Vacation rentals with a pool in Chesapeake and Ohio Canal

Find and book unique homes with a pool on Airbnb

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Popular amenities for Chesapeake and Ohio Canal rentals with a pool

House rentals with a pool

Superhost
A welcoming entrance is framed by lush greenery and vibrant blooming flowers. The pathway leads to a front door with large glass panels, inviting light and views of the interior. Mature trees and ornamental plants add to the serene setting.
Home in Ruckersville
4.75 out of 5 average rating, 20 reviews

Kismet Cottage | Cville Home with Pool & Mtn Views

LindsayRating, 5 stars22 months ago
We loved using the pool and the patio/grill area. The view and the landscaping are beautiful. The owner was helpful and responsive; she supplied firewood and charcoal. Plenty of dining space both indoors and out. Good A/C.
Guest favorite
A private salt-water pool is surrounded by a paved deck, inviting relaxation. Lush greenery and trees provide a natural backdrop, while a wooden fence outlines the property. The tranquil setting is enhanced by the clear water reflecting the sky.
Home in Strasburg
4.94 out of 5 average rating, 141 reviews

Findley Farm View Cottage (Outdoor Pool!)

Don Rating, 5 stars2 weeks ago
Beautiful home and very clean!! Fully stocked kitchen, nice linens and beds. Convenient to all attractions and Abigail is very accommodating and kind! Horses came to greet us most times in early morning and evenings which was a nice treat. Also can see the Amish horse and buggies from the house. This awesome home is located on a main highway so if a light sleeper make sure to bring a sound machine or fan. We did fine and would book with Abigail again!
Guest favorite
Home in Montross
4.93 out of 5 average rating, 200 reviews

The Glebe

LynnRating, 5 stars1 month ago
Excellent stay at RivahLife! The views were spectacular and the home was exactly as described. Easy to find with lots of stuff for the kids and adults. Looking forward to returning during the warmer months as the fishing, boating, and swimming would be more desirable. Thanks for the high chair and portable crib. Those things really help when traveling with kids.
Top guest favorite
A two-story house is surrounded by lush greenery and colorful plants. The exterior features a mix of brick and siding, complemented by purple shutters. A set of stairs leads to the front door, while a shaded porch provides a welcoming entryway.
Home in Coatesville
4.97 out of 5 average rating, 104 reviews

King’s place, hot tub Pool is open!

LyiaRating, 5 stars2 weeks ago
My family and I had an amazing time at this Airbnb! The place was spotless, cozy and exactly as described. We loved the hot tub — it was clean, private and the perfect way to relax. The hosts were super responsive and made check- in super easy. I’ll definitely be coming back!
Guest favorite
A serene pool area features a clear blue swimming pool surrounded by a stone deck. Adjacent to the pool, a light blue guest house is visible, offering ample outdoor space and greenery. Trees dot the landscape, providing a peaceful backdrop.
Home in Downingtown
4.94 out of 5 average rating, 115 reviews

Lakefront Guesthouse

EricRating, 5 stars7 months ago
Cottage was cozy & comfortable. The lake is a beautiful place for kayaking, and really ideal for the marsh creek triathlon! Thanks Genine & Mike for a lovely stay.
Guest favorite
The exterior of the home is surrounded by trees, highlighting a private pool and spacious deck. Wood decking flows around the pool area, enhancing the connection to nature. Multiple levels of the house are visible, showcasing large windows and a variety of outdoor seating spaces.
Home in Severna Park
5 out of 5 average rating, 15 reviews

Luxury Home with Pool for 20

JanetRating, 5 stars2 weeks ago
This was a great place for our family of 13 to stay during the weekend of our niece's wedding in Baltimore. The home has plenty of large common areas, dining space, and super comfortable beds - even the queen-size bunk beds on the lower level had high-end mattresses. The kitchen is well-equipped. We had 4 additional family members drop in for dinner on our last night there, and it was no problem preparing food for, and serving, 17 people. Everyone was happy with this choice for our accommodations.
Guest favorite
Home in Fort Washington
4.91 out of 5 average rating, 148 reviews

5 BEDR, Inground Pool+Billiard Table, Close To D.C

AndreaRating, 5 stars1 week ago
It was simply amazing. Daniel was a fantastic host. The house was incredible. Spacious, beautiful and peaceful felt just like home. The family and I enjoyed every inch of it. Family vacation home for every trip we take to DC.
Superhost
The exterior of the two-story home is showcased, featuring a large fenced backyard and a private swimming pool. A lovely deck is visible off the back of the house, equipped with a swing and bordered by a white picket fence, enhancing the outdoor space.
Home in Newark
4.82 out of 5 average rating, 74 reviews

Spacious 4-bedroom house with a private pool.

CaroleRating, 5 stars3 months ago
We had a lovely week staying at George's place. The location was convenient for visiting nearby family, as well as attractions such as the Brandywine River Museum and Bombay Hook for birding. We even took the train into Philly one day, and that was easy and fun. The house itself is very clean and comfortable, and well-stocked with the basics. Our bed may have been the most comfortable I've ever experienced as an Air BnB renter! Thanks, George, for sharing your home!

Condo rentals with a pool

Guest favorite
A spacious rooftop deck is presented, featuring comfortable seating arranged around a fire pit. A patterned area rug adds texture to the wooden surface. Clear views of the sky and surrounding greenery create an inviting atmosphere for relaxation.
Condo in Colonial Beach
4.96 out of 5 average rating, 47 reviews

Rooftop bay and river views

AlisaRating, 5 stars1 week ago
House was great with space for everyone whether we gathered for a meal or game wanted to spread out. Super easy walk to the beach and boardwalk. GREAT coffee shop and a few gems of restaurants and shops-we were definitely there in off season and the town was not fully opened - lots of opportunity in the town and lots of places getting opened for the season! Would be a great place for a quick summer getaway
Guest favorite
A spacious indoor pool area is visible, featuring clear water and lane markings. Above, a multi-level observation area is seen with seating overlooking the pool. Bright lighting illuminates the entire space, while a lifeguard station is positioned at the side.
Condo in McGaheysville
4.84 out of 5 average rating, 144 reviews

Massanutten Woodstone 2-BR, 2 Bath

OsvaldoRating, 5 stars4 months ago
Andy was very responsive and gave clear instructions. We had been at this resort a few times in the past and the unit we received was very nicely appointed and updated. We had all amenities and were super close to the indoor pool and gym. Comfortable.
Top guest favorite
A comfortable living area is displayed, featuring a sectional sofa and a coffee table on a textured rug. A wall-mounted television is visible, alongside a stylish fireplace. The open layout connects to the kitchen area, with warm lighting illuminating the space.
Condo in Annapolis
4.99 out of 5 average rating, 73 reviews

Charming Annapolis Waterfront Condo

AnnaRating, 5 stars2 weeks ago
We really enjoyed our stay! The place was clean, comfy, and had everything we needed. Jared was super responsive and helpful. I highly recommend.
Superhost
The spacious living area includes a comfortable blue sofa, a matching accent chair, and a coffee table with a glass top. A television is mounted on the wall, while a wooden table and stools are positioned nearby. Natural light filters through vertical blinds.
Condo in Greenbelt
4.77 out of 5 average rating, 43 reviews

Lovely 1-bedroom condo w/ 2 parking spots near DC

TaiyloreRating, 5 stars2 weeks ago
I definitely loved this home soooo spotless felt right at home. You might hear people walking here and there BUT it’s not an all the time thing, other than that it’s so peaceful. Kitchen is beautiful and has all the spices you kinda need if you wanna cook, bed was sooooooo comfortable and the living room was so inviting. It’s close to food spots banks grocery stores, etc. I’m definitely booking again.
Superhost
An indoor pool is featured in a spacious, well-lit area, with large windows providing natural light. Comfortable seating is arranged around the pool, complemented by a clear view of the outdoors. A hot tub is positioned nearby, contributing to the wellness amenities.
Condo in Basye
4.79 out of 5 average rating, 129 reviews

2BR @ Chalet High - Basye, VA

MichaelRating, 5 stars4 weeks ago
The owners of this fine property, have gone the extra mile, to provide an above and beyond resort experience. The ideal location, abundance of amenities and. extras. depending on the season that you choose, this a place you could call home. Waiting for your vacation memories, this chalet is cozy, comfortable, and the perfect mental floss.
Guest favorite
A spacious living area features a comfortable arrangement of seating, including a plush sofa and an armchair beside a simple wooden table. A brick fireplace acts as a focal point on one wall, while sliding glass doors provide access to an outdoor balcony.
Condo in Charlottesville
4.86 out of 5 average rating, 130 reviews

Perfect Spot in Charlottesville

RachelRating, 5 stars4 months ago
I have absolutely no reservations recommending Angelique’s Airbnb. We had a terrific two months stay here, Angelique is very responsive, property is as described. It has comfortable beds and living room and even walkable to the closest shopping area. Highly recommend staying here if you are looking for a place in Charlottesville
Top guest favorite
The living area features a spacious arrangement with a large circular coffee table at its center. Two colorful sofas, accented with red and blue throws, are situated opposite a wall-mounted television. Natural light filters through the adjacent windows, illuminating the soft rug underfoot.
Condo in Oxon Hill
4.89 out of 5 average rating, 149 reviews

Modern Apartments available at National Harbor

HollyRating, 5 stars1 week ago
I cannot say enough about this property or Kenny. It was an extremely busy for me as it was my daughter’s wedding. Kenny made the check-in, stay, and check out easy for me, which is just what I needed. He checked on us frequently, but not too much. He was very responsive to a few questions that I had. The place was clean, well furnished, and a really fun area to stay in. I highly recommend Kenny and this property!
Guest favorite
The living area features a flat-screen TV mounted on a white media console. A wooden coffee table occupies the center, surrounded by a textured area rug. A sunroom filled with natural light showcases a desk and panoramic views of the greenery beyond.
Condo in McLean
4.98 out of 5 average rating, 130 reviews

Luxury 1bd in Heart of Tysons

LarissaRating, 5 stars3 weeks ago
Perfect overnight for a show at Capital One Hall.

Destinations to explore