Vacation rentals in Dudley

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Top-rated vacation rentals in Dudley

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Guesthouse in Woodstock

Charming & Private Apt in Idyllic Quiet Corner

This studio apt offers you a comfortable & quiet stay in pastural Woodstock. Surrounded by rolling hills & dairy farms, this spacious & completely private apt is the perfect place for a weekend retreat. Whether that means exploring the quaint towns that make up the quiet corner or taking time to escape the day to day & recharge, this rental has you covered. You will enjoy complete privacy in this detached dwelling w/ a private entrance & self-checkin. It also features free parking, WiFi & A/C.

$105 per night

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Guest suite in Charlton

Lake Front Private 1 Bedroom Apartment

Relaxing and peaceful completely private lake house apartment in Charlton. Guests have access to the private second floor apartment with a large eat in kitchen, living room, bedroom and full bathroom, all to themselves. Pine trees surround the main house on this 1 acre plot of land. Lake access is behind the house with walking only access (150 feet) through the beautiful back yard to a stone stairway and stone path to the sand. Get ready for peace and quiet as you sit, relax, kayak and fish.

$62 per night

Cottage in Dudley

Cozy, 3BR lake-side retreat and outdoor oasis

Welcome to the Lake! Located in peaceful Dudley MA, right off major highways (Pike / 395) you will find this retreat easily accessible and remote at the same time. My wife and I were fortunate to spend summers at the lake with our family so we decided to buy and fix this cottage up to give our kids that same beautiful experience. While called a pond, Pierpont Meadow is over a mile long and wide enough for motorized boats and safe enough to share with canoes, kayaks and sailboats.

$128 per night