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Holiday rentals in Westmont

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Top-rated holiday rentals in Westmont

Guests agree: these stays are highly rated for location, cleanliness and more.

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Superhost
A round table with a floral tablecloth is situated in a corner, surrounded by four white chairs. A ceiling fan is installed above, and a framed quote is displayed on the wall nearby. Light filters through sheer curtains, adding a subtle ambiance.
Apartment in Westmont
4.82 out of 5 average rating, 39 reviews

home away from homecondo comfort

Built in 1976, our apartment offers a comfortable and spacious retreat with easy access to major highways and just a short drive to downtown Chicago. • Located on the second floor (please note: no elevator) • Shared washer and dryer available in the lower-level common area (coins provided) • Plenty of free parking just behind the building (more than 10 spaces) Enjoy comfort, convenience, and a peaceful atmosphere in a well-connected neighborhood—perfect for both short visits and longer stays

Guest favourite
A single-story ranch-style home is depicted, featuring a brick and siding facade. A two-car garage is positioned on the right side, with a well-maintained lawn and neat landscaping in the front yard. Clear skies and scattered clouds provide an inviting backdrop.
Home in Bolingbrook
4.92 out of 5 average rating, 157 reviews

Spacious Bolingbrook Retreat w/ Garage & Yard

Relax with the whole family at this peaceful and spacious 3-bedroom ranch home conveniently located near I-55 & I-355. Walking distance to Promenade Mall, restaurants, bars, shopping, Bass Pro Shop. Enjoy self check-in with smart lock, private attached 2-car garage, large backyard, patio, and grill. Perfect for families, work trips, or weekend getaways. Clean, safe, and only 30 minutes from downtown Chicago and major attractions. Self check-in Free parking Fast Wi-Fi Washer/dryer Backyard/patio

Guest favourite
Home in Westmont
4.95 out of 5 average rating, 41 reviews

Watch fireworks from backyard

We may take a refundable deposit. We must say this because our direct booking site is linked. A lovely place on the lake in summer we rent entire house. This is a home that is split into a duplex. One side we have 3 bedrooms 2 baths. The other side is 1 bedroom and 1 bath. Both sides have separate entrances and decks. Enjoy the beautiful view while staying. You have access to entire house and yard except garage with this listing. This listing is for renting both sides. They do not connect.

Top guest favourite
Home in Villa Park
4.97 out of 5 average rating, 38 reviews

Cozy 5BD Home with Scandinavian Vibes

✨ Newly Renovated Spacious Scandinavian-Style Home Near Chicago Airport ☀️ Enjoy your stay in this beautiful, fully equipped 5-bd, 2-bath home featuring modern Scandinavian-style furniture, rattan details, thoughtful touches, and all the comforts you need for a relaxing getaway. This spacious and inviting house is just a short drive from Chicago O’Hare Airport and downtown, offering both convenience and comfort yet it remains peaceful and quiet, so you won’t hear the noise of passing planes.

Guest favourite
A well-lit dining area features a rectangular table accompanied by four wooden chairs and a bench. Natural light filters through large windows, illuminating the space. A small potted plant is centered on the table, enhancing the clean and modern decor.
Home in Westmont
4.92 out of 5 average rating, 49 reviews

Cute & Cozy Westmont, IL House Near the Best Areas

Beautiful 2 bedroom 1 bath house with a 2 car garage, private driveway and plenty of parking. With a nice back yard in one of Westmont's prime location close to great restaurants, shopping areas, easy access to expressways and airports in a great quiet neighborhood. Fully furnished with high-speed internet Wifi and stocked with essentials to make your stay comfortable. Near Morton Arboretum, Metra Station, Yorktown Center, upscale Oakbrook Center and a short commute to downtown Chicago.

Top guest favourite
A living area showcases a wooden entertainment center with a TV, flanked by a decorative console table and two lamps. The space features hardwood floors and a neutral color palette, complemented by a circular wall mirror. A staircase in the background leads to the upper level.
Apartment in Clarendon Hills
5 out of 5 average rating, 127 reviews

Apartment in Clarendon Hills.

Newly renovated Suite in multi family home in Clarendon Hills. Main level: fully equipped kitchen/island, dining area, living room & family room with fireplace. Upper level: Bedroom 1 - king size bed, walk in closet​, private bathroom/shower.​ Bedroom 2 - queen bed​, closet.​ Bedroom 3 - size bed​, closet. Living room has a pull-out sofa bed​. Family room with gas fireplace, access to deck/outdoor area.​ Easy access to restaurants, shopping (Oak Brook Mall minutes away), Metra, O’Hare.

Guest favourite
A single-story ranch home is presented with a dark blue exterior and white shutters. A neatly trimmed lawn and concrete pathway lead to the front door. Flanking the entrance, small shrubs add greenery, while a tall evergreen tree stands nearby.
Home in Montgomery
4.88 out of 5 average rating, 170 reviews

Nice, Private Ranch Home

Nice private ranch home in a quiet neighborhood. Fox River and the river bike trail are only 3 minutes away, Rush Copley Medical Center, lots of shopping and dining options within minutes, Phillips park zoo, and water park very close, major roadways to Chicago. 10 min, from downtown Aurora where you can find the Hollywood Casino, Paramount theatre, many shopping stores and you can enjoy a walk along the Fox river, Fox valley mall and the Chicago premium outlets mall are only 20min away.

Top guest favourite
An open living space features a cozy seating area with a gray sofa, complemented by two gray ottomans. Natural light filters through large windows, illuminating the adjacent kitchen with stainless steel appliances. Textured rugs and subtle decor elements create a harmonious and inviting environment.
Home in Westmont
4.95 out of 5 average rating, 79 reviews

Charming Home in Westmont, Close to Chicago!

Very peaceful neighborhood! This house has the best location in the Western Suburbs of Chicago. Walking distance to downtown Westmont and train station. A few minutes drive to malls, parks and everything...eight minutes drive to downtown Downers Grove. 30 minutes drive to downtown Chicago. This house has an appealing open floor plan and a well equipped kitchen. Each bedroom has its own TV. Lower level game room has the most popular board games, toys and an air hockey table.

Guest favourite
A light-filled living room features a spacious gray sectional sofa arranged around a simple coffee table. Large windows provide views of the outdoor space while soft curtains frame the light. A flat-screen TV is mounted on a textured wall, enhancing the room's modern design.
Home in Lombard
5 out of 5 average rating, 41 reviews

Grand Retreat/5Brs/Game Room

Welcome to the Grand 5-bedroom, 2-bath home in Lombard, IL – perfect for families or groups seeking comfort and entertainment! Inside, enjoy 5 TVs and a heated garage transformed into a gaming room with a pool table, PAC-Man, basketball, and board games for endless fun. Step outside to relax in the fully fenced yard with a grill, ideal for outdoor dining. The kitchen is fully stocked for all your cooking needs. Conveniently located near highways, shopping, and dining.

Superhost
The living area features a large sectional sofa with decorative pillows, positioned opposite a television mounted on a dark wood unit. Artwork depicting colorful pixel characters adorns the wall. An archway leads to a game room with a pool table and ambient lighting.
Home in Downers Grove
4.87 out of 5 average rating, 150 reviews

Games, Grounds, Goodness in DG

Our family loves games and when travelling it is great to have entertainment for the whole family. Our game room includes a video arcade game with over 400 options, boardgames and more! Maybe simple cards or puzzles are your preference--we have them all in this fully furnished home with large backyard to play in. Bedroom 1--bunk bed with full on bottom, twin on top Bedroom 2--queen bed with room for a play pen Stay for a weekend or longer and know fun will be had!

Top guest favourite
Flat in Maywood
4.93 out of 5 average rating, 236 reviews

Cozy guest studio, great for couples!

This unique place has a style all its own. Enjoy this beautiful, cozy guest studio with modern touches and well furnished living area, small kitchenette with mini fridge and microwave to reheat a quick bite before heading to the city, full bathroom with rainfall shower and handheld sprayer to help you relax after a long day. Flat screen TV with Xfinity streaming device so you can connect your accounts and enjoy your favorite shows and movies for a quiet stay in.

Top guest favourite
A welcoming living room is highlighted by a comfortable sectional sofa with decorative pillows. A patterned area rug covers the hardwood floor, and a reading nook features a unique egg chair. Artwork adorns the walls, complemented by greenery from potted plants.
Home in Lombard
4.99 out of 5 average rating, 149 reviews

Modern Boho house in Lombard 7 min to Metra

Kick back and relax in this calm, stylish space. Visiting family in Chicagoland area? Traveling for work? Lombard is centrally located 30 min to everywhere! The house is only 6 min to Oakbrook Shopping and Business Center and upscale shopping and fabulous restaurants like RH with rooftop restaurant, 8 min to Yorktown Shopping Center. Whatever your travel purpose is, we will be happy to host you! Welcome home!

Popular amenities for Westmont holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Other great holiday rentals in Westmont

Top guest favourite
A spacious living room features a rich blue accent wall and mid-century modern furniture. Two armchairs and a plush sofa are arranged around a low coffee table. A television is mounted on the wall, complemented by decorative wall art. Natural light fills the room.
Home in Westchester
4.88 out of 5 average rating, 98 reviews

Modern 2Bdrm Westchester/Chicago Home.With Hot tub

Superhost
A modern dining area features a round wooden table surrounded by four woven chairs. Bright overhead lighting illuminates the space, which connects to a sleek kitchen with stainless steel appliances. Open layout enhances the airy feel, with a cozy seating area visible in the background.
Home in Lisle
4.85 out of 5 average rating, 75 reviews

Captivating Home near Naperville

Home in Westmont
4.79 out of 5 average rating, 14 reviews

Family-Friendly Escape | Near Train & Dining

Home in Westmont
4.86 out of 5 average rating, 14 reviews

Pet-Friendly 4BR | Sleeps 10 | 25 Min to Chicago

A spacious wooden deck extends toward a serene lake, offering scenic water views. A table with several chairs is shaded by a large umbrella, providing a comfortable outdoor seating area. The surrounding landscape features trees with autumn foliage, enhancing the tranquil setting.
Home in Westmont
4.77 out of 5 average rating, 43 reviews

Cozy 5-bedroom with lake views and spacious deck

The entrance features a light-colored door framed by blue shutters with heart cut-outs. Two window boxes filled with plants adorn either side of the front windows. A small bench sits on the left, while a manicured lawn leads to the path.
Guest house in Clarendon Hills
4.86 out of 5 average rating, 14 reviews

Whimsical Cottage......Brand new construction

Guest favourite
An inviting living area features a dark sofa adorned with light yellow pillows, complemented by a wooden coffee table. Natural light enters through large glass doors, illuminating an abstract painting on the wall. A cozy armchair is positioned nearby, enhancing the space's comfort.
Apartment in Westmont
4.85 out of 5 average rating, 54 reviews

Cozy condo near Chicago

Guest favourite
A modern kitchen and dining area is presented with sleek finishes. A round wooden table is surrounded by six light grey upholstered chairs. A stainless steel refrigerator and stove complement the contemporary cabinetry. Large windows allow natural light to fill the space.
Home in Schaumburg
4.91 out of 5 average rating, 23 reviews

The Green House

Frequently Asked Questions

  • What are the best places to stay in Westmont?

    Vacation rentals in Westmont’s residential neighborhoods are frequently suggested, offering easy access to parks and cultural sites. Options range from private homes to apartments, giving guests flexibility based on their needs.

  • What are the best things to do in Westmont with kids?

    Children can play at Ty Warner Park’s playgrounds, enjoy hands-on activities at community centers, and join seasonal events like summer festivals. Family picnics and nature walks in local parks are frequently suggested.

  • What are some of the best things to do in Westmont?

    Explore Ty Warner Park for outdoor activities, visit community art exhibits, and join local festivals around the year. Westmont has vibrant food spots and frequent cultural events that celebrate local traditions.

  • How is the weather in Westmont?

    Westmont has cold winters, often 19–37°F (-7–3°C), and warm summers, around 68–85°F (20–29°C). Spring and fall are milder, so layering helps when exploring parks or attending outdoor events.

  • When is the best time to visit Westmont?

    Late spring through early fall is often recommended, thanks to mild temperatures around 60–81°F (16–27°C) and lively local events. Winter months bring cooler weather, so packing layers is helpful for outdoor exploration.

  • What are the best places to visit in Westmont?

    Ty Warner Park is often recommended for outdoor recreation, and local art galleries or cultural centers host exhibits year-round. Westmont’s neighborhoods welcome visitors with community events and distinct dining spots.

  • What are some hiking trails in Westmont?

    Westmont has walking paths and nature trails in parks like Ty Warner Park, which features paved and grassy routes suitable for most visitors. The area is also surrounded by nearby forest preserves with longer trails.

  • What are some family activities we can do in Westmont?

    Families can explore local parks, interactive playgrounds, and community recreation centers in Westmont. Seasonal festivals and farmers markets add engaging experiences for children and adults alike.

  • What are some of the best day trip ideas from Westmont?

    Many visitors explore nearby botanical gardens, art museums, or waterfront parks just outside Westmont. Chicago destinations, including zoos and science centers, are often recommended for day-long urban adventures.

  • Are there any pet friendly accommodations available in Westmont?

    Westmont has pet friendly vacation rentals, with many homes and apartments welcoming dogs or cats. Some listings are located near parks and green spaces, making it easier to enjoy time outdoors with your companion.

  • What are some local tips for visiting Westmont?

    Try visiting during festival weekends for lively community events, and pack comfortable walking shoes for strolling in parks. Locals often favor independent eateries and recommend exploring neighborhood markets for unique finds.

  • What is Westmont known for?

    Westmont is known for its welcoming neighborhoods, community gatherings, and green spaces. The area has a strong tradition of seasonal festivals and locally rooted food experiences.

  • What are the best hidden gems to explore in Westmont?

    Some visitors enjoy exploring smaller parks, local bakeries, and specialty shops that highlight Westmont’s community feel. Art displays and cultural centers around town frequently showcase local talent and creativity.

  • What are the best foods to try in Westmont?

    Westmont has diverse food options, including locally rooted American, Mexican, and Italian dishes. Many visitors appreciate the family-run bakeries, community diners, and specialty pizza shops around town.

  • What should I bring for a trip to Westmont?

    Pack comfortable walking shoes for neighborhood strolls and outdoor activities, along with layers to adjust to changing temperatures. During warmer months, bring sun protection and a reusable water bottle for park visits.

  • What is the nightlife in Westmont like?

    Westmont’s nightlife centers on casual pubs, laid-back bars, and live music at local venues. Neighborhood restaurants frequently host evening gatherings, making for a relaxed, community-focused experience.

  • What are the most popular events or festivals in Westmont?

    Westmont celebrates the Taste of Westmont in summer, often recommended for local food and music, and hosts Independence Day festivities with family activities. Seasonal farmers markets and art fairs are community favorites.

  • Are there family friendly vacation rentals in Westmont?

    Westmont has a range of family friendly vacation rentals, including homes and apartments situated near parks and community centers. Many options provide amenities for children, making it easy for families to settle in and explore local attractions together.

Destinations to explore

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