Pet-friendly vacation rentals in Evanston

4.95 out of 5 average rating, 120 reviews

A single-story brick house is presented with a spacious front yard, featuring trimmed greenery and a walkway of stone steps leading to the front door. A driveway, visible to the right, accommodates a garage door with a dark finish.

Home in Skokie

Cozy 2 bedroom house/w garage in Skokie

Charming 2B/1.5B house in Skokie IL. This Airbnb boasts plenty of amenities including WIFI, Roku TV's, fully furnished, a beautiful backyard, workout gym and sauna in the basement and a kitchen with top of the line appliances. The house sits on a quiet residential street just 2 minutes away from the nearest interstate taking you to beautiful Downtown Chicago in about 25min . Downtown Skokie is a few minutes away, plenty of shopping options 5min to Village Crossing and 15min to Old Orchard Mall.

WalkabilityOutdoor spacesCleanliness

4.98 out of 5 average rating, 171 reviews

A modern kitchen showcases sleek white cabinetry and a large island with seating for three on black stools. Open shelving displays various glassware. A stainless steel range hood is positioned above the gas cooktop, while natural light fills the space through windows.

Apartment in Edgewater

Newly Renovated, Spacious 2BR in Andersonville

Welcome to your newly renovated 2nd floor oasis! Located on a serene residential street, with a private parking space and backyard, this cozy retreat is nestled between the vibrant Edgewater and Andersonville neighborhoods. Indulge in a plethora of dining and entertainment options just steps away, or take a 15-minute stroll to the CTA Redline for easy access to downtown. With a new Metra stop at the end of the block and less than 10 miles from the heart of the city, your urban adventure awaits!

Outdoor spacesPetsFamily

4.92 out of 5 average rating, 198 reviews

A modern kitchen and dining area are presented, featuring a sleek island with bar stools and a dining table with six chairs. Natural light is provided by large windows, and contemporary fixtures enhance the space's functionality and design.

Apartment in Evanston

New 3bd/1.5 bth Apt w/private prkg

A perfect hideaway! This quiet, secluded unit is nestled in lush greenery within walkng dist (1.5M) to NWU. Enjoy our renowned restaurants and theaters, plus easy access to downtown Chgo’s many attractions via the Metra; Sleeps up to 7 guests, with 2 queen beds, 2 single beds, and an 8-foot couch in Liv rm; Ultra-modern kitchen equipped with everything; Dedicated parking space in rear of the bldng; free high-speed Wi-Fi is included. Host lives nearby and responds promptly to any inquiries

WalkabilityPetsKitchen

4.87 out of 5 average rating, 246 reviews

A stylish living area features a comfortable blue couch adorned with decorative pillows. A glass coffee table sits atop an area rug, surrounded by an array of colorful artwork on the walls. A cozy sleeping area is visible in the background, draped with vibrant blankets.

Home in Evanston

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.

WalkabilityOutdoor spacesSolo travel

4.9 out of 5 average rating, 303 reviews

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

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.**

Outdoor spacesPetsSolo travel

4.95 out of 5 average rating, 165 reviews

The living room features large windows dressed in sheer curtains, allowing abundant natural light to fill the space. A modern sectional sofa, accented with colorful cushions, is positioned around a central coffee table. A decorative area rug complements the elegant hardwood flooring, while a sleek TV is mounted above a cozy fireplace.

Condo in North Side

Lovely top floor 2BR/2BA, steps from everything!

BEST LOCATION IN LOGAN SQUARE/AVONDALE! Brand new stylish TOP floor 2 bed/2 bath located in the heart of the highly desirable Avondale neighborhood. This luxurious space is situated 15 minutes drive to Wrigley Field, 7 minutes walk from the CTA Belmont Blue Line, only minutes away from O'Hare airport, downtown Chicago and The Loop. Conveniently close to expressway. Steps from award winning restaurants, popular bars, great coffee shops, clubs, galleries and exclusive shops.

WalkabilityPetsKitchen

4.97 out of 5 average rating, 221 reviews

The spacious bathroom features a freestanding tub and a glass-enclosed shower. A large mirror with a decorative frame is mounted on one wall. The floor is covered with a patterned rug, complementing the warm wall color and wood flooring.

Apartment in Evanston

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.

PetsWalkabilityHospitality

Home in Rogers Park Township

A stately Victorian house is surrounded by a landscaped garden featuring lush greenery and colorful plants. The front porch is framed by pillars and features multiple seating areas. A red front door adds a bold contrast to the dark exterior of the home.

4.99 out of 5 average rating, 135 reviews

Victorian House in Heart of Rogers Park

Newly restored Victorian house giving you a touch of Chicago's history with modern comfort. Feel at home away from home with fully equipped kitchen, entire house, and outdoor spaces with beautifully landscaped garden for lounging, grilling, and chilling. Large screen TV in living room and TVs in each bedroom. Fast Wi-Fi throughout the house. Walking distance to public transit, restaurants, bars, beach and shopping. Designated parking. #TheCatalpa

Outdoor spacesWalkabilityCleanliness

Apartment in Rogers Park Township

An outdoor terrace is visible, featuring seating arrangements with two orange chairs and a fire pit. The view overlooks Lake Michigan, with the calming waves in the background. A pathway leads down to the water, surrounded by the building's architecture.

4.9 out of 5 average rating, 219 reviews

Executive Apartment on Lake Michigan with parking

Stay in a furnished 2nd-floor apartment in a walk-in building with its own beach on Lake Michigan. Watch the waves from your living room or sit out on the terrace. -Free Wifi, -Onsite Parking with EV charging station -Steps away from parks, minutes away from universities, shopping, and restaurants -Less than 25 min drive to Wrigley Field, Downtown Chicago, Soldier Field, and museums.

PetsOutdoor spacesRiver

4.78 out of 5 average rating, 716 reviews

A modern multi-story building is nestled among leafy trees, featuring large windows and a sleek, minimalistic design. A wooden staircase leads to the entrance, while blooming flowers add a touch of color to the landscaped garden in front.

Condo in Evanston

Spacious Evanston Unit - Walk to Northwestern U

Welcome to my contemporary and spacious garden level unit located on a tree filled, serene residential block in Evanston. Walking distance to Northwestern University, retail areas, trains, golf, and the lovely beaches of Lake Michigan! A Walgreens and a local brewery restaurant are just a few steps away. Plentiful free street parking and free EV chargers one block away.

Outdoor spacesPetsLong stay

4.92 out of 5 average rating, 142 reviews

A cozy living area features a light-colored sofa and a dark armchair, arranged around a wooden coffee table. A textured area rug lies beneath, and soft light is provided by a floor lamp. Large, partially draped windows allow natural light to enter.

Guesthouse in Evanston

Cozy Guesthouse near NU - next to Lee Street Beach

Welcome to our cozy and comfortable guesthouse nestled on a quiet and beautiful neighborhood in Southeast Evanston. We are 2 blocks from Lee street beach and 10 minutes walking distance to the Main Street El train (purple line) and Metra stop. We are a 10 minute walk to downtown Evanston and Northwestern University. We are 10 miles from downtown Chicago.

WalkabilityPetsKitchen

4.85 out of 5 average rating, 203 reviews

A spacious studio unit features a comfortable bed with a light-colored duvet, complemented by a soft gray sofa. A round coffee table sits between them, and a world map adorns the wall. Natural light filters through the windows, illuminating the open layout.

Guest suite in Skokie

Adorable studio style unit - Self check in ⚡️

Cozy studio style unit close to downtown Chicago, ORD airport, Wrigley Field, Old Orchard Mall, Northwestern University and much more! The unit has its own kitchen, full bath, Kurig coffee maker available and bottled water in the fridge for your use - all jam packed in this cozy secure space!

PetsWalkabilityComfort

Popular amenities for Evanston pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly home rentals with a pool

Apartment in Chicago Loop

A modern living area features a dark gray sofa, complemented by decorative pillows and a coffee table. Large windows provide ample natural light and city views, while plants add a touch of greenery. The space is designed with clean lines and a neutral palette.

4.77 out of 5 average rating, 228 reviews

Beautiful Corner 2 Bedroom in the Loop | Roof Deck

PetsWalkabilityAir conditioning

Apartment in Chicago Loop

A spacious living area is highlighted by a plush blue sectional sofa adorned with yellow and patterned throw pillows. Natural light filters through a large window, revealing a view of the city. A wooden coffee table is centered on a colorful area rug, accompanied by contemporary decor.

4.86 out of 5 average rating, 103 reviews

DTown Penthouse 2bd +Parking, Gym, Pvt Patio, Pool

WalkabilityPetsHeating

Apartment in Downtown Chicago

A modern kitchen area features a large island with seating for four, complemented by sleek cabinetry. Floor-to-ceiling windows provide expansive views of the city skyline, allowing natural light to fill the space.

4.87 out of 5 average rating, 168 reviews

Level ◆ Two Bedroom Deluxe Corner Suite + Balcony

Outdoor spacesPetsWifi

4.93 out of 5 average rating, 126 reviews

The modern kitchen features white cabinetry and a spacious island with four bar stools. A stainless steel refrigerator stands next to a gas stove and microwave. Natural light filters through large windows, illuminating the elegant countertops and sleek finishes.

Apartment in West Town

Cozy Duplex Down in Wicker Park East w/ Parking

PetsWalkabilityWifi

4.67 out of 5 average rating, 33 reviews

A spacious bedroom with large windows provides an expansive view of the city skyline. The comfortable bed is flanked by bedside tables with lamps, and art pieces are displayed on the wall. Natural light brightens the room, enhancing its modern aesthetic.

Apartment in West Loop

Level One Bedroom Suite | Fulton Market

WalkabilityParkingIndoor spaces

Apartment in Rogers Park Township

4.72 out of 5 average rating, 87 reviews

Cozy studio near Michigan lake

PetsWalkabilityParking

4.97 out of 5 average rating, 31 reviews

A comfortable living area is presented with two soft armchairs and a light-colored couch. A media console houses a Roku TV, while a decorative electric fireplace offers warmth. Artwork adorns the walls, and natural light enters through a window with blue curtains.

Townhouse in Forest Park

Forest Park Oasis - Dog Friendly - Parks - the "L"

Outdoor spacesWalkabilityComfort

Apartment in Downtown Chicago

4.89 out of 5 average rating, 55 reviews

Luxury Designer Penthouse 3803 | Pool | Gold Coast

WalkabilitySleep qualityHeating

Pet-friendly house rentals

4.96 out of 5 average rating, 206 reviews

A private outdoor patio is surrounded by wooden fencing, featuring a glowing sofa and two chairs placed on a patterned rug. A small table holds a plant, while greenery adds a natural touch to the tranquil setting, under a colorful sky at dusk.

Home in Chicago

The Chicago River House – GIANT wall projector!

Outdoor spacesPetsLong stay

4.94 out of 5 average rating, 179 reviews

A cozy living room features a pair of light-colored sofas and an accent chair, positioned around a rustic coffee table. A patterned area rug lies underfoot, while a mirror with a wooden frame and wall art enhance the space. A partial view of the kitchenette is visible in the background.

Home in Highland Park

Cozy 2-Bedroom Cottage Near Downtown Highland Park

PetsOutdoor spacesCleanliness

4.83 out of 5 average rating, 108 reviews

Home in Des Plains

Cozy Home near O'Hare & fun Hubs

Outdoor spacesWalkabilityKitchen

4.88 out of 5 average rating, 103 reviews

A spacious living area showcases a mix of comfortable seating, including a sectional sofa and an armchair. Natural light filters through sheer curtains, illuminating the hardwood floor. A neutral area rug lies beneath a coffee table, complementing the decorative wall features.

Home in Irving Park

3BD/2BA Chicago Avondale/Logan Square House

WalkabilityOutdoor spacesAir conditioning

4.99 out of 5 average rating, 103 reviews

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

Cozy Home in Brookfield

PetsWalkabilityAmenities

4.95 out of 5 average rating, 189 reviews

The living area showcases a dark blue accent wall, complemented by a modern light fixture. A cozy sectional sofa is framed by two framed artworks, while a round coffee table holds decorative items. An adjacent dining space features a light wood table surrounded by chairs and a built-in cabinet.

Home in Lincoln Park

Charming 3-BED in Lincoln Park/ Old Town & Parking

WalkabilityPetsAccuracy

4.96 out of 5 average rating, 109 reviews

The exterior of a charming brick home is seen, framed by vibrant green foliage and colorful autumn leaves. A wrought-iron fence surrounds a landscaped front yard, featuring shrubs and flowers. Flags hang proudly from the windows, adding a welcoming touch to the façade.

Home in North Side

Beautiful 4 BR Family Home near Wrigley

PetsWalkabilityGrill

4.84 out of 5 average rating, 114 reviews

Home in Wicker Park

Private Roofdeck! Location! Parking! Amazing home!

PetsOutdoor spacesLayout

Private, pet-friendly home rentals

4.95 out of 5 average rating, 437 reviews

A bright living area is presented with a patterned armchair and a cozy sofa adorned with a colorful throw. A wooden coffee table is positioned in front, while a window with sheer curtains frames the view of the outdoor porch area.

Apartment in Ravenswood

Bright family-friendly Lincoln Square 2-bed 1-bath

WalkabilityOutdoor spacesQuiet

Condo in Rogers Park Township

A spacious living area with large windows allows natural light to fill the room. A light-colored sectional sofa is complemented by two blue armchairs and a round coffee table. A neutral area rug anchors the space, creating a comfortable environment for relaxation.

4.83 out of 5 average rating, 207 reviews

Alluring Condo w/ Pri. Prkng Cls to Transit &Beach

WalkabilityPetsBathroom

4.83 out of 5 average rating, 150 reviews

A modern kitchen is showcased with sleek black countertops and white cabinetry. A tall chair is situated at the kitchen island, providing seating for one. Stainless steel appliances, including a gas stove and microwave, are visible, complemented by warm yellow walls that enhance the space's brightness.

Apartment in Edgewater

Andersonville Garden Living

WalkabilityOutdoor spacesAccess

Apartment in Lincoln Park

A modern kitchen and dining area are highlighted by sleek white cabinetry and stainless steel appliances. A spacious island with two stools provides seating, while a wooden dining table accommodates four. A decorative shelving unit displays various items, enhancing the clean aesthetic.

4.99 out of 5 average rating, 162 reviews

Luxury 2-story 2-bedroom 3-bath Lincoln Park Apt

Outdoor spacesWalkabilityCheckout

4.97 out of 5 average rating, 914 reviews

A spacious living room features three large windows allowing natural light to fill the space. Comfortable seating includes a leather couch and an armchair. A television is mounted on the wall, and a decorative area rug lies beneath a wooden table set for dining.

Condo in West Town

Great location. Free parking.

WalkabilityPetsFamily

4.97 out of 5 average rating, 498 reviews

A bright living area is showcased with large windows allowing natural light. Red and orange artwork adorns the walls, while a gray ottoman centers the room. Seating consists of a gray sofa and an armchair with a geometric pattern, accompanied by decorative lamps on either side.

Condo in Ravenswood

Lincoln Square Gem!

Outdoor spacesWalkabilityQuiet

Apartment in West Rogers Park

4.86 out of 5 average rating, 148 reviews

King Bed & In-Unit Laundry!

PetsWalkabilityComfort