Vacation rentals near Montrose Beach

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Immerse yourself in the enchanting atmosphere of Montrose Beach, where golden sands meet breathtaking views of Chicago's iconic skyline. This vibrant destination beckons adventure seekers with its array of outdoor activities, from beach volleyball to scenic waterfront paths perfect for leisurely strolls. Nestled near trendy neighborhoods like Uptown, you'll discover charming boutiques and local cafes. Choose from spacious vacation rentals that offer all the comforts of home, ensuring a memorable getaway for families and groups alike.

Holiday rentals with weekly discounts - Montrose Beach

Showing deals for:Oct 16 - Oct 23

Image gallery for Large home with garage, ping pong

Living area
10 out of 10, Exceptional, (11 reviews)
Exceptional
(11 reviews)

Large home with garage, ping pong

Chicago

8% off
Price is $772
$5,407 for 7 nights
All fees included
Large home with garage, ping pong

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Find out more about Montrose Beach

Why visit Montrose Beach

  • Beautiful sandy shores: Montrose Beach features expansive sandy areas perfect for sunbathing and relaxation.
  • Active lifestyle options: Enjoy volleyball, boat rentals, and beach activities that cater to adventure seekers.
  • Stunning skyline views: Experience breathtaking views of Chicago's iconic skyscrapers against the backdrop of the beach.
  • Scenic waterfront path: Explore the picturesque walking and biking paths along the water for a refreshing experience.
  • Nearby vibrant neighborhoods: Discover local boutiques and cafes in the trendy Uptown and Southport Corridor.

Popular types of accommodation around Montrose Beach

If you're planning a getaway to Montrose Beach, you'll find a variety of popular vacation rental options to suit your needs. Choose from cozy apartments, spacious houses, or stylish condos, all equipped with gorgeous amenities. Plus, enjoy the convenience of street parking and discover nearby Chicago beach rentals and hotels closest to the vibrant shoreline. Your perfect Montrose Beach retreat awaits.

  • Apartments: The top choice for visitors at Montrose Beach, offering modern amenities and convenient locations for a comfortable stay.
  • Houses: A popular option for groups and families, providing spacious living areas and a home-like atmosphere.
  • Condos: Ideal for those seeking a blend of comfort and luxury, with great views and shared amenities.
  • Cottages: A delightful option for a quaint and cozy experience, perfect for a romantic getaway or a peaceful retreat.**

Top attractions near Montrose Beach

Montrose Beach in Chicago offers a blend of relaxation and activity, making it perfect for families and culture seekers. Enjoy the sandy shores, partake in volleyball or boat rentals, and relax on beach chairs while soaking in the sun. Don't miss out on various Montrose Beach events that enhance the vibrant atmosphere. With stunning views of skyscrapers and a nearby urban park, there's something for everyone to enjoy in this lively beach setting.

  • Michigan Avenue: Known as the Magnificent Mile, this bustling street features high-end shopping, vibrant city life, and iconic architecture, making it a must-visit for urban enthusiasts.
  • Navy Pier: A lively entertainment hub, Navy Pier offers stunning waterfront views, amusement rides, restaurants, and cultural experiences, perfect for enjoying a day by the lake with friendly locals.
  • Chicago Riverwalk: This scenic walkway along the river is ideal for families, offering outdoor dining, art installations, and activities, creating a vibrant atmosphere for leisurely strolls.

Things to do recommended for couples

For a romantic getaway near Montrose Beach, consider the luxurious Chevy Chase Country Club, just 20 miles away, or the elegant Ravinia Green Country Club, located 19 miles from the beach. Both offer a serene atmosphere perfect for couples looking to unwind and enjoy each other's company.

Things to do recommended for families

Families visiting Montrose Beach in Chicago can enjoy a fun day at the nearby Lincoln Park Zoo, which offers free admission and engaging animal exhibits. The beach itself provides opportunities for swimming, picnicking, and playing in the sand, making it a perfect spot for family bonding.

Things to do recommended for groups

Enjoy a beach volleyball match on Montrose Beach or rent bikes to explore the scenic trails nearby. Don't miss a picnic at the beach with local snacks from nearby vendors, and take a stroll through Montrose Harbor for stunning views of the skyline.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around Montrose Beach

When planning your trip—whether you're traveling with a group, enjoying time with family, bringing along pets, or seeking extended stays—be sure to use the appropriate filters to match your priorities. Here are some helpful tips for booking on Vrbo.

  • Traveling to Montrose Beach with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Montrose Beach with young kids: Traveling with young children presents its own set of challenges. It's important to prioritize their comfort and safety, along with ensuring access to suitable amenities like a private swimming pool. Additionally, think about how close you'll be to family-friendly attractions.
  • Taking your pets with you to Montrose Beach: For many families, a vacation isn't truly satisfying without their beloved pet along for the adventure. If this resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and cozy beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Montrose Beach: If you're searching for vacation rentals that offer great deals for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Montrose Beach

Montrose Beach offers a perfect blend of urban charm and natural beauty. Explore the scenic waterfront path, where you can enjoy beautiful waves and a family-friendly atmosphere. Just a short distance away, the vibrant Uptown neighborhood and trendy Southport Corridor invite you to experience local boutiques and cafes. Whether you're seeking relaxation or adventure, Montrose Beach and its surroundings promise an unforgettable vacation.

  • Chicago: As a vibrant metropolis, Chicago offers a rich blend of culture, history, and entertainment. Montrose Beach, located within the city, provides a perfect escape for families and outdoor enthusiasts alike. The city is famous for its shopping districts, lively theaters, and sports arenas. Visitors can enjoy attractions like the iconic Wrigley Field and the expansive Lincoln Park, where you can find beautiful gardens and walking paths. Chicago is a hub for urban experiences, making it an ideal base for exploring all that the Windy City has to offer.
  • Downtown Chicago: Just 5 miles from Montrose Beach, Downtown Chicago is the bustling heart of the city, drawing families and tourists for its dynamic atmosphere. The area is renowned for its impressive shopping options, including Michigan Avenue's Magnificent Mile, and boasts numerous theaters that showcase Broadway-style productions. Don't miss a visit to Millennium Park, home to the famous Cloud Gate sculpture, and the nearby Art Institute of Chicago. Downtown is alive with energy, making it a must-visit for anyone looking to experience the essence of Chicago.
  • Uptown: Nestled near Montrose Beach, Uptown is a charming neighborhood known for its cultural richness and family-friendly atmosphere. This area features educational venues, theaters, and music concert halls that cater to diverse tastes. The iconic Aragon Ballroom often hosts major musical acts, making it a hotspot for entertainment. In addition to its vibrant cultural scene, Uptown offers beautiful beaches and parks, perfect for a day of relaxation or family fun. The blend of arts and outdoor activities makes Uptown an inviting destination during your vacation.

Best time to go to Montrose Beach

If you're planning a trip to Montrose Beach, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like January to March tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January25.7°F (-3.5°C)Light RainMostly CloudyModerately LowSlightly Low
February27.0°F (-2.8°C)Light RainMostly CloudyModerately LowSlightly Low
March37.0°F (2.8°C)Light RainMostly CloudyModerately LowSlightly Low
April46.0°F (7.8°C)Light RainMostly SunnyAverageAverage
May57.0°F (13.9°C)Light RainMostly SunnyAverageAverage
June67.3°F (19.6°C)Light RainMostly SunnyModerately HighSlightly High
July73.4°F (23.0°C)Light RainMostly SunnyModerately HighSlightly High
August73.0°F (22.8°C)Light RainMostly SunnyModerately HighSlightly High
September67.1°F (19.5°C)Light RainMostly SunnyAverageAverage
October54.9°F (12.7°C)Light RainMostly SunnyAverageAverage
November42.3°F (5.7°C)Light RainMostly SunnyAverageAverage
December33.1°F (0.6°C)Light RainMostly CloudyAverageAverage

Booking with Vrbo is simple

Are you eager to save on your upcoming trip? Being flexible with your travel dates can really make a difference, as prices often fluctuate. Additionally, consider booking a longer stay, as this can lead to substantial savings. To find a Vrbo property that aligns with your budget, simply use our filters to narrow down your options by price, location, and type of vacation rental. We're here to help you make the most of your travel experience.

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on your booking. Being the planner has its perks. When you join our travel rewards program, One Key, you can access exclusive member savings and earn OneKeyCash on eligible reservations. Sign up now and start enjoying your savings.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board offers a user-friendly platform where you can easily create new trips, continue planning from where you paused, or manage your existing plans. You can find your saved or booked properties conveniently organized under Potential, Upcoming, or Current Trips. To begin using Trip Boards, please visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What are the best vacation rentals near Montrose Beach?
The best vacation rentals near Montrose Beach are primarily located in the Uptown neighborhood of Chicago. You will find a great selection here, with numerous apartments and condos offering convenient access to the beach and local attractions. If you are willing to drive a bit further, renting in nearby areas can be an affordable option. You can discover the best vacation rentals near Montrose Beach across various close-by districts.

Many top-rated rentals feature amenities so you can have a comfortable stay, such as in-unit laundry facilities, pet-friendly options for those traveling with animals, and outdoor decks or patios. These homes are ideal for solo travelers or small groups looking for a comfortable stay near the lakefront.
Are there any cheap vacation rentals near Montrose Beach?
There are several affordable vacation rentals near Montrose Beach, especially if you are flexible with location and travel dates. Budget-friendly stays are typically around $115 per night in areas like Uptown. Some stays even drop below that price in February and December during the off-season, making it a great option for guests looking to experience the area without overspending. These rentals often include free amenities such as WiFi, toiletries, and self-parking, and can range from cozy apartments to classic private vacation homes, providing a clean, comfortable base for adventure.

To get the best value, consider staying slightly outside the immediate beach area. If you're willing to drive a bit further, renting around nearby areas can be an affordable option. With a little planning, it is absolutely possible to find a comfortable stay near Montrose Beach while keeping costs down.
What are the best pet-friendly vacation rentals near Montrose Beach?
There are over 200 pet-friendly vacation rentals available near Montrose Beach, primarily apartments and condos. These properties, often found in the surrounding areas of Chicago, provide comfortable stays with essential amenities such as kitchens, Wi-Fi, and sometimes even private outdoor spaces for pets. Guests can expect a range of options to accommodate their furry companions, ensuring a pleasant stay for everyone.

When searching for the best pet-friendly vacation rentals near Montrose Beach, always review the specific house rules for any size restrictions or additional fees. Montrose Beach itself is very welcoming to pets, with designated areas for dogs to play and swim, offering ample space to roam.
What are the top vacation rentals with pools near Montrose Beach?
There are approximately 14 vacation rentals near Montrose Beach that feature swimming pools. These properties primarily consist of apartments, offering access to shared community pools, with some options including indoor and heated facilities. These rentals are concentrated in the Uptown area, providing convenient access to the beach. Many of these homes come equipped with standard amenities such as kitchens and Wi-Fi, making them suitable for guests, including families or groups, looking for a comfortable stay with added recreation.

When selecting your rental, consider whether a shared indoor pool or a heated pool best suits your preferences. Shared pools often provide additional amenities within their facilities, while heated options extend the usability of the pool beyond the warmest months. For cooler periods, prioritize homes with heated or indoor pools to ensure year-round enjoyment.
What are the best family vacation rentals near Montrose Beach?
There are over 180 family-friendly vacation homes in the Uptown area near Montrose Beach, offering ample space and comfort for groups of all sizes. These rentals, primarily apartments and private homes, often boast multiple bedrooms and bathrooms, full kitchens for meal preparation, and washer/dryers. Many properties also feature outdoor play areas like patios, gardens, or secured yards, along with entertainment options such as books, games, and video games.

When selecting a home for your family, look for properties that provide separate spaces for adults and children to relax, and prioritize practical amenities like fully equipped kitchens to simplify meals and laundry facilities to manage clothes. Staying close to Montrose Beach means less time traveling and more time enjoying the area.
Are there any luxury vacation rentals near Montrose Beach?
Near Montrose Beach, guests can find several luxury vacation rentals that combine lakeside scenery with modern comfort. These properties often feature amenities such as heated pools, private chef services, premium bedding, designer toiletries, and stunning lake views. Many homes also offer fireplaces and air conditioning for ultimate guest comfort.

These homes are ideal for families or larger groups, providing conveniences like high-speed WiFi and spacious living areas. Many of these exceptional properties are hosted by highly rated Vrbo hosts, ensuring a professional and premium experience.
How much is a vacation rental near Montrose Beach?
Vacation rentals near Montrose Beach offer a wide range of options suitable for different budgets, making it easy for guests to enjoy a memorable stay. Budget-friendly properties, such as simple apartments, typically start around $115 per night, providing an affordable option. Mid-range rentals, including private homes with standard amenities, are generally around $210 per night, offering more comfort and privacy. Upscale options can cost $480 or more per night, providing additional space and premium amenities.

Enter your destination, travel dates, and number of guests on search to see the best options. You can use filters to set a minimum and maximum nightly price range along with other preferences. Rates may vary based on the season and specific amenities, but with a little planning, guests can find a rental that perfectly balances convenience and value.
Where should I stay when visiting Montrose Beach?
When visiting Montrose Beach, several distinct areas offer excellent vacation rental options. The Uptown neighborhood, located directly west of Montrose Beach, provides a convenient base with a variety of properties. This area is known for its architectural heritage and offers easy access to the beach and local amenities.

Further south, the Lakeview neighborhood offers a lively environment with many dining and entertainment options. Properties here are a short drive or public transit ride to Montrose Beach, allowing guests to enjoy both the beach and the neighborhood's offerings.

To the north, Andersonville presents a charming and unique stay with its distinctive shops and eateries.
What is the cheapest month to stay near Montrose Beach?
The cheapest time to find vacation rentals near Montrose Beach is typically during the Winter (December-February), excluding the Christmas and New Year's weeks. February is frequently the single cheapest month, often providing the best deals on homes and condos, with rates often 20% less compared to the summer. Guests can often find lower prices during these months, along with greater availability of vacation rentals.
Are there any lakefront vacation rentals near Montrose Beach
Lakefront vacation rentals near Montrose Beach offer a great mix of comfort, scenery, and outdoor adventure. Many are located along Lake Michigan. These properties are a short drive from Montrose Beach, offering convenient access to water activities such as kayaking, fishing, swimming, or simply relaxing by the shore.

These homes often feature spacious decks, fire pits, hot tubs, and full kitchens, making them ideal for families and larger groups. Guests can enjoy water views, spot wildlife, and unwind in peaceful surroundings after exploring local attractions.
Are there any monthly vacation rentals near Montrose Beach?
Vrbo offers excellent options for monthly vacation rentals near Montrose Beach, making it a great choice for those who want to combine work and adventure. Monthly rentals often feel like a true home away from home, with fully furnished properties equipped with essential amenities like high-speed Wi-Fi, full kitchens, and comfortable workspaces, perfect for remote work or a summer vacation with the family. With flexible monthly rental options, Vrbo is a convenient and comfortable choice for extended stays near Montrose Beach.
Are there any last-minute vacation rentals near Montrose Beach?
Vrbo makes it simple to find last-minute vacation rentals near Montrose Beach that blend comfort, style, and great value. Vrbo offers plenty of options for guests ready to pack up and go. Families and groups will find these deals especially appealing. Many spacious homes, complete with full kitchens, private pools, and multiple bedrooms, often become available when hosts want to fill open dates on their calendars.

Finding these stays is easy. Just enter your destination and travel dates, then use Vrbo's "Last Minute" or "Discounts" filter to uncover the best offers. You'll see reduced rates in the listings. Vrbo's last-minute rentals are a smart way to save while you explore. Whether you're planning a quick trip or a weekend getaway with friends, your last-minute escape is waiting, you just have to decide where to go next.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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