Book a Cabin in Windsor, MA

Get away from the hustle and bustle and take in the impressive nature around you at one of our cabins near Windsor, priced from $250 to $250 per night. Prices reflect current offers and availability is subject to change. Additional terms may apply.

Make a decision fast. The cheapest Windsor cabin in the last seven days was just $250 a night. Prices reflect current offers and availability is subject to change. Additional terms may apply.

Choose from one of 206 options here. If you’re searching for a comfy retreat away from busy city living, a Windsor cabin rental is guaranteed to please. September Special 15% Off Mid Week Bookings At The Secluded Trout Cabin and Vermont Lake Front Log Cabin Close To Mt. Snow are two excellent choices.

Make yourself at home in one of our cheap cabin rentals and you’ll have a wealth of adventure to look forward to. Perfectly suited for family groups, Windsor cabins are an excellent base for discovering what this area has to offer.

• Heading the list of family attractions to discover is Yaddo Gardens. From Windsor, it’s around 55 mi away to the northwest and a great spot to spend time together.
• Round up the troops and make your way to Kaaterskill Falls. This sight is about 55 mi to the west of Windsor.
• If you’re looking for something that’ll excite your traveling tribe, Mount Greylock will be up your alley. This family-friendly spot is about 11 mi to the northwest of Windsor.

If waking in the morning to magnificent scenery and the tranquil sounds of nature is your idea of a heavenly vacation, take a look at these Windsor mountain cabins. From cheap, homely stays to luxurious retreats, we’ve got rental options to match every style and budget:

• Make a booking at Bear Creek Cabin. Rated highly by many vacationers, this comfy cabin has everything you need for a lovely mountain stay, including a firepit and a bathtub or shower.
• As another option, immerse yourself in the mountain lifestyle at The Pocumtuck Cabin @ The Wigwam Western Summit. It comes with nearby wildlife walks, nearby birdwatching activities and much more.

Go boating, drop a line in or just kick back and let the calming sounds of the river lull you into deep relaxation. If you want a place that combines adventure and comfort, look into these river cabins near Windsor:

• Bear Creek Cabin — Swap the busy city for a night or two in the great outdoors at this comfy riverside getaway. Amenities include a firepit and free firewood.
• Mahican Cabin - A Private Natures Reserve For 2 — With a firepit, a queen bed and loads of other great amenities, this cabin rental has all you need for a pleasant stay.

You’ll be rekindling so much more than the fireplace in one of these romantic cabins near Windsor. With a setting tailor-made for love, escape with your honey and pop some Champagne — or even pop the question:

• With mountain views and a firepit, Bear Creek Cabin is an ideal pick. Put together a romantic playlist and let the appealing surroundings perform their magic.
• Alternatively, let love bloom at Elegant Wilderness Cabin 12 Miles From Northampton. Mountain views and a nearby beauty spa are some of its nice touches.

When you’re ready to explore more of Mother Nature, stay at one of our Windsor cabins. Whether you’re seeking a romantic getaway cabin for you and your sweetheart or a retreat that’ll fit the whole family, we’ve got options to suit all needs and budgets.

• Spend your days in the great outdoors and your nights curled up at Cabin - Relax, Reconnect And Enjoy. This cabin retreat comes with a king bed and a water view.
• Another choice for your relaxing escape is Cabin - Beautiful Mt Area With Beautiful Scenic Views. A garden and a barbecue grill help make this place a favorite choice for travelers.

Tracking down a great Windsor cabin is a breeze with Travelocity. Step 1: Select your destination and dates. Step 2: Use the nifty filter tool to fine-tune the results. Then simply lock in your favorite stay and pack your bags! Worried your plans might change? Choose a property offering free cancellation. With Travelocity, you can always book with confidence. Find the same vacation rental at a lower price elsewhere within 24 hours and we’ll refund you the difference. That’s Travelocity’s Price Guarantee.