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Holiday houses in Westmont

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Quick stats about holiday rentals in Westmont

  • Total holiday rentals

    Explore 40 holiday rentals in Westmont

  • Nightly prices starting at

    Westmont holiday rentals start at $69 NZD per night before taxes and fees

  • Verified guest reviews

    Over 1,460 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Westmont holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Westmont rentals

  • 4.8 Average rating

    Westmont stays are highly rated by guests—averaging 4.8 out of 5!

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.
Condo 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 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.

Guest favourite
The exterior of a single-story home is framed by lush green grass and dark mulch landscaping. A welcoming pathway leads to the front door, adorned with a seasonal wreath. A large tree provides shade, and a white fence marks the boundary of the yard.
Home in Naperville
4.86 out of 5 average rating, 177 reviews

Dog Friendly Cozy North Naperville 3 BED/2 BA Home

Welcome to the Naperville Nest! Rare North Naperville opportunity to find a home suited for the whole family! Pets are more than welcome to enjoy the 1/2 acre fully fenced in yard. This is a a fully updated home minutes from Downtown Naperville, I-88 and many more exciting destinations in the Western Suburbs. You will feel at home whether you're inside or outside...each bedroom has it's own TV and the outdoor living includes natural gas firepit & grill/dining table...this home has it all!

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.
Condo 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
Home in Downers Grove
4.83 out of 5 average rating, 30 reviews

Springside Retreat: Charming Chicago Suburb

Enjoy a clean, comfortable stay in a quiet suburban home designed for real living—not just sleeping. Ideal for families, professionals, and longer stays, this well-maintained home offers space, privacy, and a calm residential setting away from city noise. Inside, you’ll find generous living areas, a practical layout, and thoughtful furnishings that make it easy to settle in. Whether you’re working remotely, visiting family, or staying longer term, the home is set up to be comfortable.

Top Guest favourite
A spacious living area features a corner sectional sofa with soft cushioning and a cozy throw. Large windows provide natural light and city views. A simple coffee table sits in front, with light-colored carpet underfoot, enhancing the comfortable atmosphere.
Apartment in Aurora
4.98 out of 5 average rating, 270 reviews

Penthouse In The Historic Hobbs

Experience luxury and historic charm at the Penthouse in the Historic Hobbs. Built in 1892, and restored in 2023, this new one bedroom corner unit offers a panoramic view of the Aurora skyline. Cook a delicious meal in the fully stocked kitchen. Dine at the bespoke table in the window bay under the iconic onion dome. Relax on the cozy sofa and enjoy a movie on the big screen TV. Rest in the plush king-sized bed. This urban retreat is near coffee, shopping, art and entertainment.

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, 81 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
Home in Westmont
4.84 out of 5 average rating, 138 reviews

“Aunt Betty’s Cottage” sleeps up to 6 Large yard

Perfect cottage living sleeps up 6 adults c Westmont. Decor is vintage chic with a focus on retro arts and collectibles. Cozy blankets and whimsical art adorn the walls. Perfect for folks who love cute quaint CLEAN and comfy not Kondo! A place to call home where the barn door closes off the Living room. A dinner for 6 in the quaint dining area. Laundry room in the home. New fenced yard out door furniture. Beyond pet friendly we have many accessories for Dogs.

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, 42 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, 153 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!

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

Family-Friendly Escape | Near Train & Dining

Welcome to your stylish retreat—a 3-bed, 2-bath home perfect for families, friends, or remote workers. Steps from the Metra and minutes from downtown dining and parks, this modern getaway blends city convenience with suburban calm. Enjoy a game room with pool table + arcade game, and a private backyard for morning coffee or evening wind-downs. Professionally managed by the LCP Collection, delivering comfort, cleanliness, and connection.

Top Guest favourite
A glass of red wine is positioned in the foreground, reflecting the soft colors of the sunset over a calm lake. The shoreline is bordered by tall grasses, framing the tranquil water and vibrant sky.
Townhouse in Westmont
4.87 out of 5 average rating, 132 reviews

Westmont 3/2 duplex Fire sunsets, Firepit, lake

Near great shopping and dining. Enjoy wonderful sunsets and quiet lake activity. Fully Stocked 20 acres lake with a neighborhood beach next door. Easy commute to downtown while enjoying the peace and quiet. Feel like you are on vacation every day. Perfect for a staycation. Cleaned to Cdc standards. This duplex is a gem in Western suburbs! Pet friendly (fee). Fire pit (bring Wood), paddleboat, kayaks. Grill and fully stocked kitchen.

Popular amenities for Westmont holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Other great holiday rentals in Westmont

Guest favourite
A light and airy living room features a decorative fireplace with a minimalist stone surround and a large television displaying a beach scene. A comfortable gray sectional sofa is set against the wall, complemented by a dark geometric rug. A small dining table is positioned nearby, enhancing the inviting layout.
Home in La Grange Park
4.92 out of 5 average rating, 50 reviews

Zen in La Grange Park

Top Guest favourite
A geodesic dome home is nestled among lush green trees, featuring a sloped roof and large windows that invite natural light. The surrounding yard is manicured with grass and bordered by colorful flower beds, creating a serene outdoor space.
Dome in Naperville
4.93 out of 5 average rating, 96 reviews

Professionally Sanitized - Dome Away From Home

Top Guest favourite
A single-story brick home with a well-maintained front yard features green shrubs and a neat pathway leading to the entrance. Large windows allow natural light to illuminate the interior, while a tree provides shade near the entrance.
Home in Brookfield
4.99 out of 5 average rating, 94 reviews

Cozy Home in Brookfield

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
4.86 out of 5 average rating, 76 reviews

Captivating Home near Naperville

Guest favourite
Home in La Grange
5 out of 5 average rating, 5 reviews

2 Bedroom Apartment in La Grange

Superhost
Townhouse in Westmont
4.78 out of 5 average rating, 32 reviews

Townhome with Game Zone, Big Beds, & Smart TVs

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.
Guesthouse in Clarendon Hills
4.86 out of 5 average rating, 14 reviews

Whimsical Cottage......Brand new construction

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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