Holiday rentals with a pool in Coolbaugh Township

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Popular amenities for Coolbaugh Township rentals with a pool

House rentals with a pool

Top Guest favourite
Home in Tobyhanna
4.98 out of 5 average rating, 108 reviews

Oak View: Vintage Fireplace, Sonos Sound, Firepit!

AngelaRating, 5 stars1 week ago
We stayed at Oak View during the first week of June 2025 and had a truly wonderful experience. The home is beautifully designed and thoughtfully appointed, with everything we needed for a comfortable stay. The host was attentive and responsive without being intrusive. We spent most days relaxing on the deck, enjoying the peaceful surroundings—and even sneaking in a few naps. It was the perfect escape for a restful weekend. We’ll definitely be back!
Top Guest favourite
Home in Coolbaugh Township
5 out of 5 average rating, 29 reviews

Lake view | Walk to Lake, Beach, Pool, Playgrounds

MichaelRating, 5 stars2 weeks ago
This was our second visit here & it was even better than our first visit! The kids have started referring to it as ‘little bears house’. I highly recommend this place, especially if you have children. There are so many ammenities geared for children it made travelling easier/lighter. The washer & dryer were easy to use & allowed us to not ‘over pack’ knowing they were available. The house was clean, tidy, clutter free & there were even more ammenities available than listed! The kids loved seeing all of the wildlife, especially the constant deer walking through the neighborhood. The lakes were great for wading & playing with toys on the beach. A playground adjacent to each beach was also helpful to keep the kids busy. There were plenty of local restaurants, arcades, mini-golf & ice cream shops nearby. The house is in a great location if you want to keep to yourself for privacy & close enough to everything if you dont. So many great memories made at ‘little bears house’!
Guest favourite
Home in Coolbaugh Township
4.95 out of 5 average rating, 147 reviews

Spacious Gateway / walk to pool & beach, Hot tub

LeahRating, 5 stars3 weeks ago
Stayed here for a retreat with the board of my college radio station. We had loads of fun even with the subpar weather. Sleeping arrangements were no issue even with 12 people, and the house's amenities (fire pit, hot tub, game room, grills especially) were of great use. Would absolutely choose to come back if we do the same trip next year :)
Top Guest favourite
Home in Tobyhanna
4.8 out of 5 average rating, 129 reviews

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.
Superhost
Home in Tobyhanna Township
4.83 out of 5 average rating, 98 reviews

Cute Artist Chalet Getaway

RodneyRating, 5 stars1 month ago
We had an amazing wknd here in mid May! Erick’s place provided a much needed getaway from busy city life. One of my favorite moments was sitting in the back porch on a rainy morning having coffee and reading a good book. The place has 3 bedrooms and 1 and half bathrooms with the coolest sunken living room area ever. I was initially concerned at the lack of air conditioning in the bedrooms but that mountain air gets cool and crisp at night so A/C is not necessary. I will definitely be looking for Erick’s place next time I spend a wknd in the Poconos!
Top Guest favourite
Home in Pocono Summit
5 out of 5 average rating, 54 reviews

Private Pool| Bowling| Volleyball| Arcade |Hot Tub

MeganRating, 5 stars3 weeks ago
Our family went to celebrate my son's graduation at the Poconos, and this house was perfect for us. It rained for two days straight but it did not matter because there was so much to do in the house. We watched wrestling on the big screen TV, we played pool, and we had a video game tournament. The other days were cloudy, but we didn't even care because the hot tub and the pool were the perfect temperature. We grilled all of our meats outside and cooked our side dishes in the kitchen each night. We all ate at the large table together as one big happy family. The house is located close enough to food stores and nature trails, but the property is private enough to where you do not see the neighbors. The beds are so comfortable, and the pillows are super soft. I'm never comfortable in hotel beds so I was really surprised how comfortable I found them. I think the hot tub and the heated pool was the selling point though. We had the best time and I would book again.
Superhost
Home in Tobyhanna
5 out of 5 average rating, 6 reviews

New! Pool/Hiking/Gym/Lake/Golf/karaoke/firepit

DarjennieRating, 5 starstoday
Very pleasant with this place everything was so clean and beautiful. The pool, the lake… just perfect !
Guest favourite
Home in Pocono Summit
4.93 out of 5 average rating, 102 reviews

Lakefront,Game room, with dock, close to Camelback

SarahRating, 5 stars2 weeks ago
I stayed here with 6 girls for my bachelorette trip and we had a great time. Location is great so much to do in the area and loved sitting out my the lake. Only thing I'd say is that the spillway is a little louder than I expected. I loved all the wildlife that we saw too.

Condo rentals with a pool

Superhost
Condo 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.
Guest favourite
Condo in Lake Harmony
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!
Superhost
Condo in Lake Harmony
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.
Guest favourite
Condo in Lake Harmony
4.86 out of 5 average rating, 76 reviews

Big Boulder Lake Retreat: Pool & Lake Steps Away!

ScherleyRating, 5 stars3 weeks ago
We stayed here for Memorial Day weekend! The view of the lake, mountain, and pool from the balcony was absolutely stunning and peaceful. The condo looks exactly like the pictures and even better. We rented a boat and went fishing on the lake which was very relaxing. The kids loved the pool and all the activities at the Boulder Lake Club. Megan and Duane are amazing hosts. Great communication from the time of booking until checkout. Very helpful and accommodating. The condo was very clean and nicely stocked with everything needed. We truly enjoyed our stay and can't wait to go back!!! Thanks Megan and Duane for an amazing stay!!
Superhost
Condo 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
Guest favourite
Condo in Lake Harmony
4.91 out of 5 average rating, 32 reviews

A Stone's Throw - Lake & Mountain Front Views

MichaelRating, 5 stars3 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!
Top Guest favourite
Condo in Lake Harmony
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!
Superhost
Condo in East Stroudsburg
4.88 out of 5 average rating, 8 reviews

Shawnee Village, PA, 2 Bedroom King Depuy #1

MarieRating, 5 stars10 months ago
Had a wonderful time at Jan's place. We celebrated our very first family reunion. Beautiful setting with access to all kinds of amenities. Stay at Jan's... guarantee you won't be disappointed!

Quick stats about holiday rentals with a pool in Coolbaugh Township

  • Total rentals

    880 properties

  • Nightly prices starting at

    $62 AUD before taxes and fees

  • Total number of reviews

    37K reviews

  • Family-friendly rentals

    870 properties are a good fit for families

  • Pet-friendly rentals

    470 properties allow pets

  • Rentals with dedicated workspaces

    510 properties have a dedicated workspace

Destinations to explore