What are the top rated Cottage Rentals in Dudley?

There are a lot of options in Dudley. If you plan on staying in the Dudley area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Dudley: <a href="/property/webster-lake-one-home-two-apartments/HA-3212280074" class="class="static-page-link"">Webster Lake - One Home -Two Apartments</a> <a href="/property/charming-country-studio-apartment-in-idyllic-woodstock-woodstock-red-barn/HA-3214380386" class="class="static-page-link"">Charming country studio apartment in idyllic Woodstock - Woodstock Red Barn</a> <a href="/property/peaceful-country-lake-oasis-with-private-beach-directly-on-site-n/HA-3213479201" class="class="static-page-link"">Peaceful &#34;Country Lake Oasis&#34; with private beach directly on site!n</a> <a href="/property/rustic-farmette-studio-with-hot-tub-pool/HA-3212887629" class="class="static-page-link"">Rustic Farmette Studio with Hot Tub &amp; Pool</a> <a href="/property/family-friendly-5-bedroom-webster-home-w-cozy-balcony-perfect-for-families/HA-3214492717" class="class="static-page-link"">Family-friendly 5-Bedroom Webster Home w/Cozy Balcony - Perfect for Families!</a> <a href="/property/winter-on-the-water-warm-cozy-thompson-retreat/HA-12120202550" class="class="static-page-link"">Winter on the Water: Warm &amp; Cozy Thompson Retreat!</a> <a href="/property/spacious-2-bedroom-1-bath-apt/HA-3214554181" class="class="static-page-link"">Spacious 2 Bedroom 1 Bath apt</a> <a href="/property/charming-1-bedroom-apartment-with-ac-wifi-in-pleasant-webster/HA-3214182623" class="class="static-page-link"">Charming 1-bedroom apartment with AC, WiFi in pleasant Webster</a> <a href="/property/charming-2-bedroom-country-village-house-with-ac-in-east-woodstock/HA-3214629792" class="class="static-page-link"">Charming 2-bedroom country village house with AC in East Woodstock</a> <a href="/property/webster-lake-3br-2-bath-apartment/HA-3212297652" class="class="static-page-link"">Webster Lake - 3BR/2 BATH Apartment</a>

How much does it cost to rent a cottage in Dudley?

The average cost for a cottage rental in Dudley is $230 per night. 30aluxuryrental has a wide list of great cottages near Dudley that would suit your needs. There are single and multiple rooms for solo trips or family vacations.

Are there any cottages in Dudley that allow pets?

Yes, here are the top cottage rentals in Dudley that allow you to bring your pet: Cottage in New England Centrally Located, Dog Friendly, Vintage Lake House With Contemporary Amenities. Webster Lake - One Home -Two Apartments Spacious Oxford Home with Pool - 4 Mi to Lake! Wellsworth Hotel Charming country studio apartment in idyllic Woodstock - Woodstock Red Barn <a href="/all/usa/massachusetts/dudley" class="class="static-page-link"">See all pet-friendly vacation rentals in Dudley on 30aluxuryrental</a>

Do you have any rental cottages in Dudley that are suitable for families?

Most of our listed cottages are suitable for families. Check out the complete list of cottages in Dudley to find one that works for you.

Are there quality cottages in Dudley that have indoor swimming pools?

As of 2026, the data from 30aluxuryrental shows that there are Over 2 private swimming pools or cottages with indoor pools in the Dudley area along with other great amenities.

Dudley Cottage Rentals By Owner

From US $102

New

Cottage

Cottage in New England

Air Conditioner
Parking
Pet Friendly

Dudley Cottage Rentals & Holiday Homes

Find the best cottages in Dudley - We found 2 exact matches

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