What are the top rated Cottage Rentals in Middlesex?

There are a lot of options in Middlesex. If you plan on staying in the Middlesex area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Middlesex: <a href="/property/a-peaceful-luxurious-retreat-with-stunning-mountain-views-nearby-skiing/HA-321979463" class="class="static-page-link"">A peaceful luxurious retreat with stunning mountain views &amp; nearby skiing!</a> <a href="/property/the-terraces-mountain-retreat-two-bedrooms-two-baths/HA-321679759" class="class="static-page-link"">The Terraces: Mountain retreat, two bedrooms, two baths</a> <a href="/property/centrally-located-w-easy-access-to-stowe-and-mrv/HA-3213474137" class="class="static-page-link"">Centrally Located w/easy access to Stowe and MRV</a> <a href="/property/7-bedroom-house-near-stowe-vermont/HA-1214221685" class="class="static-page-link"">7 Bedroom House Near Stowe, Vermont</a> <a href="/property/crossett-hill-lodge-loft/HA-321803385" class="class="static-page-link"">Crossett Hill Lodge: Loft</a> <a href="/property/private-hilltop-home-close-to-skiing-enjoy-views-hot-tub-fire-pit/HA-3213665970" class="class="static-page-link"">Private hilltop home close to skiing. Enjoy views, hot tub &amp; fire pit!</a> <a href="/property/modern-home-minutes-to-waterbury-stowe-and-sugarbush/HA-3212947742" class="class="static-page-link"">Modern home, minutes to Waterbury, Stowe, and Sugarbush</a> <a href="/property/mountain-views-luxurious-surroundings-nearby-skiing-and-a-hot-tub/HA-3212054136" class="class="static-page-link"">Mountain views, luxurious surroundings, nearby skiing, and a hot tub!</a> <a href="/property/traditional-vermont-ski-chalet-central-to-mad-river-valley-and-stowe/HA-1219721730" class="class="static-page-link"">Traditional Vermont Ski Chalet Central to Mad River Valley and Stowe</a> <a href="/property/cozy-spacious-1-bedroom-apartment-sleeps-3-with-ac-walk-to-town-near-skiing/HA-3214098954" class="class="static-page-link"">Cozy spacious 1-bedroom apartment sleeps 3, with AC, walk to town. Near skiing.</a>

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

The average cost for a cottage rental in Middlesex is $388 per night. Toodoo has a wide list of great cottages near Middlesex that would suit your needs. There are single and multiple rooms for solo trips or family vacations.

Are there any cottages in Middlesex that allow pets?

Yes, here are the top cottage rentals in Middlesex that allow you to bring your pet: Cozy hilltop cottage w free EV charger near downtown, Hubbard Park & ski resorts Meadows Mountains and more Waterbury Studio 12 Mi to Bolton Valley Ski Resort The Inn at Montpelier A peaceful luxurious retreat with stunning mountain views & nearby skiing! <a href="/all/usa/vermont/montpelier/middlesex" class="class="static-page-link"">See all pet-friendly vacation rentals in Middlesex on Toodoo</a>

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

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

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

As of 2026, the data from Toodoo shows that there are Over 1 private swimming pools or cottages with indoor pools in the Middlesex area along with other great amenities.

Middlesex Cottage Rentals By Owner

Cozy hilltop cottage w free EV charger near downtown, Hubbard Park & ski resorts

From US $388

New

Cottage

Cozy hilltop cottage w free EV charger near downtown, Hubbard Park & ski resorts

Parking
Pet Friendly
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Middlesex Cottage Rentals & Holiday Homes

Find the best cottages in Middlesex - We found 1 exact matches

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