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6 Reasons to Spend a Fall Weekend on the Cape and Islands

Warm, sunny days…cool nights…crowds gone…prices reduced….Fall is a delightful time to vacation on Cape Cod. With a wide range of events occurring and with a large inventory of vacation rental homes to choose from, you are bound to have a memorable weekend getaway at a great value. Most homes are available with a 3-night minimum.

Falmouth vacation rental - Property 11790
Falmouth vacation rental - Property 11790
Photo taken by Becky Fischer,

Here are some ideas to help you get started planning your Cape Cod fall weekend getaway.

Fall getaway idea for foodies — Book a Wellfleet vacation home such as this 3 bedroom, and attend the world renowned Wellfleet Oyster Festival! Your stomach will thank you for the oysters, and your wallet will thank you for getting a great deal on a vacation rental.

Fall getaways for wedding guests – Fall in love! September and October are huge wedding months on the Cape and Islands. If you are a guest, come for the wedding and make a weekend out of it! Feel free to spend a little extra money on a gift for the happy couple as you are sure to be getting a great deal on a vacation rental home. Read more about Weddings on Cape Cod and the Islands.

Fall getaways for outdoor enthusiasts — Grab your kayak or canoe, and get paddling at the Celebrate Our Waters Festival. Don’t have kayaks? Choose a rental house that includes kayaks or canoes. Or rent them and have them delivered to your vacation home. Learn more about spots to kayak on the Cape and Islands: Cape Cod Kayaking.

Fall getaways for golfers — Pack your clubs and head for the Cape and Islands. Not only are golf course fees significantly less expensive than during the summer, but there are plenty of golf courses to play on and plenty of golf course homes like this to stay in. Don’t “putter” around - start planning your fall golf outing.

Fall getaways for pet lovers — Fall is a great time to bring your four-legged family member to the Cape and Islands. Most beaches allow pets on the beach after Labor Day. No need to “ruff” it — book a pet friendly house such as this ocean front gem and have a tail-wagging good time. More info for your furry friends on the Cape — Cape Cod dog vacations.

Foliage along Route 6A
Foliage along Route 6A

Fall getaways for families — Pack the family truckster and road trip it to the Yarmouth Seaside Festival which features a sand sculpture contest, craft fair, canoe races, a parade, and fireworks. There are plenty of family friendly vacation homes to choose from as well as numerous other fall festivals that celebrate everything from the cranberry to the windmill. Visit our events page, and search by date and town: Cape Cod Events

Labor Day Weekend, Columbus Day Weekend, or any fall weekend is the perfect time to visit Cape Cod, Nantucket and Martha’s Vineyard.

Fall Foliage Fun

Fall on Cape Cod

Fall on Nantucket

Fall on Martha's Vineyard

About Becky Fischer

About Becky Fischer: I have worked for since 2003. Currently my position entails providing photography, video, and consultation services to vacation rental homeowners, and I have photographed over 700 homes on the Cape and Islands. My husband and three children moved to Brewster in 2006. I grew up outside of Boston, spent summer vacations on Nantucket, and was married in Orleans. My favorite activities on the Cape are walking on the CCRT, deep breaths at the beach, visiting great coffee shops, and working with my community to support the schools and local events.