Vacation rentals with a pool in Ottawa

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.

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.

5 bdrm/2.5 bth/Fenced Yard/Quiet St /Pet friendly

Escape with your family at this tranquil retreat, nestled in the heart of Montgomery near highways 34 and 25. Situated on a quiet street, this spacious home boasts five bedrooms, ensuring ample space for everyone. The master bedroom features a queen-size bed and en-suite bathroom, other bedrooms offer: queen bed, full-size bed, twin bed with twin bed trundle, and the last bedroom offers a bunk bed. The property also has a fenced yard with a patio, ideal for outdoor entertaining & relaxation.

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.

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!

New! Oglesby Vacation Home

Welcome to your perfect getaway nestled in a peaceful neighborhood with serene pond views right out back. This cozy home is designed for comfort and relaxation, whether you're enjoying a morning walk, curling up with a good book, or lounging by the pool. Surrounded by nature and thoughtful touches, it's the ideal place to unwind and recharge.  Whether you're here for a quiet retreat or a bit of outdoor fun, this home offers a balanced blend of relaxation and recreation.

Pearl Street/Starved Rock Pool House

🌟 Staycation Goals? 🌟 Escape to your own private resort — a stunning 4,500 sq ft indoor pool house that sleeps 13 in the historic district in Ottawa, IL ✨ Heated pool, hot tub, sauna, luxury amenities, and cozy vibes 🚶‍♀️ Just a 5-min walk to downtown bars, parks & restaurants Perfect for families, couples, professionals & weekend escapes!

Fox River Resort Studio

A Quiet Retreat Among Rolling Hills After fast-paced, big-city sightseeing in Chicago, families might need a vacation after their vacation. Savvy Midwesterners know there’s a quiet, all-in-one escape just 90 minutes away. In the rolling hills along the Fox River, near beautiful Starved Rock State Park, outdoor fun and indoor surprises await.

Fox River Resort Studio

A Quiet Retreat Among Rolling Hills After fast-paced, big-city sightseeing in Chicago, families might need a vacation after their vacation. Savvy Midwesterners know there’s a quiet, all-in-one escape just 90 minutes away. In the rolling hills along the Fox River, near beautiful Starved Rock State Park, outdoor fun and indoor surprises await.