Montgomery Holiday House Rentals from AU$352: Search Holiday Homes

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Our top choices for Montgomery holiday homes

A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a stove.

1. Family-Friendly 3BR Home • Sleeps 6 • 2.5 Bath

Aurora

Avo H.

includes taxes & fees

7 Dec - 8 Dec

A living room with a gray sofa, a blue chair, a fireplace, and a ceiling fan.

2. PROMO 10% WEEKLY AND 15% MONTHLY OFF Naperville/Aurora, King Bed, Fenced Yard!

Aurora

Scott D.

includes taxes & fees

16 Nov - 17 Nov

A modern kitchen with white cabinetry, a dining area with a wooden table and chairs, and a large island with a stove.

3. River Access•Game room•Backyard•King•W/D•Parking

Yorkville

Daniela M.

includes taxes & fees

16 Nov - 17 Nov

A modern kitchen with wooden cabinets, stainless steel appliances, and a central island with seating.

4. PROMO 15% MONTHLY DISCOUNT! California King Bed, Fast Wi-Fi and 75" Smart TV

Naperville

Kathy R.

includes taxes & fees

19 Nov - 20 Nov

A patio area with outdoor furniture, a gazebo, and a barbecue grill.

5. Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.

Aurora

"Everything was absolutely perfect, from the grounds to the out-buildings, to the main house... everything!The location was a little farther out from the city than some woule've liked, but it was the only place with parking enough to host our family reunion. There was enough sleeping, crashing, and camping space for everybody to be cmfortable and the kitchen was AMAZINGLY well equipped for anything we needed.Thank you, Veronica, for a wonderful stay!"

Deborah K.

includes taxes & fees

6 Dec - 7 Dec

A covered porch with wicker furniture, a coffee table, and a potted plant.

6. - Fully-Equipped Condo - King Bed - Massive yard -

Geneva

Mike A.

includes taxes & fees

17 Nov - 18 Nov

A spacious living room with a fireplace, a large sofa, a coffee table, and a TV.

7. 4BR Tudor • Wooded Lot • 10 Min to Downtown

Naperville

Alicia F.

includes taxes & fees

6 Dec - 7 Dec

Immediately feel at home when you step into the grand entryway.

8. 2-Acre Retreat on the Fox River with Spectacular Views & Hot Tub!

Plano

David Z.

includes taxes & fees

16 Nov - 17 Nov

A covered outdoor seating area with wicker furniture, a sign reading 'Our Happy Place,' and a view of trees through large windows.

9. Naperville Oasis: 3 Kings, Yard, Patio, Ping-Pong

Naperville

includes taxes & fees

17 Nov - 18 Nov

A modern living room with a sofa set, a coffee table, and a rug.

10. Spacious 4BR Home Family & Pet-Friendly 2 Living Rooms + Game Fun in Plainfield

Plainfield

Yolanda P.

includes taxes & fees

15 Nov - 16 Nov

(OUTDOOR SPACE) Where comfort and charm come together. Unwind in the outdoor lounge set under an inviting gazebo with twinkling lights. Stay fresh with a gentle breeze from the fan as you relax.

11. 30 mins to CHI, 3 Kings, BBQ Grill, TV, Spacious

Plainfield

Taylor E.

A staircase leading to a living area with a sofa, a coffee table, and a television.

12. Renovated 2BR Near Joliet | King Bed, Parking + Patio | Sleeps 6

Crest Hill

includes taxes & fees

17 Nov - 18 Nov

A wooden interior hallway with a staircase, a wooden wardrobe, and a cabinet with glass doors.

13. River Park Paradise w/ Fire Pit & Chef's Kitchen

Bolingbrook

Sue B.

includes taxes & fees

12 Nov - 13 Nov

A living room with a grey sofa, a coffee table, and a patterned rug.

14. The Orchard House/King Bed/Privacy/Walking Trail

West Chicago

Jess B.

includes taxes & fees

29 Nov - 30 Nov

A modern kitchen with dark wood cabinets, stainless steel appliances, a granite countertop, and a small island with stools.

15. Lockport Haven/3 King Beds/Wi-fi/Near Downtown!

Lockport

Kathy L.

includes taxes & fees

16 Nov - 17 Nov

A backyard with a barbecue grill, a dining table with chairs, and a fire pit.

16. PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central

Lisle

Emily W.

includes taxes & fees

12 Nov - 13 Nov

17. 4 BR 3 BATH Naperville Downtown with Wi-fi Desk, Near HighwayTrainStation

Naperville

Marquis M.

includes taxes & fees

12 Nov - 13 Nov

A staircase with a wooden handrail and black metal railings, leading to an upper floor.

18. Riverfront rental

South Elgin

John V.

includes taxes & fees

17 Nov - 18 Nov

A dining room with a wooden table set for six, flanked by bookshelves, and a view into another room through a glass door.

19. Travelers Retreat/King Beds/Game Room/Play House

Joliet

Ken B.

includes taxes & fees

12 Nov - 13 Nov

A hotel room with a large bed, dark curtains, a ceiling fan, and a bedside lamp.

20. Back Unit Patio, Balcony, Yard, Smart TVs, W/D

Westmont

Kelly K.

includes taxes & fees

1 Dec - 2 Dec

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Learn more about Montgomery

Explore the scenic Fox River Trail where locals fish, bike, and picnic along Montgomery's peaceful waterfront. History buffs can visit the historic Lyon Farm and Village Museum in nearby Yorkville for a glimpse into 19th-century rural life.

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