Vacation rentals with a pool in Cecil County

Find and book unique homes with a pool on Airbnb

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Popular amenities for Cecil County rentals with a pool

House rentals with a pool

Top guest favorite
Home in Chestertown
5 out of 5 average rating, 22 reviews

Chestertown Watson Family Farm

TaraRating, 5 stars8 months ago
We loved our stay at Molly's air B &B. there were lots of toys to use on the river. The water views from the house were fantastic. The house was clean and comfortable. We loved taking a dip in the pool. Great communication with the host.
Guest favorite
Home in Willow Street
5 out of 5 average rating, 19 reviews

Family Friendly AFrame w/Pool & Amish Country View

GunjRating, 5 stars8 months ago
I had an amazing time staying at this Airbnb with my college friends! It was the perfect getaway from the city, offering a peaceful retreat while still having plenty of space to relax and enjoy!! The natural sunlight streaming in through the windows made the place feel so warm and inviting. The kitchen was well equipped and every room had spaces for the whole crew to chill and hangout together! Highly recommend for anyone looking to unwind and recharge!
Superhost
Home in Parkesburg
4.82 out of 5 average rating, 17 reviews

Cozy 4BR Parkesburg Home with Pool & Sunroom

KaraRating, 5 stars1 day ago
Our family of 7, ranging in age from 62-6, had a blast! The pool was perfect for evening entertainment while cooking on the grill. The bedroom layout was great as we have family member that doesn’t do stairs well. Even if upstairs the number of stairs is minimum. We visited Dutch Wonderland and would stay here again for our next trip up! It had more than expected including pool towels and shampoo and conditioner in the 2 full baths. It also had laundry detergent. Thank you! It was a wonderful place!
Guest favorite
Home in Peach Bottom
4.96 out of 5 average rating, 93 reviews

Private home - heated saltwater pool & waterfall

DawnRating, 5 stars5 days 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.
Top guest favorite
Home in Newtown Square
5 out of 5 average rating, 13 reviews

New Pristine Suburban Escape

GlenRating, 5 stars5 months ago
This place was amazing to stay at! We loved the huge kitchen and there was plenty of space for our family of five. Our kids had a great time running around the big backyard and we went on several walks around the local neighbourhood, which was very picturesque and peaceful. What a lovely place to visit!
Top guest favorite
Home in Quarryville
5 out of 5 average rating, 20 reviews

Modern Farmhouse: Pool, Hot Tub & Pickleball

JoyRating, 5 stars1 week ago
Kris's home was absolutely amazing! It was extremely clean and was exactly as described. Kris was responsive, very friendly and helpful. We loved staying here. We enjoyed the beautiful setting, the pool, hot tub, fire pit, game room and pickle ball. The family had an amazing time. All of the bedrooms and bathrooms were so incredible and unique. The farmhouse transformation was done so well. Every detail was thought through! WOW! I can't say enough good things! We have stayed at a lot of AirBnB's. This was a 10 out of 10.
Superhost
Home in Coatesville
4.59 out of 5 average rating, 17 reviews

Comfort, Fun, & charming! - 5BR oasis w/ Pool

JenniferRating, 5 stars3 days ago
The space was exactly as photographed which I deeply appreciate. The space is in a very quiet wooded area which was what I was hoping for on my vacation. The pool cleaners came out while we were staying which I also loved because I knew it was nice and clean.
Superhost
Home in Middle River
4.68 out of 5 average rating, 19 reviews

Charming Cottage-3Bedrooms in Middle River

CourtneyRating, 5 stars1 month ago
Really enjoyed this stay! It was perfect for my intimate cake class ! Home was exactly as pictured ! Would definitely book again !

Condo rentals with a pool

Condo in Camden
4.37 out of 5 average rating, 57 reviews

NYC style studio apt with Queen Sleeper Sofa

LisaRating, 5 stars12 months ago
For the price it was very nice! We only stayed one night, but very pleasant stay. Clean, comfortable place to stay.
Superhost
Condo in Betterton
4.92 out of 5 average rating, 38 reviews

3 Bedrooms of Beachy Bayfront Bliss... PLUS VIEWS!

SihamRating, 5 stars3 days ago
My family & I booked for three nights. Thought it was a beautiful and private little area, and just a couple steps away from the beach and a pool. Very quiet and away from noise which was a plus. The house itself was lovely and mostly clean. There were board games available and my kids had a fun time playing with them. We enjoyed barbecuing using the grill provided on the balcony which was nice as well. A plenty of towels and anything you need in the kitchen! Other than a full trash bag left over in the kitchen, finding some clothing items from other guests (I’m assuming) in drawers, and the keurig having what looked like mold inside. Pretty small things when looking at the big picture though. Will most likely come again & we enjoyed our stay!
Condo in Wilmington

Family Friendly 2B2B one level Condo in Pike Creek

FrankRating, 5 stars3 months ago
the apartment was perfect. great location and accomadations
Top guest favorite
Condo in Betterton
5 out of 5 average rating, 18 reviews

Beach Haven Hideout

JenniferRating, 5 stars2 weeks ago
What a perfect weekend get away. The place was perfect. Extremely comfortable beds, lots of pillows and two deck areas outside. We cooked outside 2 nights - and loved seeing the bay from the deck. We used the nearby tennis and basketball courts, and spent the days visiting wineries and neighboring towns, and driving through the countryside. Groceries and restaurants require some planning and some driving. Loved our stay!
Guest favorite
Condo in Betterton
4.91 out of 5 average rating, 23 reviews

Best kept secret beach-condo on the Chesapeake Bay

KimRating, 5 stars10 months ago
Great host who was responsive. Wonderful space with well appointed kitchen. Will be back.

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