Monroe Vacation Rentals

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Vacation Rentals in Monroe

Lobby
Vacation Village in the Berkshires

Condo in Williamstown

3.0 star property
8.8 out of 10, Excellent, (2154)
"Great place!"
United States
Nicole
$101 nightly
The price is $113
Dec 2 - Dec 3
Total with taxes and fees
Vacation Village in the Berkshires
Exterior
Jiminy Peak Mountain Resort

Condo resort in Hancock

3.0 star property
8.2 out of 10, Very Good, (986)
"This is our second time staying here. We love the property, the suites work for us as there is a bedroom which is separate from the living space. There are plenty of things to do on the property and in the surrounding area. Mt. Greylock, antiquing, great breakfast spots! The Country Store on the property has great sandwiches and things needed for your stay."
United States
Amy
$178 nightly
The price is $199
Dec 3 - Dec 4
Total with taxes and fees
Jiminy Peak Mountain Resort
Exterior
2BR 2BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

Apartment in Dover

9.4 out of 10, Exceptional, (16)
"So cute and in such a great area! It was a perfect stay"
United States
Jaden F.
$221 nightly
The price is $250
Dec 1 - Dec 2
Total with taxes and fees
2BR 2BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
Interior
Peaceful Stay at Birds of a Feather Farm & Spa

Vacation Home in Shaftsbury

9.8 out of 10, Exceptional, (28)
"Beautiful location and very cozy place to stay. Thank you!"
United States
Kristin G.
$201 nightly
The price is $225
Dec 2 - Dec 3
Total with taxes and fees
Peaceful Stay at Birds of a Feather Farm & Spa
Exterior
Mountain Chalet mins from Mt Snow Skiing/hiking

Chalet in East Dover

9.8 out of 10, Exceptional, (9)
"Easy to find! Clean! Cozy!! Would definitely stay again! "
United States
Roy-michael G.
$386 nightly
The price is $436
Dec 2 - Dec 3
Total with taxes and fees
Mountain Chalet mins from Mt Snow Skiing/hiking
Terrace/patio
4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House

Chalet in Dover

9.8 out of 10, Exceptional, (22)
"Decently-sized rooms, great lighting, plenty of space for families with kids to relax, enjoy the outdoor space, easy drive to Stratton and Wilmington. "
United States
SZU YIN C.
$361 nightly
The price is $408
Dec 15 - Dec 16
Total with taxes and fees
4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House
Exterior detail
Getaway Near Mass MoCA, Great Hiking, Scenic Views

Apartment in Stamford

10.0 out of 10, Exceptional, (28)
"Nice property for a quick and simple check-in. Near MassMOCA, the Clark Art Institute and much more."
United States
Mario R.
$128 nightly
The price is $144
Dec 1 - Dec 2
Total with taxes and fees
Getaway Near Mass MoCA, Great Hiking, Scenic Views
Outdoor spa tub
Hot Tub, Game Room, Fire Pit, Dog friendly, 8 minutes to Ski Mount Snow

Chalet in West Dover

10.0 out of 10, Exceptional, (20)
"Had a delightful time here for the Holiday. Quiet place which held us all comfortably! Easy to get to the places we wanted to go to and was well maintained. Communication with the hosts was fantastic."
United States
Jeannine A.
$469 nightly
The price is $530
Dec 1 - Dec 2
Total with taxes and fees
Hot Tub, Game Room, Fire Pit, Dog friendly, 8 minutes to Ski Mount Snow
Property grounds
Cozy apt in beautiful secluded spot 15 mins from Mt Snow

Apartment in Dover

10.0 out of 10, Exceptional, (4)
"Cozy little spot that had everything we needed. Peaceful, quiet, and once the rain let up on our stay we walked out to the gorgeous little pond on the property. So serene. Catherine was great!"
United States
Erica H.
$182 nightly
The price is $206
Dec 31 - Jan 1, 2026
Total with taxes and fees
Cozy apt in beautiful secluded spot 15 mins from Mt Snow
Fridge, microwave, oven, stovetop
Charming 1-bedroom condo in delightful Dover

Condo in Dover

9.6 out of 10, Exceptional, (7)
"Easy to find. Good communication helped, but the sliding door was a little wonky. Additional security for single female travelers would be nice. A bedside table would be useful. All the amenities you would ever need."
United States
Tia
$269 nightly
The price is $304
Dec 16 - Dec 17
Total with taxes and fees
Charming 1-bedroom condo in delightful Dover
Property grounds
Lake Whitingham & Mount Snow Area Village Apartment

Apartment in Whitingham

2.0 star property
10.0 out of 10, Exceptional, (1)
"This place was cozy and romantic, making it the perfect escape from the hustle and bustle of city life. The location is ideal, with charming New England towns to explore in every direction. Amy and Connor were exceptional hosts, checking in with us throughout our stay to ensure we felt right at home."
United States
Anicia K.
$273 nightly
The price is $306
Dec 1 - Dec 2
Total with taxes and fees
Lake Whitingham & Mount Snow Area Village Apartment
Exterior
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere

Cabin in Hinsdale

9.8 out of 10, Exceptional, (34)
"Great cottage - well appointed and very clean. No air conditioning so a bit warm when it’s hot out, but all in all a great stay"
United States
Lindsey E.
$375 nightly
The price is $419
Dec 2 - Dec 3
Total with taxes and fees
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Fridge, microwave, oven, stovetop
Cozy Rustic Apt in 18th c Berkshire Farmhouse

Apartment in Lanesborough

9.6 out of 10, Exceptional, (67)
"Great value, so much better than all the touristy motels in the area!"
United States
Chris G.
$189 nightly
The price is $208
Dec 1 - Dec 2
Total with taxes and fees
Cozy Rustic Apt in 18th c Berkshire Farmhouse
Exterior
Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor

Apartment in Hancock

10.0 out of 10, Exceptional, (5)
"We had a wonderful stay in our fun, pirate themed suite. Which is really what caught our attention in making our reservation. It was so thoughtfully decorated, and suited the theme, while still being a comfortable place to enjoy being in. Everything was in wonderful condition, and had all the amenities we needed. Our host, Howie, was incredibly attentive, personable, and made sure we were taken care of. I was very disorganized, and he went out of his way to get me all the information we needed...
United States
Karen
$211 nightly
The price is $236
Dec 3 - Dec 4
Total with taxes and fees
Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
Fridge, microwave, oven, stovetop
Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat

Vacation Home in Bennington

8.6 out of 10, Excellent, (34)
"Rustic but not too rustic, great location, excellent hot tub, plenty of blankets, well-appointed kitchen. Would definitely stay again. "
United States
Ransom W.
$257 nightly
The price is $273
Dec 3 - Dec 4
Total with taxes and fees
Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat
Property grounds
Cozy 3 bedroom condo 2.5 miles to Mount Snow

Condo in West Dover

9.0 out of 10, Wonderful, (43)
"We were unable to stay as when we went in the condo, we found the condo damp, musty, dusty, very worn, extremely outdated and uncomfortable. We left and found different accommodations for the weekend at Chateau 239 which I highly recommend. "
United States
Diana W.
$261 nightly
The price is $295
Dec 9 - Dec 10
Total with taxes and fees
Cozy 3 bedroom condo 2.5 miles to Mount Snow
Property grounds
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities

Condo in Dover

8.8 out of 10, Excellent, (32)
"Very nice accommodations and location!"
United States
Michael M.
$255 nightly
The price is $288
Dec 8 - Dec 9
Total with taxes and fees
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
Exterior
Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone

Apartment in Hancock

10.0 out of 10, Exceptional, (8)
"We had a wonderful 3 day weekend! Perfect location for families."
United States
Eric B.
$211 nightly
The price is $236
Dec 3 - Dec 4
Total with taxes and fees
Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone
Exterior detail
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!

Vacation Home in Hoosick Falls

9.8 out of 10, Exceptional, (99)
"Quiet and relaxing property "
United States
Michelle S.
$280 nightly
The price is $311
Dec 1 - Dec 2
Total with taxes and fees
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
Interior
Stunning Glass House nestled in the Vermont wilderness!

Vacation Home in Guilford

10.0 out of 10, Exceptional, (1)
"The Mirror house was just the perfect place for my wife and I to getaway and reconnect! The house itself was very clean, warm and beautifully decorated. The hot tub, sauna and upstairs “glass room” allowed us to feel as though we were at a spa allowing us to relax and spend time just being together. The natural views and “isolation” helped us to feel like it was just the two of us. This is an ideal place if you are looking to get away with the one you love."
United States
Grant D.
$400 nightly
The price is $448
Dec 16 - Dec 17
Total with taxes and fees
Stunning Glass House nestled in the Vermont wilderness!
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.
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Top Monroe Hotel Reviews

Mountaineer Inn

Mountaineer Inn

10/10 Excellent
"Easy! Convenient. "
Jennifer 1-night trip
Posted 3 days ago
Mountaineer Inn

Find out more about Monroe

Everything you need to know about Monroe vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Monroe vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Monroe vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Monroe vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Monroe. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Monroe in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $113 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Monroe rentals

At Expedia, we put the best Monroe vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Monroe rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Monroe vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Monroe. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Frequently asked questions

Are there vacation rentals in Monroe?

Yes, we have vacation rentals near popular sights in Monroe, or you can choose a more secluded option if you want a relaxing place to stay.

What are some of the best vacation rentals in Monroe?

Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit. : This vacation home near Monroe is located in the mountains and has a fireplace, a patio, and laundry facilities to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a hot tub.

What’s there to see and do in Monroe?

Deerfield River and Green Mountain National Forest are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Monroe Town Hall and Monroe State Forest.

What’s a vacation rental in Monroe like?

Vacation rentals are private properties you can book for short or long periods in Monroe. Vacation rentals feature amenities such as laundry facilities and kitchens so you'll feel right at home. If you're concerned about a clean environment, vacation rentals can provide a sense of seclusion away from public hotel elevators and busy front desks while still allowing you to travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for family gatherings.