Vacation rentals with a pool in Delaware County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Delaware County

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Superhost

Condo in Afton

4.84 out of 5 average rating, 19 reviews

Charming Afton Condo w/ Community Pool!

Experience a stress-free stay at this newly-updated condo in Afton! This 1-bedroom, 1-bath vacation rental features a fully equipped kitchen, modern furnishings, and resort-style amenities perfect for your whole group. Spend the day soaking up the sun by the pool, tee off at the on-site golf course, or take a short drive to the Grand Lake O’ the Cherokees for unbeatable scenic views! When the day is done, fire up the grill and enjoy a home-cooked meal on the private patio with the ones you love.

Guest favorite

Condo in Afton

5 out of 5 average rating, 16 reviews

Golfers Paradise - TeeTime Hideaway

Take it easy at this unique and tranquil getaway. Less work and more golf is our motto here at Tee Time Hideaway. Nestled in the greens of Shangri La Golf located on Monkey Island you will enjoy this 1 bed, 1 bath condo uniquely decorated to be a Golfers Retreat in Shangri La Country Estates. Enjoy your central location just 1/4 mile from The Summit for your daily dose of iron. Furnished with a king size bed in the bedroom and a Queen size futon in the living room. Go long or go home!

Superhost

Home in Kansas

4.77 out of 5 average rating, 13 reviews

The Hangout @ Flint Creek

Relax with the whole family, a pair, or as a group with your stay at this peaceful HAVEN in the woods.. spacious 3/bd 2ba that sleeps 6+. NO PETS ALLOWED Golf course, pools, & river float trips are a few summer attractions offered within this gated resort. Arrowhead Speedway, Natural Falls State Park, & Fiddlers Bend are just a few amenities within 5 miles of the home. Maybe you’re introverted…enjoy the hang outs, & walking paths around the house.. cave systems, waterfalls, & more…see you soon!

Guest favorite

Condo in Afton

4.93 out of 5 average rating, 46 reviews

Ooh La Shangri La - Lofted Condo with Golf Cart

Anchors Aweigh! Welcome to this beautiful condo in a gated community in Shangri La on Monkey Island on Grand Lake. You will be sure to find all the comforts of home for the whole family. Soak up the sun at the community pool or take a quick golf cart ride (available to rent!) to The Anchor where the kids can run wild. Enjoy a round of golf or one of the many bars and restaurants on Monkey Island. ** Click the ♡ on the upper right-hand corner so you can find us later and share us with others **

Guest favorite

Home in Afton

5 out of 5 average rating, 9 reviews

Luxury Lake Living on Grand main

You will love our spacious 5-bedroom, 5-bathroom retreat, complete with a luxurious hot tub, pool and pickleball/basketball court. This contemporary home offers ample space for your group, ensuring comfort and privacy. Modern amenities, stylish decor, and a fully equipped kitchen make it the perfect home away from home. Enjoy the hot tub and the view of the lake. The game room boasts an 85" TV with PS5, Dart board and shuffle board. So much fun and relaxation to be had at the Fire Water Escape!

Guest favorite

Cabin in Kansas

4.9 out of 5 average rating, 92 reviews

The Happy Place!! A place for peace of mind!

Tired of the over crowed city life? The "Happy Place" is a great place to come get some peace of mind in the Ozarks! Our fully loaded 1200 sf 2 bedroom 2.5 bathroom cottage sits on 1.25 acers with not a single house in site!! We are DOG FRIENDLY ONLY. We DO NOT allow cats at the cabin. We have a beautiful enclosed sunroom with a 400 sqf deck to enjoy the valley view out back. Flint Ridge security requires us to submit the names of all guests and vehicles that will be entering.

Guest favorite

Home in Afton

5 out of 5 average rating, 16 reviews

#MonkeyIslandHideaway at Grand Lake, Oklahoma

Incredible 5 bedroom waterfront home, minutes from Shangri La resort (golf, spa, and restaurants) on Monkey Island. Well appointed and spacious, perfect for entertaining any group. Steps away from boat slip at community dock, community pool, and private hot tub on deck. 4 bedrooms and 3 bathrooms on the main floor, and an additional upstairs living area/bunk room with private bath. Plenty of seating for meals and additional space on the back deck overlooking the water.

Guest favorite

Home in Afton

5 out of 5 average rating, 12 reviews

The Weekend Getaway

Relax with the whole family on beautiful Grand Lake in this great townhouse on popular Monkey Island! Located in the desirable gated community, The Reserves. House is a 5 minute walk to the lake & close to everything the Island has to offer including minutes from the prestigious Shangri La Golf Course & Resort which has the Anchor, an amazing kids Activity Center, there’s several amazing restaurants nearby, great night life, public boat ramps & marinas minutes away!

Barn in Grove

Rustic Red Barn No Cleaning Fee!

Luxury and rustic await you at Grand Lake. Nestled on the shores of a tranquil lake, the cozy Red Barn House exudes a magical charm that harmoniously blends rustic appeal with the serenity of waterfront living. The lake front is a mere 200 feet from the patio. The kitchen is a mix of delightful modern design and the living room boasts an open concept. Overall, the cozy Red Barn House is a charming and comfortable retreat that offers a unique living experience.

Guest favorite

Cottage in Grove

4.97 out of 5 average rating, 30 reviews

Anchors Away Retreat seasonal pvt pool, hot tub

Take it easy at this unique and tranquil getaway! We are lakefront and have a seasonal indoor pool, that is open Memorial day to Labor Day. The pool IS NOT heated! The home has 4 bedrooms plus a bunk room and can sleep up to 10 people with double occupancy in the beds. 2 full bathrooms, large yard. 2 kayaks available, 2 paddle boards available, jet ski available for $300/day and 2022 Barletta tritoon available for $600/day. linens and paper products provided.

Superhost

Place to stay in Grove

4.83 out of 5 average rating, 42 reviews

Waterfront 1 Bedroom/Cabin I/Newly Remodeled

Groveport Resort consists of 10 waterfront cabins. The property has 500+ ft. of shoreline, two boat docks, a boat launch, firepits, and a waterfront bar & grill. All of this in a protected cove on beautiful Grand Lake O' the Cherokees. We're also located within the city limits of Grove, Oklahoma near dining, shopping and attractions. the sounds of nature when you stay in this unique place.

Superhost

Serviced apartment in Afton

5 out of 5 average rating, 3 reviews

Grand Lake Studio Condo at WorldMark by Wyndham

There is no cleaning fee and guests are not expected to clean anything upon departure! You can leave the condo as-is when checking out :) The resort requires a valid ID and credit/debit card for check in. There is a $250 refundable deposit required. Please provide the full name you would like to use for the reservation when booking.