Holiday rentals with a pool in Reading

4.98 out of 5 average rating, 157 reviews

Villa in Paradise

Hilltop Mansion: Farm Views+HotTub+Pool+GameRoom.

This gorgeous home is located at the very top of a hill in one of the most central locations in Lancaster County. You'll be surrounded by breathtaking views of the nearby farmland and the interior has been beautifully decorated in calming, neutral tones. No amenity has been spared for your stay some of which include a spacious master suite, stunning kitchen, Nespresso machine, large game room, a kid's toy room, a firepit, yard games and a patio with outdoor seating, a hot tub, pool and a grill.

4.89 out of 5 average rating, 482 reviews

Tiny home in Alburtis

Glamping Cabin~Pool/HotTub~Gazebo 1.5~NYC/1~Philly

365 days/yr Salt water Hot tub/104°F. Pool open for the season. Relaxing & romantic getaway. Experiential get-away/private gated/fenced property. Gazebo~with plastic panels, insect netting, outdoor furniture,gas firepit & hot tub. Detached luxury full indoor bathroom behind cabin. Outdoor shower, Hammock, BBQ’s, Wood firepit. Reconnect w/the outdoors.Queen bed w/firm mattress.Escape the cities to privacy. Abutted on 3 sides by a farm/pasture views.Easy to get to from points east in NYC & Philly

4.94 out of 5 average rating, 299 reviews

Guesthouse in Lititz

The Grey Wolf (studio-style loft suite)

Enjoy my clean, comfy, eco-friendly & private loft space! We are situated on top of a hill in the beautiful lake area of Lititz, PA, known as Speedwell Forge. You will enjoy lovely views and quiet privacy from the property. The main house is adjacent to the loft suite. The loft is the top floor of the carriage house. Explore charming downtown Lititz only 4 miles away! Pool season: Memorial Day-Labor Day. (Exact dates TBD) **ONE parking space only** Overnight EV charging on site for a small fee.

Guesthouse in Chester Springs

4.96 out of 5 average rating, 261 reviews

Newly Renovated Chester Springs Guesthouse

The newly renovated one bedroom apartment (that can accommodate up to 5 guests) above the detached garage at Artisan Studios provides a lovely guesthouse retreat. Nestled in the woods in beautiful Chester County, you'll enjoy privacy and seclusion even though you're just a 5 minute drive to anything you could need. We're just 8 miles from the PA Turnpike and only 38 miles (45 minutes to an hour) from Philadelphia. Feel free to bring your pet, as long as they are house broken or litter trained.

4.99 out of 5 average rating, 121 reviews

Villa in Morgantown

Mill Road Farmhouse: Restored with Beautiful Pool.

The Mill Road Farmhouse is a destination in and of itself. Immaculately restored inside and out, this home is a true retreat in the middle of Amish Country. We have a feeling you will be spending all of your time relaxing by pool and hot tub during the warmer months (or maybe grilling up a feast in the brand new outdoor kitchen area) and curled up next to one of the four indoor fireplaces during the winter months. And then of course end each day star-gazing while sitting around the campfire.

4.97 out of 5 average rating, 109 reviews

Home in Coatesville

King’s place, hot tub Pool is open!

New hot tub, above ground pool with deck built into it ! Recently remodeled, Centrally located on a 1 acre lot. Not far from all the tourist attractions that Lancaster has to offer. 1 hr from philly airport, 15 minutes from downingtown, 15 minutes from gap,and 20 minutes from Intercourse. A quiet neighborhood with a spacious back yard, which is great for kids. Whether you bring cornhole, use the grill, or sit around the propane fire pit. The yard and large back deck have so much to offer!

4.99 out of 5 average rating, 135 reviews

Guest suite in Mohnton

Loft 311

Enjoy a peaceful vacation tucked away in a valley below a swath of Lancaster County farmland. Located in Adamstown, PA, "Antiques Capital USA", this studio-style loft is less than 5 minutes from 272, 222, and the PA Turnpike, and less than half an hour from the many tourist attractions and local hotspots in Lancaster and Reading. If you enjoy bicycle riding, you'll be able to travel on your own steam to a dozen local antique shops, or take it easy and lounge by the pool with the family.

4.83 out of 5 average rating, 191 reviews

Villa in Boyertown

Villa on a hill with indoor heated salt water pool

Come&stay at our ranch in the rolling hills of Boyertown.Alpaca’s and horses are here! Located on 10 acres, with long private drive.This home offers all the amenities you could want. Enjoy swimming all year round, featuring 2 pools, 1outdoor&1 indoor both w/Jacuzzi’s. Indoor pool and jacuzzi are heated. formal dining room,comfy living room, sitting room & more. This home sleeps 8 with five bedrooms. First floor bedroom& full bathroom perfect for those who can’t do stairs.

4.99 out of 5 average rating, 179 reviews

Apartment in Chadds Ford

Silo Suite

Welcome to our charming suite located in the heart of the historic Brandywine Valley. Nestled within the entrance of a beautifully converted 12,000 square foot barn home, this space offers a truly unique and memorable stay. Our special place is perfectly situated between the renowned Brandywine River Museum and the Chadds Ford Winery, and in just minutes, you can explore the enchanting beauty of Longwood Gardens or dive into the world of history at Winterthur.

4.98 out of 5 average rating, 120 reviews

Apartment in New Tripoli

Countryside Suite

Take a break and unwind at this peaceful oasis. This beautiful, cozy countryside suite is located in an area where there is a lot to do. If you like the outdoors, shopping, wineries distilleries, breweries or just plain relaxing in the country, this is the place for you. We are a short driving distance to all local restaurants, hiking/biking trails, kayaking, and shops. Access to the pool and a private patio are included in the price of the rental.

4.98 out of 5 average rating, 104 reviews

Treehouse in Mount Joy

Lothlorien Tree House

*PLEASE READ OUR FULL LISTING DETAILS BEFORE BOOKING YOUR STAY* This tree house glamping retreat is for the adventurous at heart...and for Lord of the Rings lovers wanting to experience a little bit of Middle Earth here on our Earth. Head to YouTube and check out our video tour of the tree house and grounds- just search for “Lothlorien Tree House” and it will be the video by Gretchen R.

Guest suite in West Chester

4.99 out of 5 average rating, 247 reviews

Your own peaceful, natural retreat!

So much better than staying in a hotel! A completely private apartment! Quiet... comfortable... accessible. A perfect place for business travelers, your holiday guests, nature lovers, history buffs or anyone just wanting to escape the hustle bustle for a few days. Only 3 minutes away from downtown West Chester.

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House rentals with a pool

4.82 out of 5 average rating, 68 reviews

Home in Douglassville

Smoker Family Estate, 5 BDR Home w In- Ground Pool

EmilioRating, 5 stars6 days ago

The listing pictures doesn’t do any justice capturing how gorgeous this house actually is. From the moment we arrived, we were blown away. The home was spotless and had everything we needed for a relaxing getaway. Our host was exceptionally responsive and accommodating making check-in and communication a breeze. We did face a little inconvenience with the pool since it wasn’t clean for our stay (host even offered a partial refund!). Besides that, we did not want to leave! If you’re considering booking, don’t hesitate because this place is a gem.

4.94 out of 5 average rating, 50 reviews

Home in Myerstown

Hershey Retreat | Pool, Spa, Sauna, Plunge, & Pond

KristineRating, 5 stars1 month ago

We had such a great stay at Jacob’s place. We had a great advance Mother’s day celebration with friends. Great amenities and more to come. Hoping to book again next time! 🥳👍🏻

4.96 out of 5 average rating, 94 reviews

Home in Peach Bottom

Private home - heated saltwater pool & waterfall

DawnRating, 5 stars1 week ago

Our family had the most incredible vacation. The house itself had everything we needed…a night chilling on the couch watching a movie, to sitting on the wraparound deck with some wine, enjoying the beautiful scenery , of course, some s’mores by the fire pit, and lots and lots of quality time with the family in the incredible pool!!!! I have to say my favorite spot was the pool !!! The backyard oasis is private, we played some music, had our corn hole games, there’s also a picnic table, outback, where we played Uno & trouble with our grandson. The kitchen has everything we needed to make breakfast lunch and dinner.!!!! The scenery was beautiful , we even did a few hours of fishing down by the creek. Our host Megan was very responsive , we couldn’t ask for a better host. Thank you for making this a fun filled week celebrating the memory of our son . Looking forward to coming back soon. Oh wait, cannot forget the waterfall in the backyard such a peaceful part of a whole oasis.

5 out of 5 average rating, 93 reviews

Home in Lancaster

Idyllic estate, close to downtown and the Amish.

AaliyahRating, 5 stars1 week ago

Dana’s home was absolutely beautiful. Not only were they super accommodating, the home itself is beautiful and the history it holds is something to treasure! A very memorable stay- highly recommended for anyone in the area! My son was in awe of their farm animals!

4.91 out of 5 average rating, 160 reviews

Home in West Chester

West Chester, PA entire home

SteveRating, 5 stars1 month ago

Caryle’s place was in a very peaceful neighborhood, very private and relaxing. The kitchen had what we needed and the living room was a great place to sit and read. We felt like we were staying at a friend’s house.

4.99 out of 5 average rating, 116 reviews

Home in Kinzers

Country Land Guest House

BrendaRating, 5 stars2 weeks ago

My family and I spent Memorial Day weekend in this beautiful home. It was very spacious and very clean. It had every amenity you could possibly want. It had a beautiful family room area and plenty of seating for everyone. We enjoyed the outdoor fire pit. The pool was absolutely beautiful, but too cold for us to use at this time. The yard was completely fenced and very private. We really enjoyed our stay at this home. We hope to stay again soon!

4.99 out of 5 average rating, 144 reviews

Home in Annville

15 Min To Hershey w/ Hot Tub, Firepit & Arcade

ChenRating, 5 stars2 weeks ago

We had a great stay! The place was clean, comfortable, and impressively well-stocked with everything we needed. The amenities were a nice bonus, and check-in was smooth with clear, easy-to-follow instructions. It’s located right on a main road, so there was some traffic noise, but we were all so wiped out from Hersheypark each day that it didn’t bother us at all. Would definitely stay again!

4.95 out of 5 average rating, 184 reviews

Home in Lebanon

Farm Homestead-spacious house on working farm

JenniferRating, 5 stars6 days ago

Amy is a great host with a beautiful place. We felt so welcome and at home that it was difficult to leave. We wanted to stay so much longer as we truly enjoyed the accommodations. peaceful, relaxing, family-friendly and spacious.

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Condo rentals with a pool

AnitaRating, 5 stars21 months ago

Condo in Hershey

Hershey 2BR Suite Villa nearby Park w/indoor pool

Chris was super responsive. Suite matched the description. Loved the location! Made our trip to Hershey so convenient! Thank you for a memorable trip with our kids.

StephanieRating, 5 stars35 months ago

Condo in Hershey

Hershey, PA- Hershey Resort-2Bd Suite - BG

Comfortable condo with plenty of space! We were there to visit Hershey and thought we could walk but there are no sidewalks so tricky with little ones. Very close to Hersheypark though!