Experiences · Holiday

Holiday vacation rentals, managed by local experts.

Find a home away from home this winter season

Holiday Travel

Where to go

Holiday destinations in the Collection

Each destination is represented by a trusted local partner.

Big Canoe

Mountain Home Rentals of Georgia

Big Canoe, GA

Follow a network of trails through waterfalls, wildlife and forests just an hour north of Atlanta.

See holiday homes
Kauai

The Parrish Collection Kauai

Kauai, HI

Experience the rich culture and dramatic natural beauty of an island paradise.

See holiday homes
Los Cabos

Escape to Cabo

Los Cabos

Known for its pristine beaches and desert landscapes, Los Cabos is a luxurious escape with vibrant culture and world-class golf.

See holiday homes
Sunriver

Arrived Sun River

Sunriver, OR

Here the unspoiled beauty of nature merges with thrilling adventures, a perfect retreat for travelers seeking serenity and excitement.

See holiday homes
Telluride

Curate Telluride

Telluride, CO

From ski slopes to summer festivals, this mountain town delivers stunning views and endless ways to explore.

See holiday homes

Plan your trip

Planning a holiday getaway

Original, destination-informed guidance written with partner input.

01

Choose your region

Compare seasons, highlights and the kind of trip you want.

02

Pick a home for the group

Bedrooms, shared spaces and distance to what you came for.

03

Ask your local partner

Partners can point you to local favorites.

04

Book direct

No commissions from The 100 Collection, and you keep the relationship with the local team.

Questions

Holiday trip FAQs

What makes a good holiday trip rental?

Space for the whole group, a short drive to what you came for, and a local team that can help with trip questions.

Can I book directly with the local manager?

Yes. The 100 Collection sends you to the partner’s own website, so you book direct with the local professionals.

Are all holiday destinations in the same season?

Best seasons vary by destination, so each destination page includes timing.

Does The 100 Collection manage these homes?

No. Each home is managed by a vetted local partner.

Keep exploring

More experiences

Browse related activity pages across the Collection.

Get holiday trip ideas by email

Choose holiday and we’ll send destination picks from local partners.

The 100 Collection™ 2026