Vacation rentals with a patio in Gary

Top Floor in Historic Old Town!

Unbeatable Location in Historic Old Town Triangle! This charming top-floor apartment is on a quiet cul-de-sac in the heart of Old Town Triangle, steps from St. Michael’s Church, North Ave Beach, Lincoln Park Zoo, and Wells Street’s entertainment district. The sun-filled space features an oversized private patio, and 3 bedrooms with queen beds, closets, and dressers. The spacious kitchen and dining areas are perfect for gatherings. The “L” stop is just two blocks away for easy access to the city.

Sanctuary on the Ravine

Take it easy at this unique and tranquil get away, walking distance to Ravinia and Beaches 3 Blocks.This historic, beautifully decorated and well maintained home has a lovely, peaceful & serene setting. Multiple indoor and outdoor seating arrangements. Fully stocked kitchen that opens to family room looking out onto several multilevel brick patios and a quiet, private ravine. The extra large living room has a down feathered sectional couch that seats up to 10 people. No parties or gatherings

COZY Bright*BOLD*FUN* Eclectic Wicker Park Home

Location! Location! Location! Prime Wicker Park Location on Milwaukee! This spacious, cool, vibrant, eclectic, fully equipped apartment is close to everything, making it easy to plan your visit. Bright top floor unit with a private patio to just chill and unwind or walk downstairs and your literally in the heart of Wicker Park. Super easy access to downtown nightlife/lake/museum all within 15 minutes and super easy commute to O'hare. CTA busses all around and a 2 minute walk to the Blue Line.

Charming 2BR/2BA Cottage with Full Kitchen & Patio

The cottages, or townhouses, are situated steps away from the main inn, providing an added sense of privacy while still feeling the vibe of the community. This cottage has two bedrooms (one with a queen bed in the downstairs bedroom + another with 2 twin beds in the upstairs bedroom). Two bathrooms (one upstairs, one downstairs) keep things fresh with a queen sleeper sofa. The upstairs loft space provides extra room for rest. An in-unit washer/dryer and high speed WiFi makes things easy.

Superhost, hot tub, golf cart, fire pit, large!

Newly renovated 5 bed, 2 bath home in the quaint village of Grand Beach. Golf cart included with rental (in season - May thru mid-Nov). Home is situated on a large lot, high on a sand dune that overlooks the 6th fairway and park area. Enjoy two large decks and year-round eight person hot tub. The property is very private, on secluded street and fully stocked for a great stay. It's a great place to enjoy some down time in an idyllic village in the heart of Michigan's "Harbor Country."

Alluring Avondale Abode

Welcome to Alluring Avondale Abode, the perfect vacation rental for your next family trip or group getaway. A pet-friendly paradise, centrally located for easy travel to all the top attractions. A spacious kitchen, beautiful backyard deck, and patio create a wonderful backdrop for entertaining and relaxing. Find an array of fun games to keep all ages occupied. Book now and experience the laid-back vibe and unbeatable amenities that will make your vacation truly unforgettable.

Baroda "Wine Country" Beauty With Hot Tub!

This is a gorgeous, newly renovated home with a ton of great amenities! Everything in this house was renovated in 2022, including the floors, HVAC, kitchen, bathroom, patio, new fire pit, all appliances, and all new furniture! The house is great for anyone that wants to be close to the beach, golf course, or wineries. Located just a short 10 minute drive to Weko Beach, 5 minutes from Pebblewood golf course, and right in the middle of a TON of wineries.

Beach Cottage - Sauna - Fireplace - Wineries -

Escape to our charming beach cottage, a 1-minute drive from the Rocky Gap beach! Located near Benton Harbor, St. Joseph, and South Haven, this cozy retreat offers unique features like a barrel sauna, indoor fireplace and outdoor shower. Enjoy the large patio with a fire pit, BBQ, and outdoor dining area. With 2 bedrooms and a fully equipped kitchen, it's perfect for families and friends. Relax with modern amenities, including fast Wi-Fi and smart TVs.

Union Pier - Hot Tub/Fire Pit!

Welcome to the Cottage in Union Pier! We truly love Harbor Country and have specifically come to LOVE Union Pier for the quaint and calming vibes. Explore the great restaurants, breweries/vineyards, casinos and of course . . . BEACHES that are all right at your fingertips. Enjoy smores over the fire or relax in the Hot Tub! Walk to Timothy's Restaurant or town - about 3/4 mile and then you have your pick of beaches ( about a 3 minute drive beach).