Montgomery Cottages - Vacation Rentals in Cunningham

Shades of Gray 4BR Home w Mini Fridges From US $256
         

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10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Security/Safety
Days Inn by Wyndham Clarksville TN From US $75
         

7.2 (1002 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Warm Family Comfort w/Home Theater From US $162
         

10.0 (28 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Gateway to Fort Campbell! Home w/Furnished Deck From US $188
         

10.0 (15 Reviews)
House
  • Air Conditioner
  • TV
  • Balcony/Terrace
The Lofts of Downtown (540 N 2nd St, #105) From US $99
         

10.0 (12 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Dreamcatcher Cottage Boho Charm & King Bed Comfort From US $368
         

10.0 (9 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Luxury Places to Stay in Cunningham

Over 437+ Luxury Places to Stay in or Near Cunningham
Whole Home 1012 & 1014 Franklin From US $3,235
         

New
House
  • Air Conditioner
  • TV
  • Security/Safety
1014 Franklin Street From US $2,995
         

New
House
  • Air Conditioner
  • TV
  • Balcony/Terrace
1012 Franklin Street From US $2,995
         

New
House
  • Air Conditioner
  • TV
  • Balcony/Terrace
Unit #4 117 Marion St From US $2,890
         

New
Condo
  • Air Conditioner
  • TV
  • Security/Safety
The Lofts of Downtown 540 N 2nd St, #207 From US $2,843
         

New
Condo
  • TV
  • Security/Safety
  • Wellness Facilities
Whole Home 1010 Franklin St From US $2,384
         

New
House
  • Air Conditioner
  • TV
  • Security/Safety
Unit #B 1010 Franklin St From US $2,354
         

New
House
  • Air Conditioner
  • TV
  • Balcony/Terrace

Top-Rated Vacation Rentals with a Pool in Cunningham

Over 8+ Top-Rated Vacation Rentals with a Pool in or Near Cunningham
Waiting to Excell From US $294
         

8.5 (2 Reviews)
House
  • Air Conditioner
  • Pool
  • Accessibility
Unit #606 Summary: 19 From US $249
         

New
Apartment
  • Air Conditioner
  • Pool
  • TV
Relaxed Cotton Candy Themed 2BDRM APT w/Pool From US $169
         

3.0 (1 Review)
Apartment
  • Pool
  • Child Friendly
  • Laundry

Pet-Friendly Vacation Rentals in Cunningham

Over 184+ Pet-Friendly Vacation Rentals in or Near Cunningham
Tee Time Treasures in Sango (1625 Golf Club Ln, #602) From US $157
         

10.0 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Serenity Cottage 300mbps WiFi - Dog Friendly From US $246
         

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10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Adam's Downtown Retreat w/Rooftop Access From US $2,003
         

Downton Westrn Condo/50” TV~250mb WiFi/30%EXTEN’d Stay Discount From US $117
         

1-Mile to Downtown Clarksville! Queen-City Charmer From US $224
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Lutz Lane Hideaway| 3 Bdrm with huge backyard! From US $212
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Cozy 3-bedroom house located near downtown Clarksville From US $195
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
The Flat on Gratton | Lit Covered Outdoor Patio (979 Gratton Road) From US $81
         

Large Vacation Homes & Villas in Cunningham

Over 57+ Large Vacation Homes & Villas in or Near Cunningham
The Lookout, by Lopez (1022 Main St) From US $416
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • TV
41 W High St From US $3,042
         

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New
Villa
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Franklin Haven by Johnathan (1010 Franklin, #B) From US $276
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Franklin Haven by Johnathan (1010 Franklin, #A) From US $550
         

9.8 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Spacious 4BR Boho - Family + Pet Friendly From US $252
         

9.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Wheelchair Accessible Vacation Homes in Cunningham

Over 8+ Wheelchair Accessible Vacation Homes in or Near Cunningham
Downtown Clarksville’s Perfect Location! From US $77
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Doubletree By Hilton Clarksville Riverview From US $139
         

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8.9 (77 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
DoubleTree by Hilton Clarksville Riverview From US $148
         

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8.4 (542 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Unit #1 117 Marion St From US $2,335
         

New
Condo
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Downtown Clarksville Penthouse From US $164
         

New
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Cosy Tennesse Escape From US $124
         

9.0 (9 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Downtown pet friendly apartment From US $112
         

New
Apartment
  • Air Conditioner
  • Pet Friendly
  • Wheelchair Accessible

Cunningham Vacation Rentals and Airbnb Places to Stay Under $200

Over 213+ Cunningham Vacation Rentals and Airbnb Places to Stay Under $200
19th Hole Haven in Sango (1625 Golf Club, #601) From US $186
         

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10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Instantly Bookable Vacation Homes in Cunningham

Over 202+ Instantly Bookable Vacation Homes in or Near Cunningham
Brand New Modern Comfort 3BR/2BA Entire House From US $212
         

Southern Belle From US $245
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Beautiful 3-bedroom apartment with AC in charming Clarksville From US $226
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Designated Smoking Area
The PINK HOUSE in Downtown Clarksville From US $248
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • TV

About Cunningham Vacation Rentals

With more than 446 Cunningham vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Montgomerycottages 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 Cunningham.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Montgomerycottages Cunningham, 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 Cunningham. Places to stay near Cunningham are 989.74 ft² on average, with prices averaging US $464 a night.

Montgomerycottages makes it easy and safe to find and compare vacation rentals in Cunningham 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 Cunningham

Type Count
Vacation Homes 284
Holiday Apartments 97
Cottages 9
Cabin Rentals 8
Hotels 3
B&B 2
Villas 2
Ski Chalet Rentals 1

Use these Quick Filters to Find a Vacation Rental in Cunningham

Pro Tip: Montgomerycottages makes it easy to compare the best listings on Montgomerycottages homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Montgomerycottages 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 Cunningham.

Weather in Cunningham

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

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Cunningham Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Cunningham?
How many vacation rentals are available in Cunningham?

Currently, the total number of properties listed in 2026 is over 446 in the Cunningham area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Cunningham.