Holiday houses in Evanston

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Top-rated holiday rentals in Evanston

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

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Top Guest favourite
A bright and airy living space features a comfortable seating area with a beige sofa and an accent chair, surrounded by three windows providing natural light. A round dining table with four chairs and a work desk are visible, while hardwood floors enhance the room's warmth.
Apartment in Evanston
4.96 out of 5 average rating, 289 reviews

Stylish & Comfy Gem near Downtown~Balcony~Parking

My 2nd floor, 2 BD/1BA home sits in a quiet cul-de-sac, about 1 mi from downtown Evanston. A 15-min walk to the Dempster Purple line station, which brings you right into Chicago. Northwestern and Loyola are nearby for a visit too! The area has wonderful lakeside parks and beaches, so no matter the time of year, you'll appreciate the natural beauty! Grocery stores, coffee shops, and restaurants are within walking distance as well. -Electric Fireplace -Fully Equipped Kitchen -Queen Sized Bedrooms

Top Guest favourite
The entrance of a brick apartment features a turquoise door and large windows with flowing white curtains. Flower planters line the exterior, adding color to the entrance. A small air conditioning unit is visible beneath the window, enhancing comfort during warmer months.
Apartment in Evanston
4.94 out of 5 average rating, 160 reviews

Vintage sunlit 2.5 BR apt. Perfect for families!

Welcome to the spacious, sunny 2nd floor full apartment of our 1920's home! While we live downstairs, the whole upstairs space is yours. Living room, dining room, kitchen w/ DW, full bath, 2 BR, charming sitting room w/ electric FP. Perfect for up to 4 guests. The vintage kitchen is well supplied inc. Keurig & pods. LR has sofa-bed, love seat, games & 50" ROKU smart TV to connect to streaming services. Kid stuff inc. pk & play Easy 18 min walk for trains to city, 5 min drive to lake. Wifi

Top Guest favourite
Apartment in Evanston
4.99 out of 5 average rating, 159 reviews

Spacious 3 bdrm apt. near NU + Chicago + lake.

Gather, relax and enjoy this spacious newly decorated 3 bedroom apt surrounded by available artwork by local artists. Get cozy in the winter with indoor fireplace and outdoor fire pit or cool off in summer at nearby beach. Located in a tree lined historical district that is near local shops, restaurants, coffee shops, breweries and wine bar. Close to public transportation including trains, buses and bike rentals to explore and visit Northwestern University, Chicago, Lake Michigan and more.

Top Guest favourite
Apartment in Evanston
4.95 out of 5 average rating, 176 reviews

Cute & comfortable apartment on quiet street

Rest and relax at this peaceful, cozy & comfortable upstairs apartment located in a quiet, family-friendly neighborhood surrounded by local parks & tree lined streets. It's a short distance to restaurants, the lakefront, and Northwestern University. There is easy parking and it's a short walk to public transit, to other local universities, Ryan Field, Welsh Ryan Arena, Downtown Chicago, Wrigley Field, and many museums, and concert venues. Note: laundry is only available to long term guests.

Top Guest favourite
A light-filled living room features a comfortable beige sofa with an accent pillow and a light throw. Adjacent windows allow natural light to stream in, highlighting the wooden flooring and decorative area rug. A small side table holds a lamp, contributing to the calm atmosphere.
Apartment in Evanston
4.97 out of 5 average rating, 537 reviews

Charming, Sunny Apartment with Backyard Garden

House of the Blue Doors Enjoy staying with us in this spacious 1st floor flat. Furnished by the resident designer in tasteful neutrals, original curated artwork, one of a kind furniture and accent pieces. Sip morning coffee or a glass of wine in the sunlit kitchen or front porch, fire up the backyard grill for a barbecue. Soak in the award winning Chicago ceramic artist designed and made floor in the bathroom. Close to Northwestern, Chicago, Lake Michigan, everything Evanston offers.

Top Guest favourite
The exterior features a charming two-story home with a welcoming front porch. A set of stairs leads to the entrance, surrounded by well-maintained greenery and blooming flowers. Sunlight filters through the trees, creating a warm and inviting atmosphere.
Guest suite in Evanston
4.98 out of 5 average rating, 280 reviews

A guest suite centrally located, but so quiet

IF... you want to race into the city to see a play, go for a jog along the lake, have a quick coffee with a friend or enjoy a fine restaurant to celebrate a special occasion, it's all here in the lovely lakeside town of EVANSTON, IL. You can enjoy it all while living in my private guest suite w/kitchenette, private bath, private entry, shared laundry area and......., if you need it, garage parking, too! Enjoy my garden on warm summer days; in winter, you will love the heated floor!

Guest favourite
A private backyard oasis features a green lawn bordered by vibrant yellow flowers. A small path winds through the garden, leading to a door set into a light-colored wall. A decorative planter sits on a stone pedestal, and wooden trellises are visible in the background.
Home in Evanston
4.87 out of 5 average rating, 200 reviews

SW Evanston Private, Stylish, Spacious Suite

Comfort and convenience abound in this stylish suburban suite! Mid-century and vintage motif meets modern touches and style. Guests have the entire basement, with a private bedroom, bathroom, huge living space, and a private entrance in a quiet house on a beautiful treelined street. Backyard access, coffee, easy street parking. Walking distance to parks and public transportation, a short drive to downtown Evanston and the lakefront, easy access to Chicago, Northwestern. Loyola, Skokie.

Guest favourite
A two-story home is framed by lush foliage, featuring a welcoming front porch with a red door. Surrounding the property is a low wooden fence painted in pink, complementing the greenery of the front yard with blooming plants along the walkway.
Home in Evanston
4.78 out of 5 average rating, 211 reviews

Bright 3 bedroom 2 bath Beach / Ryan field close

Light, bright, and cozy home in central Evanston. 3 full bedrooms & two bathrooms perfect for any family. Close to parks, beach, and in between Northwestern University, and Loyola University. Downtown evanston accessible from both public transit & by car. Beach 15 minute walk, very large deck & yard for the warm weather great patio furniture, fire pit, Bbq . Welcome snacks and wine. There is an apartment in the basement separate entrance from the house. I live in the house sometimes.

Guest favourite
The historic home exterior is showcased, featuring a vibrant red facade with white accents. A charming porch adorned with lattice and railings provides an inviting entrance. Lush greenery surrounds the property, complemented by a white picket fence and vibrant landscaping.
Apartment in Wilmette
4.9 out of 5 average rating, 287 reviews

Spacious Garden Apartment with Sauna and Fireplace

English garden apartment in historic Wilmette home with a private entrance, sauna, washer/dryer, kitchenette, dining area, recreation room with pool table, vintage pinball machine, and a wood-burning fireplace with gas igniter. Two queen beds, 1 full-size sleeper sofa, and a single mattress are available for large families. Ideal access to Northwestern University for all events. **Please note the apartment is located on the garden level and does NOT include the entire home.**

Guest favourite
A two-story farmhouse stands among mature trees, featuring a front porch with steps leading to the entrance. The exterior showcases light gray siding and white-framed windows, while planted greenery surrounds the home, creating a serene residential setting.
Apartment in Evanston
4.89 out of 5 average rating, 338 reviews

Ashland Ice Cream House

This 1907 farmhouse style two flat sits on one of Evanston's prettiest blocks. Freshly updated and upgraded, this 2nd floor apartment consists of two levels. The main level includes living room with a sleeper sofa, an eat in kitchen, full bath and a bedroom with a full sized bed. The second level is a finished loft with a queen bed and separate office area. Host lives in first floor unit. Blocks to CTA, Metra and shopping. Ample street parking, cable and fast wi-fi.

Top Guest favourite
Apartment in Evanston
4.97 out of 5 average rating, 207 reviews

Stunning, Sunny Flat with Beautiful Backyard

Home away from home in a wonderful and walkable Evanston neighborhood, convenient to downtown, Lake Michigan, Northwestern and more. Treat yourself and your family to this wonderful two-bedroom, masterfully remodeled flat, with all the conveniences and comfort. Off street private parking. Recent updates: New king size bed, 65-inch HD TV, washer & dryer, and more. We follow EPA/CDC protocol and prepare for your stay with intensive cleaning and disinfecting.

Top Guest favourite
A charming guest house with light-colored siding and a red door is nestled among vibrant flowers in the garden. Large windows invite natural light, surrounded by leafy greenery, creating a peaceful atmosphere that complements the surrounding pollinator garden.
Guesthouse in Evanston
4.99 out of 5 average rating, 300 reviews

Cottage in a Garden

Enjoy the serenity of our secret garden from your private guest house. Enjoy privacy on the covered sun porch. Watch butterflies float by in the pollinator garden. Listen to evening quiet on the patio overlooking the garden. Spin some records from the eclectic collection. Stroll the leafy neighborhood. 5 minute walk to Divvy bike station gives you access to all of Chicago and CTA/Metra train. Short ride to lakefront, Northwestern, downtown.

Popular amenities for Evanston holiday rentals

When is the best time to visit Evanston?

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Avg. price$202 NZD$208 NZD$235 NZD$222 NZD$244 NZD$256 NZD$247 NZD$240 NZD$219 NZD$219 NZD$208 NZD$205 NZD
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Frequently Asked Questions

  • What are the best places to stay in Evanston?

    Evanston has a mix of stays near historic districts, tree-lined residential areas, and vibrant neighborhoods close to local cafes and shops. Many guests look for accommodations near cultural attractions or university venues for convenience.

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

    Families often enjoy exploring Evanston's parks, playgrounds, and public beaches along Lake Michigan. Many visit interactive spaces at the Ecology Center, and community events frequently provide hands-on activities for all ages.

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

    Evanston has lakefront beaches, art museums, local markets, and public gardens to explore. Many visitors stroll university campuses, enjoy independent shops, and take in theater performances in historic venues.

  • How is the weather in Evanston?

    Evanston experiences cold winters around 19–37°F (-7–3°C), and warm summers near 66–85°F (19–29°C). Spring and fall have milder temperatures with moderate rain, so packing layered clothing and a rain jacket is often suggested.

  • What are the best places to visit in Evanston?

    Evanston has the Charles Gates Dawes House, the Block Museum of Art, and the lakefront parks as frequently suggested stops. Many enjoy exploring neighborhoods with distinct architecture and vibrant public spaces.

  • What are some hiking trails in Evanston?

    Explore local parks like Lighthouse Beach and the Ladd Arboretum, which have walking paths and nature trails. The lakefront area also invites leisurely strolls through green spaces.

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

    Families in Evanston often visit science centers, historic museums, and lakeside playgrounds. Paddleboarding, nature walks, and hands-on art workshops are among the activities guests find engaging.

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

    Many travelers take day trips to explore Chicago’s museums, botanical gardens in nearby towns, or forest preserves just outside Evanston. Waterfront villages around Lake Michigan are also frequently suggested.

  • Are there any pet friendly accommodations available in Evanston?

    Many accommodations in Evanston are pet friendly, especially around residential and lake-adjacent neighborhoods. Parks with open spaces make it easy to spend time outside with your pet.

  • What are some local tips for visiting Evanston?

    Exploring neighborhoods on foot helps uncover local coffee shops, historic buildings, and public art. Weekends bring farmers markets, and the lakeshore is an inviting spot for relaxed afternoons or picnics.

  • What is Evanston known for?

    Evanston is known for its historic architecture, university campus, cultural diversity, and arts scene. The city’s lakefront and vibrant dining options also attract guests throughout the year.

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

    Visitors often discover tucked-away bookshops, quiet sculpture gardens, and small galleries in Evanston. Neighborhood bakeries, vintage stores, and community theaters can offer a locally rooted experience.

  • What are the best foods to try in Evanston?

    Evanston has diverse food options including locally roasted coffee, inventive vegetarian dishes, and Jewish deli specialties. Global flavors like Korean barbecue and Ethiopian cuisine are also often suggested.

  • What should I bring for a trip to Evanston?

    Pack layered clothing for variable weather, a rain jacket for spring and fall, and comfortable shoes for walking around neighborhoods or parks. Sunscreen and a reusable water bottle are helpful for outdoor activities.

  • What is the nightlife in Evanston like?

    Evanston’s nightlife includes laid-back pubs, small music venues, and late-night eateries near the university and downtown area. Guests often enjoy live performances, poetry readings, and locally brewed drinks.

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

    Evanston is known for summer art fairs, cultural parades, and outdoor concerts, especially around late spring and early fall. Community block parties and food festivals are frequently suggested seasonal highlights.

  • Are there family friendly vacation rentals in Evanston?

    Evanston has family friendly vacation rentals in neighborhoods near parks, schools, and community centers. Many options include extra space and amenities suited to travelers with children.

  • When is the best time to visit Evanston?

    Late spring to early fall is often recommended for Evanston trips, with warmer temperatures and outdoor activities available. Cultural events and seasonal festivals tend to happen during these months.

Quick stats about holiday rentals in Evanston

  • Total holiday rentals

    Explore 400 holiday rentals in Evanston

  • Nightly prices starting at

    Evanston holiday rentals start at $34 NZD per night before taxes and fees

  • Verified guest reviews

    Over 22,100 verified reviews to help you choose

  • Family-friendly holiday rentals

    190 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 110 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    250 properties have a dedicated workspace

  • Wi-Fi availability

    390 of Evanston holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Monthly stays, Gym and BBQ grill across Evanston rentals

  • 4.7 Average rating

    Evanston stays receive an average rating of 4.7 out of 5 from guests

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