Good Life Vacations Logo
Good Life Vacations Logo
Loading...
Good Life Vacations

Good Life Vacations is a booking platform connecting guests to independent and professional property managers.

    About

  • About Us
  • Blogs
  • Newsletters

    Resources

  • Privacy Policy
  • Rental Rules and Policies
  • Travel Insurance

Newsletter Signup

Please complete the following form to receive news and special offers from Good Life Vacations

Contact Us

[email protected]
+1-602-905-7109
© 2026 Good Life Vacations. All rights reserved.|All Properties|
Powered by Flow OneFlow One Logo
ExploreFavoritesContact
About Us
Newsletters

Best Things to Do in October

September 25, 2026

October brings the kind of travel moments that are easy to look forward to: fairground lights in Arizona, desert design in California, crisp mountain weekends in Washington, and live music and Halloween magic in Florida.

Across the Good Life Vacations collection, you can stay in professionally managed homes designed for comfort, flexibility, and time well spent. Choose your event, find the destination that suits your plans, and make room for the moments in between.

October Events in Arizona

Arizona State Fair

Oct 1–Nov 1, 2026
Phoenix, AZ

The Arizona State Fair returns to Phoenix with classic fair favorites, including rides, food, entertainment, and attractions for the whole family. The 2026 fair runs Thursdays through Sundays from October 1 through November 1. Stay in a Phoenix vacation rental and make the fair part of a longer desert escape. Spend the day enjoying the midway, then return to a comfortable home with space to prepare a late dinner, relax, and plan the next day at your own pace.

Breaking Benjamin

Oct 5, 2026
Phoenix, AZ

Rock fans can catch Breaking Benjamin at Talking Stick Resort Amphitheatre on October 5. The Phoenix stop is part of the band’s 2026 North American tour. A home-style stay in Phoenix gives concertgoers a comfortable place to recharge before the show and unwind afterward. Add a day for local dining, desert scenery, or a relaxed morning by the pool.

Rocktoberfest

Oct 9–11, 2026
Tempe, AZ

Rocktoberfest brings live music, food, and an energetic fall atmosphere to Tempe Beach Park. The three-day event is a fun choice for travelers who want music and outdoor entertainment in the same weekend. Choose a Tempe vacation rental or stay nearby in the Phoenix area. With a vacation home as your base, you can enjoy the festival without giving up the space and privacy that make a weekend away feel easy.

October Events in California

Epson Tour Championship

Oct 1–4, 2026
Indian Wells, CA

Golf enthusiasts can watch rising professionals compete at the Epson Tour Championship at Indian Wells Golf Resort. The tournament runs through October 4 on the Players Course and offers a close look at the next generation of women’s professional golf. Stay or explore our Palm Desert rentals for easy access to the course, restaurants, spas, and desert views. Between rounds, leave time for a scenic drive through the Coachella Valley.

Modernism Week, October

Oct 16–19, 2026
Palm Springs, CA

Modernism Week October invites visitors to explore Palm Springs through architecture, design, art, and midcentury culture. Expect tours, talks, parties, and experiences that showcase the city’s distinctive style. A Palm Springs vacation rental puts you close to the action while giving you a private place to relax between events. Look for a home with a pool or outdoor space and extend the design-focused weekend with a little desert downtime.

Jerry Seinfeld

Oct 3, 2026
Rancho Mirage, CA

Spend an evening laughing with Jerry Seinfeld at The Show at Agua Caliente Casino in Rancho Mirage. His stand-up performance makes a memorable addition to a Palm Springs-area getaway. Stay in a Rancho Mirage vacation rental or choose a Palm Springs home for easy access to entertainment, dining, and desert attractions. Make it a weekend for two, or gather friends for a relaxed comedy-and-desert escape.

October Events in Washington

Leavenworth Oktoberfest

Oct 2-17, 2026
Leavenworth, WA

Leavenworth’s Bavarian-style Oktoberfest takes over the village for three weekends with live music, dancing, beer, food, and festive mountain-town energy. A Leavenworth vacation rental lets you enjoy the celebration while staying close to the surrounding Cascade scenery. Spend the day in the village, then return to a private home for a quieter evening and crisp autumn views.

Cashmere Apple Days

Oct 3, 2026
Cashmere, WA

Celebrate harvest season at Cashmere Apple Days, a local fall event filled with apple-themed traditions, community activities, and the flavors of central Washington. The nearby Pioneer Village Festival takes place on October 3, with an Apple Pie Contest scheduled for October 2. Stay in a nearby vacation rental, pick up local treats, explore the valley, and enjoy the slower pace of a fall weekend in Washington.

Frosty Pumpkin 4-Player Scramble

Oct 31, 2026
Malaga, WA

Golfers can add a seasonal twist to their trip with the Frost Pumpkin 4-Player Scramble. The event combines a day on the course with the crisp atmosphere of an October getaway. Choose a Washington vacation rental with room for your foursome, or look for a home near the course. After the final hole, gather around the table, share a meal, and make the most of having your own space.

October Events in Florida

Moon Crush: Odie’s Beach Vacation

Oct 1–3, 2026
Miramar Beach, FL

Moon Crush: Odie’s Beach Vacation brings live music, beach activities, and performances hosted by Old Dominion to Miramar Beach. The festival runs each evening from 5 to 10 p.m. Stay at Good Life Vacations Resort rentals and keep the Gulf close throughout your trip. Spend the day on the sand, head to the festival in the evening, and return to a resort home with pools, private beach access, and space to unwind.

Mickey’s Not-So-Scary Halloween Party

Select nights in October Orlando, FL

Mickey’s Not-So-Scary Halloween Party brings costumes, special entertainment, treats, and after-hours fun to Magic Kingdom. Disney lists select October dates through Halloween, but tickets are limited, and availability can change quickly. A vacation home can make a theme-park trip feel more comfortable, especially for families who want a kitchen, separate bedrooms, and a little breathing room.

Chayanne

Oct 24, 30, 31, 2026
Across FL Cities

Fans of Latin pop can look forward to Chayanne in Florida this October. His concert adds a high-energy music night to a month already filled with beach days, theme-park adventures, and warm-weather escapes. Browse Florida vacation rentals and choose the destination that fits your plans. Whether you are pairing the concert with time at the parks or adding a few quiet days near the coast, a private home gives you flexibility beyond the event itself.

October Is Waiting

October gives you plenty of ways to travel well. Follow the music to Phoenix or Miramar Beach, explore Palm Springs through its architecture and design, celebrate harvest season in Washington, or turn a Florida theme-park trip into a more comfortable stay.

Explore the Good Life Vacations collection and find a home that makes the event only the beginning of your trip. Book direct for official rates, thoughtful design, professional management, and a stay built around comfort.

Event dates, ticket availability, and schedules may change. Check each event’s official website before making final plans.

Featured Vacation Homes

*Prices shown may not be accurate. Please search with dates to view accurate nightly prices

1
2
3
...
18
19
Search properties
Search homes
Search experiences
Image
A spacious outdoor recreation area features a picnic table with umbrella shade, surrounded by manicured lawns and swaying palm trees, offering a tranquil spot for relaxing or dining alfresco.
Image
Sink into the plush reclining sofa and enjoy your peaceful retreat. Through the sliding glass doors, you'll glimpse the lush green lawn—a perfect invitation to step outside and unwind in your own private yard.
Gather around your fully equipped kitchen, complete with modern appliances and a convenient breakfast bar—perfect for morning coffee or quick meal prep during your stay.
Image

Davenport, FL

Bahama Bay Resort 31014

Image
The property features a Spanish-style exterior with terra-cotta tile roofing, positioned in a desert mountain setting with palm trees and natural landscaping.
Image

Tempe, Arizona

Hidden Lake Haven

Mountain retreat surrounded by snowy landscapes and forested hillsides—a peaceful neighborhood setting perfect for those who love nature and changing seasons.
A charming single-family home with a bright, welcoming entrance and spacious lawn, nestled in a peaceful neighborhood surrounded by mature trees.
Image

Davenport, FL

Bahama Bay Resort 30804

Step into your bright open-concept living area where contemporary style meets comfort. Natural light pours through large windows, illuminating sleek furnishings and a fully-equipped kitchen—your perfect home base for relaxation and memorable moments.
A charming property entrance features Alpine-style architecture with warm wood accents, shuttered windows adorned with flower boxes, and festive seasonal touches that greet you upon arrival.
Step inside and immediately feel at home in your welcoming entryway, where elegant lighting and thoughtful touches set the tone for your relaxing escape.
Image

Davenport, FL

Bahama Bay Resort 20907

Sink into plush seating by the fireplace while natural light pours in from your private patio overlooking lush greens. Your open kitchen awaits for gathering and creating meals together.
Sink into the plush sectional and enjoy your open-concept living space with its airy coastal style, ceiling fan, and balcony doors that invite natural light throughout.
Image

Miramar Beach, Florida

TOPS'L Tides 0411

2
2
6

$283/night (incl. all fees)

Nov 16 – Nov 18

Kissimmee, FL

Caribe Cove Condominiums 20505

3
2
8

$270/night (incl. all fees)

Mar 29 – Apr 01
The Seaside Bohemian - Backyard Pool

Chandler, Arizona

The Seaside Bohemian

6
2.5
15

$435/night (incl. all fees)

Nov 11 – Nov 13
This aerial view showcases the property nestled in a scenic valley surrounded by mountains, orchards, and farmland, with a private pool and terraced landscaping.

Manson, WA

Three Lakes Haven

5
4.5
8

$605/night (incl. all fees)

Nov 11 – Nov 13
Sink into plush sofas and unwind in this serene living space, where soft textures, warm wood accents, and abundant natural light create the perfect retreat for your downtime.

Palm Springs, CA

Palm Canyon Modern Bungalow

2
2
4

$264/night (incl. all fees)

Nov 14 – Nov 19

Miramar Beach, Florida

Amalfi Coast A211

3
3
8

$289/night (incl. all fees)

Dec 15 – Dec 18

Miramar Beach, FL

TOPS'L Beach Manor 704

2
2
6

$365/night (incl. all fees)

Nov 11 – Nov 13
Sweet Flames in Scottsdale

Scottsdale, Arizona

Sweet Flames in Scottsdale

6
3
16

$456/night (incl. all fees)

Nov 15 – Nov 17

Palm Desert, CA

East Island

2
2
4

$297/night (incl. all fees)

Nov 11 – Nov 14
Soak in the stunning mountain views from your private terrace, where comfortable seating invites you to unwind with a glass of wine and watch the peaks glow at sunset.

Leavenworth, WA

Apres Ski Chalet

2
2
5

$418/night (incl. all fees)

Nov 11 – Nov 12

Pensacola, FL

Windemere 406

2
2
6

$292/night (incl. all fees)

Nov 11 – Nov 13
3
2
8

$169/night (incl. all fees)

Nov 11 – Nov 14

Miramar Beach, FL

TOPS'L Summit 209A

0
1
2

$257/night (incl. all fees)

Nov 11 – Nov 14

Palm Springs, CA

The Gem House

3
2
6

$539/night (incl. all fees)

Nov 15 – Nov 18
2
2
6

$149/night (incl. all fees)

Apr 09 – May 09

Leavenworth, WA

Cairn Cottage

3
2
6

$463/night (incl. all fees)

Jan 03 – Jan 06

Pensacola, FL

Perdido Cottage

3
2
9

$478/night (incl. all fees)

Nov 11 – Nov 12
2
2
6

$206/night (incl. all fees)

Nov 24 – Nov 26
Image

Miramar Beach, FL

TOPS'L Tennis Village 23

2
2
4

$424/night (incl. all fees)

Nov 11 – Nov 12

Palm Desert, CA

Desert Escape

3
2.5
6

$347/night (incl. all fees)

Nov 11 – Nov 16
Exterior

Mesa, Arizona

Desert Sunset

3
2
6

$233/night (incl. all fees)

Dec 15 – Dec 20

Leavenworth, WA

Valhalla

1
1
4

$322/night (incl. all fees)

Nov 11 – Nov 12

Pensacola, FL

Spanish Key 708

3
3
8

$364/night (incl. all fees)

Nov 23 – Nov 25
Image

Miramar Beach, FL

TOPS'L Summit 402

2
2
6

$362/night (incl. all fees)

Nov 13 – Nov 14
2
2
6

$200/night (incl. all fees)

Nov 26 – Nov 28

Palm Desert, CA

Safari Vibe

2
3
4

$517/night (incl. all fees)

Nov 17 – Nov 21
High Country Lodge

Flagstaff, Arizona

High Pines Lodge

10
6
30

$888/night (incl. all fees)

Nov 16 – Nov 18
Charming Alpine-style building with traditional wood accents and inviting outdoor seating, located in a picturesque mountain village setting.

Leavenworth, WA

Klonaqua

2
2
6

$403/night (incl. all fees)

Nov 11 – Nov 12

Pensacola, FL

Lost Key 6522

4
4
10

$416/night (incl. all fees)

Dec 03 – Dec 05
4.8 (14)
5.0 (2)
4.2 (17)
4.7 (18)
5.0 (9)
4.4 (44)
4.9 (86)
5.0 (4)
4.7 (66)
4.3 (21)
5.0 (5)
4.7 (61)
4.3 (30)
5.0 (3)
5.0 (25)
4.9 (33)
4.6 (24)
5.0 (1)
4.6 (11)
4.5 (38)
Image

Miramar Beach, FL

TOPS'L Tides 0206

3
3
8

$285/night (incl. all fees)

Nov 11 – Nov 15
4.6 (25)