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Wander

Luxury Vacation Rentals in Monterey

Exceptional vacation homes, booked direct from operators who care most, for less

Why Wander Homes in Monterey Stand Apart

A quiet corner of the Berkshires designed for restorative time away.

What Makes Monterey Special

Wooden dock with colorful boats and Adirondack chairs overlooking calm blue lake surrounded by forested hills

Summer and fall

Lake days and harvest markets

Modern mountain homes with lit windows surrounded by pine forest and snow-capped peaks at sunset

Winter and spring

Ski runs and forest trails

White cottage with gabled roof surrounded by dense forest, waterfront patio with Adirondack chairs and red umbrella, wooden dock extending into water.

Year-round

Minutes from galleries and live music

What guests say

Exceptional stays in Monterey

4.76

7708 reviews

We had such an amazing stay at this house! It is absolutely gorgeous with the most beautiful views of the beach. Bandon is such a special place on the Oregon coast and this house allows exploration of everything there is to offer because of its location. The host is absolutely wonderful as well and was super accommodating for our group! Thank you for sharing such a special place with us, we hope to visit again!

Alyson

Stayed in November 2026

Amazing stay! Rooftop is awesome!

Daniel

Stayed in October 2026

Amazing home and very responsive hosts! Would defintely stay again and reccommend to others.

Joshua

Stayed in October 2026

This property is simply exceptional and it was a true blessing to be able to spend a few days in this property. I will absolutely come back.

Andre

Stayed in October 2026

Get more when you book direct

Lower prices, every time

Pay less than you would anywhere else. No middlemen or platform fees.

Direct line, real care

Book with the team that actually runs the property. Faster answers, better service, real accountability.

Not just a transaction

We go further for direct guests. We’re building a relationship, not closing a booking.

Monterey vacation rentals

Questions before you book