Holiday rentals with a pool in Ottawa

4.82 out of 5 average rating, 11 reviews

The Nautical Nest

Welcome to Key West of the midwest! Enjoy 3 neighborhood swimming pools. Live music on the weekends during the summer. Pickleball, sand volleyball, hiking, biking... watching boats and at the harbor. This is a beautifully decorated two-story Cottage that boasts of many amenities. 2 BR, 1 full bath, and living room with sleeper sofa to cozily host up to 6 guests. A beautiful outdoor entertaining area. Separate and private entranced second level. Laundry & garage are avail for 3+ month renters.

4.85 out of 5 average rating, 13 reviews

New place to stay

The Lookout at Heritage Harbor

Come Experience The Look Out At Heritage Harbor, a brand new just furnished designer home with sweeping views of both the Illinois River and the marina. Watch boats drift by from huge windows, catch live music from your private patio, and soak in sunsets that feel like they were made just for you. With natural light, designer touches, and front-row seats to waterfront life, this home is equal parts retreat and experience. From sunrise coffee to sunset concerts, every moment will make a memory.

Cabin in Ottawa

Ottawa Cabin: Hot Tub, Wraparound Deck, Games

Fox River Views | 3-Acre Property | All-Ages Indoor Entertainment | 7 Mi to Heritage Harbor Relax, refresh, and rejuvenate at this 3-bed (plus loft), 4-bath cabin nestled among the peaceful woods in Ottawa, IL! This vacation rental promises a fun-filled escape for your friends and loved ones. Make a splash in the pool, warm your soul by the fire pit, or play a round of ping-pong in the rec room. Nearby, rent kayaks to paddle the Fox River, explore beautiful Heritage Harbor, or go hunting!

Guest favourite

4.9 out of 5 average rating, 48 reviews

Pearl Street Pool House

Need a stay-cation? Stay warm in this amazing 4,500 sf indoor pool house! Plenty of room to easily sleep 12 people with high end amenities that will make you feel like you're in your own personal resort! Hunker down or enjoy a 10 min walk downtown to enjoy the many restaurants, bars, parks & shopping options available. Perfect home for romantic getaways, family get togethers, corporate travelers, traveling nurses and anyone who may want to get out of the city for a long weekend!

Guest favourite

Flat in Ottawa

4.94 out of 5 average rating, 363 reviews

Detached, private guest house! a ms

Come stay in our carriage house turned guest house!, the property has a swimming pool available during swimming season, which is June thru September. a separate Hot Tub and new BBQ for your private use; please indicate if you intend to use the pool during your stay, we need an hours notice to remove the cover; the hot tub is always ready to use. You will be sure to enjoy the proximity to restaurants, shopping in Ottawa, parks such as Starved Rock, and a variety of festivals.

Guest favourite

4.93 out of 5 average rating, 71 reviews

Ottawa Oasis. Billiards. Pool. King Bed!

Welcome to the Ottawa Oasis! This pet friendly house comprises a downstairs unit with an in-law suite above. Just a 1 mile walk to downtown Ottawa and short drive to starved rock. Come back home after a long day hiking and cool off in the private inground pool. Cook dinner in either of the two kitchens in the house. Enjoy family game nights in the enclosed porch or playing pool. Come try our new arcade game (contains 14 different games), ax throwing, and giant connect 4!

5 out of 5 average rating, 9 reviews

Hotel room in Sheridan

KIDS WILL LOVE IT, AQQUAPARK, GOLF, much more

We offer curated hotel quality units with the convenience of a private home and amenities of a world-class resort • Veranda , kitchen + Washer and dryer (in the resort) • Pool, Hot Tub, GYM, Game Room, Tennis, Golf* • Accommodate up to 6 people** • $10 per night, plus tax (paid directly by guest). ** One guests in the party, must be at least 21 y/o or older *** Tickets for the Aquatic Park has extra cost and starts at U$17.00.

4.85 out of 5 average rating, 20 reviews

ACQUA PARK and FUN 4 ALL | 2/2 with KITCHEN

Great and Charming Studio

We offer curated hotel quality units with the convenience of a private home and amenities of a world-class resort • Veranda , kitchen + Washer and dryer (in the resort) • Pool, Hot Tub, GYM, Game Room, Tennis, Golf* • Accommodate up to 4 people** • $10 per night, plus tax (paid directly by guest). ** One guests in the party, must be at least 21 y/o or older *** Tickets for the Aquatic Park has extra cost and starts at U$17.00.

4.79 out of 5 average rating, 14 reviews

Great family fun!

We offer curated hotel quality units with the convenience of a private home and amenities of a world-class resort • Veranda , kitchen + Washer and dryer (in the resort) • Pool, Hot Tub, GYM, Game Room, Tennis, Golf* • Accommodate up to 6 people* • $10 per night, plus tax (paid directly by guest). *One guests in the party, must be at least 21 y/o or older *** Tickets for the Aquatic Park has extra cost and starts at U$17.00.

4.17 out of 5 average rating, 12 reviews

Villa in Sheridan

Spacious Villa | Various Amenities

Our villa offers an exceptionally spacious escape for you and your group! You'll have access to a number of amazing amenities including 2 pools, a hot tub, a 9-hole mini golf course, basketball, volleyball, and more! In a perfect location for a day trip to Chigaco, while being near natural parks and hiking trails, this is an ideal rental for your vacation.