Monterey Vacation Rentals

Compare Vacation Rentals & Rent By Owner Homes in Monterey, Massachusetts, USA

Light-Filled GB Oasis, Trails, Lake, Fireplace
|
10.0 (1 Review)
3 Bedrooms 8 Guests
Hupi House - A Peaceful Wooded Lakeside Retreat
|
9.0 (1 Review)
4 Bedrooms 10 Guests
Forget-Me-Not by AvantStay
|
New
5 Bedrooms 12 Guests
LAKE GARFIELD WATERFRONT HOME AND BOATHOUSE
10.0 (3 Reviews)
4 Bedrooms 6 Guests
Lake Haven
From£301 per night
|
New
3 Bedrooms 6 Guests
Cozy Lakeside Cottage Oasis
10.0 (2 Reviews)
3 Bedrooms 10 Guests
Beautiful Lake Retreat
10.0 (2 Reviews)
3 Bedrooms 8 Guests
Hupi House: A Peaceful, Wooded, Lakeside Sanctuary
10.0 (1 Review)
4 Bedrooms 10 Guests
Garfield Grounds | Lakeside Guest Cottage Dock
10.0 (1 Review)
4 Bedrooms 10 Guests
Misty Pines Cabin | Wood Stove Sauna
10.0 (1 Review)
3 Bedrooms 8 Guests
Monterey Haven < 1/2 Mi to Lake Garfield w/Kayaks
9.8 (7 Reviews)
3 Bedrooms 6 Guests
Bidwell Landing | Lakefront Spacious
9.6 (8 Reviews)
4 Bedrooms 8 Guests
Beautiful Berkshire family home
9.6 (4 Reviews)
5 Bedrooms 12 Guests
Forest Hollow | Waterfront Kayaks Wood Stove
9.4 (11 Reviews)
3 Bedrooms 6 Guests
Scribe`s Stable | A/C Screened in Porch Sleeps 6
10.0 (4 Reviews)
2 Bedrooms 6 Guests
Cottage Retreat in Heart of the Berkshires
10.0 (1 Review)
2 Bedrooms 4 Guests
Stay at Beaver Lodge!
From£162 per night
9.8 (44 Reviews)
1 Bedroom 2 Guests
Cozy Monterey Home w/Porch: Walk to Lake Garfield
10.0 (21 Reviews)
3 Bedrooms 6 Guests
Berkshire County Mountain Retreat above Lake Garfield
10.0 (1 Review)
6 Bedrooms 15 Guests
Fantastic cottage in the Berkshire Mountains
10.0 (1 Review)
4 Bedrooms 9 Guests
Monterey Home w/Hot Tub, Pool & Game Room!
9.2 (10 Reviews)
6 Bedrooms 16 Guests
Hupi Hills | town beach Kayaks shared court`s
8.0 (1 Review)
3 Bedrooms 6 Guests
Wander Monterey Lake
From£894 per night
New
4 Bedrooms 12 Guests
Woodfall by AvantStay | Tons of Outdoor Space
9.6 (8 Reviews)
5 Bedrooms 12 Guests
Secluded Country Cabin Nestled in the Woods on 4 Acres
5.0 (15 Reviews)
3 Bedrooms 8 Guests
Forget-Me-Not by AvantStay | Bold Lakefront Escape
3.8 (4 Reviews)
4 Bedrooms 12 Guests

About Monterey Vacation Rentals

With more than 48 Monterey vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rent By Owner Homes (RBOs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an RBO property in Monterey.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Monterey, you have the flexibility of comparing different options of various deals with a single click. Looking for an RBO with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (RBOs), and other popular Airbnb-style properties in Monterey. Places to stay near Monterey are 1488.65 ft² on average, with prices averaging £427 a night.

RentByOwner makes it easy and safe to find and compare vacation rentals in Monterey with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Other Places to Stay in Monterey, MA


Frequently Asked Questions About Monterey?

What are the top vacation rentals in Monterey?

How many Rentbyowner vacation rentals are available in Monterey?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 48 in the Monterey area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Monterey.