Monterey Cottages

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Cottages in Monterey

Cozy Cottage-Sunset On The Lake

Otis MA

When you stay at this cottage in Otis, you'll be on a lake, within a 5-minute drive of County Beach and Otis Ridge.

Kitchen

Washer

The Blue Elm - A Historic Berkshire Cottage

Sheffield MA

Located in Ashley Falls, this cottage is in a rural location, within a 15-minute walk of Ashley Falls Woods and Housatonic River.

Kitchen

Free WiFi

Waterfront Cottage at Highland Lake w/dock

Winsted CT

A stay at this cottage places you in the heart of Winchester, steps from Highland Lake and 9 minutes by foot from The Marina at Highland Lake.

Kitchen

Free WiFi

2-bedroom cottage close to skiing with gas fireplace

New Marlborough MA

With a stay at this cottage in New Marlborough, you'll be within a 5-minute walk of New Marlborough Town Library and New Marlborough Town Hall.

Kitchen

Washer

Our Cottage - Small in size, Big in character, On beautiful Highland Lake

Winchester CT

A stay at this cottage places you in the heart of Winchester, steps from Highland Lake and a 2-minute drive from The Marina at Highland Lake.

Kitchen

Free WiFi

Serene Salisbury Rental Home on 26 Acres w/ Deck!

Falls Village CT

With a stay at this cottage in Falls Village, you'll be a short 5-minute walk from Housatonic River and within 3 minutes by car from Great Falls.

Kitchen

Washer

Private Island - Largest Fresh Water Reservoir in Mass

Otis MA

With a stay at this cottage in Otis, you'll be on the waterfront, just steps from Otis Reservoir and a 4-minute drive from Larkum Pond.

Kitchen

Pet friendly

Pine View Cottage, Berkshires Getaway Lake Buel w/ lake rights. Pet friendly!

New Marlborough MA

Located in Great Barrington, this cottage is on a lake, within a 5-minute drive of Lake Buel and Les Trois Emme Winery.

Kitchen

Washer

Private Lake Cottage on 3 acres w/350 sq. ft. deck

Becket MA

Located in Becket, this cottage is a 4-minute drive from Iroquis Waterfront and 8 minutes from Becket Quarry.

Kitchen

Washer

Waterfront Cottage 10 Min From Great Barrington

New Marlborough MA

With a stay at this cottage in Great Barrington, you'll be steps from Lake Buel and a 4-minute drive from Les Trois Emme Winery.

Kitchen

Washer

Charming 1-bedroom cabin w/ pond on 5 private acres near Tanglewood & Berkshires

Canaan NY

Located in Canaan, this cottage is on the waterfront, a 3-minute drive from Queechy Lake and 7 minutes from Furnace Brook Winery at Hilltop Orchards.

Kitchen

Pet friendly

LAKE GARFIELD WATERFRONT HOME AND BOATHOUSE

Monterey MA

When you stay at this cottage in Monterey, you'll be within a 10-minute drive of Bidwell House Museum and Dry Hill.

Washer

Dryer

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.