The Top 5 Fall Rental Locations (2017)

Kristen Martinelli

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Press Kit

With summer coming to a close, travelers begin planning last minute vacations. Summer rentals wrap up for the season, fall rentals gain popularity. Labor Day, Thanksgiving, and Halloween draw autumn travelers to find accommodations.

Rental owners who experience the autumn season can use this in their favor. Market fall activities and scenery to your travelers. Check out the Top 5 Fall Rental Locations. These examples use professional photos, local activities, and positive reviews to run a successful business. See how these examples help you market your fall rental property.

1. Colorado

Locations to Visit

  • Rocky Mountain National Park
  • Aspen
  • Manitou Springs
  • Denver
  • Breckenridge

Fall Activities


  • Hot Air Balloon Rides/Festivals (Sept-Nov 2017)
  • Applefest (Oct. 7–8, 2017)
  • Telluride Horror Show (Oct. 13–15, 2017)
  • Denver Arts Week (Nov. 6-14, 2017)

Outdoor Activities

  • Fishing, hiking, kayaking
  • Corn Mazes & U-Pick Produce

Popular Rental Accommodations

Colorado Fall Rental Properties
Source: Monika Jarvis |

“We had easy access to the eastern side of Rocky Mountain National Park (RMNP) and we were right across the street from Estes Lake’s running path… The view of Longs Peak was beautiful in the morning from the deck off the living area and we enjoyed our coffee out there each morning.” – John W.

Downtown Colorado Rental for Fall
Source: Alfred |

“Apartment was in excellent condition, very clean and well maintained. Excellent building amenities. We enjoyed the rooftop deck and the pool tables. Very close to Coors Field. Easy walk from Union Station and the train to the airport. Very nice!” – Ed T.

2. Vermont

Best Locations to Visit

  • Stowe
  • Montpelier
  • Burlington
  • Colchester
  • Quechee Gorge State Park

Fall Activities


  • 9th Annual Pumpkin Chuckin’ Festival (Sept 24, 2017) – “Invites members of the public to design their own device for the purpose of launching a pumpkin as far as possible. This is the bizarre sport of pumpkin chuckin’ that requires participants to build their own trebuchet, cannon, slingshot, or catapult to fire a pumpkin over vast distances.”
  • Museums & Galleries
  • Vermont History Museum
  • T.W. Wood Art Gallery – (1895) “Safeguards Vermont’s artistic heritage…as it contains one of the oldest and largest Permanent Collections in the state, it was given the honor of being the repository of Vermont’s portion of the Federal WPA collection.”

Outdoor Activities

  • Farmers markets & breweries
  • State parks & hiking trails
  • Mt. Philo State Park
  • Elmore State Park
  • Button Bay State Park
  • Underhill State Park
  • Kingdom Trails
  • Wiessner Woods

Popular Accommodations

Vermont in Fall Offers Spectacular Views
Source: Gregg Shupe |

“[We] stayed at this property… and had an excellent time. If you think the view of the mountains from the deck is pretty in the picture, you just have to see it in person — it’s breathtaking. The house itself is very spacious and there was plenty of room for all of us. The town itself is about a mile or so from the house and is small, quiet, and cute. [The town] has a supermarket, a few restaurants, stores, etc. I highly recommend the Waitsfield Farmers Market if you’re around on a Saturday, there are so many wonderful vendors there. All in all, we had a wonderful stay.”

Vermont Fall Accommodations

“Quechee is centrally located between the beautiful towns of Woodstock, Vermont and Hanover, New Hampshire, the home of Dartmouth College. Hanover, New Hampshire and Woodstock, Vermont combine the quaintness of beautiful New England villages with the cultural sophistication. Galleries, unique shops, museums and a variety of excellent and unique dining experiences are available in both towns. Killington is approximately 30 minutes from Quechee and offers world class skiing, mountain biking and other year round activities.” – Property Manager

3. Virginia

Best Locations to Visit

  • Richmond
  • Norfolk
  • Williamsburg
  • Great Falls
  • Shenandoah National Park

Fall Activities


  • Richmond Folk Festival (October 13-15, 2017) – Free three-day festival. “Celebrates the roots, richness, and variety of American culture through music, dance, traditional craft, and food.”
  • Williamsburg Taste Festival (November 9-12, 2017) – “A celebration of the food traditions of our nation. Come discover our mouth watering cuisines, craft beverages, and meet the chefs, brewmasters, and vintners making one of America’s oldest foodie destinations one of the newest.”
  • Lynchburg Beer and Wine Festival (September 16, 2017)—“Will feature over 16 area wineries are on hand with samples of their finest Virginia wines.  Breweries from the state and beyond will have craft ales and lagers on tap.”

Outdoor Activities

  • Historical tours/re-enactments
  • Historical/military museums
  • Hiking, boating, kayaking, crabbing, etc.
  • Farms: Berry, apple, pumpkin picking, and corn mazes

Popular Rental Accommodations

Fall Rental Properties in Richmond VA
Source: Ellen Pons |

“We had 11 of us meet and stay using both the Rosalie and James… everyone loved the property. We took walks, explored, played yard-games, ate out on the huge front patio…and enjoyed the fire pit area. The large swing hanging from a huge tree was very popular. Shopping for groceries was a 20-minute drive (Wegman’s). There is even a few local restaurants and little convenience store where we bought some ice. We even found a close park with fishing, boat ramp, beach-like area, walking paths, and a small playground. Vineyards are close although we didn’t make them on this trip. Ellen was a pleasure to work with.” – Theresa

A waterfront rental for Fall
Source: Tucker Robbins |

“A classic Eastern Shore farmhouse, first mentioned in historical records of 1654 as part of the original Jamestown colony, it has been well maintained over the centuries and lovingly restored in recent years. In this tranquil location there is an endless range of activities to be enjoyed. Swimming, kayaking, boating, fishing or try your hand at crabbing off the thirty-foot dock.”

4. Massachusetts

Best Locations to Visit

  • Boston
  • Salem
  • Lexington
  • Concord
  • Harvard

Fall Activities


  • Berklee Beantown Jazz Festival (Sept 4, 2017)
  • Martha’s Vineyard International Film Festival (Sept 5-10, 2017)
  • BSV Oktoberfest – Walpole, MA (Sep 9-10, 2017)

Outdoor Activities

  • Dinner theaters, ghost tours, historical tours
  • Farmers markets, orchards, wineries
  • Foliage tours & farm tours
  • Biking, boating, hiking

Popular Rental Accommodations

Historical Fall Rental Locations
Source: Amanda |

“Driving up the street we knew we were staying in a special part of the city. The property is beautiful with historic elements in the design and architecture. The location was perfect for walking the Freedom Trail and trekking to the North End for great food and cannoli. Amanda was responsive and available for questions, although most of the info we needed was provided before our arrival. Highly recommend and would stay in again…heck, I would have just there permanently if I could.” – Stacey C.

Salem Rental Properties in Fall
Source: Philip Marchand |

“We were a group of 9, and all of us were equally pleased. The house is very roomy and atmospheric. The period details were appreciated. Everything we could possibly need to cook a large meal was on hand. Would stay there again, and recommend to anyone looking to stay in Salem Historical District. The location made it very easy to manipulate the area, from local beer store to food store, to tourist sightseeing. Everything was within walking distance.” – Debbie D.

5. South Carolina

Best Locations to Visit

  • Charleston
  • Columbia
  • Myrtle Beach
  • Spartanburg
  • Georgetown

Fall Activities


  • Art on the Trail – Greenville County (October 21, 2017)
  • South Carolina Jazz Festival (October 19-21, 2017)
  • Beaufort Shrimp Festival (October 6-7, 2017)
  • Pendleton Fall Harvest Festival (October 14, 2017)

Outdoor Activities

Popular Rental Accommodations

Beautiful Home on the Intracoastal Waterway — $377/night

Spend Your Fall Weather Along the Waterway
Source: Richard |

“Great family beach house! We had a fantastic time — has everything necessary for a perfect family beach vacation. And it is close enough to Charleston that you can easily work in some great dining, history, and other fun. The owner was very gracious and helpful too.” – Rita

3 Rooms; 2.5 bathrooms w/views! — $109/night

Watch the Fall weather change the trees
Source: Jerry & Jo |

“Neat and tidy. The beds/pillows were super comfortable. I can’t emphasize enough how CLEAN the space was. If you want a quiet spot close to downtown Greenville, then definitely check out this place. The hosts were very friendly and accommodating.” – Leanna

Fall Rental Locations

Do you know any fall rental locations which didn’t make our top five? Share why you think it’s a great location to visit.


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