Vacation rentals with a patio in Montgomery

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Top-rated patio rentals in Montgomery

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Top guest favorite
Home in Ottawa
4.99 out of 5 average rating, 239 reviews

Fun Escape Rec Room - Ottawa - Starved Rock

Welcome to FUN ESCAPE 2, your fun getaway near Starved Rock and Skydive. Featuring multiple Game Room areas & Group Canvas Painting. Drive-in themed movie area, arcade, ping-pong table, board games, photo props, pool table, mini golf putt, air hockey & canvas painting. Maximum registered guests 11, no other visitors. Three vehicles maximum allowed at the property. King bed in primary. Penalty of $100 per person for violation of persons over 11. See below detailed description, fun for all.

Top guest favorite
The unique balcony area features two stylish chairs facing a vibrant flower box. Soft striped pillows are placed on the ground for additional comfort. A scenic view of the surrounding neighborhood is visible, framed by bare trees and blue skies.
Home in Ottawa
4.96 out of 5 average rating, 107 reviews

Starved Rock Carriage House: Fence + Pet Friendly!

Enjoy a stylish experience at this centrally-located stay. Ideal for groups, this 3-bedroom, 1.5 bathroom home comes equipped with a variety of adult games, stylish wine & drink glasses, stamped concrete patio with dining space, fire pit and lounging area, unique second story deck/balcony, & lower level movie theater! I&M Canal - 1.1 miles Downtown Ottawa - 1.5 miles Buffalo Rock State Park - 3 miles Starved Rock State Park - 10 miles Matthiessen State Park - 12 miles SkyDive Chicago - 8 miles

Top guest favorite
A bright living area features a cozy sofa and an armchair, arranged around a small desk workspace. Sliding glass doors open to an outdoor patio area, allowing natural light to fill the room. Soft curtains frame the doors, enhancing the inviting atmosphere.
Apartment in Elgin
4.99 out of 5 average rating, 104 reviews

Peaceful Elgin APT King Bed

Located in a sleepy suburban neighborhood, this freshly renovated apartment offers everything for a weekend getaway, business trip, or extended stay with a full kitchen, open living space & bedroom. Enjoy peace & nature while still being minutes away from restaurants, shopping, outdoor activities & all the Chicago suburbs have to offer. The Tipi BNB is a walkout lower-level basement APT that provides guests with the privacy and accessibility of a separate entrance and self check in/check out

Top guest favorite
A bright living area features a comfortable sofa arranged around a modern coffee table. A work desk is positioned near the window, with natural light spilling in. Artwork adorns the walls, and greenery adds a touch of life to the space, enhancing the welcoming atmosphere.
Apartment in West Dundee
4.93 out of 5 average rating, 152 reviews

Charming Riverfront Stay | Heart of Downtown

Welcome to The Riverfronts! Three boutique hotel rooms perfectly situated along the river in downtown West Dundee, offering scenic views and modern comforts. ✔ Riverfront Location: Enjoy the scenic riverwalk just steps away. ✔ Prime Downtown Spot: In the heart of downtown Dundee, minutes from top attractions and dining. ✔ Exclusive Group Booking: Reserve just one or all three units for your entire party. ✔ Outdoor Firepit: Unwind by the firepit, perfect for evening gatherings. ✔ Sleeps 4: Each

Guest favorite
A cozy living room features a brick fireplace as a focal point, surrounded by comfortable leather seating arranged for relaxation. Light-colored curtains frame large windows, while a plush area rug adds warmth to the wooden floor. A wooden door and wall decor complement the inviting space.
Home in Glen Ellyn
4.91 out of 5 average rating, 201 reviews

Home in Glen Ellyn

Beautiful 5 bedroom, 2.5 bath home in Glen Ellyn, fully furnished with everything you may need for a wonderful stay! Located in the peaceful suburbs of Glen Ellyn, the area is perfect for families or friends who would like a comfortable getaway. Located 40 minutes from downtown Chicago and Midway airport and 30 minutes from O'Hare airport. Located nearby major highways and shopping centers. Large, private and completely enclosed backyard perfect for kids to play in or a relaxed evening of BBQ!

Guest favorite
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
4.87 out of 5 average rating, 165 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 favorite
A bedroom features hand-painted floral murals on the walls, complemented by light-colored curtains framing a window. A spacious bed with white linens is centered on a patterned floor. A cozy sitting area with a dark wicker chair adds to the comfort of the space.
Home in Geneva
4.94 out of 5 average rating, 148 reviews

The Secret Garden

Summer is COOLER in Geneva! Located just 3 blocks from shops and restaurants in beautiful, downtown Geneva. Our space can sleep up to 4 comfortably. We offer amazing amenities like plush bed & linens, array of coffee and teas and goodies, 50" flat screen smart tv for watching movies after a day of fun in Geneva. Beautiful bath equipped with everything, including homemade salt scrub. A secure, separate entrance to come & go. It is a basement soace so ceilings are lower than average home.

Superhost
Guest suite in Saint Charles
4.85 out of 5 average rating, 175 reviews

Cozy, Comfy, Close to Downtown

Discover serenity in our centrally located guest apartment in our charming St. Charles cottage. The space is pet-friendly with a fenced yard, featuring a spacious kitchen, living room, bath, queen-sized bed, and in-unit laundry. The yard offers views of the Fox River, a peaceful patio, with award-winning parks & biking trails at your doorstep. Note: The unit is studio style located in the lower level of a home. The space is completely private. Only outdoor spaces shared. 😊🪻🏡

Guest favorite
A spacious living room features a large sectional sofa and two blue upholstered chairs, arranged around a black coffee table on a light area rug. A flat-screen TV is mounted on the wall, flanked by shelves with decorative items. Natural light enters through large windows with sheer curtains.
Home in Oswego
4.91 out of 5 average rating, 151 reviews

Cozy 4-bedroom ranch - minutes from everything

Relax and have fun with the whole family at this peaceful place to stay. It is located within walking distance from US Route 34 in the middle of shopping centers such as Meijer, Jewels, Target, Walmart, great restaurants, bars, entertainment, hair and nail salons, gas stations, etc. There are 5 beds (1 king and 4 queens plus a queen-size air mattress and a twin pull-out bed) and 3 couches waiting for their guests. The house is cleaned and sanitized before every reservation.

Guest favorite
Home in Aurora
4.84 out of 5 average rating, 121 reviews

Naperville/Aurora | Fenced Yard!

Our 3bd, 1.5ba house is perfect for a group of friends or family looking for a clean place in a safe neighborhood on the Naperville/Aurora border. There is plenty of space for 9 people to sleep comfortably (5 beds & a couple comfy couches), as well as 3 smart TVs, a gas grill & large, private, fully-fenced yard (including outdoor games), a desk space, & much more. Enjoy close access to main roads & many restaurants, stores, parks, & other places of need!

Superhost
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
4.91 out of 5 average rating, 149 reviews

The Sunshine Spot

Relax with the whole family at this peaceful place to stay. Centrally located off I-355 and I-55 major highways . Within walking distance from Promenade Mall ( over 30 plus stores , bars , restaurants ) . Also only about 30 minutes from Chicago. This 3 bedroom ranch has a two car attached garage with private entry ( very safe ) and a huge backyard with Grill . Very spacious and clean ! Thanks and look forward to seeing you at the Sunshine Spot !

Guest favorite
A charming blue house is situated in a spacious yard, surrounded by green grass and blooming white flowers. A stone pathway leads to a seating area with two chairs and a small table, framed by lush greenery and a wooden fence in the background.
Guesthouse in Elgin
4.97 out of 5 average rating, 103 reviews

Carriage House

This unique place has a style all its own. Completely renovated 1900 Carriage house . Originally a saloon and dance hall . Totally fenced and great play area for children and pets. The Little Blue House is on same property . It sleeps four and is also available for rent .

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