Stay If You Dare - Vacation Rentals in Monticello

❤️ River fun, log cabin, family/couples retreat! From US $225
         

10.0 (26 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
Cabin 2 - Modern Cabin Rentals in Southwest Mississippi at Firefly Lane From US $107
         

The Inn on Whitworth From US $223
         

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10.0 (235 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
House on Richmond From US $187
         

10.0 (14 Reviews)
House
  • Air Conditioner
  • Parking
  • Accessibility
Fire Pit + Deck: Peaceful Silver Creek Retreat From US $148
         

Country Lake Getaway. From US $188
         

10.0 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Luxury Places to Stay in Monticello

Over 151+ Luxury Places to Stay in or Near Monticello
Priority Stay From US $758
         

New
House
  • Air Conditioner
  • Designated Smoking Area
  • Bedding/Linens
Centrally located entire home w/Fenced in yard From US $321
         

9.4 (14 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Peaceful Seclusion- 4BR-Tylertown-Columbia-McComb From US $317
         

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New
House
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Captain Jacks Guest House From US $275
         

New
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Security/Safety
Terrific 4-bedroom house in Tylertown with WiFi, AC From US $268
         

8.0 (1 Review)
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Small Town Standout 3 BD 2Bath From US $252
         

9.4 (15 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Riverfront Cottage - Get Away from It All! From US $252
         

9.8 (22 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in Monticello

Over 30+ Top-Rated Vacation Rentals with a Pool in or Near Monticello
One-of-a-Kind Railcar Retreat with Pool From US $201
         

10.0 (6 Reviews)
Other
  • Air Conditioner
  • Parking
  • Pool
Hampton Inn & Suites McComb From US $127
         

9.2 (525 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Best Western Plus Magee Inn And Suites From US $133
         

9.0 (467 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Hampton Inn & Suites McComb From US $180
         

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8.9 (126 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Holiday Inn Express Hotel & Suites Magee by IHG From US $151
         

8.8 (547 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Baymont by Wyndham McComb From US $95
         

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8.8 (431 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Holiday Inn Express McComb by IHG From US $134
         

8.8 (391 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Holiday Inn Express Hotel & Suites Brookhaven by IHG From US $136
         

Pet-Friendly Vacation Rentals in Monticello

Over 28+ Pet-Friendly Vacation Rentals in or Near Monticello
Cozy Mid-Century From US $184
         

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9.3 (9 Reviews)
House
  • Parking
  • Pet Friendly
  • View
Deja Blue From US $164
         

New
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
7 Mi to Lake Tangipahoa: McComb Home w/Deck! From US $126
         

6 Mi to Percy E Quin State Park: McComb Home! From US $113
         

Blue Magnolia From US $164
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Charming 2-bedroom cottage in Brookhaven with AC From US $147
         

9.6 (7 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Monticello

Over 5+ Large Vacation Homes & Villas in or Near Monticello
A Quiet Get Away From US $220
         

New
Cabin
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Cabin 3 - Modern Cabin Rentals in Southwest Mississippi at Firefly Lane From US $107
         

Historic Brentwood From US $180
         

5.0 (26 Reviews)
House
  • Air Conditioner
  • Balcony/Terrace
  • Bedding/Linens
Remote 5 Bedroom Cabin with Pool on 45 Acres From US $300
         

4.5 (13 Reviews)
Cabin
  • Air Conditioner
  • Pet Friendly
  • Pool
Wesson Cabin w/ Private Beach, Fishing & Hiking! From US $403
         

Wheelchair Accessible Vacation Homes in Monticello

Over 16+ Wheelchair Accessible Vacation Homes in or Near Monticello
Motel 6 - McComb, MS From US $70
         

10.0 (1 Review)
Hotel
  • Air Conditioner
  • Pet Friendly
  • Wheelchair Accessible
Baymont by Wyndham McComb From US $110
         

8.4 (832 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Western Inn Express From US $63
         

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8.4 (24 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
Hampton Inn Brookhaven From US $117
         

8.4 (513 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Hampton Inn Brookhaven From US $112
         

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8.3 (149 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Comfort Inn & Suites McComb From US $98
         

8.2 (571 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Comfort Inn & Suites McComb From US $98
         

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7.5 (208 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Americas Best Value Inn Brookhaven From US $82
         

7.6 (258 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Monticello Vacation Rentals and Airbnb Places to Stay Under $200

Over 93+ Monticello Vacation Rentals and Airbnb Places to Stay Under $200
Historic Nature Retreat in McComb with River Access From US $165
         

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10.0 (2 Reviews)
House
  • Parking
  • Accessibility
  • Security/Safety
Cozy Mid-century From US $168
         

New
House
  • Parking
  • Balcony/Terrace
  • Security/Safety
9 Mi to Water Park: Silver Creek Gem w/Fireplace! From US $136
         

3 bedroom 2 bath Historic Home From US $175
         

9.8 (7 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Walk to Dining & Shops: Dtwn Brookhaven Home! From US $142
         

8.0 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Walk to Eats & Entertainment: Home in Brookhaven From US $120
         

Instantly Bookable Vacation Homes in Monticello

Over 33+ Instantly Bookable Vacation Homes in or Near Monticello
Small Town Standout 3 BD 2Bath From US $256
         

9.6 (12 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Firefly Lane Cabin 1 From US $125
         

New
Cabin
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Private Guest Suite From US $161
         

New
Apartment
  • Air Conditioner
  • Security/Safety
  • Child Friendly
River Frontage: Quiet Mississippi Vacation Rental From US $136
         

10.0 (24 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • TV
Upscale Apartment in the Heart of Downtown Columbia! From US $195
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Security/Safety
  • Child Friendly

About Monticello Vacation Rentals

With more than 160 Monticello vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Stayifyoudare and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Monticello.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Stayifyoudare Monticello, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Monticello. Places to stay near Monticello are 417.63 ft² on average, with prices averaging $158 a night.

Stayifyoudare makes it easy and safe to find and compare vacation rentals in Monticello with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Monticello

Type Count
Hotels with Suites 52
Vacation Homes 52
Holiday Apartments 22
Cabin Rentals 15
Cottages 12
B&B 2
Resorts 2
Villas 2
Others 1

Use these Quick Filters to Find a Vacation Rental in Monticello

Pro Tip: Stayifyoudare makes it easy to compare the best listings on Stayifyoudare homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Stayifyoudare homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Monticello.

Weather in Monticello

View the weather forecast for Monticello before booking your Monticello Vacation Rentals to confirm your best time to go.

December - February
High 50°F       Low 18°F
March - May
High 69°F       Low 30°F
June - August
High 83°F       Low 57°F
September - November
High 78°F       Low 31°F

Top Attractions Around Monticello, MS

Stayifyoudare offers a large selection of top attractions around Monticello. Research things to do on your vacation before you visit Monticello.


Monticello Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Monticello?
How many vacation rentals have private pools in Monticello?

There are 1 vacation rentals with private pools near Monticello. Top-rated homes that have access to a swimming pool include:

How many vacation rentals are available in Monticello?

Currently, the total number of properties listed in 2026 is over 160 in the Monticello area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Monticello.