 out of 5 average rating, 58 reviews

Quaint Retreat w/ Game Room!

Escape the city chaos and embrace the fresh air at this 3-bedroom, 2-bath vacation rental home in East Stroudsburg! At this location, you and your family will have 1,600 square feet of space, in addition to a modern interior, private balcony, and community amenities that are sure to relax and rejuvenate. After a night’s rest, adventure awaits at Camelback Mountain Resort or The Renegade Winery where you’ll discover the charm of the Keystone State that keeps people coming back year after year!

6–13 May

$202 SGD per night

Guest favourite

Guest suite in Stroudsburg

4.91 out of 5 average rating, 127 reviews

Sandy's Sweet Suite (Private & Complete Studio)

Looking for a safe, clean and budget-friendly private studio in the popular area you’re visiting??? WELL...LOOK NO MORE & WELCOME! Less than a 5 min drive to all grocery stores, eateries, shopping and Main Street that has a bit of everything. Less than a 15 min drive to the Delaware Water Gap, Camelback Ski Resort (CamelBeach Waterpark in the Summer and Aquatopia Indoor Waterpark), Shawnee Mtn., Great Wolf Lodge, and the Crossings Premium Outlets. SO MUCH MORE (see lots of info. below)

16–23 Jan

$138 SGD per night

Guest favourite

Home in East Stroudsburg

4.96 out of 5 average rating, 113 reviews

6BR/4BA, Pool, Sauna, Cool Double Bunk Bed Room

Beautiful 6 bedroom / 4 bathroom house with private indoor sauna, jacuzzi bathtub, fun double bunk bed room, foosball, ping pong/pool table, swing set, frisbee golf basket/discs, and fire pit with Adirondack chairs, glider benches, log tables, and outdoor string lights *In a gated community with pools and lakes! *Located on a quiet cul-de-sac with a backyard adjacent to a peaceful forest preserve *3,500 sq ft house has been fully renovated *Perfect for families with kids *Dog friendly

22 Feb – 1 Mar

$695 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.

31 May – 7 Jun

$179 SGD per night

Guest favourite

Townhouse in East Stroudsburg

4.97 out of 5 average rating, 119 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, 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

5–12 May

$196 SGD per night

Superhost

Flat in Stroudsburg

4.84 out of 5 average rating, 157 reviews

Stroudsburg - Poconos: Nice 1 bedroom

You will be staying within walking distance of many local shops and restaurants when you book this unit for your stay. You will be located in Stroudsburg which is very convenient and you will love the fact you will not have to search for parking. The apartment has everything you need to offer you a great experience. As your host, we make sure to offer you a comfortable place as well as respond quickly to any concerns or help you may need.

19–26 Jun

$131 SGD per night

Guest favourite

Chalet in East Stroudsburg

4.94 out of 5 average rating, 138 reviews

Luxury Sanctuary, Open-Concept, Hot Tub, Game Room

Welcome to the Luxury Sanctuary, your serene retreat in the heart of the picturesque Pocono Mountains. Whether you're seeking a thrilling adventure or a peaceful retreat, our location provides many opportunities for hiking, biking, skiing, and more. Enjoy morning coffee on the spacious deck. Book your escape today and create memories to last a lifetime amidst the beauty of this natural paradise.

29 Aug – 5 Sep

$590 SGD per night

Guest favourite

Guest house in Stroudsburg

4.92 out of 5 average rating, 106 reviews

Cozy guest cottage with indoor fireplace

Take it easy at this unique getaway in the Poconos! This vintage one room cottage is the perfect space for soaking in nature, getting creative, or exploring the attractions of the Pocono Mountains. The cozy cottage is within 20 minutes of ski resorts, Kalahari, and the Delaware Water Gap national recreation park. Reach downtown Stroudsburg and it’s restaurants and nightlife within 7 minutes.

22–29 Jul

$164 SGD per night